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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (11)transporters (1) Show 12 proteins XML

enzymes (11)transporters (1) Show 12 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:51 UTC

Update Date

2022-03-07 02:51:53 UTC

HMDB ID

HMDB0015187

Secondary Accession Numbers

HMDB15187

Metabolite Identification

Common Name

Nitrendipine

Description

Nitrendipine is only found in individuals that have used or taken this drug. It is a calcium channel blocker with marked vasodilator action. It is an effective antihypertensive agent and differs from other calcium channel blockers in that it does not reduce glomerular filtration rate and is mildly natriuretic, rather than sodium retentive. [PubChem]By deforming the channel, inhibiting ion-control gating mechanisms, and/or interfering with the release of calcium from the sarcoplasmic reticulum, Nitrendipine inhibits the influx of extracellular calcium across the myocardial and vascular smooth muscle cell membranes The decrease in intracellular calcium inhibits the contractile processes of the myocardial smooth muscle cells, causing dilation of the coronary and systemic arteries, increased oxygen delivery to the myocardial tissue, decreased total peripheral resistance, decreased systemic blood pressure, and decreased afterload.

Structure

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

1054
  Mrv0541 02231215122D          

 26 27  0  0  1  0            999 V2000
    3.0791   -0.9818    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3659   -0.9818    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    0.2558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    0.2558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    2.7308    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    7.3659    1.4933    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -2.2193    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    1.9058    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    5.2224   -0.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -0.9818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -0.9818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    0.2558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -1.8068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -1.8068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    0.6683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    0.6683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -2.2193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515   -2.2193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515   -0.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    1.4933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    1.4933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    1.9058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -0.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0804   -0.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.9818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 16  1  0  0  0  0
  1 24  1  0  0  0  0
  2 20  1  0  0  0  0
  2 25  1  0  0  0  0
  3 16  2  0  0  0  0
  4 20  2  0  0  0  0
  5  8  1  0  0  0  0
  6  8  2  0  0  0  0
  7 13  1  0  0  0  0
  7 14  1  0  0  0  0
  8 21  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
  9 12  1  0  0  0  0
 10 13  2  0  0  0  0
 10 16  1  0  0  0  0
 11 14  2  0  0  0  0
 11 20  1  0  0  0  0
 12 15  2  0  0  0  0
 12 17  1  0  0  0  0
 13 18  1  0  0  0  0
 14 19  1  0  0  0  0
 15 21  1  0  0  0  0
 17 22  2  0  0  0  0
 21 23  2  0  0  0  0
 22 23  1  0  0  0  0
 24 26  1  0  0  0  0
M  CHG  2   5  -1   8   1
M  END

HMDB0015187
     RDKit          3D
Nitrendipine
 46 47  0  0  0  0  0  0  0  0999 V2000
    5.3306   -2.2724    0.2618 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8973   -2.4956    0.7014 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1777   -1.3373    0.4244 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8437   -1.1297    0.6708 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2156   -2.0867    1.1999 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1889    0.1346    0.3363 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8987    1.0985   -0.2154 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3647    0.9320   -0.5101 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3219    2.3284   -0.5557 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0658    2.5598   -0.3059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6640    3.8753   -0.6748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7937    1.6138    0.2434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2225    1.8685    0.4944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9390    0.9584    1.0264 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8763    3.0372    0.1975 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2440    3.2727    0.4411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2284    0.3095    0.6157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0883   -0.7398    0.0120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1566   -0.8874   -1.3679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9462   -1.8527   -1.9564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6981   -2.7077   -1.1919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6515   -2.5860    0.1819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4163   -3.4547    0.9845 N   0  0  0  0  0  4  0  0  0  0  0  0
   -3.3609   -3.3293    2.2191 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2051   -4.4189    0.3933 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.8519   -1.6094    0.7615 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9912   -1.9705    1.0990 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6853   -3.2107   -0.2290 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3572   -1.4816   -0.5079 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9489   -2.7327    1.7957 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4458   -3.3657    0.1687 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7368    1.8987   -0.9646 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5219    0.1602   -1.2687 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9728    0.8040    0.3926 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8846    3.1184   -1.0032 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1215    4.4538   -1.2268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0863    4.4343    0.1555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4364    3.6727   -1.4419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7010    2.4474    1.0255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3804    4.1976    1.0736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8287    3.4560   -0.4822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3577    0.2102    1.7345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5670   -0.2175   -1.9786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9859   -1.9515   -3.0272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3113   -3.4583   -1.6704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8419   -1.5458    1.8327 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 12 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 22 26  2  0
 17  6  1  0
 26 18  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  8 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  0
 11 36  1  0
 11 37  1  0
 11 38  1  0
 16 39  1  0
 16 40  1  0
 16 41  1  0
 17 42  1  0
 19 43  1  0
 20 44  1  0
 21 45  1  0
 26 46  1  0
M  CHG  2  23   1  25  -1
M  END

