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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2006-05-22 15:12:16 UTC

Update Date

2021-09-14 15:48:27 UTC

HMDB ID

HMDB0002873

Secondary Accession Numbers

HMDB02873

Metabolite Identification

Common Name

Deacetyldiltiazem

Description

Deacetyldiltiazem is a metabolite product of the drug Diltiazem (a coronary vasodilator), and is present in the plasma of individuals taking that medication. (PMID 2328299 ). The action mechanisms involved in the effect of Deacetyldiltiazem on blood rheological (erythrocyte deformation) properties appeared to be similar to Diltiazem, but different from other metabolites of this drug. (PMID 3411434 ).

Structure

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


  Mrv1652305271900082D          

 26 28  0  0  1  0            999 V2000
   24.8918  -12.0336    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   23.9744   -8.4154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.5892  -10.6453    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.5500  -11.8500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.6200  -13.5653    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.5620  -12.8379    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.9750  -13.0509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2070  -13.3523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1517   -8.3537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3880  -13.2638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4971  -14.3811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2312  -11.3886    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   25.4062  -11.3886    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   26.7456  -12.0336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0755  -12.8379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3324   -9.1587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8187  -13.1959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0483  -10.6453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3580  -13.3110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8677   -9.8403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1551   -9.2203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8962  -14.0517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5130   -9.9636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2256  -10.5836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4156  -14.1685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1899  -14.5413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 13  1  0  0  0  0
  1 15  1  0  0  0  0
  2  9  1  0  0  0  0
  2 16  1  0  0  0  0
 12  3  1  1  0  0  0
  4 14  2  0  0  0  0
  5  7  1  0  0  0  0
  5 10  1  0  0  0  0
  5 11  1  0  0  0  0
  6  8  1  0  0  0  0
  6 14  1  0  0  0  0
  6 17  1  0  0  0  0
  7  8  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 13 18  1  1  0  0  0
 15 17  1  0  0  0  0
 15 19  2  0  0  0  0
 16 20  2  0  0  0  0
 16 21  1  0  0  0  0
 17 22  2  0  0  0  0
 18 23  1  0  0  0  0
 18 24  2  0  0  0  0
 19 25  1  0  0  0  0
 20 24  1  0  0  0  0
 21 23  2  0  0  0  0
 22 26  1  0  0  0  0
 25 26  2  0  0  0  0
M  END

HMDB0002873
     RDKit          3D
Deacetyldiltiazem
 50 52  0  0  0  0  0  0  0  0999 V2000
    7.9816    1.0870    0.6328 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0130    1.8700   -0.0318 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6896    1.4457   -0.0075 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3207    0.2928    0.6480 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9906   -0.0797    0.6369 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0158    0.6528   -0.0021 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6350    0.2017    0.0270 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2378   -0.7744   -1.4893 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0984   -1.8234   -1.0256 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1031   -3.0920   -1.5283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8292   -4.1024   -1.2871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9439   -3.8066   -0.5434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1068   -2.4995   -0.0521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2005   -1.5094   -0.2840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6267   -0.2796    0.3300 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0188   -0.1183    0.6810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8505    0.4146   -0.4430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2035    0.5486   -0.0954 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6095    1.5173    0.8404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1681   -0.2565   -0.7326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7230    0.8130    0.5759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2052    1.6095    1.4526 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5803    1.2436    0.0941 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3666    1.8635   -1.1586 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3762    1.8013   -0.6561 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7205    2.1933   -0.6546 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6417    0.9717    1.6876 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9450    0.0582    0.1936 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9965    1.5219    0.5547 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0837   -0.2840    1.1482 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7372   -0.9891    1.1604 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4871   -0.5224    0.8776 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9689   -3.3300   -2.1054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7025   -5.1204   -1.6643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6977   -4.5632   -0.3277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9789   -2.3046    0.5116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4652   -0.7708    1.4054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9836    0.8265    1.3660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7781   -0.1501   -1.3865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4160    1.4241   -0.7072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7789    1.6969    1.5736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8660    2.4972    0.3551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4978    1.1353    1.3940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0433   -0.3400   -1.8376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1867    0.1427   -0.4815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1419   -1.2752   -0.2571 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9780    2.0625    0.7385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3270    2.5713   -1.0108 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6360    2.4123   -1.1751 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9427    3.1165   -1.1913 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 15 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
  6 25  1  0
 25 26  2  0
 26  3  1  0
 23  7  1  0
 14  9  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  5 31  1  0
  7 32  1  1
 10 33  1  0
 11 34  1  0
 12 35  1  0
 13 36  1  0
 16 37  1  0
 16 38  1  0
 17 39  1  0
 17 40  1  0
 19 41  1  0
 19 42  1  0
 19 43  1  0
 20 44  1  0
 20 45  1  0
 20 46  1  0
 23 47  1  1
 24 48  1  0
 25 49  1  0
 26 50  1  0
M  END


