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Showing metabocard for FAD (HMDB0001248)

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enzymes (166) Show 166 proteins
Record Information
Version5.0
StatusDetected and Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2021-09-14 14:58:04 UTC
HMDB IDHMDB0001248
Secondary Accession Numbers
  • HMDB01248
Metabolite Identification
Common NameFAD
DescriptionFlavin adenine dinucleotide (FAD) is a redox-active coenzyme associated with various proteins, which is involved with several enzymatic reactions in metabolism. FAD, also known as adeflavin or flamitajin b, belongs to the class of organic compounds known as flavin nucleotides. These are nucleotides containing a flavin moiety. Flavin is a compound that contains the tricyclic isoalloxazine ring system, which bears 2 oxo groups at the 2- and 4-positions. FAD is a drug which is used to treat eye diseases caused by vitamin b2 deficiency, such as keratitis and blepharitis. FAD exists in all living species, ranging from bacteria to humans. In humans, FAD is involved in the metabolic disorder called the medium chain acyl-coa dehydrogenase deficiency (mcad) pathway. Outside of the human body, FAD has been detected, but not quantified in several different foods, such as other bread, passion fruits, asparagus, kelps, and green bell peppers. It is a flavoprotein in which the substituent at position 10 of the flavin nucleus is a 5'-adenosyldiphosphoribityl group.
Structure
Data?1600192862
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0001248 (FAD)


  Mrv1652309042000202D          

 53 58  0  0  0  0            999 V2000
10004.5670 9999.9013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.8593 9999.4773    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10003.8593 9998.6520    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10003.1454 9999.8910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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10004.5732 9998.2403    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.4315 9998.6520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.1454 9997.4150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.7156 9998.2403    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10005.996910003.2019    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10007.424710000.7260    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.705310000.7260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.0037 9998.6520    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
10001.705310002.3766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.2940 9998.2282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.4143 9999.3667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.5890 9999.3667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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10004.565410000.7275    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0  0  0  0
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 53 50  1  6  0  0  0
 53 40  1  0  0  0  0
 39 53  1  0  0  0  0
M  END
Download

3D MOL for HMDB0001248 (FAD)

HMDB0001248
     RDKit          3D
FAD
 86 91  0  0  0  0  0  0  0  0999 V2000
   -8.2979    3.1449   -1.8726 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.9232    0.8823    2.2031 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4077   -0.1615    2.8829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2779   -0.2109    4.2526 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.9760   -1.3181    2.1211 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.3752    1.7674    1.8620 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8980   -0.5237    1.3242 N   0  0  0  0  0  0  0  0  0  0  0  0
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    6.6342   -0.8947    0.2273 C   0  0  2  0  0  0  0  0  0  0  0  0
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    4.1986    1.8197    0.0958 H   0  0  0  0  0  0  0  0  0  0  0  0
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 49 82  1  0
 51 83  1  0
 53 84  1  0
 53 85  1  0
 53 86  1  0
M  END
Download

3D SDF for HMDB0001248 (FAD)


  Mrv1652309042000202D          

 53 58  0  0  0  0            999 V2000
10004.5670 9999.9013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.8593 9999.4773    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10003.8593 9998.6520    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10003.1454 9999.8910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.1454 9998.2403    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10004.5732 9998.2403    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.4315 9998.6520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.1454 9997.4150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.7156 9998.2403    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10005.996910003.2019    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10007.424710000.7260    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.705310000.7260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.0037 9998.6520    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
10001.705310002.3766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.2940 9998.2282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.4143 9999.3667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.5890 9999.3667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.5819 9998.6398    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
 9998.8734 9998.2158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.9927 9999.3545    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.1685 9999.3545    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.1587 9998.6274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.6631 9996.7762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9995.8732 9996.7680    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.135810002.3777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.421410001.9652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.421410001.1401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.135810000.7276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.565410002.3775    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10003.850910001.9650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.850910001.1399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.565410000.7275    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10005.995810002.3774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.281310001.9649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.281310001.1398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.995810000.7274    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10006.710310001.1398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10006.710310001.9649    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9996.7739 9998.7100    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.3614 9997.4404    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9997.1864 9997.4404    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9997.4413 9998.2250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9993.2804 9998.7386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.0255 9997.9541    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9993.5776 9997.3409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.3845 9997.5124    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9994.6394 9998.2970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.0873 9998.9102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.7283 9999.3517    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9995.3931 9998.6325    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9995.3070 9999.4530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.5000 9999.6245    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9996.1075 9998.2199    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  1  0  0  0
  3  5  1  0  0  0  0
  3  6  1  6  0  0  0
  5  7  1  0  0  0  0
  5  8  1  6  0  0  0
  7  9  1  0  0  0  0
  9 13  1  0  0  0  0
 13 15  1  0  0  0  0
 13 16  2  0  0  0  0
 13 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 18 21  1  0  0  0  0
 19 22  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 12  1  0  0  0  0
 26 14  1  0  0  0  0
 30 31  2  0  0  0  0
 29 30  1  0  0  0  0
 31 32  1  0  0  0  0
  1 32  1  0  0  0  0
 28 31  1  0  0  0  0
 30 25  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 33 38  1  0  0  0  0
 37 38  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 33 10  2  0  0  0  0
 37 11  2  0  0  0  0
 32 35  1  0  0  0  0
 29 34  2  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 39 42  1  0  0  0  0
 42 22  1  6  0  0  0
 41 23  1  1  0  0  0
 40 24  1  1  0  0  0
 47 48  2  0  0  0  0
 48 43  1  0  0  0  0
 43 44  2  0  0  0  0
 44 45  1  0  0  0  0
 45 46  2  0  0  0  0
 46 47  1  0  0  0  0
 43 49  1  0  0  0  0
 51 52  2  0  0  0  0
 48 52  1  0  0  0  0
 50 51  1  0  0  0  0
 47 50  1  0  0  0  0
 53 50  1  6  0  0  0
 53 40  1  0  0  0  0
 39 53  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0001248

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@H](O)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC3=C1N=CN=C3N)C1=NC(=O)NC(=O)C1=N2

> <INCHI_IDENTIFIER>
InChI=1S/C27H33N9O15P2/c1-10-3-12-13(4-11(10)2)35(24-18(32-12)25(42)34-27(43)33-24)5-14(37)19(39)15(38)6-48-52(44,45)51-53(46,47)49-7-16-20(40)21(41)26(50-16)36-9-31-17-22(28)29-8-30-23(17)36/h3-4,8-9,14-16,19-21,26,37-41H,5-7H2,1-2H3,(H,44,45)(H,46,47)(H2,28,29,30)(H,34,42,43)/t14-,15+,16+,19-,20+,21+,26+/m0/s1