1054
  Mrv0541 02231215122D          

 26 27  0  0  1  0            999 V2000
    3.0791   -0.9818    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3659   -0.9818    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    0.2558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    0.2558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    2.7308    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    7.3659    1.4933    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -2.2193    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515    1.9058    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    5.2224   -0.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -0.9818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -0.9818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    0.2558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -1.8068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -1.8068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    0.6683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    0.6683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -2.2193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515   -2.2193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515   -0.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    1.4933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    1.4933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    1.9058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -0.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0804   -0.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.9818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 16  1  0  0  0  0
  1 24  1  0  0  0  0
  2 20  1  0  0  0  0
  2 25  1  0  0  0  0
  3 16  2  0  0  0  0
  4 20  2  0  0  0  0
  5  8  1  0  0  0  0
  6  8  2  0  0  0  0
  7 13  1  0  0  0  0
  7 14  1  0  0  0  0
  8 21  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
  9 12  1  0  0  0  0
 10 13  2  0  0  0  0
 10 16  1  0  0  0  0
 11 14  2  0  0  0  0
 11 20  1  0  0  0  0
 12 15  2  0  0  0  0
 12 17  1  0  0  0  0
 13 18  1  0  0  0  0
 14 19  1  0  0  0  0
 15 21  1  0  0  0  0
 17 22  2  0  0  0  0
 21 23  2  0  0  0  0
 22 23  1  0  0  0  0
 24 26  1  0  0  0  0
M  CHG  2   5  -1   8   1
M  END
> <DATABASE_ID>
HMDB0015187

> <DATABASE_NAME>
hmdb

> <SMILES>
CCOC(=O)C1=C(C)NC(C)=C(C1C1=CC(=CC=C1)[N+]([O-])=O)C(=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C18H20N2O6/c1-5-26-18(22)15-11(3)19-10(2)14(17(21)25-4)16(15)12-7-6-8-13(9-12)20(23)24/h6-9,16,19H,5H2,1-4H3

> <INCHI_KEY>
PVHUJELLJLJGLN-UHFFFAOYSA-N

> <FORMULA>
C18H20N2O6

> <MOLECULAR_WEIGHT>
360.3612

> <EXACT_MASS>
360.132136382

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
36.24557809977051

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-ethyl 5-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate

> <ALOGPS_LOGP>
3.21

> <JCHEM_LOGP>
2.1723022363333335

> <ALOGPS_LOGS>
-4.41

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
5.427783534259182

> <JCHEM_POLAR_SURFACE_AREA>
110.45000000000002

> <JCHEM_REFRACTIVITY>
96.91329999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.42e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
nitrendipine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0015187
     RDKit          3D
Nitrendipine
 46 47  0  0  0  0  0  0  0  0999 V2000
    5.3306   -2.2724    0.2618 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8973   -2.4956    0.7014 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1777   -1.3373    0.4244 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8437   -1.1297    0.6708 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2156   -2.0867    1.1999 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1889    0.1346    0.3363 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8987    1.0985   -0.2154 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3647    0.9320   -0.5101 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3219    2.3284   -0.5557 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0658    2.5598   -0.3059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6640    3.8753   -0.6748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7937    1.6138    0.2434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2225    1.8685    0.4944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9390    0.9584    1.0264 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8763    3.0372    0.1975 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2440    3.2727    0.4411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2284    0.3095    0.6157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0883   -0.7398    0.0120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1566   -0.8874   -1.3679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9462   -1.8527   -1.9564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6981   -2.7077   -1.1919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6515   -2.5860    0.1819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4163   -3.4547    0.9845 N   0  0  0  0  0  4  0  0  0  0  0  0
   -3.3609   -3.3293    2.2191 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2051   -4.4189    0.3933 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.8519   -1.6094    0.7615 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9912   -1.9705    1.0990 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6853   -3.2107   -0.2290 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3572   -1.4816   -0.5079 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9489   -2.7327    1.7957 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4458   -3.3657    0.1687 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7368    1.8987   -0.9646 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5219    0.1602   -1.2687 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9728    0.8040    0.3926 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8846    3.1184   -1.0032 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1215    4.4538   -1.2268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0863    4.4343    0.1555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4364    3.6727   -1.4419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7010    2.4474    1.0255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3804    4.1976    1.0736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8287    3.4560   -0.4822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3577    0.2102    1.7345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5670   -0.2175   -1.9786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9859   -1.9515   -3.0272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3113   -3.4583   -1.6704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8419   -1.5458    1.8327 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 12 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 22 26  2  0
 17  6  1  0
 26 18  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  8 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  0
 11 36  1  0
 11 37  1  0
 11 38  1  0
 16 39  1  0
 16 40  1  0
 16 41  1  0
 17 42  1  0
 19 43  1  0
 20 44  1  0
 21 45  1  0
 26 46  1  0
M  CHG  2  23   1  25  -1
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 1054                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       5.748  -1.833   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      13.750  -1.833   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       7.081   0.477   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      12.416   0.477   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      12.416   5.097   0.000  0.00  0.00           O-1
HETATM    6  O   UNK     0      13.750   2.787   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0       9.748  -4.143   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0      12.416   3.557   0.000  0.00  0.00           N+1
HETATM    9  C   UNK     0       9.748  -1.063   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.415  -1.833   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.082  -1.833   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.748   0.477   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.415  -3.373   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.082  -3.373   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.082   1.247   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.081  -1.063   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.415   1.247   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.081  -4.143   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.416  -4.143   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.416  -1.063   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.082   2.787   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.415   2.787   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.748   3.557   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.414  -1.063   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      15.083  -1.063   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.080  -1.833   0.000  0.00  0.00           C+0
CONECT    1   16   24                                                       
CONECT    2   20   25                                                       
CONECT    3   16                                                            
CONECT    4   20                                                            
CONECT    5    8                                                            
CONECT    6    8                                                            
CONECT    7   13   14                                                       
CONECT    8    5    6   21                                                  
CONECT    9   10   11   12                                                  
CONECT   10    9   13   16                                                  
CONECT   11    9   14   20                                                  
CONECT   12    9   15   17                                                  
CONECT   13    7   10   18                                                  
CONECT   14    7   11   19                                                  
CONECT   15   12   21                                                       
CONECT   16    1    3   10                                                  
CONECT   17   12   22                                                       
CONECT   18   13                                                            
CONECT   19   14                                                            
CONECT   20    2    4   11                                                  
CONECT   21    8   15   23                                                  
CONECT   22   17   23                                                       
CONECT   23   21   22                                                       
CONECT   24    1   26                                                       
CONECT   25    2                                                            
CONECT   26   24                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   54    0
END

