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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (8) Show 8 proteins XML

Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2022-03-07 02:49:01 UTC

HMDB ID

HMDB0000374

Secondary Accession Numbers

HMDB00374

Metabolite Identification

Common Name

17-Hydroxyprogesterone

Description

17-Hydroxyprogesterone also known as 17-OH progesterone (17-OHP), or hydroxyprogesterone (OHP), is an endogenous progestogen steroid hormone related to progesterone. Formally it is a 17alpha-hydroxy steroid that is the 17alpha-hydroxy derivative of progesterone. 17-Hydroxyprogesterone is found in all vertebrates. It is a chemical intermediate in the biosynthesis of many endogenous steroids, including androgens, estrogens, glucocorticoids, mineralocorticoids and neurosteroids. In particular, 17-Hydroxyprogesterone serves as an intermediate in the biosynthesis of hydrocortisone and gonadal steroid hormones. It is derived from progesterone via the enzyme known as 17-hydroxylase, a cytochrome P450 enzyme also known as CYP17A1. It can also be biosynthesized from 17-hydroxypregnenolone via the enzyme 3beta-hydroxysteroid dehydrogenase/delta5-4 isomerase (PMID: 1955079 ). 17-OHP is an agonist of the progesterone receptor (PR). It is also an antagonist of the mineralocorticoid receptor (MR) as well as a partial agonist of the glucocorticoid receptor (GR). 17-Hydroxyprogesterone is a natural progestin and in pregnancy it increases in the third trimester primarily due to fetal adrenal production. 17-Hydroxyprogesterone is primarily produced in the adrenal glands and to some degree in the gonads, specifically the corpus luteum of the ovary. Normal levels are 3-90 ng/dl in children, and in women, 15-70 ng/dl prior to ovulation, and 35-290 ng/dl during the luteal phase. Measurements of levels of 17-hydroxyprogesterone are useful in the evaluation of patients with suspected congenital adrenal hyperplasia as the typical enzymes that are defective, namely 21-hydroxylase, lead to a build-up of 17-OHP. 17-OHP levels can also be used to measure contribution of progestational activity of the corpus luteum during pregnancy as progesterone but not 17-OHP is also contributed by the placenta.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

17-Hydroxyprogesterone.mol
  Mrv1652305261923522D          

 27 30  0  0  0  0            999 V2000
   -1.8185   -0.3002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5330   -0.7127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5330   -1.5377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2475   -1.9502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8185   -1.9502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1041   -1.5377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3896   -1.9502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3249   -1.5377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3249   -0.7127    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0393   -0.3002    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8240   -0.5552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3089    0.1123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8240    0.7797    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5717    1.1284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2475    0.6552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6436    1.9502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0393    0.5248    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0393    1.3498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3249    0.9373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3896    0.5248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3896   -0.3002    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1041   -0.7127    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1041    0.1123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4884    1.5334    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3896   -1.1252    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3249    0.1123    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0393   -1.1252    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  1  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 13 17  1  0  0  0  0
 10 17  1  0  0  0  0
 17 18  1  1  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
  9 21  1  0  0  0  0
 21 22  1  0  0  0  0
  1 22  1  0  0  0  0
  6 22  1  0  0  0  0
 22 23  1  1  0  0  0
 13 24  1  6  0  0  0
 21 25  1  6  0  0  0
  9 26  1  1  0  0  0
 10 27  1  6  0  0  0
M  END

HMDB0000374
     RDKit          3D
17-Hydroxyprogesterone
 54 57  0  0  0  0  0  0  0  0999 V2000
   -4.9720   -0.9828    0.8747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2846   -1.0946   -0.4229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6716   -1.9423   -1.2099 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1758   -0.2365   -0.7900 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7515   -0.4888   -2.1229 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4507    1.2496   -0.7167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0736    1.9005   -0.5209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1244    0.7532   -0.6698 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2188    0.9180   -0.0683 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9390    2.0000   -0.8754 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2384    2.2767   -0.1197 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0115    1.0106   -0.0590 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3306    1.1015   -0.0964 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1933   -0.0866   -0.0427 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3785   -0.0314    0.3250 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6212   -1.3908   -0.4428 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1805   -1.2421   -0.8869 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4069   -0.3198    0.0384 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6521   -0.8555    1.4555 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9663   -0.3761   -0.3318 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2163   -1.4788    0.3953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1913   -1.6138   -0.1161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9298   -0.3419    0.0667 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1562    0.0498    1.4858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0950   -1.0724    0.6933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8650    0.0122    1.3271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7574   -1.8333    1.5567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2692    0.0719   -2.7395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9467    1.6225   -1.6376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0630    1.4812    0.1725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9246    2.5670   -1.3982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9959    2.4630    0.4055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0389    0.4456   -1.7099 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2213    1.1641    1.0042 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1579    1.5393   -1.8605 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3178    2.8947   -0.9267 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7535    3.0794   -0.6427 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9608    2.5885    0.8941 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8009    2.0675   -0.1681 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1921   -1.7421   -1.3391 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7378   -2.0862    0.3937 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7128   -2.2217   -1.0087 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2090   -0.7457   -1.8840 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6496   -0.5539    1.8198 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9188   -0.4327    2.1699 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5301   -1.9538    1.4740 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8388   -0.5886   -1.4216 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7769   -2.4524    0.2861 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1645   -1.1923    1.4611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2334   -1.8965   -1.1867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6798   -2.4036    0.5215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7340    0.9886    1.5966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2043    0.1626    2.0596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7073   -0.7509    2.0141 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  6
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  1
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  1
 23  4  1  0
 23  8  1  0
 20  9  1  0
 18 12  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  7 32  1  0
  8 33  1  6
  9 34  1  1
 10 35  1  0
 10 36  1  0
 11 37  1  0
 11 38  1  0
 13 39  1  0
 16 40  1  0
 16 41  1  0
 17 42  1  0
 17 43  1  0
 19 44  1  0
 19 45  1  0
 19 46  1  0
 20 47  1  6
 21 48  1  0
 21 49  1  0
 22 50  1  0
 22 51  1  0
 24 52  1  0
 24 53  1  0
 24 54  1  0
M  END

17-Hydroxyprogesterone.mol
  Mrv1652305261923522D          

 27 30  0  0  0  0            999 V2000
   -1.8185   -0.3002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5330   -0.7127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5330   -1.5377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2475   -1.9502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8185   -1.9502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1041   -1.5377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3896   -1.9502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3249   -1.5377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3249   -0.7127    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0393   -0.3002    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8240   -0.5552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3089    0.1123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8240    0.7797    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5717    1.1284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2475    0.6552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6436    1.9502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0393    0.5248    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0393    1.3498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3249    0.9373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3896    0.5248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3896   -0.3002    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1041   -0.7127    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1041    0.1123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4884    1.5334    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3896   -1.1252    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3249    0.1123    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0393   -1.1252    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  1  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 13 17  1  0  0  0  0
 10 17  1  0  0  0  0
 17 18  1  1  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
  9 21  1  0  0  0  0
 21 22  1  0  0  0  0
  1 22  1  0  0  0  0
  6 22  1  0  0  0  0
 22 23  1  1  0  0  0
 13 24  1  6  0  0  0
 21 25  1  6  0  0  0
  9 26  1  1  0  0  0
 10 27  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0000374

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12CC[C@](O)(C(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C21H30O3/c1-13(22)21(24)11-8-18-16-5-4-14-12-15(23)6-9-19(14,2)17(16)7-10-20(18,21)3/h12,16-18,24H,4-11H2,1-3H3/t16-,17+,18+,19+,20+,21+/m1/s1

> <INCHI_KEY>
DBPWSSGDRRHUNT-CEGNMAFCSA-N

> <FORMULA>
C21H30O3

> <MOLECULAR_WEIGHT>
330.4611

> <EXACT_MASS>
330.219494826

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
37.895190581319426

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2R,10R,11S,14R,15S)-14-acetyl-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one