> <INCHI_KEY>
VWWQXMAJTJZDQX-UYBVJOGSSA-N

> <FORMULA>
C27H33N9O15P2

> <MOLECULAR_WEIGHT>
785.5497

> <EXACT_MASS>
785.157134455

> <JCHEM_ACCEPTOR_COUNT>
19

> <JCHEM_ATOM_COUNT>
86

> <JCHEM_AVERAGE_POLARIZABILITY>
70.5310152616057

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}[({[(2R,3S,4S)-5-{7,8-dimethyl-2,4-dioxo-2H,3H,4H,10H-benzo[g]pteridin-10-yl}-2,3,4-trihydroxypentyl]oxy}(hydroxy)phosphoryl)oxy]phosphinic acid

> <ALOGPS_LOGP>
-0.78

> <JCHEM_LOGP>
-4.681078144323199

> <ALOGPS_LOGS>
-2.27

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
3.1867213383834065

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8536451578834567

> <JCHEM_PKA_STRONGEST_BASIC>
4.005031442352912

> <JCHEM_POLAR_SURFACE_AREA>
356.4199999999999

> <JCHEM_REFRACTIVITY>
177.4308

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.25e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
flavine-adenine dinucleotide

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0001248 (FAD)

HMDB0001248
     RDKit          3D
FAD
 86 91  0  0  0  0  0  0  0  0999 V2000
   -8.2979    3.1449   -1.8726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7149    1.9588   -1.1898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5662    1.9195    0.1759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0293    0.8408    0.8658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9232    0.8823    2.2031 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4077   -0.1615    2.8829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2779   -0.2109    4.2526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6354    0.7595    4.9345 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7609   -1.3217    4.8296 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3600   -2.3990    4.1222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8788   -3.4381    4.6399 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4740   -2.3826    2.7657 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9760   -1.3181    2.1211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1008   -1.3170    0.7694 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6325   -2.4577    0.0897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2226   -2.2419   -0.4025 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7861   -3.4417   -1.0595 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1923   -1.9382    0.6083 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4627   -0.7258    1.2420 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8145   -1.7740   -0.0293 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9353   -1.5036    1.0246 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7707   -0.5692   -0.9450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4684   -0.3970   -1.4111 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3160    0.9133   -2.4347 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.7186    1.4975   -2.6296 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2053    0.4278   -3.9780 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6582    2.1331   -1.8420 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4862    1.7302   -0.4505 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.5880    1.1849    0.6353 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1650    3.1728    0.1714 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7407    0.6564   -0.6899 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9709    1.2852   -0.8552 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0549    0.2733   -1.0654 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.2794    0.8845   -1.2306 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2425   -0.0036   -0.7897 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.3339    0.7379   -0.1759 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4507    2.0518    0.0589 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6410    2.3146    0.6535 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2984    1.1530    0.8030 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5145    0.7645    1.3206 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3752    1.7674    1.8620 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8980   -0.5237    1.3242 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0831   -1.4604    0.8134 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8971   -1.0976    0.3064 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4805    0.1756    0.2852 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6342   -0.8947    0.2273 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.0176   -2.2148   -0.1049 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1546   -0.7154    0.0451 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5108   -1.9195   -0.2466 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6207   -0.2637    0.1070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7548   -0.2586   -1.2588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2919    0.8308   -1.9034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4642    0.8992   -3.3824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2106    3.0668   -2.9547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8477    4.0647   -1.4482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3833    3.1458   -1.6126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8983    2.8045    0.7345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6640   -1.3581    5.8552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2026   -2.7929   -0.7884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6557   -3.3513    0.7854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1972   -1.4897   -1.2367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0635   -3.4397   -1.9978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0401   -2.7557    1.3539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7793   -0.0559    0.5876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5226   -2.7003   -0.5733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2841   -0.6588    1.4470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4198   -0.7040   -1.8447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0521    0.3348   -0.4070 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1451    0.1739   -3.9494 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7552    3.0030    0.9308 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1986    1.8197    0.0958 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9754    2.0232   -1.6687 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8666   -0.3149   -2.0110 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6308   -0.5483   -1.6858 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6830    2.7716   -0.2029 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4759    2.6573    1.3426 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.8825    1.6196    2.7383 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4330   -2.4932    0.8361 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9591   -0.6630    1.2713 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2594   -2.7548   -0.3921 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7545   -0.2776    1.0053 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4749   -2.4435    0.5924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4432   -1.1089   -1.8157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9085    1.7549   -3.8294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1860   -0.0741   -3.8044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5620    1.0765   -3.5466 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 24 27  1  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
 28 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  2  0
 38 39  1  0
 39 40  2  0
 40 41  1  0
 40 42  1  0
 42 43  2  0
 43 44  1  0
 44 45  2  0
 35 46  1  0
 46 47  1  0
 46 48  1  0
 48 49  1  0
 14 50  1  0
 50 51  1  0
 51 52  2  0
 52 53  1  0
 52  2  1  0
 50  4  2  0
 13  6  1  0
 48 33  1  0
 45 36  1  0
 45 39  1  0
  1 54  1  0
  1 55  1  0
  1 56  1  0
  3 57  1  0
  9 58  1  0
 15 59  1  0
 15 60  1  0
 16 61  1  6
 17 62  1  0
 18 63  1  1
 19 64  1  0
 20 65  1  6
 21 66  1  0
 22 67  1  0
 22 68  1  0
 26 69  1  0
 30 70  1  0
 32 71  1  0
 32 72  1  0
 33 73  1  6
 35 74  1  6
 37 75  1  0
 41 76  1  0
 41 77  1  0
 43 78  1  0
 46 79  1  1
 47 80  1  0
 48 81  1  1
 49 82  1  0
 51 83  1  0
 53 84  1  0
 53 85  1  0
 53 86  1  0
M  END
Download

PDB for HMDB0001248 (FAD)