  Mrv1652305271900082D          

 26 28  0  0  1  0            999 V2000
   24.8918  -12.0336    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   23.9744   -8.4154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.5892  -10.6453    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.5500  -11.8500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.6200  -13.5653    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.5620  -12.8379    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.9750  -13.0509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2070  -13.3523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1517   -8.3537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3880  -13.2638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4971  -14.3811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2312  -11.3886    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   25.4062  -11.3886    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   26.7456  -12.0336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0755  -12.8379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3324   -9.1587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8187  -13.1959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0483  -10.6453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3580  -13.3110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8677   -9.8403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1551   -9.2203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8962  -14.0517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5130   -9.9636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2256  -10.5836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4156  -14.1685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1899  -14.5413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 13  1  0  0  0  0
  1 15  1  0  0  0  0
  2  9  1  0  0  0  0
  2 16  1  0  0  0  0
 12  3  1  1  0  0  0
  4 14  2  0  0  0  0
  5  7  1  0  0  0  0
  5 10  1  0  0  0  0
  5 11  1  0  0  0  0
  6  8  1  0  0  0  0
  6 14  1  0  0  0  0
  6 17  1  0  0  0  0
  7  8  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 13 18  1  1  0  0  0
 15 17  1  0  0  0  0
 15 19  2  0  0  0  0
 16 20  2  0  0  0  0
 16 21  1  0  0  0  0
 17 22  2  0  0  0  0
 18 23  1  0  0  0  0
 18 24  2  0  0  0  0
 19 25  1  0  0  0  0
 20 24  1  0  0  0  0
 21 23  2  0  0  0  0
 22 26  1  0  0  0  0
 25 26  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0002873

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC=C(C=C1)[C@@H]1SC2=CC=CC=C2N(CCN(C)C)C(=O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C20H24N2O3S/c1-21(2)12-13-22-16-6-4-5-7-17(16)26-19(18(23)20(22)24)14-8-10-15(25-3)11-9-14/h4-11,18-19,23H,12-13H2,1-3H3/t18-,19+/m1/s1

> <INCHI_KEY>
NZHUXMZTSSZXSB-MOPGFXCFSA-N

> <FORMULA>
C20H24N2O3S

> <MOLECULAR_WEIGHT>
372.481

> <EXACT_MASS>
372.150763334

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
39.287081624952734

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,3S)-5-[2-(dimethylamino)ethyl]-3-hydroxy-2-(4-methoxyphenyl)-2,3,4,5-tetrahydro-1,5-benzothiazepin-4-one

> <ALOGPS_LOGP>
2.31

> <JCHEM_LOGP>
2.2861264739999996

> <ALOGPS_LOGS>
-3.50

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
15.11618189990309

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.33456623938972

> <JCHEM_PKA_STRONGEST_BASIC>
8.175272989306949

> <JCHEM_POLAR_SURFACE_AREA>
53.010000000000005

> <JCHEM_REFRACTIVITY>
105.21480000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.19e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
desacetyldiltiazem