> <ALOGPS_LOGP>
2.99

> <JCHEM_LOGP>
3.4011792776666674

> <ALOGPS_LOGS>
-4.05

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.598886675440433

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.699646444874293

> <JCHEM_PKA_STRONGEST_BASIC>
-3.8049652826185154

> <JCHEM_POLAR_SURFACE_AREA>
54.370000000000005

> <JCHEM_REFRACTIVITY>
94.10529999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.93e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,10R,11S,14R,15S)-14-acetyl-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000374
     RDKit          3D
17-Hydroxyprogesterone
 54 57  0  0  0  0  0  0  0  0999 V2000
   -4.9720   -0.9828    0.8747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2846   -1.0946   -0.4229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6716   -1.9423   -1.2099 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1758   -0.2365   -0.7900 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7515   -0.4888   -2.1229 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4507    1.2496   -0.7167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0736    1.9005   -0.5209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1244    0.7532   -0.6698 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2188    0.9180   -0.0683 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9390    2.0000   -0.8754 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2384    2.2767   -0.1197 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0115    1.0106   -0.0590 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3306    1.1015   -0.0964 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1933   -0.0866   -0.0427 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3785   -0.0314    0.3250 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6212   -1.3908   -0.4428 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1805   -1.2421   -0.8869 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4069   -0.3198    0.0384 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6521   -0.8555    1.4555 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9663   -0.3761   -0.3318 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2163   -1.4788    0.3953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1913   -1.6138   -0.1161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9298   -0.3419    0.0667 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1562    0.0498    1.4858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0950   -1.0724    0.6933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8650    0.0122    1.3271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7574   -1.8333    1.5567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2692    0.0719   -2.7395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9467    1.6225   -1.6376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0630    1.4812    0.1725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9246    2.5670   -1.3982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9959    2.4630    0.4055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0389    0.4456   -1.7099 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2213    1.1641    1.0042 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1579    1.5393   -1.8605 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3178    2.8947   -0.9267 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7535    3.0794   -0.6427 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9608    2.5885    0.8941 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8009    2.0675   -0.1681 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1921   -1.7421   -1.3391 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7378   -2.0862    0.3937 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7128   -2.2217   -1.0087 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2090   -0.7457   -1.8840 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6496   -0.5539    1.8198 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9188   -0.4327    2.1699 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5301   -1.9538    1.4740 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8388   -0.5886   -1.4216 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7769   -2.4524    0.2861 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1645   -1.1923    1.4611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2334   -1.8965   -1.1867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6798   -2.4036    0.5215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7340    0.9886    1.5966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2043    0.1626    2.0596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7073   -0.7509    2.0141 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  6
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  1
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  1
 23  4  1  0
 23  8  1  0
 20  9  1  0
 18 12  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  7 32  1  0
  8 33  1  6
  9 34  1  1
 10 35  1  0
 10 36  1  0
 11 37  1  0
 11 38  1  0
 13 39  1  0
 16 40  1  0
 16 41  1  0
 17 42  1  0
 17 43  1  0
 19 44  1  0
 19 45  1  0
 19 46  1  0
 20 47  1  6
 21 48  1  0
 21 49  1  0
 22 50  1  0
 22 51  1  0
 24 52  1  0
 24 53  1  0
 24 54  1  0
M  END

HEADER    PROTEIN                                 26-MAY-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 17-Hydroxyprogesterone.mol                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-19         0                                  
HETATM    1  C   UNK     0      -3.395  -0.560   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.728  -1.330   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.728  -2.870   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -6.062  -3.640   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -3.395  -3.640   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.061  -2.870   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.727  -3.640   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.606  -2.870   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.606  -1.330   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.940  -0.560   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.405  -1.036   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.310   0.210   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.405   1.455   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.801   2.106   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       6.062   1.223   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       4.935   3.640   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.940   0.980   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.940   2.520   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.606   1.750   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.727   0.980   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.727  -0.560   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.061  -1.330   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.061   0.210   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       2.778   2.862   0.000  0.00  0.00           O+0
HETATM   25  H   UNK     0      -0.727  -2.100   0.000  0.00  0.00           H+0
HETATM   26  H   UNK     0       0.606   0.210   0.000  0.00  0.00           H+0
HETATM   27  H   UNK     0       1.940  -2.100   0.000  0.00  0.00           H+0
CONECT    1    2   22                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7   22                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   21   26                                             
CONECT   10    9   11   17   27                                             
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   17   24                                             
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   13   10   18   19                                             
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20    9   22   25                                             
CONECT   22   21    1    6   23                                             
CONECT   23   22                                                            
CONECT   24   13                                                            
CONECT   25   21                                                            
CONECT   26    9                                                            
CONECT   27   10                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

COMPND    HMDB0000374
HETATM    1  C1  UNL     1      -4.972  -0.983   0.875  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.285  -1.095  -0.423  1.00  0.00           C  
HETATM    3  O1  UNL     1      -4.672  -1.942  -1.210  1.00  0.00           O  
HETATM    4  C3  UNL     1      -3.176  -0.236  -0.790  1.00  0.00           C  
HETATM    5  O2  UNL     1      -2.751  -0.489  -2.123  1.00  0.00           O  
HETATM    6  C4  UNL     1      -3.451   1.250  -0.717  1.00  0.00           C  
HETATM    7  C5  UNL     1      -2.074   1.901  -0.521  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.124   0.753  -0.670  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.219   0.918  -0.068  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.939   2.000  -0.875  1.00  0.00           C  
HETATM   11  C9  UNL     1       2.238   2.277  -0.120  1.00  0.00           C  
HETATM   12  C10 UNL     1       3.011   1.011  -0.059  1.00  0.00           C  
HETATM   13  C11 UNL     1       4.331   1.101  -0.096  1.00  0.00           C  
HETATM   14  C12 UNL     1       5.193  -0.087  -0.043  1.00  0.00           C  
HETATM   15  O3  UNL     1       6.379  -0.031   0.325  1.00  0.00           O  
HETATM   16  C13 UNL     1       4.621  -1.391  -0.443  1.00  0.00           C  
HETATM   17  C14 UNL     1       3.180  -1.242  -0.887  1.00  0.00           C  
HETATM   18  C15 UNL     1       2.407  -0.320   0.038  1.00  0.00           C  
HETATM   19  C16 UNL     1       2.652  -0.855   1.456  1.00  0.00           C  
HETATM   20  C17 UNL     1       0.966  -0.376  -0.332  1.00  0.00           C  
HETATM   21  C18 UNL     1       0.216  -1.479   0.395  1.00  0.00           C  
HETATM   22  C19 UNL     1      -1.191  -1.614  -0.116  1.00  0.00           C  
HETATM   23  C20 UNL     1      -1.930  -0.342   0.067  1.00  0.00           C  
HETATM   24  C21 UNL     1      -2.156   0.050   1.486  1.00  0.00           C  
HETATM   25  H1  UNL     1      -6.095  -1.072   0.693  1.00  0.00           H  
HETATM   26  H2  UNL     1      -4.865   0.012   1.327  1.00  0.00           H  
HETATM   27  H3  UNL     1      -4.757  -1.833   1.557  1.00  0.00           H  
HETATM   28  H4  UNL     1      -3.269   0.072  -2.740  1.00  0.00           H  
HETATM   29  H5  UNL     1      -3.947   1.622  -1.638  1.00  0.00           H  
HETATM   30  H6  UNL     1      -4.063   1.481   0.172  1.00  0.00           H  
HETATM   31  H7  UNL     1      -1.925   2.567  -1.398  1.00  0.00           H  
HETATM   32  H8  UNL     1      -1.996   2.463   0.406  1.00  0.00           H  
HETATM   33  H9  UNL     1      -1.039   0.446  -1.710  1.00  0.00           H  
HETATM   34  H10 UNL     1       0.221   1.164   1.004  1.00  0.00           H  
HETATM   35  H11 UNL     1       1.158   1.539  -1.861  1.00  0.00           H  
HETATM   36  H12 UNL     1       0.318   2.895  -0.927  1.00  0.00           H  
HETATM   37  H13 UNL     1       2.753   3.079  -0.643  1.00  0.00           H  
HETATM   38  H14 UNL     1       1.961   2.588   0.894  1.00  0.00           H  
HETATM   39  H15 UNL     1       4.801   2.068  -0.168  1.00  0.00           H  
HETATM   40  H16 UNL     1       5.192  -1.742  -1.339  1.00  0.00           H  
HETATM   41  H17 UNL     1       4.738  -2.086   0.394  1.00  0.00           H  
HETATM   42  H18 UNL     1       2.713  -2.222  -1.009  1.00  0.00           H  
HETATM   43  H19 UNL     1       3.209  -0.746  -1.884  1.00  0.00           H  
HETATM   44  H20 UNL     1       3.650  -0.554   1.820  1.00  0.00           H  
HETATM   45  H21 UNL     1       1.919  -0.433   2.170  1.00  0.00           H  
HETATM   46  H22 UNL     1       2.530  -1.954   1.474  1.00  0.00           H  
HETATM   47  H23 UNL     1       0.839  -0.589  -1.422  1.00  0.00           H  
HETATM   48  H24 UNL     1       0.777  -2.452   0.286  1.00  0.00           H  
HETATM   49  H25 UNL     1       0.165  -1.192   1.461  1.00  0.00           H  
HETATM   50  H26 UNL     1      -1.233  -1.897  -1.187  1.00  0.00           H  
HETATM   51  H27 UNL     1      -1.680  -2.404   0.521  1.00  0.00           H  
HETATM   52  H28 UNL     1      -2.734   0.989   1.597  1.00  0.00           H  
HETATM   53  H29 UNL     1      -1.204   0.163   2.060  1.00  0.00           H  
HETATM   54  H30 UNL     1      -2.707  -0.751   2.014  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3    3    4
CONECT    4    5    6   23
CONECT    5   28
CONECT    6    7   29   30
CONECT    7    8   31   32
CONECT    8    9   23   33
CONECT    9   10   20   34
CONECT   10   11   35   36
CONECT   11   12   37   38
CONECT   12   13   13   18
CONECT   13   14   39
CONECT   14   15   15   16
CONECT   16   17   40   41
CONECT   17   18   42   43
CONECT   18   19   20
CONECT   19   44   45   46
CONECT   20   21   47
CONECT   21   22   48   49
CONECT   22   23   50   51
CONECT   23   24
CONECT   24   52   53   54
END