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  C   UNK     0    8675.1928666.482   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8673.8718665.691   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8673.8718664.150   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0    8672.5388666.463   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0    8672.5388663.382   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0    8675.2038663.382   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0    8671.2058664.150   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0    8672.5388661.841   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0    8669.8698663.382   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0    8677.8618672.644   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0    8680.5268668.022   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0    8669.8508668.022   0.000  0.00  0.00           C+0
HETATM   13  P   UNK     0    8668.5408664.150   0.000  0.00  0.00           P+0
HETATM   14  C   UNK     0    8669.8508671.103   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0    8667.2158663.359   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0    8669.3078665.485   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0    8667.7668665.485   0.000  0.00  0.00           O+0
HETATM   18  P   UNK     0    8665.8868664.128   0.000  0.00  0.00           P+0
HETATM   19  O   UNK     0    8664.5648663.336   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0    8666.6538665.462   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0    8665.1158665.462   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0    8663.2308664.104   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0    8662.3048660.649   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0    8658.9638660.634   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0    8672.5208671.105   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8671.1878670.335   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0    8671.1878668.795   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0    8672.5208668.025   0.000  0.00  0.00           C+0
HETATM   29  N   UNK     0    8675.1898671.105   0.000  0.00  0.00           N+0
HETATM   30  C   UNK     0    8673.8558670.335   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0    8673.8558668.794   0.000  0.00  0.00           C+0
HETATM   32  N   UNK     0    8675.1898668.025   0.000  0.00  0.00           N+0
HETATM   33  C   UNK     0    8677.8598671.104   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0    8676.5258670.334   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0    8676.5258668.794   0.000  0.00  0.00           C+0
HETATM   36  N   UNK     0    8677.8598668.024   0.000  0.00  0.00           N+0
HETATM   37  C   UNK     0    8679.1938668.794   0.000  0.00  0.00           C+0
HETATM   38  N   UNK     0    8679.1938670.334   0.000  0.00  0.00           N+0
HETATM   39  O   UNK     0    8660.6458664.259   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0    8659.8758661.889   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0    8661.4158661.889   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0    8661.8908663.353   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0    8654.1238664.312   0.000  0.00  0.00           C+0
HETATM   44  N   UNK     0    8653.6488662.848   0.000  0.00  0.00           N+0
HETATM   45  C   UNK     0    8654.6788661.703   0.000  0.00  0.00           C+0
HETATM   46  N   UNK     0    8656.1848662.023   0.000  0.00  0.00           N+0
HETATM   47  C   UNK     0    8656.6608663.488   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0    8655.6308664.632   0.000  0.00  0.00           C+0
HETATM   49  N   UNK     0    8653.0938665.457   0.000  0.00  0.00           N+0
HETATM   50  N   UNK     0    8658.0678664.114   0.000  0.00  0.00           N+0
HETATM   51  C   UNK     0    8657.9068665.646   0.000  0.00  0.00           C+0
HETATM   52  N   UNK     0    8656.4008665.966   0.000  0.00  0.00           N+0
HETATM   53  C   UNK     0    8659.4018663.344   0.000  0.00  0.00           C+0
CONECT    1    2   32                                                       
CONECT    2    1    3    4                                                  
CONECT    3    2    5    6                                                  
CONECT    4    2                                                            
CONECT    5    3    7    8                                                  
CONECT    6    3                                                            
CONECT    7    5    9                                                       
CONECT    8    5                                                            
CONECT    9    7   13                                                       
CONECT   10   33                                                            
CONECT   11   37                                                            
CONECT   12   27                                                            
CONECT   13    9   15   16   17                                             
CONECT   14   26                                                            
CONECT   15   13   18                                                       
CONECT   16   13                                                            
CONECT   17   13                                                            
CONECT   18   15   19   20   21                                             
CONECT   19   18   22                                                       
CONECT   20   18                                                            
CONECT   21   18                                                            
CONECT   22   19   42                                                       
CONECT   23   41                                                            
CONECT   24   40                                                            
CONECT   25   26   30                                                       
CONECT   26   25   27   14                                                  
CONECT   27   26   28   12                                                  
CONECT   28   27   31                                                       
CONECT   29   30   34                                                       
CONECT   30   31   29   25                                                  
CONECT   31   30   32   28                                                  
CONECT   32   31    1   35                                                  
CONECT   33   34   38   10                                                  
CONECT   34   33   35   29                                                  
CONECT   35   34   36   32                                                  
CONECT   36   35   37                                                       
CONECT   37   38   36   11                                                  
CONECT   38   33   37                                                       
CONECT   39   42   53                                                       
CONECT   40   41   24   53                                                  
CONECT   41   40   42   23                                                  
CONECT   42   41   39   22                                                  
CONECT   43   48   44   49                                                  
CONECT   44   43   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45   47                                                       
CONECT   47   48   46   50                                                  
CONECT   48   47   43   52                                                  
CONECT   49   43                                                            
CONECT   50   51   47   53                                                  
CONECT   51   52   50                                                       
CONECT   52   51   48                                                       
CONECT   53   50   40   39                                                  
MASTER        0    0    0    0    0    0    0    0   53    0  116    0
END
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3D PDB for HMDB0001248 (FAD)

