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

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:49 UTC

Update Date

2022-03-07 02:51:39 UTC

HMDB ID

HMDB0014537

Secondary Accession Numbers

HMDB14537

Metabolite Identification

Common Name

Nimodipine

Description

Nimodipine is a 1,4-dihydropyridine calcium channel blocker. It acts primarily on vascular smooth muscle cells by stabilizing voltage-gated L-type calcium channels in their inactive conformation. By inhibiting the influx of calcium in smooth muscle cells, nimodipine prevents calcium-dependent smooth muscle contraction and subsequent vasoconstriction. Compared to other calcium channel blocking agents, nimodipine exhibits greater effects on cerebral circulation than on peripheral circulation. Nimodipine is used to as an adjunct to improve the neurologic outcome following subarachnoid hemorrhage from ruptured intracranial aneurysm.

Structure

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

393
  Mrv0541 02231214392D          

 30 31  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
    9.5094   -0.5693    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
    3.7935   -0.5693    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
    6.6515   -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
    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
    2.3645   -0.5693    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
    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
    2.3645    0.2558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7949   -0.9818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2239   -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 18  1  0  0  0  0
  2 26  1  0  0  0  0
  3 16  2  0  0  0  0
  4 18  2  0  0  0  0
  5 29  1  0  0  0  0
  5 30  1  0  0  0  0
  6  9  1  0  0  0  0
  7  9  2  0  0  0  0
  8 14  1  0  0  0  0
  8 15  1  0  0  0  0
  9 22  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 10 13  1  0  0  0  0
 11 14  2  0  0  0  0
 11 16  1  0  0  0  0
 12 15  2  0  0  0  0
 12 18  1  0  0  0  0
 13 17  2  0  0  0  0
 13 19  1  0  0  0  0
 14 20  1  0  0  0  0
 15 21  1  0  0  0  0
 17 22  1  0  0  0  0
 19 23  2  0  0  0  0
 22 25  2  0  0  0  0
 23 25  1  0  0  0  0
 24 27  1  0  0  0  0
 24 28  1  0  0  0  0
 26 29  1  0  0  0  0
M  CHG  2   6  -1   9   1
M  END

HMDB0014537
     RDKit          3D
Nimodipine
 56 57  0  0  0  0  0  0  0  0999 V2000
    7.1057   -0.6094    0.9541 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3095    0.0210   -0.0064 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9748   -0.2936    0.2833 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0456    0.3435   -0.7267 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7151    0.0236   -0.4187 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2006   -1.2590   -0.3651 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9291   -2.2226   -0.5993 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7733   -1.4879   -0.0252 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3246   -2.7159    0.0290 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1816   -3.9020   -0.2354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0568   -2.9690    0.3607 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8737   -1.8528    0.6160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3022   -2.1015    0.9718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4656   -0.6003    0.5724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4019    0.5132    0.8560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9156    1.6676    0.8022 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7145    0.3868    1.1609 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6137    1.4171    1.4322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1185    1.2359    2.8420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7559    1.4654    0.4345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0690   -0.2977    0.2295 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0140    0.6688   -0.9096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5619    0.3251   -2.1104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5201    1.1708   -3.1897 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1210    2.4146   -3.0800 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7055    2.7790   -1.8854 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3523    4.0326   -1.7827 N   0  0  0  0  0  4  0  0  0  0  0  0
    1.8932    4.3860   -0.7264 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3826    4.8655   -2.8606 O   0  0  0  0  0  1  0  0  0  0  0  0
    0.6391    1.8927   -0.8184 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8549   -0.2759    1.9803 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1104   -1.7035    0.8111 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1874   -0.3089    0.8284 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7085    0.1188    1.2811 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9037   -1.4102    0.2689 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2385    1.4347   -0.6840 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3080   -0.0014   -1.7723 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5692   -3.9401   -1.2657 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9922   -3.9568    0.5265 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5804   -4.8352   -0.1080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4026   -3.9630    0.4017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0098   -1.7096    0.2384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4722   -1.7198    2.0186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4594   -3.2191    0.9805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1361    2.4325    1.3885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2322    1.1595    2.8985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8295    2.0566    3.5247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7224    0.3016    3.3085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4270    2.1027   -0.4117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6218    1.9161    0.9613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0339    0.4518    0.0776 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3850    0.2676    1.1064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0573   -0.6546   -2.1750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9702    0.9124   -4.1447 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1437    3.0609   -3.9428 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0941    2.1855    0.0986 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  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 14 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 26 30  2  0
 21  8  1  0
 30 22  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
 10 38  1  0
 10 39  1  0
 10 40  1  0
 11 41  1  0
 13 42  1  0
 13 43  1  0
 13 44  1  0
 18 45  1  0
 19 46  1  0
 19 47  1  0
 19 48  1  0
 20 49  1  0
 20 50  1  0
 20 51  1  0
 21 52  1  0
 23 53  1  0
 24 54  1  0
 25 55  1  0
 30 56  1  0
M  CHG  2  27   1  29  -1
M  END