HMDB0000374
     RDKit          3D
17-Hydroxyprogesterone
 54 57  0  0  0  0  0  0  0  0999 V2000
   -4.9720   -0.9828    0.8747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2846   -1.0946   -0.4229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6716   -1.9423   -1.2099 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1758   -0.2365   -0.7900 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7515   -0.4888   -2.1229 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4507    1.2496   -0.7167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0736    1.9005   -0.5209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1244    0.7532   -0.6698 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2188    0.9180   -0.0683 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9390    2.0000   -0.8754 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2384    2.2767   -0.1197 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0115    1.0106   -0.0590 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3306    1.1015   -0.0964 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1933   -0.0866   -0.0427 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3785   -0.0314    0.3250 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6212   -1.3908   -0.4428 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1805   -1.2421   -0.8869 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4069   -0.3198    0.0384 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6521   -0.8555    1.4555 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9663   -0.3761   -0.3318 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2163   -1.4788    0.3953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1913   -1.6138   -0.1161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9298   -0.3419    0.0667 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1562    0.0498    1.4858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0950   -1.0724    0.6933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8650    0.0122    1.3271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7574   -1.8333    1.5567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2692    0.0719   -2.7395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9467    1.6225   -1.6376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0630    1.4812    0.1725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9246    2.5670   -1.3982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9959    2.4630    0.4055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0389    0.4456   -1.7099 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2213    1.1641    1.0042 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1579    1.5393   -1.8605 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3178    2.8947   -0.9267 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7535    3.0794   -0.6427 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9608    2.5885    0.8941 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8009    2.0675   -0.1681 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1921   -1.7421   -1.3391 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7378   -2.0862    0.3937 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7128   -2.2217   -1.0087 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2090   -0.7457   -1.8840 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6496   -0.5539    1.8198 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9188   -0.4327    2.1699 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5301   -1.9538    1.4740 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8388   -0.5886   -1.4216 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7769   -2.4524    0.2861 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1645   -1.1923    1.4611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2334   -1.8965   -1.1867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6798   -2.4036    0.5215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7340    0.9886    1.5966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2043    0.1626    2.0596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7073   -0.7509    2.0141 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  6
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  1
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  1
 23  4  1  0
 23  8  1  0
 20  9  1  0
 18 12  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  7 32  1  0
  8 33  1  6
  9 34  1  1
 10 35  1  0
 10 36  1  0
 11 37  1  0
 11 38  1  0
 13 39  1  0
 16 40  1  0
 16 41  1  0
 17 42  1  0
 17 43  1  0
 19 44  1  0
 19 45  1  0
 19 46  1  0
 20 47  1  6
 21 48  1  0
 21 49  1  0
 22 50  1  0
 22 51  1  0
 24 52  1  0
 24 53  1  0
 24 54  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
17-Hydroxypregn-4-en-3,20-dione	ChEBI
17alpha-Hydroxy-4-pregnene-3,20-dione	ChEBI
17alpha-Hydroxy-progesterone	ChEBI
delta(4)-Pregnene-17alpha-ol-3,20-dione	ChEBI
Hidroxiprogesterona	ChEBI
Hydroxyprogesterone	ChEBI
Hydroxyprogesteronum	ChEBI
Pregn-4-ene-3,20-dione-17-ol	ChEBI
17a-Hydroxy-4-pregnene-3,20-dione	Generator
17Α-hydroxy-4-pregnene-3,20-dione	Generator
17a-Hydroxy-progesterone	Generator
17Α-hydroxy-progesterone	Generator
delta(4)-Pregnene-17a-ol-3,20-dione	Generator
Δ(4)-pregnene-17α-ol-3,20-dione	Generator
Δ(4)-pregnene-17a-ol-3,20-dione	HMDB
17-alpha-Hydroxyprogesterone	HMDB
17-Hydroxypregn-4-ene-3,20-dione	HMDB
17-OH Progesterone	HMDB
17-OHP	HMDB
17a-Hydroxypregn-4-ene-3,20-dione	HMDB
17a-Hydroxyprogesterone	HMDB
17alpha-Hydroxyprogesterone	HMDB
D4-Pregnen-17a-ol-3,20-dione	HMDB
Gestageno	HMDB
Gestageno gador	HMDB
Pregn-4-en-17a-ol-3,20-dione	HMDB
Prodix	HMDB
Prodox	HMDB
17 Hydroxyprogesterone	HMDB
17-Hydroxyprogesterone, (17 alpha)-isomer	HMDB
17 alpha Hydroxyprogesterone	HMDB
17 alpha-Hydroxyprogesterone	HMDB
17-Hydroxyprogesterone, (9 beta, 10 alpha)-isomer	HMDB

Chemical Formula

C₂₁H₃₀O₃

Average Molecular Weight

330.4611

Monoisotopic Molecular Weight

330.219494826

IUPAC Name

(1S,2R,10R,11S,14R,15S)-14-acetyl-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one

Traditional Name

(1S,2R,10R,11S,14R,15S)-14-acetyl-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one

CAS Registry Number

68-96-2

SMILES

[H][C@@]12CC[C@](O)(C(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C

InChI Identifier

InChI=1S/C21H30O3/c1-13(22)21(24)11-8-18-16-5-4-14-12-15(23)6-9-19(14,2)17(16)7-10-20(18,21)3/h12,16-18,24H,4-11H2,1-3H3/t16-,17+,18+,19+,20+,21+/m1/s1

InChI Key

DBPWSSGDRRHUNT-CEGNMAFCSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as gluco/mineralocorticoids, progestogins and derivatives. These are steroids with a structure based on a hydroxylated prostane moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Pregnane steroids

Direct Parent

Gluco/mineralocorticoids, progestogins and derivatives

Alternative Parents

Substituents

Progestogin-skeleton
20-oxosteroid
3-oxo-delta-4-steroid
3-oxosteroid
17-hydroxysteroid
Oxosteroid
Hydroxysteroid
Delta-4-steroid
Cyclohexenone
Alpha-hydroxy ketone
Cyclic alcohol
Tertiary alcohol
Cyclic ketone
Ketone
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Alcohol
Organooxygen compound
Organic oxide
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