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0002873
     RDKit          3D
Deacetyldiltiazem
 50 52  0  0  0  0  0  0  0  0999 V2000
    7.9816    1.0870    0.6328 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0130    1.8700   -0.0318 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6896    1.4457   -0.0075 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3207    0.2928    0.6480 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9906   -0.0797    0.6369 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0158    0.6528   -0.0021 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6350    0.2017    0.0270 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2378   -0.7744   -1.4893 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0984   -1.8234   -1.0256 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1031   -3.0920   -1.5283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8292   -4.1024   -1.2871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9439   -3.8066   -0.5434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1068   -2.4995   -0.0521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2005   -1.5094   -0.2840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6267   -0.2796    0.3300 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0188   -0.1183    0.6810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8505    0.4146   -0.4430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2035    0.5486   -0.0954 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6095    1.5173    0.8404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1681   -0.2565   -0.7326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7230    0.8130    0.5759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2052    1.6095    1.4526 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5803    1.2436    0.0941 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3666    1.8635   -1.1586 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3762    1.8013   -0.6561 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7205    2.1933   -0.6546 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6417    0.9717    1.6876 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9450    0.0582    0.1936 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9965    1.5219    0.5547 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0837   -0.2840    1.1482 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7372   -0.9891    1.1604 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4871   -0.5224    0.8776 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9689   -3.3300   -2.1054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7025   -5.1204   -1.6643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6977   -4.5632   -0.3277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9789   -2.3046    0.5116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4652   -0.7708    1.4054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9836    0.8265    1.3660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7781   -0.1501   -1.3865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4160    1.4241   -0.7072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7789    1.6969    1.5736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8660    2.4972    0.3551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4978    1.1353    1.3940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0433   -0.3400   -1.8376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1867    0.1427   -0.4815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1419   -1.2752   -0.2571 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9780    2.0625    0.7385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3270    2.5713   -1.0108 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6360    2.4123   -1.1751 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9427    3.1165   -1.1913 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 15 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
  6 25  1  0
 25 26  2  0
 26  3  1  0
 23  7  1  0
 14  9  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  5 31  1  0
  7 32  1  1
 10 33  1  0
 11 34  1  0
 12 35  1  0
 13 36  1  0
 16 37  1  0
 16 38  1  0
 17 39  1  0
 17 40  1  0
 19 41  1  0
 19 42  1  0
 19 43  1  0
 20 44  1  0
 20 45  1  0
 20 46  1  0
 23 47  1  1
 24 48  1  0
 25 49  1  0
 26 50  1  0
M  END

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  S   UNK     0      46.465 -22.463   0.000  0.00  0.00           S+0
HETATM    2  O   UNK     0      44.752 -15.709   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      49.633 -19.871   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      51.427 -22.120   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0      53.424 -25.322   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0      49.582 -23.964   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      52.220 -24.362   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      50.786 -24.924   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      43.217 -15.594   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      54.858 -24.759   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      53.195 -26.845   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      48.965 -21.259   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      47.425 -21.259   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      49.925 -22.463   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      46.808 -23.964   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      45.420 -17.096   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      48.195 -24.632   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      46.757 -19.871   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      45.468 -24.847   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      44.553 -18.369   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      46.956 -17.211   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      48.340 -26.230   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      47.624 -18.599   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      45.221 -19.756   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      45.576 -26.448   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      47.021 -27.144   0.000  0.00  0.00           C+0
CONECT    1   13   15                                                       
CONECT    2    9   16                                                       
CONECT    3   12                                                            
CONECT    4   14                                                            
CONECT    5    7   10   11                                                  
CONECT    6    8   14   17                                                  
CONECT    7    5    8                                                       
CONECT    8    6    7                                                       
CONECT    9    2                                                            
CONECT   10    5                                                            
CONECT   11    5                                                            
CONECT   12    3   13   14                                                  
CONECT   13    1   12   18                                                  
CONECT   14    4    6   12                                                  
CONECT   15    1   17   19                                                  
CONECT   16    2   20   21                                                  
CONECT   17    6   15   22                                                  
CONECT   18   13   23   24                                                  
CONECT   19   15   25                                                       
CONECT   20   16   24                                                       
CONECT   21   16   23                                                       
CONECT   22   17   26                                                       
CONECT   23   18   21                                                       
CONECT   24   18   20                                                       
CONECT   25   19   26                                                       
CONECT   26   22   25                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