393
  Mrv0541 02231214392D          

 30 31  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
    9.5094   -0.5693    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
    3.7935   -0.5693    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
    6.6515   -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
    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
    2.3645   -0.5693    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
    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
    2.3645    0.2558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7949   -0.9818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2239   -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 18  1  0  0  0  0
  2 26  1  0  0  0  0
  3 16  2  0  0  0  0
  4 18  2  0  0  0  0
  5 29  1  0  0  0  0
  5 30  1  0  0  0  0
  6  9  1  0  0  0  0
  7  9  2  0  0  0  0
  8 14  1  0  0  0  0
  8 15  1  0  0  0  0
  9 22  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 10 13  1  0  0  0  0
 11 14  2  0  0  0  0
 11 16  1  0  0  0  0
 12 15  2  0  0  0  0
 12 18  1  0  0  0  0
 13 17  2  0  0  0  0
 13 19  1  0  0  0  0
 14 20  1  0  0  0  0
 15 21  1  0  0  0  0
 17 22  1  0  0  0  0
 19 23  2  0  0  0  0
 22 25  2  0  0  0  0
 23 25  1  0  0  0  0
 24 27  1  0  0  0  0
 24 28  1  0  0  0  0
 26 29  1  0  0  0  0
M  CHG  2   6  -1   9   1
M  END
> <DATABASE_ID>
HMDB0014537

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C21H26N2O7/c1-12(2)30-21(25)18-14(4)22-13(3)17(20(24)29-10-9-28-5)19(18)15-7-6-8-16(11-15)23(26)27/h6-8,11-12,19,22H,9-10H2,1-5H3

> <INCHI_KEY>
UIAGMCDKSXEBJQ-UHFFFAOYSA-N

> <FORMULA>
C21H26N2O7

> <MOLECULAR_WEIGHT>
418.4403

> <EXACT_MASS>
418.174001196

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
43.16683707034978

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(2-methoxyethyl) 5-propan-2-yl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate

> <ALOGPS_LOGP>
3.41

> <JCHEM_LOGP>
2.541901752666668

> <ALOGPS_LOGS>
-4.54

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
5.40533888965913

> <JCHEM_POLAR_SURFACE_AREA>
119.68

> <JCHEM_REFRACTIVITY>
112.37560000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.20e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
nimodipine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014537
     RDKit          3D
Nimodipine
 56 57  0  0  0  0  0  0  0  0999 V2000
    7.1057   -0.6094    0.9541 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3095    0.0210   -0.0064 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9748   -0.2936    0.2833 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0456    0.3435   -0.7267 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7151    0.0236   -0.4187 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2006   -1.2590   -0.3651 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9291   -2.2226   -0.5993 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7733   -1.4879   -0.0252 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3246   -2.7159    0.0290 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1816   -3.9020   -0.2354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0568   -2.9690    0.3607 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8737   -1.8528    0.6160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3022   -2.1015    0.9718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4656   -0.6003    0.5724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4019    0.5132    0.8560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9156    1.6676    0.8022 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7145    0.3868    1.1609 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6137    1.4171    1.4322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1185    1.2359    2.8420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7559    1.4654    0.4345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0690   -0.2977    0.2295 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0140    0.6688   -0.9096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5619    0.3251   -2.1104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5201    1.1708   -3.1897 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1210    2.4146   -3.0800 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7055    2.7790   -1.8854 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3523    4.0326   -1.7827 N   0  0  0  0  0  4  0  0  0  0  0  0
    1.8932    4.3860   -0.7264 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3826    4.8655   -2.8606 O   0  0  0  0  0  1  0  0  0  0  0  0
    0.6391    1.8927   -0.8184 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8549   -0.2759    1.9803 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1104   -1.7035    0.8111 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1874   -0.3089    0.8284 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7085    0.1188    1.2811 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9037   -1.4102    0.2689 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2385    1.4347   -0.6840 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3080   -0.0014   -1.7723 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5692   -3.9401   -1.2657 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9922   -3.9568    0.5265 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5804   -4.8352   -0.1080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4026   -3.9630    0.4017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0098   -1.7096    0.2384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4722   -1.7198    2.0186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4594   -3.2191    0.9805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1361    2.4325    1.3885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2322    1.1595    2.8985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8295    2.0566    3.5247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7224    0.3016    3.3085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4270    2.1027   -0.4117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6218    1.9161    0.9613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0339    0.4518    0.0776 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3850    0.2676    1.1064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0573   -0.6546   -2.1750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9702    0.9124   -4.1447 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1437    3.0609   -3.9428 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0941    2.1855    0.0986 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  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 14 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 26 30  2  0
 21  8  1  0
 30 22  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
 10 38  1  0
 10 39  1  0
 10 40  1  0
 11 41  1  0
 13 42  1  0
 13 43  1  0
 13 44  1  0
 18 45  1  0
 19 46  1  0
 19 47  1  0
 19 48  1  0
 20 49  1  0
 20 50  1  0
 20 51  1  0
 21 52  1  0
 23 53  1  0
 24 54  1  0
 25 55  1  0
 30 56  1  0
M  CHG  2  27   1  29  -1
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 393                                               
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      17.751  -1.063   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      12.416   5.097   0.000  0.00  0.00           O-1
HETATM    7  O   UNK     0      13.750   2.787   0.000  0.00  0.00           O+0
HETATM    8  N   UNK     0       9.748  -4.143   0.000  0.00  0.00           N+0
HETATM    9  N   UNK     0      12.416   3.557   0.000  0.00  0.00           N+1
HETATM   10  C   UNK     0       9.748  -1.063   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.415  -1.833   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.082  -1.833   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.748   0.477   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.415  -3.373   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.082  -3.373   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      11.082   1.247   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.416  -1.063   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.415   1.247   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.081  -4.143   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.416  -4.143   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.082   2.787   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.415   2.787   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       9.748   3.557   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      15.083  -1.063   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.080  -1.833   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.414   0.477   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      16.417  -1.833   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      19.085  -1.833   0.000  0.00  0.00           C+0
CONECT    1   16   24                                                       
CONECT    2   18   26                                                       
CONECT    3   16                                                            
CONECT    4   18                                                            
CONECT    5   29   30                                                       
CONECT    6    9                                                            
CONECT    7    9                                                            
CONECT    8   14   15                                                       
CONECT    9    6    7   22                                                  
CONECT   10   11   12   13                                                  
CONECT   11   10   14   16                                                  
CONECT   12   10   15   18                                                  
CONECT   13   10   17   19                                                  
CONECT   14    8   11   20                                                  
CONECT   15    8   12   21                                                  
CONECT   16    1    3   11                                                  
CONECT   17   13   22                                                       
CONECT   18    2    4   12                                                  
CONECT   19   13   23                                                       
CONECT   20   14                                                            
CONECT   21   15                                                            
CONECT   22    9   17   25                                                  
CONECT   23   19   25                                                       
CONECT   24    1   27   28                                                  
CONECT   25   22   23                                                       
CONECT   26    2   29                                                       
CONECT   27   24                                                            
CONECT   28   24                                                            
CONECT   29    5   26                                                       
CONECT   30    5                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   62    0
END