COMPND    HMDB0001248
HETATM    1  C1  UNL     1      -8.298   3.145  -1.873  1.00  0.00           C  
HETATM    2  C2  UNL     1      -7.715   1.959  -1.190  1.00  0.00           C  
HETATM    3  C3  UNL     1      -7.566   1.920   0.176  1.00  0.00           C  
HETATM    4  C4  UNL     1      -7.029   0.841   0.866  1.00  0.00           C  
HETATM    5  N1  UNL     1      -6.923   0.882   2.203  1.00  0.00           N  
HETATM    6  C5  UNL     1      -6.408  -0.161   2.883  1.00  0.00           C  
HETATM    7  C6  UNL     1      -6.278  -0.211   4.253  1.00  0.00           C  
HETATM    8  O1  UNL     1      -6.635   0.760   4.934  1.00  0.00           O  
HETATM    9  N2  UNL     1      -5.761  -1.322   4.830  1.00  0.00           N  
HETATM   10  C7  UNL     1      -5.360  -2.399   4.122  1.00  0.00           C  
HETATM   11  O2  UNL     1      -4.879  -3.438   4.640  1.00  0.00           O  
HETATM   12  N3  UNL     1      -5.474  -2.383   2.766  1.00  0.00           N  
HETATM   13  C8  UNL     1      -5.976  -1.318   2.121  1.00  0.00           C  
HETATM   14  N4  UNL     1      -6.101  -1.317   0.769  1.00  0.00           N  
HETATM   15  C9  UNL     1      -5.633  -2.458   0.090  1.00  0.00           C  
HETATM   16  C10 UNL     1      -4.223  -2.242  -0.403  1.00  0.00           C  
HETATM   17  O3  UNL     1      -3.786  -3.442  -1.059  1.00  0.00           O  
HETATM   18  C11 UNL     1      -3.192  -1.938   0.608  1.00  0.00           C  
HETATM   19  O4  UNL     1      -3.463  -0.726   1.242  1.00  0.00           O  
HETATM   20  C12 UNL     1      -1.815  -1.774  -0.029  1.00  0.00           C  
HETATM   21  O5  UNL     1      -0.935  -1.504   1.025  1.00  0.00           O  
HETATM   22  C13 UNL     1      -1.771  -0.569  -0.945  1.00  0.00           C  
HETATM   23  O6  UNL     1      -0.468  -0.397  -1.411  1.00  0.00           O  
HETATM   24  P1  UNL     1      -0.316   0.913  -2.435  1.00  0.00           P  
HETATM   25  O7  UNL     1      -1.719   1.498  -2.630  1.00  0.00           O  
HETATM   26  O8  UNL     1       0.205   0.428  -3.978  1.00  0.00           O  
HETATM   27  O9  UNL     1       0.658   2.133  -1.842  1.00  0.00           O  
HETATM   28  P2  UNL     1       1.486   1.730  -0.450  1.00  0.00           P  
HETATM   29  O10 UNL     1       0.588   1.185   0.635  1.00  0.00           O  
HETATM   30  O11 UNL     1       2.165   3.173   0.171  1.00  0.00           O  
HETATM   31  O12 UNL     1       2.741   0.656  -0.690  1.00  0.00           O  
HETATM   32  C14 UNL     1       3.971   1.285  -0.855  1.00  0.00           C  
HETATM   33  C15 UNL     1       5.055   0.273  -1.065  1.00  0.00           C  
HETATM   34  O13 UNL     1       6.279   0.885  -1.231  1.00  0.00           O  
HETATM   35  C16 UNL     1       7.243  -0.004  -0.790  1.00  0.00           C  
HETATM   36  N5  UNL     1       8.334   0.738  -0.176  1.00  0.00           N  
HETATM   37  C17 UNL     1       8.451   2.052   0.059  1.00  0.00           C  
HETATM   38  N6  UNL     1       9.641   2.315   0.654  1.00  0.00           N  
HETATM   39  C18 UNL     1      10.298   1.153   0.803  1.00  0.00           C  
HETATM   40  C19 UNL     1      11.514   0.765   1.321  1.00  0.00           C  
HETATM   41  N7  UNL     1      12.375   1.767   1.862  1.00  0.00           N  
HETATM   42  N8  UNL     1      11.898  -0.524   1.324  1.00  0.00           N  
HETATM   43  C20 UNL     1      11.083  -1.460   0.813  1.00  0.00           C  
HETATM   44  N9  UNL     1       9.897  -1.098   0.306  1.00  0.00           N  
HETATM   45  C21 UNL     1       9.480   0.176   0.285  1.00  0.00           C  
HETATM   46  C22 UNL     1       6.634  -0.895   0.227  1.00  0.00           C  
HETATM   47  O14 UNL     1       7.018  -2.215  -0.105  1.00  0.00           O  
HETATM   48  C23 UNL     1       5.155  -0.715   0.045  1.00  0.00           C  
HETATM   49  O15 UNL     1       4.511  -1.920  -0.247  1.00  0.00           O  
HETATM   50  C24 UNL     1      -6.621  -0.264   0.107  1.00  0.00           C  
HETATM   51  C25 UNL     1      -6.755  -0.259  -1.259  1.00  0.00           C  
HETATM   52  C26 UNL     1      -7.292   0.831  -1.903  1.00  0.00           C  
HETATM   53  C27 UNL     1      -7.464   0.899  -3.382  1.00  0.00           C  
HETATM   54  H1  UNL     1      -8.211   3.067  -2.955  1.00  0.00           H  
HETATM   55  H2  UNL     1      -7.848   4.065  -1.448  1.00  0.00           H  
HETATM   56  H3  UNL     1      -9.383   3.146  -1.613  1.00  0.00           H  
HETATM   57  H4  UNL     1      -7.898   2.805   0.735  1.00  0.00           H  
HETATM   58  H5  UNL     1      -5.664  -1.358   5.855  1.00  0.00           H  
HETATM   59  H6  UNL     1      -6.203  -2.793  -0.788  1.00  0.00           H  
HETATM   60  H7  UNL     1      -5.656  -3.351   0.785  1.00  0.00           H  
HETATM   61  H8  UNL     1      -4.197  -1.490  -1.237  1.00  0.00           H  
HETATM   62  H9  UNL     1      -4.063  -3.440  -1.998  1.00  0.00           H  
HETATM   63  H10 UNL     1      -3.040  -2.756   1.354  1.00  0.00           H  
HETATM   64  H11 UNL     1      -3.779  -0.056   0.588  1.00  0.00           H  
HETATM   65  H12 UNL     1      -1.523  -2.700  -0.573  1.00  0.00           H  
HETATM   66  H13 UNL     1      -1.284  -0.659   1.447  1.00  0.00           H  
HETATM   67  H14 UNL     1      -2.420  -0.704  -1.845  1.00  0.00           H  
HETATM   68  H15 UNL     1      -2.052   0.335  -0.407  1.00  0.00           H  
HETATM   69  H16 UNL     1       1.145   0.174  -3.949  1.00  0.00           H  
HETATM   70  H17 UNL     1       2.755   3.003   0.931  1.00  0.00           H  
HETATM   71  H18 UNL     1       4.199   1.820   0.096  1.00  0.00           H  
HETATM   72  H19 UNL     1       3.975   2.023  -1.669  1.00  0.00           H  
HETATM   73  H20 UNL     1       4.867  -0.315  -2.011  1.00  0.00           H  
HETATM   74  H21 UNL     1       7.631  -0.548  -1.686  1.00  0.00           H  
HETATM   75  H22 UNL     1       7.683   2.772  -0.203  1.00  0.00           H  
HETATM   76  H23 UNL     1      12.476   2.657   1.343  1.00  0.00           H  
HETATM   77  H24 UNL     1      12.882   1.620   2.738  1.00  0.00           H  
HETATM   78  H25 UNL     1      11.433  -2.493   0.836  1.00  0.00           H  
HETATM   79  H26 UNL     1       6.959  -0.663   1.271  1.00  0.00           H  
HETATM   80  H27 UNL     1       6.259  -2.755  -0.392  1.00  0.00           H  
HETATM   81  H28 UNL     1       4.755  -0.278   1.005  1.00  0.00           H  
HETATM   82  H29 UNL     1       4.475  -2.444   0.592  1.00  0.00           H  
HETATM   83  H30 UNL     1      -6.443  -1.109  -1.816  1.00  0.00           H  
HETATM   84  H31 UNL     1      -6.908   1.755  -3.829  1.00  0.00           H  
HETATM   85  H32 UNL     1      -7.186  -0.074  -3.804  1.00  0.00           H  
HETATM   86  H33 UNL     1      -8.562   1.076  -3.547  1.00  0.00           H  
CONECT    1    2   54   55   56
CONECT    2    3    3   52
CONECT    3    4   57
CONECT    4    5   50   50
CONECT    5    6    6
CONECT    6    7   13
CONECT    7    8    8    9
CONECT    9   10   58
CONECT   10   11   11   12
CONECT   12   13   13
CONECT   13   14
CONECT   14   15   50
CONECT   15   16   59   60
CONECT   16   17   18   61
CONECT   17   62
CONECT   18   19   20   63
CONECT   19   64
CONECT   20   21   22   65
CONECT   21   66
CONECT   22   23   67   68
CONECT   23   24
CONECT   24   25   25   26   27
CONECT   26   69
CONECT   27   28
CONECT   28   29   29   30   31
CONECT   30   70
CONECT   31   32
CONECT   32   33   71   72
CONECT   33   34   48   73
CONECT   34   35
CONECT   35   36   46   74
CONECT   36   37   45
CONECT   37   38   38   75
CONECT   38   39
CONECT   39   40   40   45
CONECT   40   41   42
CONECT   41   76   77
CONECT   42   43   43
CONECT   43   44   78
CONECT   44   45   45
CONECT   46   47   48   79
CONECT   47   80
CONECT   48   49   81
CONECT   49   82
CONECT   50   51
CONECT   51   52   52   83
CONECT   52   53
CONECT   53   84   85   86
END
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SMILES for HMDB0001248 (FAD)

CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@H](O)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC3=C1N=CN=C3N)C1=NC(=O)NC(=O)C1=N2
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INCHI for HMDB0001248 (FAD)

InChI=1S/C27H33N9O15P2/c1-10-3-12-13(4-11(10)2)35(24-18(32-12)25(42)34-27(43)33-24)5-14(37)19(39)15(38)6-48-52(44,45)51-53(46,47)49-7-16-20(40)21(41)26(50-16)36-9-31-17-22(28)29-8-30-23(17)36/h3-4,8-9,14-16,19-21,26,37-41H,5-7H2,1-2H3,(H,44,45)(H,46,47)(H2,28,29,30)(H,34,42,43)/t14-,15+,16+,19-,20+,21+,26+/m0/s1
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
Adenosine 5'-(trihydrogen pyrophosphate), 5'-5'-ester with riboflavineChEBI
Adenosine 5'-[3-(riboflavin-5'-yl) dihydrogen diphosphate]ChEBI
Flavin adenine dinucleotideChEBI
FLAVIN-adenine dinucleotideChEBI
Riboflavin 5'-(trihydrogen diphosphate), 5'-5'-ester with adenosineChEBI
Riboflavin 5'-adenosine diphosphateChEBI
AdeflavinKegg
Adenosine 5'-(trihydrogen pyrophosphoric acid), 5'-5'-ester with riboflavineGenerator
Adenosine 5'-[3-(riboflavin-5'-yl) dihydrogen diphosphoric acid]Generator
Riboflavin 5'-(trihydrogen diphosphoric acid), 5'-5'-ester with adenosineGenerator
Riboflavin 5'-adenosine diphosphoric acidGenerator
1H-Purin-6-amine flavin dinucleotideHMDB
1H-Purin-6-amine flavine dinucleotideHMDB
Adenine-flavin dinucleotideHMDB
Adenine-flavine dinucleotideHMDB
Adenine-riboflavin dinuceotideHMDB
Adenine-riboflavin dinucleotideHMDB
Adenine-riboflavine dinucleotideHMDB
Flamitajin bHMDB
Flanin FHMDB
Flavin adenine dinucleotide oxidizedHMDB
Flavine adenosine diphosphateHMDB
Flavine-adenine dinucleotideHMDB
FlavitanHMDB
FlazirenHMDB
Isoalloxazine-adenine dinucleotideHMDB
Riboflavin-adenine dinucleotideHMDB
Riboflavine-adenine dinucleotideHMDB
Dinucleotide, flavin-adenineHMDB
Chemical FormulaC27H33N9O15P2
Average Molecular Weight785.5497
Monoisotopic Molecular Weight785.157134455
IUPAC Name{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}[({[(2R,3S,4S)-5-{7,8-dimethyl-2,4-dioxo-2H,3H,4H,10H-benzo[g]pteridin-10-yl}-2,3,4-trihydroxypentyl]oxy}(hydroxy)phosphoryl)oxy]phosphinic acid
Traditional Nameflavine-adenine dinucleotide
CAS Registry Number146-14-5
SMILES
CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@H](O)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC3=C1N=CN=C3N)C1=NC(=O)NC(=O)C1=N2
InChI Identifier
InChI=1S/C27H33N9O15P2/c1-10-3-12-13(4-11(10)2)35(24-18(32-12)25(42)34-27(43)33-24)5-14(37)19(39)15(38)6-48-52(44,45)51-53(46,47)49-7-16-20(40)21(41)26(50-16)36-9-31-17-22(28)29-8-30-23(17)36/h3-4,8-9,14-16,19-21,26,37-41H,5-7H2,1-2H3,(H,44,45)(H,46,47)(H2,28,29,30)(H,34,42,43)/t14-,15+,16+,19-,20+,21+,26+/m0/s1
InChI KeyVWWQXMAJTJZDQX-UYBVJOGSSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as flavin nucleotides. These are nucleotides containing a flavin moiety. Flavin is a compound that contains the tricyclic isoalloxazine ring system, which bears 2 oxo groups at the 2- and 4-positions.
KingdomOrganic compounds
Super ClassNucleosides, nucleotides, and analogues
ClassFlavin nucleotides
Sub ClassNot Available
Direct ParentFlavin nucleotides
Alternative Parents
Substituents
  • Flavin nucleotide
  • (3'->5')-dinucleotide
  • (3'->5')-dinucleotide or analogue
  • Purine ribonucleoside diphosphate
  • Purine ribonucleoside monophosphate
  • Flavin
  • Isoalloxazine
  • Pentose-5-phosphate
  • Pentose phosphate
  • Glycosyl compound
  • N-glycosyl compound
  • Diazanaphthalene
  • Pentose monosaccharide
  • Pteridine
  • 6-aminopurine
  • Quinoxaline
  • Organic pyrophosphate
  • Monosaccharide phosphate
  • Imidazopyrimidine
  • Purine
  • Monoalkyl phosphate
  • Aminopyrimidine
  • Pyrimidone
  • Monosaccharide
  • N-substituted imidazole
  • Organic phosphoric acid derivative
  • Imidolactam
  • Benzenoid
  • Alkyl phosphate
  • Phosphoric acid ester
  • Pyrimidine
  • Pyrazine
  • Tetrahydrofuran
  • Azole
  • Vinylogous amide
  • Heteroaromatic compound
  • Imidazole
  • Secondary alcohol
  • Lactam
  • Polyol
  • Oxacycle
  • Azacycle
  • Organoheterocyclic compound
  • Organic oxide
  • Organic oxygen compound
  • Organopnictogen compound
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Primary amine
  • Alcohol
  • Amine
  • Organic nitrogen compound
  • Organooxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effect
Health effect
Disposition
Biological locationRoute of exposureSource
Process
Naturally occurring process
Role
Industrial application
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility5 mg/mLNot Available
LogPNot AvailableNot Available
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M-H]-Astarita_neg238.030932474
[M-H]-Not Available235.3http://allccs.zhulab.cn/database/detail?ID=AllCCS00000164
[M+H]+Not Available249.0http://allccs.zhulab.cn/database/detail?ID=AllCCS00000164
Predicted Molecular Properties
PropertyValueSource
Water Solubility4.25 g/LALOGPS
logP-0.78ALOGPS
logP-4.7ChemAxon
logS-2.3ALOGPS
pKa (Strongest Acidic)1.85ChemAxon
pKa (Strongest Basic)4.01ChemAxon
Physiological Charge-3ChemAxon
Hydrogen Acceptor Count19ChemAxon
Hydrogen Donor Count9ChemAxon
Polar Surface Area356.42 ŲChemAxon
Rotatable Bond Count13ChemAxon
Refractivity177.43 m³·mol⁻¹ChemAxon
Polarizability70.53 ųChemAxon
Number of Rings6ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
AllCCS[M+H]+249.80232859911
AllCCS[M-H]-241.11132859911
DeepCCS[M+H]+231.09430932474
DeepCCS[M-H]-229.26930932474
DeepCCS[M-2H]-263.14130932474
DeepCCS[M+Na]+236.91830932474
AllCCS[M+H]+249.832859911
AllCCS[M+H-H2O]+249.832859911
AllCCS[M+NH4]+249.832859911
AllCCS[M+Na]+249.732859911