17alpha-hydroxy steroid (CHEBI:17252 )
Progestagens (C01176 )
C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives (LMST02030161 )

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	219 - 220 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.0065 mg/mL	Not Available
LogP	3.17	HANSCH,C ET AL. (1995)

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M-H]-	Not Available	185.7	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000190
[M+H]+	Not Available	185.7	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000190

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.029 g/L	ALOGPS
logP	2.99	ALOGPS
logP	3.4	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	12.7	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	54.37 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	94.11 m³·mol⁻¹	ChemAxon
Polarizability	37.9 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	180.863	31661259
DarkChem	[M-H]-	176.254	31661259
AllCCS	[M+H]+	182.86	32859911
AllCCS	[M-H]-	188.835	32859911
DeepCCS	[M-2H]-	213.691	30932474
DeepCCS	[M+Na]+	188.782	30932474
AllCCS	[M+H]+	182.9	32859911
AllCCS	[M+H-H2O]+	180.1	32859911
AllCCS	[M+NH4]+	185.5	32859911
AllCCS	[M+Na]+	186.2	32859911
AllCCS	[M-H]-	188.8	32859911
AllCCS	[M+Na-2H]-	189.2	32859911
AllCCS	[M+HCOO]-	189.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
17-Hydroxyprogesterone	[H][C@@]12CC[C@](O)(C(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C	3946.4	Standard polar	33892256
17-Hydroxyprogesterone	[H][C@@]12CC[C@](O)(C(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C	2769.3	Standard non polar	33892256
17-Hydroxyprogesterone	[H][C@@]12CC[C@](O)(C(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C	2983.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
17-Hydroxyprogesterone,1TMS,isomer #1	CC(=O)[C@@]1(O[Si](C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@@]21C	3074.4	Semi standard non polar	33892256
17-Hydroxyprogesterone,1TMS,isomer #2	CC(=O)[C@@]1(O)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C)=CC[C@]4(C)[C@H]3CC[C@@]21C	2919.7	Semi standard non polar	33892256
17-Hydroxyprogesterone,1TMS,isomer #3	C=C(O[Si](C)(C)C)[C@@]1(O)CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@@]21C	2959.5	Semi standard non polar	33892256
17-Hydroxyprogesterone,2TMS,isomer #1	CC(=O)[C@@]1(O[Si](C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C)=CC[C@]4(C)[C@H]3CC[C@@]21C	3001.1	Semi standard non polar	33892256
17-Hydroxyprogesterone,2TMS,isomer #1	CC(=O)[C@@]1(O[Si](C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C)=CC[C@]4(C)[C@H]3CC[C@@]21C	2892.6	Standard non polar	33892256
17-Hydroxyprogesterone,2TMS,isomer #1	CC(=O)[C@@]1(O[Si](C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C)=CC[C@]4(C)[C@H]3CC[C@@]21C	3226.4	Standard polar	33892256
17-Hydroxyprogesterone,2TMS,isomer #2	C=C(O[Si](C)(C)C)[C@@]1(O[Si](C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@@]21C	3048.6	Semi standard non polar	33892256
17-Hydroxyprogesterone,2TMS,isomer #2	C=C(O[Si](C)(C)C)[C@@]1(O[Si](C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@@]21C	2835.0	Standard non polar	33892256
17-Hydroxyprogesterone,2TMS,isomer #2	C=C(O[Si](C)(C)C)[C@@]1(O[Si](C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@@]21C	3293.2	Standard polar	33892256
17-Hydroxyprogesterone,2TMS,isomer #3	C=C(O[Si](C)(C)C)[C@@]1(O)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C)=CC[C@]4(C)[C@H]3CC[C@@]21C	2909.1	Semi standard non polar	33892256
17-Hydroxyprogesterone,2TMS,isomer #3	C=C(O[Si](C)(C)C)[C@@]1(O)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C)=CC[C@]4(C)[C@H]3CC[C@@]21C	2861.4	Standard non polar	33892256
17-Hydroxyprogesterone,2TMS,isomer #3	C=C(O[Si](C)(C)C)[C@@]1(O)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C)=CC[C@]4(C)[C@H]3CC[C@@]21C	3342.1	Standard polar	33892256
17-Hydroxyprogesterone,3TMS,isomer #1	C=C(O[Si](C)(C)C)[C@@]1(O[Si](C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C)=CC[C@]4(C)[C@H]3CC[C@@]21C	2983.4	Semi standard non polar	33892256
17-Hydroxyprogesterone,3TMS,isomer #1	C=C(O[Si](C)(C)C)[C@@]1(O[Si](C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C)=CC[C@]4(C)[C@H]3CC[C@@]21C	2934.6	Standard non polar	33892256
17-Hydroxyprogesterone,3TMS,isomer #1	C=C(O[Si](C)(C)C)[C@@]1(O[Si](C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C)=CC[C@]4(C)[C@H]3CC[C@@]21C	3275.3	Standard polar	33892256
17-Hydroxyprogesterone,1TBDMS,isomer #1	CC(=O)[C@@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@@]21C	3308.3	Semi standard non polar	33892256
17-Hydroxyprogesterone,1TBDMS,isomer #2	CC(=O)[C@@]1(O)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@]4(C)[C@H]3CC[C@@]21C	3187.4	Semi standard non polar	33892256
17-Hydroxyprogesterone,1TBDMS,isomer #3	C=C(O[Si](C)(C)C(C)(C)C)[C@@]1(O)CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@@]21C	3219.9	Semi standard non polar	33892256
17-Hydroxyprogesterone,2TBDMS,isomer #1	CC(=O)[C@@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@]4(C)[C@H]3CC[C@@]21C	3492.2	Semi standard non polar	33892256
17-Hydroxyprogesterone,2TBDMS,isomer #1	CC(=O)[C@@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@]4(C)[C@H]3CC[C@@]21C	3364.5	Standard non polar	33892256
17-Hydroxyprogesterone,2TBDMS,isomer #1	CC(=O)[C@@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@]4(C)[C@H]3CC[C@@]21C	3440.2	Standard polar	33892256
17-Hydroxyprogesterone,2TBDMS,isomer #2	C=C(O[Si](C)(C)C(C)(C)C)[C@@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@@]21C	3551.5	Semi standard non polar	33892256
17-Hydroxyprogesterone,2TBDMS,isomer #2	C=C(O[Si](C)(C)C(C)(C)C)[C@@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@@]21C	3343.2	Standard non polar	33892256
17-Hydroxyprogesterone,2TBDMS,isomer #2	C=C(O[Si](C)(C)C(C)(C)C)[C@@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@@]21C	3498.0	Standard polar	33892256
17-Hydroxyprogesterone,2TBDMS,isomer #3	C=C(O[Si](C)(C)C(C)(C)C)[C@@]1(O)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@]4(C)[C@H]3CC[C@@]21C	3417.3	Semi standard non polar	33892256