COMPND    HMDB0014537
HETATM    1  C1  UNL     1       7.106  -0.609   0.954  1.00  0.00           C  
HETATM    2  O1  UNL     1       6.310   0.021  -0.006  1.00  0.00           O  
HETATM    3  C2  UNL     1       4.975  -0.294   0.283  1.00  0.00           C  
HETATM    4  C3  UNL     1       4.046   0.344  -0.727  1.00  0.00           C  
HETATM    5  O2  UNL     1       2.715   0.024  -0.419  1.00  0.00           O  
HETATM    6  C4  UNL     1       2.201  -1.259  -0.365  1.00  0.00           C  
HETATM    7  O3  UNL     1       2.929  -2.223  -0.599  1.00  0.00           O  
HETATM    8  C5  UNL     1       0.773  -1.488  -0.025  1.00  0.00           C  
HETATM    9  C6  UNL     1       0.325  -2.716   0.029  1.00  0.00           C  
HETATM   10  C7  UNL     1       1.182  -3.902  -0.235  1.00  0.00           C  
HETATM   11  N1  UNL     1      -1.057  -2.969   0.361  1.00  0.00           N  
HETATM   12  C8  UNL     1      -1.874  -1.853   0.616  1.00  0.00           C  
HETATM   13  C9  UNL     1      -3.302  -2.101   0.972  1.00  0.00           C  
HETATM   14  C10 UNL     1      -1.466  -0.600   0.572  1.00  0.00           C  
HETATM   15  C11 UNL     1      -2.402   0.513   0.856  1.00  0.00           C  
HETATM   16  O4  UNL     1      -1.916   1.668   0.802  1.00  0.00           O  
HETATM   17  O5  UNL     1      -3.714   0.387   1.161  1.00  0.00           O  
HETATM   18  C12 UNL     1      -4.614   1.417   1.432  1.00  0.00           C  
HETATM   19  C13 UNL     1      -5.118   1.236   2.842  1.00  0.00           C  
HETATM   20  C14 UNL     1      -5.756   1.465   0.435  1.00  0.00           C  
HETATM   21  C15 UNL     1      -0.069  -0.298   0.229  1.00  0.00           C  
HETATM   22  C16 UNL     1       0.014   0.669  -0.910  1.00  0.00           C  
HETATM   23  C17 UNL     1      -0.562   0.325  -2.110  1.00  0.00           C  
HETATM   24  C18 UNL     1      -0.520   1.171  -3.190  1.00  0.00           C  
HETATM   25  C19 UNL     1       0.121   2.415  -3.080  1.00  0.00           C  
HETATM   26  C20 UNL     1       0.706   2.779  -1.885  1.00  0.00           C  
HETATM   27  N2  UNL     1       1.352   4.033  -1.783  1.00  0.00           N1+
HETATM   28  O6  UNL     1       1.893   4.386  -0.726  1.00  0.00           O  
HETATM   29  O7  UNL     1       1.383   4.866  -2.861  1.00  0.00           O1-
HETATM   30  C21 UNL     1       0.639   1.893  -0.818  1.00  0.00           C  
HETATM   31  H1  UNL     1       6.855  -0.276   1.980  1.00  0.00           H  
HETATM   32  H2  UNL     1       7.110  -1.704   0.811  1.00  0.00           H  
HETATM   33  H3  UNL     1       8.187  -0.309   0.828  1.00  0.00           H  
HETATM   34  H4  UNL     1       4.708   0.119   1.281  1.00  0.00           H  
HETATM   35  H5  UNL     1       4.904  -1.410   0.269  1.00  0.00           H  
HETATM   36  H6  UNL     1       4.239   1.435  -0.684  1.00  0.00           H  
HETATM   37  H7  UNL     1       4.308  -0.001  -1.772  1.00  0.00           H  
HETATM   38  H8  UNL     1       1.569  -3.940  -1.266  1.00  0.00           H  
HETATM   39  H9  UNL     1       1.992  -3.957   0.526  1.00  0.00           H  
HETATM   40  H10 UNL     1       0.580  -4.835  -0.108  1.00  0.00           H  
HETATM   41  H11 UNL     1      -1.403  -3.963   0.402  1.00  0.00           H  
HETATM   42  H12 UNL     1      -4.010  -1.710   0.238  1.00  0.00           H  
HETATM   43  H13 UNL     1      -3.472  -1.720   2.019  1.00  0.00           H  
HETATM   44  H14 UNL     1      -3.459  -3.219   0.981  1.00  0.00           H  
HETATM   45  H15 UNL     1      -4.136   2.432   1.388  1.00  0.00           H  
HETATM   46  H16 UNL     1      -6.232   1.159   2.899  1.00  0.00           H  
HETATM   47  H17 UNL     1      -4.830   2.057   3.525  1.00  0.00           H  
HETATM   48  H18 UNL     1      -4.722   0.302   3.308  1.00  0.00           H  
HETATM   49  H19 UNL     1      -5.427   2.103  -0.412  1.00  0.00           H  
HETATM   50  H20 UNL     1      -6.622   1.916   0.961  1.00  0.00           H  
HETATM   51  H21 UNL     1      -6.034   0.452   0.078  1.00  0.00           H  
HETATM   52  H22 UNL     1       0.385   0.268   1.106  1.00  0.00           H  
HETATM   53  H23 UNL     1      -1.057  -0.655  -2.175  1.00  0.00           H  
HETATM   54  H24 UNL     1      -0.970   0.912  -4.145  1.00  0.00           H  
HETATM   55  H25 UNL     1       0.144   3.061  -3.943  1.00  0.00           H  
HETATM   56  H26 UNL     1       1.094   2.186   0.099  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3
CONECT    3    4   34   35
CONECT    4    5   36   37
CONECT    5    6
CONECT    6    7    7    8
CONECT    8    9    9   21
CONECT    9   10   11
CONECT   10   38   39   40
CONECT   11   12   41
CONECT   12   13   14   14
CONECT   13   42   43   44
CONECT   14   15   21
CONECT   15   16   16   17
CONECT   17   18
CONECT   18   19   20   45
CONECT   19   46   47   48
CONECT   20   49   50   51
CONECT   21   22   52
CONECT   22   23   23   30
CONECT   23   24   53
CONECT   24   25   25   54
CONECT   25   26   55
CONECT   26   27   30   30
CONECT   27   28   28   29
CONECT   30   56
END