AllCCS[M-H]-241.132859911
AllCCS[M+Na-2H]-244.432859911
AllCCS[M+HCOO]-248.032859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
FADCC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@H](O)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC3=C1N=CN=C3N)C1=NC(=O)NC(=O)C1=N26057.0Standard polar33892256
FADCC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@H](O)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC3=C1N=CN=C3N)C1=NC(=O)NC(=O)C1=N23564.0Standard non polar33892256
FADCC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@H](O)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC3=C1N=CN=C3N)C1=NC(=O)NC(=O)C1=N27041.2Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - FAD GC-MS (Non-derivatized) - 70eV, Positivesplash10-0170-1032960400-cdd3286ebb1dea7c4f542017-11-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - FAD GC-MS (TMS_1_1) - 70eV, PositiveNot Available2021-10-18Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - FAD GC-MS (TMS_1_2) - 70eV, PositiveNot Available2021-10-18Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - FAD GC-MS (TMS_1_3) - 70eV, PositiveNot Available2021-10-18Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - FAD GC-MS (TMS_1_4) - 70eV, PositiveNot Available2021-10-18Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - FAD GC-MS (TMS_1_5) - 70eV, PositiveNot Available2021-10-18Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - FAD GC-MS (TMS_1_6) - 70eV, PositiveNot Available2021-10-18Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - FAD GC-MS (TMS_1_7) - 70eV, PositiveNot Available2021-10-18Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - FAD GC-MS (TMS_1_8) - 70eV, PositiveNot Available2021-10-18Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - FAD GC-MS (TMS_1_9) - 70eV, PositiveNot Available2021-10-18Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - FAD GC-MS (TBDMS_1_1) - 70eV, PositiveNot Available2021-10-18Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - FAD GC-MS (TBDMS_1_2) - 70eV, PositiveNot Available2021-10-18Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - FAD GC-MS (TBDMS_1_3) - 70eV, PositiveNot Available2021-10-18Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - FAD GC-MS (TBDMS_1_4) - 70eV, PositiveNot Available2021-10-18Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - FAD GC-MS (TBDMS_1_5) - 70eV, PositiveNot Available2021-10-18Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - FAD GC-MS (TBDMS_1_6) - 70eV, PositiveNot Available2021-10-18Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - FAD GC-MS (TBDMS_1_7) - 70eV, PositiveNot Available2021-10-18Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - FAD GC-MS (TBDMS_1_8) - 70eV, PositiveNot Available2021-10-18Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - FAD GC-MS (TBDMS_1_9) - 70eV, PositiveNot Available2021-10-18Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - FAD Quattro_QQQ 10V, Positive-QTOF (Annotated)splash10-000i-0001200900-b0740b3d33d50996ccde2012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - FAD Quattro_QQQ 25V, Positive-QTOF (Annotated)splash10-000m-0105900000-3abff26d5bb35f8527b82012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - FAD Quattro_QQQ 40V, Positive-QTOF (Annotated)splash10-000i-0931700000-73f360589a13230eea7a2012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - FAD LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOFsplash10-000j-0908600300-b1eccda8ebae8b9e4cc12012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - FAD LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOFsplash10-000i-0900000000-bdb826f9c3cbc09eff9b2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - FAD LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOFsplash10-00di-0019800000-00ad56b6b6a3bb4516e62012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - FAD LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOFsplash10-000b-0009400000-667064ca470a5c3419742012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - FAD LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOFsplash10-000j-0509700500-8766cb874f927ed5a7952012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - FAD LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOFsplash10-000i-0900000000-3125e04c09a14c62f22a2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - FAD LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOFsplash10-00di-0019700000-78c46ea4b4f562757e562012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - FAD LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positive-QTOFsplash10-000b-0009400000-94b845d2c8d082b9484c2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - FAD LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative-QTOFsplash10-001i-0000100900-6bac7b7f631dfc074a0c2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - FAD LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative-QTOFsplash10-001i-0920000000-49c9d4fb9b57a59f45a52012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - FAD LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative-QTOFsplash10-000i-0003900000-572f0b1bd59f71ab3c5f2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - FAD LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative-QTOFsplash10-000i-0003900000-d2ede6a2e7183f1c32a32012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - FAD LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative-QTOFsplash10-001i-0000100900-78554afbc26abe26af352012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - FAD LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative-QTOFsplash10-001i-0930000000-274da0a01c651b7917332012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - FAD LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative-QTOFsplash10-000i-0003900000-55939cda9e14fc5827572012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - FAD LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negative-QTOFsplash10-000i-0003900000-db784762434fac3d351f2012-08-31HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - FAD 10V, Positive-QTOFsplash10-000i-0932110400-f05626487523221c34de2016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - FAD 20V, Positive-QTOFsplash10-000i-0930000000-86c3d6490bc3a27e053a2016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - FAD 40V, Positive-QTOFsplash10-052r-0980000000-58a46c839e0e520474d72016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - FAD 10V, Negative-QTOFsplash10-0006-8482400900-2c4839849821d2807c572016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - FAD 20V, Negative-QTOFsplash10-001l-5920100000-b38889aa3d09576e2f3e2016-09-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - FAD 40V, Negative-QTOFsplash10-0a7l-3900000000-f7144f6355fab252a5162016-09-12Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Experimental 2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)2012-12-05Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Mitochondria
  • Endoplasmic reticulum
  • Peroxisome
Biospecimen Locations
  • Blood
  • Feces
Tissue Locations
  • Erythrocyte
  • Liver
  • Placenta
  • Skeletal Muscle
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified0.061 (0.044-0.078) uMAdult (>18 years old)FemaleNormal details
BloodDetected and Quantified0.078 +/- 0.054 uMAdolescent (13-18 years old)FemaleNormal details
BloodDetected and Quantified0.075 (0.056-0.097) uMAdult (>18 years old)BothNormal details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified0.031 +/- 0.01 uMChildren (1-13 years old)BothMalnutrition (type kwashiorkor and marasmus) details
BloodDetected and Quantified0.048 +/- 0.023 uMAdolescent (13-18 years old)FemaleAnorexia nervosa details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Colorectal cancer		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothColorectal Cancer details
Associated Disorders and Diseases
Disease References
Anorexia nervosa
  1. Capo-chichi CD, Gueant JL, Lefebvre E, Bennani N, Lorentz E, Vidailhet C, Vidailhet M: Riboflavin and riboflavin-derived cofactors in adolescent girls with anorexia nervosa. Am J Clin Nutr. 1999 Apr;69(4):672-8. [PubMed:10197568 ]
Colorectal cancer
  1. Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016. [PubMed:27275383 ]
  2. Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]
Associated OMIM IDs
DrugBank IDDB03147
Phenol Explorer Compound IDNot Available
FooDB IDFDB022511
KNApSAcK IDC00001500
Chemspider ID559059
KEGG Compound IDC00016
BioCyc IDFAD
BiGG ID33521
Wikipedia LinkFlavin_adenine_dinucleotide
METLIN ID6106
PubChem Compound643975
PDB IDNot Available
ChEBI ID16238
Food Biomarker OntologyNot Available
VMH IDFAD
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Flatz G, Simmersbach F: Flavin adenine dinucleotide concentration in erythrocytes with normal and deficient glucose-6-phosphate dehydrogenase. Klin Wochenschr. 1970 Sep 1;48(17):1071-2. [PubMed:5523465 ]
  2. Zempleni J: Determination of riboflavin and flavocoenzymes in human blood plasma by high-performance liquid chromatography. Ann Nutr Metab. 1995;39(4):224-6. [PubMed:8546438 ]
  3. Becker K, Wilkinson AR: Flavin adenine dinucleotide levels in erythrocytes of very low birthweight infants under vitamin supplementation. Biol Neonate. 1993;63(2):80-5. [PubMed:8448258 ]
  4. Lisowsky T, Lee JE, Polimeno L, Francavilla A, Hofhaus G: Mammalian augmenter of liver regeneration protein is a sulfhydryl oxidase. Dig Liver Dis. 2001 Mar;33(2):173-80. [PubMed:11346147 ]
  5. Cimino JA, Jhangiani S, Schwartz E, Cooperman JM: Riboflavin metabolism in the hypothyroid human adult. Proc Soc Exp Biol Med. 1987 Feb;184(2):151-3. [PubMed:3809170 ]
  6. Kodentsova VM, Vrzhesinskaia OA, Alekseeva IA, Spirichev VB: [Comparison of biochemical criteria for supplying the human body with riboflavin]. Vopr Med Khim. 1991 Sep-Oct;37(5):76-9. [PubMed:1759408 ]
  7. Lopez-Anaya A, Mayersohn M: Quantification of riboflavin, riboflavin 5'-phosphate and flavin adenine dinucleotide in plasma and urine by high-performance liquid chromatography. J Chromatogr. 1987 Dec 25;423:105-13. [PubMed:3443641 ]
  8. Van Binsbergen CJ, Odink J, Van den Berg H, Koppeschaar H, Coelingh Bennink HJ: Nutritional status in anorexia nervosa: clinical chemistry, vitamins, iron and zinc. Eur J Clin Nutr. 1988 Nov;42(11):929-37. [PubMed:3074921 ]
  9. Mohrenweiser HW, Novotny JE: ACP1GUA-1--a low-activity variant of human erythrocyte acid phosphatase: association with increased glutathione reductase activity. Am J Hum Genet. 1982 May;34(3):425-33. [PubMed:7081221 ]
  10. Gianazza E, Vergani L, Wait R, Brizio C, Brambilla D, Begum S, Giancaspero TA, Conserva F, Eberini I, Bufano D, Angelini C, Pegoraro E, Tramontano A, Barile M: Coordinated and reversible reduction of enzymes involved in terminal oxidative metabolism in skeletal muscle mitochondria from a riboflavin-responsive, multiple acyl-CoA dehydrogenase deficiency patient. Electrophoresis. 2006 Mar;27(5-6):1182-98. [PubMed:16470778 ]
  11. Cimino JA, Noto RA, Fusco CL, Cooperman JM: Riboflavin metabolism in the hypothyroid newborn. Am J Clin Nutr. 1988 Mar;47(3):481-3. [PubMed:3348160 ]
  12. Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]