COMPND    HMDB0015187
HETATM    1  C1  UNL     1       5.331  -2.272   0.262  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.897  -2.496   0.701  1.00  0.00           C  
HETATM    3  O1  UNL     1       3.178  -1.337   0.424  1.00  0.00           O  
HETATM    4  C3  UNL     1       1.844  -1.130   0.671  1.00  0.00           C  
HETATM    5  O2  UNL     1       1.216  -2.087   1.200  1.00  0.00           O  
HETATM    6  C4  UNL     1       1.189   0.135   0.336  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.899   1.098  -0.215  1.00  0.00           C  
HETATM    8  C6  UNL     1       3.365   0.932  -0.510  1.00  0.00           C  
HETATM    9  N1  UNL     1       1.322   2.328  -0.556  1.00  0.00           N  
HETATM   10  C7  UNL     1      -0.066   2.560  -0.306  1.00  0.00           C  
HETATM   11  C8  UNL     1      -0.664   3.875  -0.675  1.00  0.00           C  
HETATM   12  C9  UNL     1      -0.794   1.614   0.243  1.00  0.00           C  
HETATM   13  C10 UNL     1      -2.223   1.869   0.494  1.00  0.00           C  
HETATM   14  O3  UNL     1      -2.939   0.958   1.026  1.00  0.00           O  
HETATM   15  O4  UNL     1      -2.876   3.037   0.198  1.00  0.00           O  
HETATM   16  C11 UNL     1      -4.244   3.273   0.441  1.00  0.00           C  
HETATM   17  C12 UNL     1      -0.228   0.310   0.616  1.00  0.00           C  
HETATM   18  C13 UNL     1      -1.088  -0.740   0.012  1.00  0.00           C  
HETATM   19  C14 UNL     1      -1.157  -0.887  -1.368  1.00  0.00           C  
HETATM   20  C15 UNL     1      -1.946  -1.853  -1.956  1.00  0.00           C  
HETATM   21  C16 UNL     1      -2.698  -2.708  -1.192  1.00  0.00           C  
HETATM   22  C17 UNL     1      -2.651  -2.586   0.182  1.00  0.00           C  
HETATM   23  N2  UNL     1      -3.416  -3.455   0.985  1.00  0.00           N1+
HETATM   24  O5  UNL     1      -3.361  -3.329   2.219  1.00  0.00           O  
HETATM   25  O6  UNL     1      -4.205  -4.419   0.393  1.00  0.00           O1-
HETATM   26  C18 UNL     1      -1.852  -1.609   0.762  1.00  0.00           C  
HETATM   27  H1  UNL     1       5.991  -1.971   1.099  1.00  0.00           H  
HETATM   28  H2  UNL     1       5.685  -3.211  -0.229  1.00  0.00           H  
HETATM   29  H3  UNL     1       5.357  -1.482  -0.508  1.00  0.00           H  
HETATM   30  H4  UNL     1       3.949  -2.733   1.796  1.00  0.00           H  
HETATM   31  H5  UNL     1       3.446  -3.366   0.169  1.00  0.00           H  
HETATM   32  H6  UNL     1       3.737   1.899  -0.965  1.00  0.00           H  
HETATM   33  H7  UNL     1       3.522   0.160  -1.269  1.00  0.00           H  
HETATM   34  H8  UNL     1       3.973   0.804   0.393  1.00  0.00           H  
HETATM   35  H9  UNL     1       1.885   3.118  -1.003  1.00  0.00           H  
HETATM   36  H10 UNL     1       0.121   4.454  -1.227  1.00  0.00           H  
HETATM   37  H11 UNL     1      -1.086   4.434   0.155  1.00  0.00           H  
HETATM   38  H12 UNL     1      -1.436   3.673  -1.442  1.00  0.00           H  
HETATM   39  H13 UNL     1      -4.701   2.447   1.026  1.00  0.00           H  
HETATM   40  H14 UNL     1      -4.380   4.198   1.074  1.00  0.00           H  
HETATM   41  H15 UNL     1      -4.829   3.456  -0.482  1.00  0.00           H  
HETATM   42  H16 UNL     1      -0.358   0.210   1.735  1.00  0.00           H  
HETATM   43  H17 UNL     1      -0.567  -0.218  -1.979  1.00  0.00           H  
HETATM   44  H18 UNL     1      -1.986  -1.951  -3.027  1.00  0.00           H  
HETATM   45  H19 UNL     1      -3.311  -3.458  -1.670  1.00  0.00           H  
HETATM   46  H20 UNL     1      -1.842  -1.546   1.833  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3   30   31
CONECT    3    4
CONECT    4    5    5    6
CONECT    6    7    7   17
CONECT    7    8    9
CONECT    8   32   33   34
CONECT    9   10   35
CONECT   10   11   12   12
CONECT   11   36   37   38
CONECT   12   13   17
CONECT   13   14   14   15
CONECT   15   16
CONECT   16   39   40   41
CONECT   17   18   42
CONECT   18   19   19   26
CONECT   19   20   43
CONECT   20   21   21   44
CONECT   21   22   45
CONECT   22   23   26   26
CONECT   23   24   24   25
CONECT   26   46
END