COMPND    HMDB0002873
HETATM    1  C1  UNL     1       7.982   1.087   0.633  1.00  0.00           C  
HETATM    2  O1  UNL     1       7.013   1.870  -0.032  1.00  0.00           O  
HETATM    3  C2  UNL     1       5.690   1.446  -0.008  1.00  0.00           C  
HETATM    4  C3  UNL     1       5.321   0.293   0.648  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.991  -0.080   0.637  1.00  0.00           C  
HETATM    6  C5  UNL     1       3.016   0.653  -0.002  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.635   0.202   0.027  1.00  0.00           C  
HETATM    8  S1  UNL     1       1.238  -0.774  -1.489  1.00  0.00           S  
HETATM    9  C7  UNL     1      -0.098  -1.823  -1.026  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.103  -3.092  -1.528  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.829  -4.102  -1.287  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.944  -3.807  -0.543  1.00  0.00           C  
HETATM   13  C11 UNL     1      -2.107  -2.500  -0.052  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.201  -1.509  -0.284  1.00  0.00           C  
HETATM   15  N1  UNL     1      -1.627  -0.280   0.330  1.00  0.00           N  
HETATM   16  C13 UNL     1      -3.019  -0.118   0.681  1.00  0.00           C  
HETATM   17  C14 UNL     1      -3.851   0.415  -0.443  1.00  0.00           C  
HETATM   18  N2  UNL     1      -5.204   0.549  -0.095  1.00  0.00           N  
HETATM   19  C15 UNL     1      -5.609   1.517   0.840  1.00  0.00           C  
HETATM   20  C16 UNL     1      -6.168  -0.256  -0.733  1.00  0.00           C  
HETATM   21  C17 UNL     1      -0.723   0.813   0.576  1.00  0.00           C  
HETATM   22  O2  UNL     1      -1.205   1.610   1.453  1.00  0.00           O  
HETATM   23  C18 UNL     1       0.580   1.244   0.094  1.00  0.00           C  
HETATM   24  O3  UNL     1       0.367   1.863  -1.159  1.00  0.00           O  
HETATM   25  C19 UNL     1       3.376   1.801  -0.656  1.00  0.00           C  
HETATM   26  C20 UNL     1       4.721   2.193  -0.655  1.00  0.00           C  
HETATM   27  H1  UNL     1       7.642   0.972   1.688  1.00  0.00           H  
HETATM   28  H2  UNL     1       7.945   0.058   0.194  1.00  0.00           H  
HETATM   29  H3  UNL     1       8.996   1.522   0.555  1.00  0.00           H  
HETATM   30  H4  UNL     1       6.084  -0.284   1.148  1.00  0.00           H  
HETATM   31  H5  UNL     1       3.737  -0.989   1.160  1.00  0.00           H  
HETATM   32  H6  UNL     1       1.487  -0.522   0.878  1.00  0.00           H  
HETATM   33  H7  UNL     1       0.969  -3.330  -2.105  1.00  0.00           H  
HETATM   34  H8  UNL     1      -0.702  -5.120  -1.664  1.00  0.00           H  
HETATM   35  H9  UNL     1      -2.698  -4.563  -0.328  1.00  0.00           H  
HETATM   36  H10 UNL     1      -2.979  -2.305   0.512  1.00  0.00           H  
HETATM   37  H11 UNL     1      -3.465  -0.771   1.405  1.00  0.00           H  
HETATM   38  H12 UNL     1      -2.984   0.826   1.366  1.00  0.00           H  
HETATM   39  H13 UNL     1      -3.778  -0.150  -1.386  1.00  0.00           H  
HETATM   40  H14 UNL     1      -3.416   1.424  -0.707  1.00  0.00           H  
HETATM   41  H15 UNL     1      -4.779   1.697   1.574  1.00  0.00           H  
HETATM   42  H16 UNL     1      -5.866   2.497   0.355  1.00  0.00           H  
HETATM   43  H17 UNL     1      -6.498   1.135   1.394  1.00  0.00           H  
HETATM   44  H18 UNL     1      -6.043  -0.340  -1.838  1.00  0.00           H  
HETATM   45  H19 UNL     1      -7.187   0.143  -0.482  1.00  0.00           H  
HETATM   46  H20 UNL     1      -6.142  -1.275  -0.257  1.00  0.00           H  
HETATM   47  H21 UNL     1       0.978   2.062   0.738  1.00  0.00           H  
HETATM   48  H22 UNL     1      -0.327   2.571  -1.011  1.00  0.00           H  
HETATM   49  H23 UNL     1       2.636   2.412  -1.175  1.00  0.00           H  
HETATM   50  H24 UNL     1       4.943   3.117  -1.191  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3
CONECT    3    4    4   26
CONECT    4    5   30
CONECT    5    6    6   31
CONECT    6    7   25
CONECT    7    8   23   32
CONECT    8    9
CONECT    9   10   10   14
CONECT   10   11   33
CONECT   11   12   12   34
CONECT   12   13   35
CONECT   13   14   14   36
CONECT   14   15
CONECT   15   16   21
CONECT   16   17   37   38
CONECT   17   18   39   40
CONECT   18   19   20
CONECT   19   41   42   43
CONECT   20   44   45   46
CONECT   21   22   22   23
CONECT   23   24   47
CONECT   24   48
CONECT   25   26   26   49
CONECT   26   50
END