17-Hydroxyprogesterone,2TBDMS,isomer #3	C=C(O[Si](C)(C)C(C)(C)C)[C@@]1(O)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@]4(C)[C@H]3CC[C@@]21C	3306.9	Standard non polar	33892256
17-Hydroxyprogesterone,2TBDMS,isomer #3	C=C(O[Si](C)(C)C(C)(C)C)[C@@]1(O)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@]4(C)[C@H]3CC[C@@]21C	3558.6	Standard polar	33892256
17-Hydroxyprogesterone,3TBDMS,isomer #1	C=C(O[Si](C)(C)C(C)(C)C)[C@@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@]4(C)[C@H]3CC[C@@]21C	3729.1	Semi standard non polar	33892256
17-Hydroxyprogesterone,3TBDMS,isomer #1	C=C(O[Si](C)(C)C(C)(C)C)[C@@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@]4(C)[C@H]3CC[C@@]21C	3566.3	Standard non polar	33892256
17-Hydroxyprogesterone,3TBDMS,isomer #1	C=C(O[Si](C)(C)C(C)(C)C)[C@@]1(O[Si](C)(C)C(C)(C)C)CC[C@H]2[C@@H]3CCC4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@]4(C)[C@H]3CC[C@@]21C	3515.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - 17-Hydroxyprogesterone GC-MS (2 MEOX; 1 TMS)	splash10-004l-4911000000-d40ba45835d1ee1b6c41	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 17-Hydroxyprogesterone EI-B (Non-derivatized)	splash10-002o-9651000000-b44110f9abcffa42ce35	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 17-Hydroxyprogesterone GC-MS (Non-derivatized)	splash10-004l-4911000000-d40ba45835d1ee1b6c41	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 17-Hydroxyprogesterone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0k9f-4595000000-89ccbf45dbf9f474bd2f	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 17-Hydroxyprogesterone GC-MS (1 TMS) - 70eV, Positive	splash10-007c-3249000000-3570f5d248c0ee0716ee	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 17-Hydroxyprogesterone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 17-Hydroxyprogesterone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 17-Hydroxyprogesterone GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 17-Hydroxyprogesterone GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 17-Hydroxyprogesterone GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 17-Hydroxyprogesterone GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 17-Hydroxyprogesterone GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-002f-9731000000-48d2266d41955ffa9ce4	2014-09-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - 17-Hydroxyprogesterone Quattro_QQQ 10V, Positive-QTOF (Annotated)	splash10-001i-0009000000-a157e4b4aa18bdbc2531	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 17-Hydroxyprogesterone Quattro_QQQ 25V, Positive-QTOF (Annotated)	splash10-052b-5900000000-42494c0ef4b45cfa5cf4	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 17-Hydroxyprogesterone Quattro_QQQ 40V, Positive-QTOF (Annotated)	splash10-052b-9700000000-d8a942a3dfdb061bd5c3	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 17-Hydroxyprogesterone EI-B (HITACHI M-80) , Positive-QTOF	splash10-002o-9651000000-b0c55e50343bf8ab3077	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 17-Hydroxyprogesterone , positive-QTOF	splash10-0a4j-4930000000-c5056c0aac78a148ea92	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 17-Hydroxyprogesterone 45V, Positive-QTOF	splash10-052b-5910000000-fcf792a46552ed6e0028	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 17-Hydroxyprogesterone 60V, Positive-QTOF	splash10-052b-6900000000-6970a665800f041e9612	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 17-Hydroxyprogesterone 30V, Positive-QTOF	splash10-0532-6966000000-f57233040f10efef4ba9	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 17-Hydroxyprogesterone 15V, Positive-QTOF	splash10-001i-0009000000-0cff8a9a4549636b3f42	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 17-Hydroxyprogesterone 75V, Positive-QTOF	splash10-0a4j-9800000000-3aaefadc8d2e4ad3a522	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 17-Hydroxyprogesterone 90V, Positive-QTOF	splash10-0a6s-9600000000-17d56b65d46a46d9f653	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17-Hydroxyprogesterone 10V, Positive-QTOF	splash10-001i-0029000000-0af1b9a61aa5a9d514a4	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17-Hydroxyprogesterone 20V, Positive-QTOF	splash10-0lzi-0295000000-0510776f8fa0d9ddcb6a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17-Hydroxyprogesterone 40V, Positive-QTOF	splash10-00li-3970000000-1655d52be304b45389ae	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17-Hydroxyprogesterone 10V, Negative-QTOF	splash10-004i-0009000000-bc250df2e599669d113e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17-Hydroxyprogesterone 20V, Negative-QTOF	splash10-002r-0097000000-41db31593b4f58cd4bc4	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17-Hydroxyprogesterone 40V, Negative-QTOF	splash10-0bti-0092000000-464375e5c4a93d5d20b3	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17-Hydroxyprogesterone 10V, Positive-QTOF	splash10-01q9-0019000000-bf0f51dc62b5855371a3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17-Hydroxyprogesterone 20V, Positive-QTOF	splash10-03di-0922000000-6997f50bd7502e7518f2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17-Hydroxyprogesterone 40V, Positive-QTOF	splash10-0cdi-3910000000-051d81ed4aaf877bebaf	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17-Hydroxyprogesterone 10V, Negative-QTOF	splash10-004i-0039000000-8b733a2d2a661578ddbe	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17-Hydroxyprogesterone 20V, Negative-QTOF	splash10-004r-0049000000-1387b7ed039fc5504c87	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17-Hydroxyprogesterone 40V, Negative-QTOF	splash10-00kr-0091000000-dc494a2f8f424f99a574	2021-09-23	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Experimental 1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, experimental)	2012-12-04	Wishart Lab	View Spectrum
Experimental 2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, CDCl₃, experimental)	2012-12-05	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane (predicted from logP)
Endoplasmic reticulum