HMDB0015187
     RDKit          3D
Nitrendipine
 46 47  0  0  0  0  0  0  0  0999 V2000
    5.3306   -2.2724    0.2618 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8973   -2.4956    0.7014 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1777   -1.3373    0.4244 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8437   -1.1297    0.6708 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2156   -2.0867    1.1999 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1889    0.1346    0.3363 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8987    1.0985   -0.2154 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3647    0.9320   -0.5101 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3219    2.3284   -0.5557 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0658    2.5598   -0.3059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6640    3.8753   -0.6748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7937    1.6138    0.2434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2225    1.8685    0.4944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9390    0.9584    1.0264 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8763    3.0372    0.1975 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2440    3.2727    0.4411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2284    0.3095    0.6157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0883   -0.7398    0.0120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1566   -0.8874   -1.3679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9462   -1.8527   -1.9564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6981   -2.7077   -1.1919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6515   -2.5860    0.1819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4163   -3.4547    0.9845 N   0  0  0  0  0  4  0  0  0  0  0  0
   -3.3609   -3.3293    2.2191 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2051   -4.4189    0.3933 O   0  0  0  0  0  1  0  0  0  0  0  0
   -1.8519   -1.6094    0.7615 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9912   -1.9705    1.0990 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6853   -3.2107   -0.2290 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3572   -1.4816   -0.5079 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9489   -2.7327    1.7957 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4458   -3.3657    0.1687 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7368    1.8987   -0.9646 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5219    0.1602   -1.2687 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9728    0.8040    0.3926 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8846    3.1184   -1.0032 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1215    4.4538   -1.2268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0863    4.4343    0.1555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4364    3.6727   -1.4419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7010    2.4474    1.0255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3804    4.1976    1.0736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8287    3.4560   -0.4822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3577    0.2102    1.7345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5670   -0.2175   -1.9786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9859   -1.9515   -3.0272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3113   -3.4583   -1.6704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8419   -1.5458    1.8327 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 12 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 22 26  2  0
 17  6  1  0
 26 18  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  8 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  0
 11 36  1  0
 11 37  1  0
 11 38  1  0
 16 39  1  0
 16 40  1  0
 16 41  1  0
 17 42  1  0
 19 43  1  0
 20 44  1  0
 21 45  1  0
 26 46  1  0
M  CHG  2  23   1  25  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic acid ethyl methyl ester	ChEBI
BAY e 5009	ChEBI
Bayotensin	ChEBI
Baypress	ChEBI
Bylotensin	ChEBI
Deiten	ChEBI
Nidrel	ChEBI
Nitrendipino	ChEBI
Nitrendipinum	ChEBI
1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylate ethyl methyl ester	Generator
Nitrendipin	HMDB
Atid, nitrendipin	HMDB
Bayer brand OF nitrendipine	HMDB
Biomed brand OF nitrendipine	HMDB
Docpharm brand OF nitrendipine	HMDB
Elfar brand OF nitrendipine	HMDB
Hexal brand OF nitrendipine	HMDB
Jutapress	HMDB
Lich, nitren	HMDB
Nitre abz	HMDB
Nitren 1a pharma	HMDB
Nitren acis	HMDB
Nitrend KSK	HMDB
Nitrendimerck	HMDB
Nitrendipin al	HMDB
Nitrendipin atid	HMDB
Nitrendipin jenapharm	HMDB
Nitrendipine apogepha brand	HMDB
Nitrendipine basics brand	HMDB
Nitrendipine bayer brand	HMDB
Nitrendipine dexcel brand	HMDB
Nitrendipine hexal brand	HMDB
Nitrendipine jenapharm brand	HMDB
Nitrendipine lichtenstein brand	HMDB
Nitrendipine Q-pharm brand	HMDB
Nitrendipine corax brand	HMDB
Nitrendipino ratiopharm	HMDB
Pharma, nitren 1a	HMDB
Prevision y salud brand OF nitrendipine	HMDB
Ratiopharm, nitrendipino	HMDB
Schwarz brand OF nitrendipine	HMDB
CT Arzneimittel brand OF nitrendipine	HMDB
CT, Nitrendipin von	HMDB
Nitrendipin corax	HMDB
Nitrendipin-corax	HMDB
Von CT, nitrendipin	HMDB
Aliud brand OF nitrendipine	HMDB
Apogepha, nitrendipin	HMDB
BC Brand OF nitrendipine	HMDB
Basics brand OF nitrendipine	HMDB
Basics, nitrendipin	HMDB
Bayvit, nitrendipino	HMDB
Biochemie, nitrendi	HMDB
Dexcel brand OF nitrendipine	HMDB
Gericin	HMDB
Jenapharm, nitrendipin	HMDB
Juta brand OF nitrendipine	HMDB
KSK, Nitrend	HMDB
Lindo, nitrendipin	HMDB
Merck dura brand OF nitrendipine	HMDB
Niprina	HMDB
Nitre puren	HMDB
Nitren lich	HMDB
Nitrendi biochemie	HMDB
Nitrendipin lindo	HMDB
Nitrendipine 1a brand	HMDB
Nitrendipine almirall brand	HMDB
Nitrendipine azupharma brand	HMDB
Nitrendipine bayvit brand	HMDB
Nitrendipine docpharm brand	HMDB
Nitrendipine juta brand	HMDB
Nitrendipine seid brand	HMDB
Nitrendipine stadapharm brand	HMDB
Nitrendipine wörwag brand	HMDB
Nitrendipine acis brand	HMDB
Nitrendipine CT-arzneimittel brand	HMDB
Nitrepress	HMDB
Q-Pharm brand OF nitrendipine	HMDB
Wörwag brand OF nitrendipine	HMDB
Acis, nitren	HMDB
CT-Arzneimittel brand OF nitrendipine	HMDB
Nitrendipin von CT	HMDB
AL, nitrendipin	HMDB
AbZ brand OF nitrendipine	HMDB
AbZ, nitre	HMDB
Almirall brand OF nitrendipine	HMDB
Alpharma brand OF nitrendipine	HMDB
Azupharma brand OF nitrendipine	HMDB
Balminil	HMDB
Baypresol	HMDB
Elan brand OF nitrendipine	HMDB
Heumann brand OF nitrendipine	HMDB
Heumann, nitrendipin	HMDB
Nitre-puren	HMDB
NitrePuren	HMDB
Nitregamma	HMDB
Nitrendipin apogepha	HMDB
Nitrendipin basics	HMDB
Nitrendipin stada	HMDB
Nitrendipin ratiopharm	HMDB
Nitrendipine aliud brand	HMDB
Nitrendipine heumann brand	HMDB
Nitrendipine lindopharm brand	HMDB
Nitrendipine schwarz brand	HMDB
Nitrendipine betapharm brand	HMDB
Nitrensal	HMDB
Seid brand OF nitrendipine	HMDB
TAD brand OF nitrendipine	HMDB
Tensogradal	HMDB
Trendinol	HMDB
Vastensium	HMDB
Acis brand OF nitrendipine	HMDB
Betapharm brand OF nitrendipine	HMDB
1a Brand OF nitrendipine	HMDB
1a Pharma, nitren	HMDB
Apogepha brand OF nitrendipine	HMDB
Bayvit brand OF nitrendipine	HMDB
Jenapharm brand OF nitrendipine	HMDB
KSK Pharma brand OF nitrendipine	HMDB
Lichtenstein brand OF nitrendipine	HMDB
Lindopharm brand OF nitrendipine	HMDB
Nitrendepat	HMDB
Nitrendidoc	HMDB
Nitrendipin heumann	HMDB
Nitrendipin beta	HMDB
Nitrendipin-ratiopharm	HMDB
Nitrendipine abz brand	HMDB
Nitrendipine alpharma brand	HMDB
Nitrendipine BC brand	HMDB
Nitrendipine biomed brand	HMDB
Nitrendipine elan brand	HMDB
Nitrendipine elfar brand	HMDB
Nitrendipine tad brand	HMDB
Nitrendipine ratiopharm brand	HMDB
Nitrendipino bayvit	HMDB
Nitrendipinratiopharm	HMDB
Stada, nitrendipin	HMDB
Stadapharm brand OF nitrendipine	HMDB
beta, Nitrendipin	HMDB
Corax brand OF nitrendipine	HMDB
Nitrendipincorax	HMDB
Ratiopharm brand OF nitrendipine	HMDB