Only showing the first 10 proteins. There are 166 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details
1. Dihydrolipoyl dehydrogenase, mitochondrial
General function:
Involved in oxidoreductase activity
Specific function:
Lipoamide dehydrogenase is a component of the glycine cleavage system as well as of the alpha-ketoacid dehydrogenase complexes. Involved in the hyperactivation of spermatazoa during capacitation and in the spermatazoal acrosome reaction.
Gene Name:
DLD
Uniprot ID:
P09622
Molecular weight:
54176.91
Enzyme Details
2. Long-chain specific acyl-CoA dehydrogenase, mitochondrial
General function:
Involved in acyl-CoA dehydrogenase activity
Specific function:
Not Available
Gene Name:
ACADL
Uniprot ID:
P28330
Molecular weight:
47655.275
Reactions
Palmityl-CoA + FAD → (2E)-Hexadecenoyl-CoA + FADHdetails
Octanoyl-CoA + FAD → (2E)-Octenoyl-CoA + FADHdetails
Lauroyl-CoA + FAD → (2E)-Dodecenoyl-CoA + FADHdetails
Tetradecanoyl-CoA + FAD → (2E)-Tetradecenoyl-CoA + FADHdetails
Hexanoyl-CoA + FAD → trans-2-Hexenoyl-CoA + FADHdetails
Decanoyl-CoA (n-C10:0CoA) + FAD → (2E)-Decenoyl-CoA + FADHdetails
Enzyme Details
3. Short-chain specific acyl-CoA dehydrogenase, mitochondrial
General function:
Involved in acyl-CoA dehydrogenase activity
Specific function:
Not Available
Gene Name:
ACADS
Uniprot ID:
P16219
Molecular weight:
44296.705
Reactions
Butyryl-CoA + FAD → FADH + Crotonoyl-CoAdetails
Hexanoyl-CoA + FAD → trans-2-Hexenoyl-CoA + FADHdetails
Enzyme Details
4. Medium-chain specific acyl-CoA dehydrogenase, mitochondrial
General function:
Involved in acyl-CoA dehydrogenase activity
Specific function:
This enzyme is specific for acyl chain lengths of 4 to 16.
Gene Name:
ACADM
Uniprot ID:
P11310
Molecular weight:
46587.98
Reactions
Propionyl-CoA + FAD → FADH + Acrylyl-CoAdetails
Butyryl-CoA + FAD → FADH + Crotonoyl-CoAdetails
Palmityl-CoA + FAD → (2E)-Hexadecenoyl-CoA + FADHdetails
Octanoyl-CoA + FAD → (2E)-Octenoyl-CoA + FADHdetails
Lauroyl-CoA + FAD → (2E)-Dodecenoyl-CoA + FADHdetails
Tetradecanoyl-CoA + FAD → (2E)-Tetradecenoyl-CoA + FADHdetails
Isovaleryl-CoA + FAD → 3-Methylcrotonyl-CoA + FADHdetails
Hexanoyl-CoA + FAD → trans-2-Hexenoyl-CoA + FADHdetails
Decanoyl-CoA (n-C10:0CoA) + FAD → (2E)-Decenoyl-CoA + FADHdetails
Enzyme Details
5. NADH-ubiquinone oxidoreductase chain 1
General function:
Involved in oxidation reduction
Specific function:
Core subunit of the mitochondrial membrane respiratory chain NADH dehydrogenase (Complex I) that is believed to belong to the minimal assembly required for catalysis. Complex I functions in the transfer of electrons from NADH to the respiratory chain. The immediate electron acceptor for the enzyme is believed to be ubiquinone (By similarity).
Gene Name:
MT-ND1
Uniprot ID:
P03886
Molecular weight:
35660.055
Enzyme Details
6. NADH dehydrogenase [ubiquinone] 1 beta subcomplex subunit 1
General function:
Involved in NADH dehydrogenase activity
Specific function:
Accessory subunit of the mitochondrial membrane respiratory chain NADH dehydrogenase (Complex I), that is believed not to be involved in catalysis. Complex I functions in the transfer of electrons from NADH to the respiratory chain. The immediate electron acceptor for the enzyme is believed to be ubiquinone
Gene Name:
NDUFB1
Uniprot ID:
O75438
Molecular weight:
6961.2
Enzyme Details
7. Ectonucleotide pyrophosphatase/phosphodiesterase family member 1
General function:
Involved in catalytic activity
Specific function:
Involved primarily in ATP hydrolysis at the plasma membrane. Plays a role in regulating pyrophosphate levels, and functions in bone mineralization and soft tissue calcification. In vitro, has a broad specificity, hydrolyzing other nucleoside 5' triphosphates such as GTP, CTP, TTP and UTP to their corresponding monophosphates with release of pyrophosphate and diadenosine polyphosphates, and also 3',5'-cAMP to AMP. May also be involved in the regulation of the availability of nucleotide sugars in the endoplasmic reticulum and Golgi, and the regulation of purinergic signaling. Appears to modulate insulin sensitivity.
Gene Name:
ENPP1
Uniprot ID:
P22413
Molecular weight:
104923.58
Reactions
FAD + Water → Adenosine monophosphate + Flavin mononucleotidedetails
Enzyme Details
8. NADH dehydrogenase [ubiquinone] iron-sulfur protein 2, mitochondrial
General function:
Involved in oxidoreductase activity, acting on NADH or NADPH
Specific function:
Core subunit of the mitochondrial membrane respiratory chain NADH dehydrogenase (Complex I) that is believed to belong to the minimal assembly required for catalysis. Complex I functions in the transfer of electrons from NADH to the respiratory chain. The immediate electron acceptor for the enzyme is believed to be ubiquinone (By similarity).
Gene Name:
NDUFS2
Uniprot ID:
O75306
Molecular weight:
51851.59
Enzyme Details
9. Succinate dehydrogenase cytochrome b560 subunit, mitochondrial
General function:
Involved in succinate dehydrogenase activity
Specific function:
Membrane-anchoring subunit of succinate dehydrogenase (SDH) that is involved in complex II of the mitochondrial electron transport chain and is responsible for transferring electrons from succinate to ubiquinone (coenzyme Q).
Gene Name:
SDHC
Uniprot ID:
Q99643
Molecular weight:
16650.185
Enzyme Details
10. Peroxisomal sarcosine oxidase
General function:
Involved in oxidoreductase activity
Specific function:
Metabolizes sarcosine, L-pipecolic acid and L-proline.
Gene Name:
PIPOX
Uniprot ID:
Q9P0Z9
Molecular weight:
44065.515

Only showing the first 10 proteins. There are 166 proteins in total.

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