HMDB0014537
     RDKit          3D
Nimodipine
 56 57  0  0  0  0  0  0  0  0999 V2000
    7.1057   -0.6094    0.9541 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3095    0.0210   -0.0064 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9748   -0.2936    0.2833 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0456    0.3435   -0.7267 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7151    0.0236   -0.4187 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2006   -1.2590   -0.3651 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9291   -2.2226   -0.5993 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7733   -1.4879   -0.0252 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3246   -2.7159    0.0290 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1816   -3.9020   -0.2354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0568   -2.9690    0.3607 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8737   -1.8528    0.6160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3022   -2.1015    0.9718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4656   -0.6003    0.5724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4019    0.5132    0.8560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9156    1.6676    0.8022 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7145    0.3868    1.1609 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6137    1.4171    1.4322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1185    1.2359    2.8420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7559    1.4654    0.4345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0690   -0.2977    0.2295 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0140    0.6688   -0.9096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5619    0.3251   -2.1104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5201    1.1708   -3.1897 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1210    2.4146   -3.0800 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7055    2.7790   -1.8854 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3523    4.0326   -1.7827 N   0  0  0  0  0  4  0  0  0  0  0  0
    1.8932    4.3860   -0.7264 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3826    4.8655   -2.8606 O   0  0  0  0  0  1  0  0  0  0  0  0
    0.6391    1.8927   -0.8184 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8549   -0.2759    1.9803 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1104   -1.7035    0.8111 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1874   -0.3089    0.8284 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7085    0.1188    1.2811 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9037   -1.4102    0.2689 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2385    1.4347   -0.6840 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3080   -0.0014   -1.7723 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5692   -3.9401   -1.2657 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9922   -3.9568    0.5265 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5804   -4.8352   -0.1080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4026   -3.9630    0.4017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0098   -1.7096    0.2384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4722   -1.7198    2.0186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4594   -3.2191    0.9805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1361    2.4325    1.3885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2322    1.1595    2.8985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8295    2.0566    3.5247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7224    0.3016    3.3085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4270    2.1027   -0.4117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6218    1.9161    0.9613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0339    0.4518    0.0776 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3850    0.2676    1.1064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0573   -0.6546   -2.1750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9702    0.9124   -4.1447 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1437    3.0609   -3.9428 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0941    2.1855    0.0986 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  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 14 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 26 30  2  0
 21  8  1  0
 30 22  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
 10 38  1  0
 10 39  1  0
 10 40  1  0
 11 41  1  0
 13 42  1  0
 13 43  1  0
 13 44  1  0
 18 45  1  0
 19 46  1  0
 19 47  1  0
 19 48  1  0
 20 49  1  0
 20 50  1  0
 20 51  1  0
 21 52  1  0
 23 53  1  0
 24 54  1  0
 25 55  1  0
 30 56  1  0
M  CHG  2  27   1  29  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,6-Dimethyl-4-(3'-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid 3-beta-methoxyethyl ester 5-isopropyl ester	ChEBI
BAY e 9736	ChEBI
Isopropyl 2-methoxyethyl 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylate	ChEBI
Isopropyl 2-methoxyethyl 1,4-dihydro-2,6-dimethyl-4-(m-nitrophenyl)-3,5-pyridinedicarboxylate	ChEBI
Nimodipino	ChEBI
Nimodipinum	ChEBI
Nimotop	ChEBI
Periplum	ChEBI
Nymalize	Kegg
2,6-Dimethyl-4-(3'-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate 3-b-methoxyethyl ester 5-isopropyl ester	Generator
2,6-Dimethyl-4-(3'-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate 3-beta-methoxyethyl ester 5-isopropyl ester	Generator
2,6-Dimethyl-4-(3'-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate 3-β-methoxyethyl ester 5-isopropyl ester	Generator
2,6-Dimethyl-4-(3'-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid 3-b-methoxyethyl ester 5-isopropyl ester	Generator
2,6-Dimethyl-4-(3'-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid 3-β-methoxyethyl ester 5-isopropyl ester	Generator
Isopropyl 2-methoxyethyl 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic acid	Generator
Isopropyl 2-methoxyethyl 1,4-dihydro-2,6-dimethyl-4-(m-nitrophenyl)-3,5-pyridinedicarboxylic acid	Generator
Andromaco brand OF nimodipine	HMDB
Bayvit, nimodipino	HMDB
Cantabria brand OF nimodipine	HMDB
Hexal, nimodipin	HMDB
Alpharma brand OF nimodipine	HMDB
Bayvit brand OF nimodipine	HMDB
Kenesil	HMDB
Admon	HMDB
Brainal	HMDB
Modus	HMDB
Nimodipin hexal	HMDB
Nimodipin-isis	HMDB
NimodipinISIS	HMDB
Nimodipino bayvit	HMDB
Vita brand OF nimodipine	HMDB
e 9736, Bay	HMDB
9736, Bay e	HMDB
Almirall brand OF nimodipine	HMDB
Bayer brand OF nimodipine	HMDB
Calnit	HMDB
Elan brand OF nimodipine	HMDB
Esteve brand OF nimodipine	HMDB
Hexal brand OF nimodipine	HMDB
Nimodipin isis	HMDB
Remontal	HMDB