Biospecimen Locations

Blood
Saliva
Urine

Tissue Locations

Adipose Tissue
Adrenal Cortex
Adrenal Gland
Testis

Pathways

Name	SMPDB/PathBank	KEGG
Steroidogenesis
Androgen and Estrogen Metabolism
17-Beta Hydroxysteroid Dehydrogenase III Deficiency		Not Available
Aromatase deficiency		Not Available
Adrenal Hyperplasia Type 3 or Congenital Adrenal Hyperplasia due to 21-hydroxylase Deficiency		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.000212-0.00233 uM	Newborn (0-30 days old)	Female	Normal	18182448	details
Blood	Detected and Quantified	<0.0121 uM	Infant (0-1 year old)	Not Specified	Normal	19390483	details
Blood	Detected and Quantified	0.00357 (0.00109-0.00539) uM	Adult (>18 years old)	Both	Normal	25850025	details
Blood	Detected and Quantified	0.00454 +/- 0.00363 uM	Adult (>18 years old)	Female	Normal	11826238	details
Blood	Detected and Quantified	0.011 (0.0003-0.023) uM	Infant (0-1 year old)	Both	Normal	7776113	details
Blood	Detected and Quantified	0.00151 +/- 0.000303 uM	Adult (>18 years old)	Female	Normal	7951484	details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Blood	Detected and Quantified	0.000500-0.0200 uM	Not Specified	Not Specified	Normal	26069767	details
Blood	Detected and Quantified	<0.0450 uM	Newborn (0-30 days old)	Both	Normal	8933406	details
Blood	Detected and Quantified	0.000300-0.00510 uM	Infant (0-1 year old)	Not Specified	Normal	16439592	details
Blood	Detected and Quantified	<0.00500 uM	Not Specified	Both	Normal	8933406	details
Blood	Detected and Quantified	0.000300-0.00950 uM	Children (1 - 13 years old)	Both	Normal	Physician's Guide...	details
Blood	Detected and Quantified	0.00061 - 0.0136 uM	Adult (>18 years old)	Female	Normal	Molecular You	details
Blood	Detected and Quantified	0.00061 - 0.00700 uM	Adult (>18 years old)	Male	Normal	Molecular You	details
Blood	Detected and Quantified	<0.00250 uM	Children (1-13 years old)	Both	Normal	26336836	details
Blood	Detected and Quantified	<0.00600 uM	Adult (>18 years old)	Male	Normal	26336836	details
Saliva	Detected and Quantified	<1.00 uM	Adult (>18 years old)	Both	Normal	16155259	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Urine	Detected and Quantified	<0.00015 umol/mmol creatinine	Newborn (0-30 days old)	Both	Normal	23159298	details
Urine	Detected and Quantified	0.0011 (0-0.0019) umol/mmol creatinine	Newborn (0-30 days old)	Both	Normal	23159298	details
Urine	Detected and Quantified	0.0013 +/- 0.00026 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	15249323	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	<0.000605 uM	Newborn (0-30 days old)	Female	Adrenal insufficiency, congenital, with 46,XY sex reversal, partial or complete	18182448	details
Blood	Detected and Quantified	0.0832-0.339 uM	Newborn (0-30 days old)	Male	Adrenal hyperplasia, congenital, due to 3-beta-hydroxysteroid dehydrogenase 2 deficiency	27476613	details
Blood	Detected and Quantified	>0.303 uM	Children (1-13 years old)	Male	21-hydroxylase deficiency	10857554	details
Blood	Detected and Quantified	>0.605 uM	Newborn (0-30 days old)	Male	21-hydroxylase deficiency	10857554	details
Blood	Detected and Quantified	484.17 uM	Adolescent (13-18 years old)	Female	21-hydroxylase deficiency	11038205	details
Blood	Detected and Quantified	6.99 uM	Newborn (0-30 days old)	Female	21-hydroxylase deficiency	11038205	details
Blood	Detected and Quantified	3873.39-12951.64 uM	Adult (>18 years old)	Female	21-hydroxylase deficiency	11038205	details
Blood	Detected and Quantified	1.522 uM	Infant (0-1 year old)	Both	Congenital Adrenal Hyperplasia, due to 21-Hydroxylase-Deficiency (CAH)	19390483	details
Blood	Detected and Quantified	0.238 (0.0251-0.611) uM	Adult (>18 years old)	Both	21-hydroxylase deficiency	25850025	details
Blood	Detected and Quantified	0.0388-0.252 uM	Adult (>18 years old)	Female	21-hydroxylase deficiency	11826238	details
Blood	Detected and Quantified	0.00294 +/- 0.000900 uM	Newborn (0-30 days old)	Not Specified	Adrenal hyperplasia, congenital, due to 3-beta-hydroxysteroid dehydrogenase 2 deficiency	12050224	details
Blood	Detected and Quantified	0.00170 +/- 0.00190 uM	Children (1-13 years old)	Not Specified	Adrenal hyperplasia, congenital, due to 3-beta-hydroxysteroid dehydrogenase 2 deficiency	12050224	details
Blood	Detected and Quantified	0.0057 uM	Adult (>18 years old)	Male	Adrenal hyperplasia, congenital, due to 3-beta-hydroxysteroid dehydrogenase 2 deficiency	12050224	details
Blood	Detected and Quantified	0.009 uM	Adolescent (13-18 years old)	Male	Adrenal hyperplasia, congenital, due to 3-beta-hydroxysteroid dehydrogenase 2 deficiency	12050224	details
Blood	Detected and Quantified	0.00740-0.296 uM	Newborn (0-30 days old)	Both	Adrenal hyperplasia, congenital, due to 3-beta-hydroxysteroid dehydrogenase 2 deficiency	12050224	details
Blood	Detected and Quantified	0.00450-0.184 uM	Children (1-13 years old)	Both	Adrenal hyperplasia, congenital, due to 3-beta-hydroxysteroid dehydrogenase 2 deficiency	12050224	details
Blood	Detected and Quantified	0.00178 +/- 0.00144 uM	Infant (0-1 year old)	Not Specified	Adrenal hyperplasia, congenital, due to 3-beta-hydroxysteroid dehydrogenase 2 deficiency	12050224	details
Blood	Detected and Quantified	0.00189 +/- 0.00100 uM	Children (1-13 years old)	Both	Adrenal hyperplasia, congenital, due to 3-beta-hydroxysteroid dehydrogenase 2 deficiency	12050224	details
Blood	Detected and Quantified	0.00240 +/- 0.00220 uM	Adult (>18 years old)	Female	Adrenal hyperplasia, congenital, due to 3-beta-hydroxysteroid dehydrogenase 2 deficiency	12050224	details
Blood	Detected and Quantified	0.00330 +/- 0.00180 uM	Adult (>18 years old)	Male	Adrenal hyperplasia, congenital, due to 3-beta-hydroxysteroid dehydrogenase 2 deficiency	12050224	details
Blood	Detected and Quantified	0.000908 uM	Adult (>18 years old)	Female	Adrenal hyperplasia, congenital, due to 3-beta-hydroxysteroid dehydrogenase 2 deficiency	7951484	details
Blood	Detected and Quantified	<0.000450 uM	Adult (>18 years old)	Female	Lipoid Adrenal Hyperplasia	9077535	details
Blood	Detected and Quantified	<0.000450 uM	Infant (0-1 year old)	Female	Lipoid Adrenal Hyperplasia	9077535	details
Blood	Detected and Quantified	<0.000450 uM	Adolescent (13-18 years old)	Female	Lipoid Adrenal Hyperplasia	9077535	details
Blood	Detected and Quantified	0.0032 uM	Newborn (0-30 days old)	Female	Bartter Syndrome, Type 2, Antenatal	26069767	details
Blood	Detected and Quantified	0.00130-0.0591 uM	Children (1-13 years old)	Both	11-beta-hydroxylase deficiency	8933406	details
Blood	Detected and Quantified	0.216-0.265 uM	Newborn (0-30 days old)	Female	11-beta-hydroxylase deficiency	8933406	details
Blood	Detected and Quantified	0.0147-0.0420 uM	Infant (0-1 year old)	Both	Antley-Bixler syndrome with genital anomalies and disordered steroidogenesis	16439592	details
Blood	Detected and Quantified	0.152 (0.0022- 0.302) uM	Adult (>18 years old)	Both	Phenylketonuria	17574536	details
Blood	Detected and Quantified	0.0014 (0.000030-0.0028) uM	Adult (>18 years old)	Both	21-hydroxylase deficiency	MetaGene: Metabol...	details
Blood	Detected and Quantified	0.016 (0.0090-0.024) uM	Children (1-13 years old)	Both	21-Hydroxylase Deficiency (CYP21)	MetaGene: Metabol...	details
Blood	Detected and Quantified	<0.00300 uM	Newborn (0-30 days old)	Not Specified	21-hydroxylase deficiency	26336836	details
Blood	Detected and Quantified	>0.300 uM	Newborn (0-30 days old)	Not Specified	21-hydroxylase deficiency	26336836	details
Urine	Detected and Quantified	0.0017 +/- 0.00034 umol/mmol creatinine	Adult (>18 years old)	Both	Systemic lupus erythematosus (SLE)	15249323	details
Urine	Detected and Quantified	0.00065 +/- 0.00011 umol/mmol creatinine	Adult (>18 years old)	Both	Rheumatoid arthritis	15249323	details
Urine	Detected and Quantified	0.00077 +/- 0.0002 umol/mmol creatinine	Adult (>18 years old)	Both	Rheumatoid arthritis	15249323	details
Urine	Detected and Quantified	0.0022 +/- 0.00058 umol/mmol creatinine	Adult (>18 years old)	Both	Systemic lupus erythematosus (SLE)	15249323	details