Chemical Formula

C₁₈H₂₀N₂O₆

Average Molecular Weight

360.3612

Monoisotopic Molecular Weight

360.132136382

IUPAC Name

3-ethyl 5-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate

Traditional Name

nitrendipine

CAS Registry Number

39562-70-4

SMILES

CCOC(=O)C1=C(C)NC(C)=C(C1C1=CC(=CC=C1)[N+]([O-])=O)C(=O)OC

InChI Identifier

InChI=1S/C18H20N2O6/c1-5-26-18(22)15-11(3)19-10(2)14(17(21)25-4)16(15)12-7-6-8-13(9-12)20(23)24/h6-9,16,19H,5H2,1-4H3

InChI Key

PVHUJELLJLJGLN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dihydropyridinecarboxylic acids and derivatives. Dihydropyridinecarboxylic acids and derivatives are compounds containing a dihydropyridine moiety bearing a carboxylic acid group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyridines and derivatives

Sub Class

Hydropyridines

Direct Parent

Dihydropyridinecarboxylic acids and derivatives

Alternative Parents

Substituents

Dihydropyridinecarboxylic acid derivative
Nitrobenzene
Nitroaromatic compound
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Benzenoid
Methyl ester
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Vinylogous amide
Organic nitro compound
Carboxylic acid ester
C-nitro compound
Amino acid or derivatives
Azacycle
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Carboxylic acid derivative
Allyl-type 1,3-dipolar organic compound
Secondary aliphatic amine
Enamine
Organic oxoazanium
Secondary amine
Organopnictogen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Organic oxygen compound
Amine
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

C-nitro compound (CHEBI:7582 )
ethyl ester (CHEBI:7582 )
diester (CHEBI:7582 )
dihydropyridine (CHEBI:7582 )

Ontology

Not Available

Urine (PMID: 21059682)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Cellular substructure

Membrane (HMDB: HMDB0015187)

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Nitrendipine Action Pathway (PathBank: SMP0000382)