Chemical Formula

C₂₁H₂₆N₂O₇

Average Molecular Weight

418.4403

Monoisotopic Molecular Weight

418.174001196

IUPAC Name

3-(2-methoxyethyl) 5-propan-2-yl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate

Traditional Name

nimodipine

CAS Registry Number

66085-59-4

SMILES

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

InChI Identifier

InChI=1S/C21H26N2O7/c1-12(2)30-21(25)18-14(4)22-13(3)17(20(24)29-10-9-28-5)19(18)15-7-6-8-16(11-15)23(26)27/h6-8,11-12,19,22H,9-10H2,1-5H3

InChI Key

UIAGMCDKSXEBJQ-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
Vinylogous amide
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Amino acid or derivatives
Carboxylic acid ester
C-nitro compound
Organic nitro compound
Carboxylic acid derivative
Dialkyl ether
Secondary aliphatic amine
Enamine
Ether
Azacycle
Organic 1,3-dipolar compound
Organic oxoazanium
Secondary amine
Propargyl-type 1,3-dipolar organic compound
Allyl-type 1,3-dipolar organic compound
Organic oxygen compound
Carbonyl group
Amine
Organopnictogen compound
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Organic zwitterion
Organic oxide
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

C-nitro compound (CHEBI:7575 )
diester (CHEBI:7575 )
dihydropyridine (CHEBI:7575 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Cytoplasm (HMDB: HMDB0014537)
Membrane (HMDB: HMDB0014537)

Source

Exogenous

Exogenous (HMDB: HMDB0014537)

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Nimodipine Action Pathway (PathBank: SMP0000380)

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	125 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.012 g/L	Not Available
LogP	2.7	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	CBM	197.8	30932474