Associated Disorders and Diseases

Disease References

Phenylketonuria
Elvers LH, Loeber JG, Dhondt JL, Fukushi M, Hannon WH, Torresani T, Webster D: First ISNS Reference Preparation for Neonatal Screening for thyrotropin, phenylalanine and 17alpha-hydroxyprogesterone in blood spots. J Inherit Metab Dis. 2007 Aug;30(4):609. Epub 2007 Jun 14. [PubMed:17574536 ]
21-Hydroxylase deficiency
Turcu AF, Rege J, Chomic R, Liu J, Nishimoto HK, Else T, Moraitis AG, Palapattu GS, Rainey WE, Auchus RJ: Profiles of 21-Carbon Steroids in 21-hydroxylase Deficiency. J Clin Endocrinol Metab. 2015 Jun;100(6):2283-90. doi: 10.1210/jc.2015-1023. Epub 2015 Apr 7. [PubMed:25850025 ] White PC, Speiser PW: Congenital adrenal hyperplasia due to 21-hydroxylase deficiency. Endocr Rev. 2000 Jun;21(3):245-91. doi: 10.1210/edrv.21.3.0398. [PubMed:10857554 ] Warinner SA, Zimmerman D, Thompson GB, Grant CS: Study of three patients with congenital adrenal hyperplasia treated by bilateral adrenalectomy. World J Surg. 2000 Nov;24(11):1347-52. [PubMed:11038205 ] Gmyrek GA, New MI, Sosa RE, Poppas DP: Bilateral laparoscopic adrenalectomy as a treatment for classic congenital adrenal hyperplasia attributable to 21-hydroxylase deficiency. Pediatrics. 2002 Feb;109(2):E28. [PubMed:11826238 ] Falhammar H, Wedell A, Nordenstrom A: Biochemical and genetic diagnosis of 21-hydroxylase deficiency. Endocrine. 2015 Nov;50(2):306-14. doi: 10.1007/s12020-015-0731-6. Epub 2015 Sep 4. [PubMed:26336836 ] G.Frauendienst-Egger, Friedrich K. Trefz (2017). MetaGene: Metabolic & Genetic Information Center (MIC: http://www.metagene.de). METAGENE consortium.
Adrenal hyperplasia, congenital, due to 3-beta-hydroxysteroid dehydrogenase 2 deficiency
Hattori N, Ishihara T, Moridera K, Hino M, Ikekubo K, Kurahachi H: A case of late-onset congenital adrenal hyperplasia due to partial 3 beta-hydroxysteroid dehydrogenase deficiency. Endocr J. 1993 Feb;40(1):107-9. [PubMed:7951484 ] Lutfallah C, Wang W, Mason JI, Chang YT, Haider A, Rich B, Castro-Magana M, Copeland KC, David R, Pang S: Newly proposed hormonal criteria via genotypic proof for type II 3beta-hydroxysteroid dehydrogenase deficiency. J Clin Endocrinol Metab. 2002 Jun;87(6):2611-22. doi: 10.1210/jcem.87.6.8615. [PubMed:12050224 ] Guven A, Polat S: Testicular Adrenal Rest Tumor in Two Brothers with a Novel Mutation in the 3-Beta-Hydroxysteroid Dehydrogenase-2 Gene. J Clin Res Pediatr Endocrinol. 2017 Mar 1;9(1):85-90. doi: 10.4274/jcrpe.3306. Epub 2016 Jul 29. [PubMed:27476613 ]
11-beta-Hydroxylase deficiency
Burren CP, Montalto J, Yong AB, Batch JA: CYP11 beta 1 (11-beta-hydroxylase) deficiency in congenital adrenal hyperplasia. J Paediatr Child Health. 1996 Oct;32(5):433-8. [PubMed:8933406 ]
Antley-Bixler syndrome with genital anomalies and disordered steroidogenesis
Fukami M, Hasegawa T, Horikawa R, Ohashi T, Nishimura G, Homma K, Ogata T: Cytochrome P450 oxidoreductase deficiency in three patients initially regarded as having 21-hydroxylase deficiency and/or aromatase deficiency: diagnostic value of urine steroid hormone analysis. Pediatr Res. 2006 Feb;59(2):276-80. doi: 10.1203/01.pdr.0000195825.31504.28. [PubMed:16439592 ]
Adrenal insufficiency, congenital, with 46,XY sex reversal, partial or complete
Kim CJ, Lin L, Huang N, Quigley CA, AvRuskin TW, Achermann JC, Miller WL: Severe combined adrenal and gonadal deficiency caused by novel mutations in the cholesterol side chain cleavage enzyme, P450scc. J Clin Endocrinol Metab. 2008 Mar;93(3):696-702. doi: 10.1210/jc.2007-2330. Epub 2008 Jan 8. [PubMed:18182448 ]
Congenital Adrenal Hyperplasia, due to 21-Hydroxylase-Deficiency
Schwarz E, Liu A, Randall H, Haslip C, Keune F, Murray M, Longo N, Pasquali M: Use of steroid profiling by UPLC-MS/MS as a second tier test in newborn screening for congenital adrenal hyperplasia: the Utah experience. Pediatr Res. 2009 Aug;66(2):230-5. doi: 10.1203/PDR.0b013e3181aa3777. [PubMed:19390483 ]
Bartter Syndrome, Type 2, Antenatal
Chan WK, To KF, Tong JH, Law CW: Paradoxical hypertension and salt wasting in Type II Bartter syndrome. Clin Kidney J. 2012 Jun;5(3):217-20. doi: 10.1093/ckj/sfs026. Epub 2012 Mar 29. [PubMed:26069767 ]
Lipoid Congenital Adrenal Hyperplasia
Fujieda K, Tajima T, Nakae J, Sageshima S, Tachibana K, Suwa S, Sugawara T, Strauss JF 3rd: Spontaneous puberty in 46,XX subjects with congenital lipoid adrenal hyperplasia. Ovarian steroidogenesis is spared to some extent despite inactivating mutations in the steroidogenic acute regulatory protein (StAR) gene. J Clin Invest. 1997 Mar 15;99(6):1265-71. doi: 10.1172/JCI119284. [PubMed:9077535 ]
Rheumatoid arthritis
Straub RH, Weidler C, Demmel B, Herrmann M, Kees F, Schmidt M, Scholmerich J, Schedel J: Renal clearance and daily excretion of cortisol and adrenal androgens in patients with rheumatoid arthritis and systemic lupus erythematosus. Ann Rheum Dis. 2004 Aug;63(8):961-8. [PubMed:15249323 ]

Associated OMIM IDs

261600 (Phenylketonuria)
201910 (21-Hydroxylase deficiency)
201810 (Adrenal hyperplasia, congenital, due to 3-beta-hydroxysteroid dehydrogenase 2 deficiency)
202010 (11-beta-Hydroxylase deficiency)
201750 (Antley-Bixler syndrome with genital anomalies and disordered steroidogenesis)
613743 (Adrenal insufficiency, congenital, with 46,XY sex reversal, partial or complete)
201910 (Congenital Adrenal Hyperplasia, due to 21-Hydroxylase-Deficiency)
241200 (Bartter Syndrome, Type 2, Antenatal)
201710 (Lipoid Congenital Adrenal Hyperplasia)
180300 (Rheumatoid arthritis)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB021992

KNApSAcK ID

Not Available

Chemspider ID

6002

KEGG Compound ID

C01176

BioCyc ID

17-ALPHA-HYDROXYPROGESTERONE

BiGG ID

Wikipedia Link

METLIN ID

PubChem Compound

PDB ID

Not Available

ChEBI ID

17252

Food Biomarker Ontology

Not Available

VMH ID

17AHPRGSTRN

MarkerDB ID

MDB00000154

Good Scents ID

rw1368781

References

Synthesis Reference

Schneider, Carlos; Silva, Mario; Zunza, Hilda; Becerra, Jose. Synthesis of 17.alpha.-hydroxyprogesterone from androstenedione. Boletin de la Sociedad Chilena de Quimica (1999), 44(2), 167-172.

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

White PC, Tusie-Luna MT, New MI, Speiser PW: Mutations in steroid 21-hydroxylase (CYP21). Hum Mutat. 1994;3(4):373-8. [PubMed:8081391 ]
Mellon SH, Miller WL: Extraadrenal steroid 21-hydroxylation is not mediated by P450c21. J Clin Invest. 1989 Nov;84(5):1497-502. [PubMed:2808702 ]
Shackleton C, Malunowicz E: Apparent pregnene hydroxylation deficiency (APHD): seeking the parentage of an orphan metabolome. Steroids. 2003 Oct;68(9):707-17. [PubMed:14625002 ]
Gibney MJ, Walsh M, Brennan L, Roche HM, German B, van Ommen B: Metabolomics in human nutrition: opportunities and challenges. Am J Clin Nutr. 2005 Sep;82(3):497-503. [PubMed:16155259 ]
Sahin Y, Kelestimur F: 17-Hydroxyprogesterone responses to gonadotrophin-releasing hormone agonist buserelin and adrenocorticotrophin in polycystic ovary syndrome: investigation of adrenal and ovarian cytochrome P450c17alpha dysregulation. Hum Reprod. 1997 May;12(5):910-3. [PubMed:9194638 ]
Kirchengast S, Hartmann B, Huber J: Serum levels of sex hormones, thyroid hormones, growth hormone, IGF I, and cortisol and their relations to body fat distribution in healthy women dependent on their menopausal status. Z Morphol Anthropol. 1996 Sep;81(2):223-34. [PubMed:9270338 ]
Hampl R, Lachman M, Novak Z, Sulcova J, Starka L: Serum levels of steroid hormones in men with varicocele and oligospermia as compared to normozoospermic men. Exp Clin Endocrinol. 1992;100(3):117-9. [PubMed:1305061 ]
Ibanez L, de Zegher F, Potau N: Anovulation after precocious pubarche: early markers and time course in adolescence. J Clin Endocrinol Metab. 1999 Aug;84(8):2691-5. [PubMed:10443661 ]
Katagiri M, Kagawa N, Waterman MR: The role of cytochrome b5 in the biosynthesis of androgens by human P450c17. Arch Biochem Biophys. 1995 Mar 10;317(2):343-7. [PubMed:7893148 ]
al Saedi S, Dean H, Dent W, Cronin C: Reference ranges for serum cortisol and 17-hydroxyprogesterone levels in preterm infants. J Pediatr. 1995 Jun;126(6):985-7. [PubMed:7776113 ]
Gupta MK, Guryev OL, Auchus RJ: 5alpha-reduced C21 steroids are substrates for human cytochrome P450c17. Arch Biochem Biophys. 2003 Oct 15;418(2):151-60. [PubMed:14522586 ]
Escobar-Morreale HF, San Millan JL, Smith RR, Sancho J, Witchel SF: The presence of the 21-hydroxylase deficiency carrier status in hirsute women: phenotype-genotype correlations. Fertil Steril. 1999 Oct;72(4):629-38. [PubMed:10521100 ]
Wilson SC, Hodgins MB, Scott JS: Incomplete masculinization due to a deficiency of 17 beta-hydroxysteroid dehydrogenase: comparison of prepubertal and peripubertal siblings. Clin Endocrinol (Oxf). 1987 Apr;26(4):459-69. [PubMed:2820622 ]
Toscano V, Sancesario G, Bianchi P, Cicardi C, Casilli D, Giacomini P: Cerebrospinal fluid estrone in pseudotumor cerebri: a change in cerebral steroid hormone metabolism? J Endocrinol Invest. 1991 Feb;14(2):81-6. [PubMed:2061573 ]
Bolt RJ, Van Weissenbruch MM, Popp-Snijders C, Sweep FG, Lafeber HN, Delemarre-van de Waal HA: Maturity of the adrenal cortex in very preterm infants is related to gestational age. Pediatr Res. 2002 Sep;52(3):405-10. [PubMed:12193676 ]
Lorence MC, Naville D, Graham-Lorence SE, Mack SO, Murry BA, Trant JM, Mason JI: 3 beta-hydroxysteroid dehydrogenase/delta 5----4-isomerase expression in rat and characterization of the testis isoform. Mol Cell Endocrinol. 1991 Sep;80(1-3):21-31. doi: 10.1016/0303-7207(91)90139-j. [PubMed:1955079 ]