HMDB0002873
     RDKit          3D
Deacetyldiltiazem
 50 52  0  0  0  0  0  0  0  0999 V2000
    7.9816    1.0870    0.6328 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0130    1.8700   -0.0318 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6896    1.4457   -0.0075 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3207    0.2928    0.6480 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9906   -0.0797    0.6369 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0158    0.6528   -0.0021 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6350    0.2017    0.0270 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2378   -0.7744   -1.4893 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0984   -1.8234   -1.0256 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1031   -3.0920   -1.5283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8292   -4.1024   -1.2871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9439   -3.8066   -0.5434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1068   -2.4995   -0.0521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2005   -1.5094   -0.2840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6267   -0.2796    0.3300 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0188   -0.1183    0.6810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8505    0.4146   -0.4430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2035    0.5486   -0.0954 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6095    1.5173    0.8404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1681   -0.2565   -0.7326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7230    0.8130    0.5759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2052    1.6095    1.4526 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5803    1.2436    0.0941 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3666    1.8635   -1.1586 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3762    1.8013   -0.6561 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7205    2.1933   -0.6546 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6417    0.9717    1.6876 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9450    0.0582    0.1936 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9965    1.5219    0.5547 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0837   -0.2840    1.1482 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7372   -0.9891    1.1604 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4871   -0.5224    0.8776 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9689   -3.3300   -2.1054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7025   -5.1204   -1.6643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6977   -4.5632   -0.3277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9789   -2.3046    0.5116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4652   -0.7708    1.4054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9836    0.8265    1.3660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7781   -0.1501   -1.3865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4160    1.4241   -0.7072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7789    1.6969    1.5736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8660    2.4972    0.3551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4978    1.1353    1.3940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0433   -0.3400   -1.8376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1867    0.1427   -0.4815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1419   -1.2752   -0.2571 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9780    2.0625    0.7385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3270    2.5713   -1.0108 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6360    2.4123   -1.1751 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9427    3.1165   -1.1913 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 15 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
  6 25  1  0
 25 26  2  0
 26  3  1  0
 23  7  1  0
 14  9  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  5 31  1  0
  7 32  1  1
 10 33  1  0
 11 34  1  0
 12 35  1  0
 13 36  1  0
 16 37  1  0
 16 38  1  0
 17 39  1  0
 17 40  1  0
 19 41  1  0
 19 42  1  0
 19 43  1  0
 20 44  1  0
 20 45  1  0
 20 46  1  0
 23 47  1  1
 24 48  1  0
 25 49  1  0
 26 50  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Diltiazem	HMDB
Deacetyldiltiazem, (cis)-isomer	MeSH, HMDB
Desacetyldiltiazem	MeSH, HMDB
Deacetyldiltiazem hydrochloride, (cis-(+-))-isomer	MeSH, HMDB
Deacetyldiltiazem hydrochloride, (cis)-isomer	MeSH, HMDB
Deacetyldiltiazem hydrochloride, (trans)-isomer	MeSH, HMDB
Deacetyldiltiazem	MeSH

Chemical Formula

C₂₀H₂₄N₂O₃S

Average Molecular Weight

372.481

Monoisotopic Molecular Weight

372.150763334

IUPAC Name

(2S,3S)-5-[2-(dimethylamino)ethyl]-3-hydroxy-2-(4-methoxyphenyl)-2,3,4,5-tetrahydro-1,5-benzothiazepin-4-one

Traditional Name

desacetyldiltiazem

CAS Registry Number

42399-40-6

SMILES

COC1=CC=C(C=C1)[C@@H]1SC2=CC=CC=C2N(CCN(C)C)C(=O)[C@@H]1O

InChI Identifier

InChI=1S/C20H24N2O3S/c1-21(2)12-13-22-16-6-4-5-7-17(16)26-19(18(23)20(22)24)14-8-10-15(25-3)11-9-14/h4-11,18-19,23H,12-13H2,1-3H3/t18-,19+/m1/s1

InChI Key

NZHUXMZTSSZXSB-MOPGFXCFSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzothiazepines. These are organic compounds containing a benzene fused to a thiazepine ring (a seven-membered ring with a nitrogen atom and a sulfur atom replacing two carbon atoms).