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.012 g/L	ALOGPS
logP	3.41	ALOGPS
logP	2.54	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Basic)	5.41	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	119.68 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	112.38 m³·mol⁻¹	ChemAxon
Polarizability	43.17 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]+	196.895	31661259
DarkChem	[M-H]-	197.168	31661259
DeepCCS	[M+H]+	201.289	30932474
DeepCCS	[M-H]-	198.029	30932474
DeepCCS	[M-2H]-	232.282	30932474
DeepCCS	[M+Na]+	208.786	30932474
AllCCS	[M+H]+	198.9	32859911
AllCCS	[M+H-H2O]+	196.5	32859911
AllCCS	[M+NH4]+	201.2	32859911
AllCCS	[M+Na]+	201.8	32859911
AllCCS	[M-H]-	200.3	32859911
AllCCS	[M+Na-2H]-	201.0	32859911
AllCCS	[M+HCOO]-	201.9	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	7.81 minutes	32390414
Predicted by Siyang on May 30, 2022	16.5761 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.77 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	28.8 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2851.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	326.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	182.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	163.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	75.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	492.9 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	772.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	86.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1306.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	634.9 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1760.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	475.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	444.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	316.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	236.4 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	27.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Nimodipine	COCCOC(=O)C1=C(C)NC(C)=C(C1C1=CC(=CC=C1)[N+]([O-])=O)C(=O)OC(C)C	4095.5	Standard polar	33892256
Nimodipine	COCCOC(=O)C1=C(C)NC(C)=C(C1C1=CC(=CC=C1)[N+]([O-])=O)C(=O)OC(C)C	2813.2	Standard non polar	33892256
Nimodipine	COCCOC(=O)C1=C(C)NC(C)=C(C1C1=CC(=CC=C1)[N+]([O-])=O)C(=O)OC(C)C	3052.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Nimodipine,1TMS,isomer #1	COCCOC(=O)C1=C(C)N([Si](C)(C)C)C(C)=C(C(=O)OC(C)C)C1C1=CC=CC([N+](=O)[O-])=C1	2975.2	Semi standard non polar	33892256
Nimodipine,1TMS,isomer #1	COCCOC(=O)C1=C(C)N([Si](C)(C)C)C(C)=C(C(=O)OC(C)C)C1C1=CC=CC([N+](=O)[O-])=C1	2578.8	Standard non polar	33892256
Nimodipine,1TMS,isomer #1	COCCOC(=O)C1=C(C)N([Si](C)(C)C)C(C)=C(C(=O)OC(C)C)C1C1=CC=CC([N+](=O)[O-])=C1	3831.3	Standard polar	33892256
Nimodipine,1TBDMS,isomer #1	COCCOC(=O)C1=C(C)N([Si](C)(C)C(C)(C)C)C(C)=C(C(=O)OC(C)C)C1C1=CC=CC([N+](=O)[O-])=C1	3195.5	Semi standard non polar	33892256
Nimodipine,1TBDMS,isomer #1	COCCOC(=O)C1=C(C)N([Si](C)(C)C(C)(C)C)C(C)=C(C(=O)OC(C)C)C1C1=CC=CC([N+](=O)[O-])=C1	2814.0	Standard non polar	33892256
Nimodipine,1TBDMS,isomer #1	COCCOC(=O)C1=C(C)N([Si](C)(C)C(C)(C)C)C(C)=C(C(=O)OC(C)C)C1C1=CC=CC([N+](=O)[O-])=C1	3838.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Nimodipine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0f6y-8009000000-df297acbb119ead19ae2	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nimodipine 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 - Nimodipine , positive-QTOF	splash10-0006-0149000000-2a019013c0386ca13362	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Nimodipine 35V, Positive-QTOF	splash10-0zfu-0039000000-4fc95af4f67b0afb5234	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Nimodipine 35V, Negative-QTOF	splash10-01bc-1654900000-b2486a1feba93aef89fa	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nimodipine 10V, Positive-QTOF	splash10-014i-5000900000-12c2938a62c8cb238e76	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nimodipine 20V, Positive-QTOF	splash10-0aor-9002600000-b69caecacf04408cf15b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nimodipine 40V, Positive-QTOF	splash10-0bt9-9000000000-58c041d65b909517cc19	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nimodipine 10V, Negative-QTOF	splash10-014i-3000900000-d333c69b2de3907d9af1	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nimodipine 20V, Negative-QTOF	splash10-0aor-9000600000-d1954bdf68414fdaddb4	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nimodipine 40V, Negative-QTOF	splash10-0a4i-9000000000-3a47cedd9c89d41d9be5	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nimodipine 10V, Negative-QTOF	splash10-014i-0004900000-aedc1fdb52380276f236	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nimodipine 20V, Negative-QTOF	splash10-066r-6049500000-b4e1452bef00eb5c76e4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nimodipine 40V, Negative-QTOF	splash10-0002-9020000000-24deee9cc6a1174c9f27	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nimodipine 10V, Positive-QTOF	splash10-014l-0009400000-10fb7090b7ccce0b345e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nimodipine 20V, Positive-QTOF	splash10-0ap3-0079100000-d496424ed4e3b7807f28	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nimodipine 40V, Positive-QTOF	splash10-0kdi-0098000000-cae1334e08a3166f17ba	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Nimodipine 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 DB00393	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00393	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00393

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4341

KEGG Compound ID

C07267

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Nimodipine

METLIN ID

Not Available

PubChem Compound

4497

PDB ID

Not Available

ChEBI ID

7575

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)

Download (PDF)

General References

Allen GS, Ahn HS, Preziosi TJ, Battye R, Boone SC, Boone SC, Chou SN, Kelly DL, Weir BK, Crabbe RA, Lavik PJ, Rosenbloom SB, Dorsey FC, Ingram CR, Mellits DE, Bertsch LA, Boisvert DP, Hundley MB, Johnson RK, Strom JA, Transou CR: Cerebral arterial spasm--a controlled trial of nimodipine in patients with subarachnoid hemorrhage. N Engl J Med. 1983 Mar 17;308(11):619-24. [PubMed:6338383 ]
Belfort MA, Anthony J, Saade GR, Allen JC Jr: A comparison of magnesium sulfate and nimodipine for the prevention of eclampsia. N Engl J Med. 2003 Jan 23;348(4):304-11. [PubMed:12540643 ]
Janjua N, Mayer SA: Cerebral vasospasm after subarachnoid hemorrhage. Curr Opin Crit Care. 2003 Apr;9(2):113-9. [PubMed:12657973 ]
Vergouwen MD, Vermeulen M, Roos YB: Effect of nimodipine on outcome in patients with traumatic subarachnoid haemorrhage: a systematic review. Lancet Neurol. 2006 Dec;5(12):1029-32. [PubMed:17110283 ]
Tomassoni D, Lanari A, Silvestrelli G, Traini E, Amenta F: Nimodipine and its use in cerebrovascular disease: evidence from recent preclinical and controlled clinical studies. Clin Exp Hypertens. 2008 Nov;30(8):744-66. doi: 10.1080/10641960802580232. [PubMed:19021025 ]

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

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

3. Aryl hydrocarbon receptor

General function:: Involved in transcription regulator activity
Specific function:: Ligand-activated transcriptional activator. Binds to the XRE promoter region of genes it activates. Activates the expression of multiple phase I and II xenobiotic chemical metabolizing enzyme genes (such as the CYP1A1 gene). Mediates biochemical and toxic effects of halogenated aromatic hydrocarbons. Involved in cell-cycle regulation. Likely to play an important role in the development and maturation of many tissues
Gene Name:: AHR
Uniprot ID:: P35869
Molecular weight:: 96146.7

References

Hu W, Sorrentino C, Denison MS, Kolaja K, Fielden MR: Induction of cyp1a1 is a nonspecific biomarker of aryl hydrocarbon receptor activation: results of large scale screening of pharmaceuticals and toxicants in vivo and in vitro. Mol Pharmacol. 2007 Jun;71(6):1475-86. Epub 2007 Feb 27. [PubMed:17327465 ]