Enzymes

Enzyme Details

1. Aldo-keto reductase family 1 member C1

General function:: Involved in oxidoreductase activity
Specific function:: Converts progesterone to its inactive form, 20-alpha-dihydroxyprogesterone (20-alpha-OHP). In the liver and intestine, may have a role in the transport of bile. May have a role in monitoring the intrahepatic bile acid concentration. Has a low bile-binding ability. May play a role in myelin formation.
Gene Name:: AKR1C1
Uniprot ID:: Q04828
Molecular weight:: 36788.02

Reactions

17alpha,20alpha-Dihydroxypregn-4-en-3-one + NAD(P)(+) → 17-Hydroxyprogesterone + NAD(P)H	details

Enzyme Details

2. Cytochrome P450 11B1, mitochondrial

General function:: Involved in monooxygenase activity
Specific function:: Has steroid 11-beta-hydroxylase activity. In addition to this activity, the 18 or 19-hydroxylation of steroids and the aromatization of androstendione to estrone have also been ascribed to cytochrome P450 XIB.
Gene Name:: CYP11B1
Uniprot ID:: P15538
Molecular weight:: 57572.44

Reactions

17-Hydroxyprogesterone + Reduced ferredoxin + Oxygen → 21-Deoxycortisol + Oxidized ferredoxin + Water	details

Enzyme Details

3. Steroid 17-alpha-hydroxylase/17,20 lyase

General function:: Involved in monooxygenase activity
Specific function:: Conversion of pregnenolone and progesterone to their 17-alpha-hydroxylated products and subsequently to dehydroepiandrosterone (DHEA) and androstenedione. Catalyzes both the 17-alpha-hydroxylation and the 17,20-lyase reaction. Involved in sexual development during fetal life and at puberty.
Gene Name:: CYP17A1
Uniprot ID:: P05093
Molecular weight:: 57369.995

Reactions

Progesterone + Reduced acceptor + Oxygen → 17-Hydroxyprogesterone + Acceptor + Water	details
17-Hydroxyprogesterone + Reduced acceptor + Oxygen → Androstenedione + Acetic acid + Acceptor + Water	details

Enzyme Details

4. 3 beta-hydroxysteroid dehydrogenase/Delta 5-->4-isomerase type 1

General function:: Involved in 3-beta-hydroxy-delta5-steroid dehydrogenase activity
Specific function:: 3-beta-HSD is a bifunctional enzyme, that catalyzes the oxidative conversion of Delta(5)-ene-3-beta-hydroxy steroid, and the oxidative conversion of ketosteroids. The 3-beta-HSD enzymatic system plays a crucial role in the biosynthesis of all classes of hormonal steroids. Efficiently catalyzes the transformation of pregnenolone to progesterone, 17-alpha-hydroxypregnenolone to 17-alpha-hydroxyprogesterone, DHEA to 4-androstenedione, dihydrotestosterone to 5-alpha-androstane-3 beta,17 beta-diol, dehydroepiandrosterone to androstenedione and 5-alpha-androstan-3 beta,17 beta-diol to 5-alpha-dihydrotestosterone.
Gene Name:: HSD3B1
Uniprot ID:: P14060
Molecular weight:: 42251.25

Reactions

17a-Hydroxypregnenolone + NAD → 17-Hydroxyprogesterone + NADH + Hydrogen Ion	details

Enzyme Details

5. 3 beta-hydroxysteroid dehydrogenase/Delta 5-->4-isomerase type 2

General function:: Involved in 3-beta-hydroxy-delta5-steroid dehydrogenase activity
Specific function:: 3-beta-HSD is a bifunctional enzyme, that catalyzes the oxidative conversion of Delta(5)-ene-3-beta-hydroxy steroid, and the oxidative conversion of ketosteroids. The 3-beta-HSD enzymatic system plays a crucial role in the biosynthesis of all classes of hormonal steroids.
Gene Name:: HSD3B2
Uniprot ID:: P26439
Molecular weight:: 42051.845

Reactions

17a-Hydroxypregnenolone + NAD → 17-Hydroxyprogesterone + NADH + Hydrogen Ion	details

Enzyme Details

6. Cytochrome P450 11B2, mitochondrial

General function:: Involved in monooxygenase activity
Specific function:: Preferentially catalyzes the conversion of 11-deoxycorticosterone to aldosterone via corticosterone and 18-hydroxycorticosterone.
Gene Name:: CYP11B2
Uniprot ID:: P19099
Molecular weight:: 57559.62

Reactions

17-Hydroxyprogesterone + Reduced ferredoxin + Oxygen → 21-Deoxycortisol + Oxidized ferredoxin + Water	details

Enzyme Details

7. Cytochrome P450, family 21, subfamily A, polypeptide 2

General function:: Involved in monooxygenase activity
Specific function:: Not Available
Gene Name:: CYP21A2
Uniprot ID:: Q08AG9
Molecular weight:: 55972.9

Enzyme Details

8. Steroid 21-hydroxylase

General function:: Not Available
Specific function:: Specifically catalyzes the 21-hydroxylation of steroids. Required for the adrenal synthesis of mineralocorticoids and glucocorticoids.
Gene Name:: CYP21A2
Uniprot ID:: P08686
Molecular weight:: 56000.94

Reactions

17-Hydroxyprogesterone + Reduced acceptor + Oxygen → Cortexolone + Acceptor + Water	details

Showing metabocard for 17-Hydroxyprogesterone (HMDB0000374)

MOL for HMDB0000374 (17-Hydroxyprogesterone)

3D MOL for HMDB0000374 (17-Hydroxyprogesterone)

3D SDF for HMDB0000374 (17-Hydroxyprogesterone)

3D-SDF for HMDB0000374 (17-Hydroxyprogesterone)

PDB for HMDB0000374 (17-Hydroxyprogesterone)

3D PDB for HMDB0000374 (17-Hydroxyprogesterone)

SMILES for HMDB0000374 (17-Hydroxyprogesterone)

INCHI for HMDB0000374 (17-Hydroxyprogesterone)

Structure for HMDB0000374 (17-Hydroxyprogesterone)

3D Structure for HMDB0000374 (17-Hydroxyprogesterone)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

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