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	156 - 160 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.014 g/L	Not Available
LogP	2.4	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	CBM	182.2	30932474

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.014 g/L	ALOGPS
logP	3.21	ALOGPS
logP	2.17	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Basic)	5.43	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	110.45 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	96.91 m³·mol⁻¹	ChemAxon
Polarizability	36.25 Å³	ChemAxon
Number of Rings	2	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]+	185.218	31661259
DarkChem	[M-H]-	184.454	31661259
DeepCCS	[M+H]+	189.74	30932474
DeepCCS	[M-H]-	186.48	30932474
DeepCCS	[M-2H]-	222.034	30932474
DeepCCS	[M+Na]+	198.202	30932474
AllCCS	[M+H]+	183.4	32859911
AllCCS	[M+H-H2O]+	180.4	32859911
AllCCS	[M+NH4]+	186.1	32859911
AllCCS	[M+Na]+	186.9	32859911
AllCCS	[M-H]-	186.5	32859911
AllCCS	[M+Na-2H]-	186.4	32859911
AllCCS	[M+HCOO]-	186.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Nitrendipine	CCOC(=O)C1=C(C)NC(C)=C(C1C1=CC(=CC=C1)[N+]([O-])=O)C(=O)OC	3868.4	Standard polar	33892256
Nitrendipine	CCOC(=O)C1=C(C)NC(C)=C(C1C1=CC(=CC=C1)[N+]([O-])=O)C(=O)OC	2667.3	Standard non polar	33892256
Nitrendipine	CCOC(=O)C1=C(C)NC(C)=C(C1C1=CC(=CC=C1)[N+]([O-])=O)C(=O)OC	2876.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Nitrendipine,1TMS,isomer #1	CCOC(=O)C1=C(C)N([Si](C)(C)C)C(C)=C(C(=O)OC)C1C1=CC=CC([N+](=O)[O-])=C1	2692.9	Semi standard non polar	33892256
Nitrendipine,1TMS,isomer #1	CCOC(=O)C1=C(C)N([Si](C)(C)C)C(C)=C(C(=O)OC)C1C1=CC=CC([N+](=O)[O-])=C1	2399.8	Standard non polar	33892256
Nitrendipine,1TMS,isomer #1	CCOC(=O)C1=C(C)N([Si](C)(C)C)C(C)=C(C(=O)OC)C1C1=CC=CC([N+](=O)[O-])=C1	3567.6	Standard polar	33892256
Nitrendipine,1TBDMS,isomer #1	CCOC(=O)C1=C(C)N([Si](C)(C)C(C)(C)C)C(C)=C(C(=O)OC)C1C1=CC=CC([N+](=O)[O-])=C1	2913.9	Semi standard non polar	33892256
Nitrendipine,1TBDMS,isomer #1	CCOC(=O)C1=C(C)N([Si](C)(C)C(C)(C)C)C(C)=C(C(=O)OC)C1C1=CC=CC([N+](=O)[O-])=C1	2644.1	Standard non polar	33892256
Nitrendipine,1TBDMS,isomer #1	CCOC(=O)C1=C(C)N([Si](C)(C)C(C)(C)C)C(C)=C(C(=O)OC)C1C1=CC=CC([N+](=O)[O-])=C1	3575.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Nitrendipine GC-MS (Non-derivatized) - 70eV, Positive	splash10-002r-3098000000-9ec6d59cfe9d975f2d2c	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nitrendipine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Nitrendipine LC-ESI-qTof , Positive-QTOF	splash10-016r-0159000000-7b0ccf9fb639868092f0	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Nitrendipine LC-ESI-QFT , negative-QTOF	splash10-0ab9-2539000000-3d9a9111a145f234fc24	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Nitrendipine , positive-QTOF	splash10-016r-0159000000-7b0ccf9fb639868092f0	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Nitrendipine LC-ESI-QFT , positive-QTOF	splash10-016r-0159000000-4e10a6643ba97ab23a0f	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Nitrendipine 40V, Negative-QTOF	splash10-0770-0590000000-e2603511cd80f07d6821	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Nitrendipine 20V, Negative-QTOF	splash10-0079-0293000000-b58e56818952f778a8a3	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Nitrendipine 30V, Negative-QTOF	splash10-0079-0590000000-43cafd04f767a714317b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Nitrendipine 40V, Positive-QTOF	splash10-0770-0590000000-b977ed95a872975c3314	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Nitrendipine 20V, Positive-QTOF	splash10-0079-0293000000-127382367525266f1beb	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Nitrendipine 30V, Positive-QTOF	splash10-0079-0590000000-2346e5cc85521749f6e1	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Nitrendipine 10V, Positive-QTOF	splash10-016r-0009000000-24c8ce6e9a1db59d8d89	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Nitrendipine 35V, Positive-QTOF	splash10-016r-0059000000-2e6d67d253f63df788c9	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Nitrendipine 20V, Positive-QTOF	splash10-016r-0009000000-87fc1263cc41265b7951	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Nitrendipine 30V, Positive-QTOF	splash10-014i-0079000000-27494f8b80c16921b808	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Nitrendipine 10V, Negative-QTOF	splash10-0a4i-0019000000-e2fa172c2534fe0675e0	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Nitrendipine 35V, Negative-QTOF	splash10-00di-4966000000-a19b2f846a90ebf7182a	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Nitrendipine 35V, Positive-QTOF	splash10-016r-0049000000-7abf2a16c2a710b40233	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Nitrendipine 40V, Positive-QTOF	splash10-11r0-0190000000-29b85250ab05fb78f81f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Nitrendipine 50V, Positive-QTOF	splash10-0r30-0490000000-571b815c95fe43fa8005	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nitrendipine 10V, Positive-QTOF	splash10-03di-0009000000-5e78ea8682912e622d9f	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nitrendipine 20V, Positive-QTOF	splash10-0a4l-1019000000-7f41d4099c8ca96fd48d	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nitrendipine 40V, Positive-QTOF	splash10-0297-6197000000-f08bf471769080e6f063	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nitrendipine 10V, Negative-QTOF	splash10-0a4i-1009000000-4f705aedc222f8338968	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nitrendipine 20V, Negative-QTOF	splash10-0a4i-1009000000-eb8ed51675addbf4b6e7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nitrendipine 40V, Negative-QTOF	splash10-0002-9066000000-72f0970b23fcf91f5d24	2016-08-03	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Nitrendipine Action Pathway		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01054	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01054	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB01054