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 ]
Weant KA, Ramsey CN 3rd, Cook AM: Role of intraarterial therapy for cerebral vasospasm secondary to aneurysmal subarachnoid hemorrhage. Pharmacotherapy. 2010 Apr;30(4):405-17. doi: 10.1592/phco.30.4.405. [PubMed:20334460 ]
Dong CJ, Guo Y, Agey P, Wheeler L, Hare WA: Nimodipine enhancement of alpha2 adrenergic modulation of NMDA receptor via a mechanism independent of Ca2+ channel blocking. Invest Ophthalmol Vis Sci. 2010 Aug;51(8):4174-80. doi: 10.1167/iovs.09-4613. Epub 2010 Mar 24. [PubMed:20335610 ]
Kim JH, Park IS, Park KB, Kang DH, Hwang SH: Intraarterial nimodipine infusion to treat symptomatic cerebral vasospasm after aneurysmal subarachnoid hemorrhage. J Korean Neurosurg Soc. 2009 Sep;46(3):239-44. doi: 10.3340/jkns.2009.46.3.239. Epub 2009 Sep 30. [PubMed:19844625 ]
Kumar R, Mehra R, Ray SB: L-type calcium channel blockers, morphine and pain: Newer insights. Indian J Anaesth. 2010 Mar;54(2):127-31. doi: 10.4103/0019-5049.63652. [PubMed:20661350 ]
Keyrouz SG, Diringer MN: Clinical review: Prevention and therapy of vasospasm in subarachnoid hemorrhage. Crit Care. 2007;11(4):220. [PubMed:17705883 ]

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 ]
Marchetti C, Usai C: High affinity block by nimodipine of the internal calcium elevation in chronically depolarized rat cerebellar granule neurons. Neurosci Lett. 1996 Mar 29;207(2):77-80. [PubMed:8731425 ]
Weant KA, Ramsey CN 3rd, Cook AM: Role of intraarterial therapy for cerebral vasospasm secondary to aneurysmal subarachnoid hemorrhage. Pharmacotherapy. 2010 Apr;30(4):405-17. doi: 10.1592/phco.30.4.405. [PubMed:20334460 ]
Dong CJ, Guo Y, Agey P, Wheeler L, Hare WA: Nimodipine enhancement of alpha2 adrenergic modulation of NMDA receptor via a mechanism independent of Ca2+ channel blocking. Invest Ophthalmol Vis Sci. 2010 Aug;51(8):4174-80. doi: 10.1167/iovs.09-4613. Epub 2010 Mar 24. [PubMed:20335610 ]
Kim JH, Park IS, Park KB, Kang DH, Hwang SH: Intraarterial nimodipine infusion to treat symptomatic cerebral vasospasm after aneurysmal subarachnoid hemorrhage. J Korean Neurosurg Soc. 2009 Sep;46(3):239-44. doi: 10.3340/jkns.2009.46.3.239. Epub 2009 Sep 30. [PubMed:19844625 ]
Kumar R, Mehra R, Ray SB: L-type calcium channel blockers, morphine and pain: Newer insights. Indian J Anaesth. 2010 Mar;54(2):127-31. doi: 10.4103/0019-5049.63652. [PubMed:20661350 ]
Keyrouz SG, Diringer MN: Clinical review: Prevention and therapy of vasospasm in subarachnoid hemorrhage. Crit Care. 2007;11(4):220. [PubMed:17705883 ]

Enzyme Details

6. Mineralocorticoid receptor

General function:: Involved in sequence-specific DNA binding transcription factor activity
Specific function:: Receptor for both mineralocorticoids (MC) such as aldosterone and glucocorticoids (GC) such as corticosterone or cortisol. Binds to mineralocorticoid response elements (MRE) and transactivates target genes. The effect of MC is to increase ion and water transport and thus raise extracellular fluid volume and blood pressure and lower potassium levels
Gene Name:: NR3C2
Uniprot ID:: P08235
Molecular weight:: 107066.6

References

Dietz JD, Du S, Bolten CW, Payne MA, Xia C, Blinn JR, Funder JW, Hu X: A number of marketed dihydropyridine calcium channel blockers have mineralocorticoid receptor antagonist activity. Hypertension. 2008 Mar;51(3):742-8. doi: 10.1161/HYPERTENSIONAHA.107.103580. Epub 2008 Feb 4. [PubMed:18250364 ]

Enzyme Details

7. Voltage-dependent L-type calcium channel subunit alpha-1F

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-1F 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:: CACNA1F
Uniprot ID:: O60840
Molecular weight:: 220675.9

References

Weant KA, Ramsey CN 3rd, Cook AM: Role of intraarterial therapy for cerebral vasospasm secondary to aneurysmal subarachnoid hemorrhage. Pharmacotherapy. 2010 Apr;30(4):405-17. doi: 10.1592/phco.30.4.405. [PubMed:20334460 ]
Dong CJ, Guo Y, Agey P, Wheeler L, Hare WA: Nimodipine enhancement of alpha2 adrenergic modulation of NMDA receptor via a mechanism independent of Ca2+ channel blocking. Invest Ophthalmol Vis Sci. 2010 Aug;51(8):4174-80. doi: 10.1167/iovs.09-4613. Epub 2010 Mar 24. [PubMed:20335610 ]
Kim JH, Park IS, Park KB, Kang DH, Hwang SH: Intraarterial nimodipine infusion to treat symptomatic cerebral vasospasm after aneurysmal subarachnoid hemorrhage. J Korean Neurosurg Soc. 2009 Sep;46(3):239-44. doi: 10.3340/jkns.2009.46.3.239. Epub 2009 Sep 30. [PubMed:19844625 ]
Kumar R, Mehra R, Ray SB: L-type calcium channel blockers, morphine and pain: Newer insights. Indian J Anaesth. 2010 Mar;54(2):127-31. doi: 10.4103/0019-5049.63652. [PubMed:20661350 ]