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4351

KEGG Compound ID

C07713

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Nitrendipine

METLIN ID

Not Available

PubChem Compound

4507

PDB ID

Not Available

ChEBI ID

7582

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Only showing the first 10 proteins. There are 12 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. Cytochrome P450 3A4

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,8-cineole 2-exo-monooxygenase. The enzyme also hydroxylates etoposide.
Gene Name:: CYP3A4
Uniprot ID:: P08684
Molecular weight:: 57255.585

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

2. Cytochrome P450 3A5

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics.
Gene Name:: CYP3A5
Uniprot ID:: P20815
Molecular weight:: 57108.065

Enzyme Details

3. Cytochrome P450 3A7

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics.
Gene Name:: CYP3A7
Uniprot ID:: P24462
Molecular weight:: 57525.03

Enzyme Details

4. Voltage-dependent L-type calcium channel subunit alpha-1D

General function:: Involved in ion channel activity
Specific function:: Voltage-sensitive calcium channels (VSCC) mediate the entry of calcium ions into excitable cells and are also involved in a variety of calcium-dependent processes, including muscle contraction, hormone or neurotransmitter release, gene expression, cell motility, cell division and cell death. The isoform alpha-1D gives rise to L-type calcium currents. Long-lasting (L-type) calcium channels belong to the 'high-voltage activated' (HVA) group. They are blocked by dihydropyridines (DHP), phenylalkylamines, benzothiazepines, and by omega-agatoxin-IIIA (omega-Aga-IIIA). They are however insensitive to omega-conotoxin- GVIA (omega-CTx-GVIA) and omega-agatoxin-IVA (omega-Aga-IVA)
Gene Name:: CACNA1D
Uniprot ID:: Q01668
Molecular weight:: 245138.8

References

Sinnegger-Brauns MJ, Huber IG, Koschak A, Wild C, Obermair GJ, Einzinger U, Hoda JC, Sartori SB, Striessnig J: Expression and 1,4-dihydropyridine-binding properties of brain L-type calcium channel isoforms. Mol Pharmacol. 2009 Feb;75(2):407-14. doi: 10.1124/mol.108.049981. Epub 2008 Nov 24. [PubMed:19029287 ]

Enzyme Details

5. Voltage-dependent L-type calcium channel subunit alpha-1C

General function:: Involved in ion channel activity
Specific function:: Voltage-sensitive calcium channels (VSCC) mediate the entry of calcium ions into excitable cells and are also involved in a variety of calcium-dependent processes, including muscle contraction, hormone or neurotransmitter release, gene expression, cell motility, cell division and cell death. The isoform alpha-1C gives rise to L-type calcium currents. Long-lasting (L-type) calcium channels belong to the 'high-voltage activated' (HVA) group. They are blocked by dihydropyridines (DHP), phenylalkylamines, benzothiazepines, and by omega-agatoxin-IIIA (omega-Aga-IIIA). They are however insensitive to omega-conotoxin- GVIA (omega-CTx-GVIA) and omega-agatoxin-IVA (omega-Aga-IVA). Calcium channels containing the alpha-1C subunit play an important role in excitation-contraction coupling in the heart. The various isoforms display marked differences in the sensitivity to DHP compounds. Binding of calmodulin or CABP1 at the same regulatory sites results in an opposit effects on the channel function
Gene Name:: CACNA1C
Uniprot ID:: Q13936
Molecular weight:: 248974.1

References

Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]

Enzyme Details

6. Voltage-dependent calcium channel subunit alpha-2/delta-1

General function:: Involved in metal ion binding
Specific function:: The alpha-2/delta subunit of voltage-dependent calcium channels regulates calcium current density and activation/inactivation kinetics of the calcium channel. Plays an important role in excitation-contraction coupling
Gene Name:: CACNA2D1
Uniprot ID:: P54289
Molecular weight:: 124566.9

References

Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]

Enzyme Details

7. Voltage-dependent calcium channel subunit alpha-2/delta-2

General function:: Involved in calcium channel activity
Specific function:: The alpha-2/delta subunit of voltage-dependent calcium channels regulates calcium current density and activation/inactivation kinetics of the calcium channel. Acts as a regulatory subunit for P/Q-type calcium channel (CACNA1A), N-type (CACNA1B), L-type (CACNA1C OR CACNA1D) and possibly T-type (CACNA1G). Overexpression induces apoptosis
Gene Name:: CACNA2D2
Uniprot ID:: Q9NY47
Molecular weight:: 129875.2