Enzyme Details

8. 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 ]
Weant KA, Ramsey CN 3rd, Cook AM: Role of intraarterial therapy for cerebral vasospasm secondary to aneurysmal subarachnoid hemorrhage. Pharmacotherapy. 2010 Apr;30(4):405-17. doi: 10.1592/phco.30.4.405. [PubMed:20334460 ]
Dong CJ, Guo Y, Agey P, Wheeler L, Hare WA: Nimodipine enhancement of alpha2 adrenergic modulation of NMDA receptor via a mechanism independent of Ca2+ channel blocking. Invest Ophthalmol Vis Sci. 2010 Aug;51(8):4174-80. doi: 10.1167/iovs.09-4613. Epub 2010 Mar 24. [PubMed:20335610 ]
Kim JH, Park IS, Park KB, Kang DH, Hwang SH: Intraarterial nimodipine infusion to treat symptomatic cerebral vasospasm after aneurysmal subarachnoid hemorrhage. J Korean Neurosurg Soc. 2009 Sep;46(3):239-44. doi: 10.3340/jkns.2009.46.3.239. Epub 2009 Sep 30. [PubMed:19844625 ]
Kumar R, Mehra R, Ray SB: L-type calcium channel blockers, morphine and pain: Newer insights. Indian J Anaesth. 2010 Mar;54(2):127-31. doi: 10.4103/0019-5049.63652. [PubMed:20661350 ]
Keyrouz SG, Diringer MN: Clinical review: Prevention and therapy of vasospasm in subarachnoid hemorrhage. Crit Care. 2007;11(4):220. [PubMed:17705883 ]

Enzyme Details

9. Voltage-dependent L-type calcium channel subunit beta-1

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:: CACNB1
Uniprot ID:: Q02641
Molecular weight:: 65713.0

References

Weant KA, Ramsey CN 3rd, Cook AM: Role of intraarterial therapy for cerebral vasospasm secondary to aneurysmal subarachnoid hemorrhage. Pharmacotherapy. 2010 Apr;30(4):405-17. doi: 10.1592/phco.30.4.405. [PubMed:20334460 ]
Dong CJ, Guo Y, Agey P, Wheeler L, Hare WA: Nimodipine enhancement of alpha2 adrenergic modulation of NMDA receptor via a mechanism independent of Ca2+ channel blocking. Invest Ophthalmol Vis Sci. 2010 Aug;51(8):4174-80. doi: 10.1167/iovs.09-4613. Epub 2010 Mar 24. [PubMed:20335610 ]
Kim JH, Park IS, Park KB, Kang DH, Hwang SH: Intraarterial nimodipine infusion to treat symptomatic cerebral vasospasm after aneurysmal subarachnoid hemorrhage. J Korean Neurosurg Soc. 2009 Sep;46(3):239-44. doi: 10.3340/jkns.2009.46.3.239. Epub 2009 Sep 30. [PubMed:19844625 ]
Kumar R, Mehra R, Ray SB: L-type calcium channel blockers, morphine and pain: Newer insights. Indian J Anaesth. 2010 Mar;54(2):127-31. doi: 10.4103/0019-5049.63652. [PubMed:20661350 ]
Keyrouz SG, Diringer MN: Clinical review: Prevention and therapy of vasospasm in subarachnoid hemorrhage. Crit Care. 2007;11(4):220. [PubMed:17705883 ]

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 ]
Weant KA, Ramsey CN 3rd, Cook AM: Role of intraarterial therapy for cerebral vasospasm secondary to aneurysmal subarachnoid hemorrhage. Pharmacotherapy. 2010 Apr;30(4):405-17. doi: 10.1592/phco.30.4.405. [PubMed:20334460 ]
Kim JH, Park IS, Park KB, Kang DH, Hwang SH: Intraarterial nimodipine infusion to treat symptomatic cerebral vasospasm after aneurysmal subarachnoid hemorrhage. J Korean Neurosurg Soc. 2009 Sep;46(3):239-44. doi: 10.3340/jkns.2009.46.3.239. Epub 2009 Sep 30. [PubMed:19844625 ]
Kumar R, Mehra R, Ray SB: L-type calcium channel blockers, morphine and pain: Newer insights. Indian J Anaesth. 2010 Mar;54(2):127-31. doi: 10.4103/0019-5049.63652. [PubMed:20661350 ]
Keyrouz SG, Diringer MN: Clinical review: Prevention and therapy of vasospasm in subarachnoid hemorrhage. Crit Care. 2007;11(4):220. [PubMed:17705883 ]

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

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Showing metabocard for Nimodipine (HMDB0014537)

MOL for HMDB0014537 (Nimodipine)

3D MOL for HMDB0014537 (Nimodipine)

3D SDF for HMDB0014537 (Nimodipine)

3D-SDF for HMDB0014537 (Nimodipine)

PDB for HMDB0014537 (Nimodipine)

3D PDB for HMDB0014537 (Nimodipine)

SMILES for HMDB0014537 (Nimodipine)

INCHI for HMDB0014537 (Nimodipine)

Structure for HMDB0014537 (Nimodipine)

3D Structure for HMDB0014537 (Nimodipine)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

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