References

Perez-Reyes E, Van Deusen AL, Vitko I: Molecular pharmacology of human Cav3.2 T-type Ca2+ channels: block by antihypertensives, antiarrhythmics, and their analogs. J Pharmacol Exp Ther. 2009 Feb;328(2):621-7. doi: 10.1124/jpet.108.145672. Epub 2008 Oct 30. [PubMed:18974361 ]

Enzyme Details

8. Voltage-dependent T-type calcium channel subunit alpha-1H

General function:: Involved in ion channel activity
Specific function:: Voltage-sensitive calcium channels (VSCC) mediate the entry of calcium ions into excitable cells and are also involved in a variety of calcium-dependent processes, including muscle contraction, hormone or neurotransmitter release, gene expression, cell motility, cell division and cell death. The isoform alpha-1H gives rise to T-type calcium currents. T-type calcium channels belong to the "low-voltage activated (LVA)" group and are strongly blocked by nickel and mibefradil. A particularity of this type of channels is an opening at quite negative potentials, and a voltage-dependent inactivation. T-type channels serve pacemaking functions in both central neurons and cardiac nodal cells and support calcium signaling in secretory cells and vascular smooth muscle. They may also be involved in the modulation of firing patterns of neurons which is important for information processing as well as in cell growth processes
Gene Name:: CACNA1H
Uniprot ID:: O95180
Molecular weight:: 259160.2

References

Perez-Reyes E, Van Deusen AL, Vitko I: Molecular pharmacology of human Cav3.2 T-type Ca2+ channels: block by antihypertensives, antiarrhythmics, and their analogs. J Pharmacol Exp Ther. 2009 Feb;328(2):621-7. doi: 10.1124/jpet.108.145672. Epub 2008 Oct 30. [PubMed:18974361 ]

Enzyme Details

9. Voltage-dependent L-type calcium channel subunit alpha-1S

General function:: Involved in ion channel activity
Specific function:: Voltage-sensitive calcium channels (VSCC) mediate the entry of calcium ions into excitable cells and are also involved in a variety of calcium-dependent processes, including muscle contraction, hormone or neurotransmitter release, gene expression, cell motility, cell division and cell death. The isoform alpha-1S gives rise to L-type calcium currents. Long-lasting (L-type) calcium channels belong to the 'high-voltage activated' (HVA) group. They are blocked by dihydropyridines (DHP), phenylalkylamines, benzothiazepines, and by omega-agatoxin-IIIA (omega-Aga-IIIA). They are however insensitive to omega-conotoxin- GVIA (omega-CTx-GVIA) and omega-agatoxin-IVA (omega-Aga-IVA). Calcium channels containing the alpha-1S subunit play an important role in excitation-contraction coupling in skeletal muscle
Gene Name:: CACNA1S
Uniprot ID:: Q13698
Molecular weight:: 212348.1

References

Peterson BZ, Catterall WA: Allosteric interactions required for high-affinity binding of dihydropyridine antagonists to Ca(V)1.1 Channels are modulated by calcium in the pore. Mol Pharmacol. 2006 Aug;70(2):667-75. Epub 2006 May 4. [PubMed:16675661 ]

Enzyme Details

10. Voltage-dependent L-type calcium channel subunit beta-2

General function:: Involved in voltage-gated calcium channel activity
Specific function:: The beta subunit of voltage-dependent calcium channels contributes to the function of the calcium channel by increasing peak calcium current, shifting the voltage dependencies of activation and inactivation, modulating G protein inhibition and controlling the alpha-1 subunit membrane targeting
Gene Name:: CACNB2
Uniprot ID:: Q08289
Molecular weight:: 73579.9

References

Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]

Transporters

Enzyme Details

1. Multidrug resistance protein 1

General function:: Involved in ATP binding
Specific function:: Energy-dependent efflux pump responsible for decreased drug accumulation in multidrug-resistant cells
Gene Name:: ABCB1
Uniprot ID:: P08183
Molecular weight:: 141477.3

References

Polli JW, Wring SA, Humphreys JE, Huang L, Morgan JB, Webster LO, Serabjit-Singh CS: Rational use of in vitro P-glycoprotein assays in drug discovery. J Pharmacol Exp Ther. 2001 Nov;299(2):620-8. [PubMed:11602674 ]
Takara K, Sakaeda T, Tanigawara Y, Nishiguchi K, Ohmoto N, Horinouchi M, Komada F, Ohnishi N, Yokoyama T, Okumura K: Effects of 12 Ca2+ antagonists on multidrug resistance, MDR1-mediated transport and MDR1 mRNA expression. Eur J Pharm Sci. 2002 Aug;16(3):159-65. [PubMed:12128170 ]

Only showing the first 10 proteins. There are 12 proteins in total.

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Showing metabocard for Nitrendipine (HMDB0015187)

MOL for HMDB0015187 (Nitrendipine)

3D MOL for HMDB0015187 (Nitrendipine)

3D SDF for HMDB0015187 (Nitrendipine)

3D-SDF for HMDB0015187 (Nitrendipine)

PDB for HMDB0015187 (Nitrendipine)

3D PDB for HMDB0015187 (Nitrendipine)

SMILES for HMDB0015187 (Nitrendipine)

INCHI for HMDB0015187 (Nitrendipine)

Structure for HMDB0015187 (Nitrendipine)

3D Structure for HMDB0015187 (Nitrendipine)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

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Transporters

References