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzothiazepines

Sub Class

Not Available

Direct Parent

Benzothiazepines

Alternative Parents

Substituents

Benzothiazepine
Phenol ether
Methoxybenzene
Anisole
Aryl thioether
Phenoxy compound
Alkyl aryl ether
Alkylarylthioether
Benzenoid
Monocyclic benzene moiety
Tertiary carboxylic acid amide
Carboxamide group
Secondary alcohol
Tertiary aliphatic amine
Tertiary amine
Amino acid or derivatives
Lactam
Azacycle
Carboxylic acid derivative
Ether
Thioether
Organic nitrogen compound
Alcohol
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Amine
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0002873)

Cellular element

Platelet (HMDB: HMDB0002873)

Organ

Kidney (HMDB: HMDB0002873)
Liver (HMDB: HMDB0002873)

Cell

Hematocyte

Platelet (HMDB: HMDB0002873)

Cellular substructure

Membrane (HMDB: HMDB0002873)

Source

Endogenous

Endogenous (HMDB: HMDB0002873)

Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)
Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)

Equine

Horse (FooDB: FOOD00378)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.12 g/L	ALOGPS
logP	2.31	ALOGPS
logP	2.29	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	12.33	ChemAxon
pKa (Strongest Basic)	8.18	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	53.01 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	105.21 m³·mol⁻¹	ChemAxon
Polarizability	39.29 Å³	ChemAxon
Number of Rings	3	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]+	190.391	31661259
DarkChem	[M-H]-	192.058	31661259
DeepCCS	[M+H]+	182.108	30932474
DeepCCS	[M-H]-	179.747	30932474
DeepCCS	[M-2H]-	213.183	30932474
DeepCCS	[M+Na]+	188.41	30932474
AllCCS	[M+H]+	190.0	32859911
AllCCS	[M+H-H2O]+	187.3	32859911
AllCCS	[M+NH4]+	192.5	32859911
AllCCS	[M+Na]+	193.2	32859911
AllCCS	[M-H]-	190.2	32859911
AllCCS	[M+Na-2H]-	190.4	32859911
AllCCS	[M+HCOO]-	190.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Deacetyldiltiazem	COC1=CC=C(C=C1)[C@@H]1SC2=CC=CC=C2N(CCN(C)C)C(=O)[C@@H]1O	4358.0	Standard polar	33892256
Deacetyldiltiazem	COC1=CC=C(C=C1)[C@@H]1SC2=CC=CC=C2N(CCN(C)C)C(=O)[C@@H]1O	2873.3	Standard non polar	33892256
Deacetyldiltiazem	COC1=CC=C(C=C1)[C@@H]1SC2=CC=CC=C2N(CCN(C)C)C(=O)[C@@H]1O	3040.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Deacetyldiltiazem,1TMS,isomer #1	COC1=CC=C([C@@H]2SC3=CC=CC=C3N(CCN(C)C)C(=O)[C@@H]2O[Si](C)(C)C)C=C1	2953.6	Semi standard non polar	33892256
Deacetyldiltiazem,1TBDMS,isomer #1	COC1=CC=C([C@@H]2SC3=CC=CC=C3N(CCN(C)C)C(=O)[C@@H]2O[Si](C)(C)C(C)(C)C)C=C1	3141.0	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Deacetyldiltiazem GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4l-6968000000-31d69e76cb441c8eb468	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Deacetyldiltiazem GC-MS (1 TMS) - 70eV, Positive	splash10-0ab9-9222300000-7e8a04693a2f019c8e3e	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Deacetyldiltiazem 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 - Deacetyldiltiazem Quattro_QQQ 10V, Positive-QTOF (Annotated)	splash10-00di-0309000000-4f78253225444d766ea1	2012-07-25	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Deacetyldiltiazem Quattro_QQQ 25V, Positive-QTOF (Annotated)	splash10-004i-1900000000-1318fea4679c168e8d97	2012-07-25	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Deacetyldiltiazem Quattro_QQQ 40V, Positive-QTOF (Annotated)	splash10-056s-0900000000-497dbcafd358c5226427	2012-07-25	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Deacetyldiltiazem 50V, Positive-QTOF	splash10-0ufr-0900000000-007ed6981e6a7674cea3	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Deacetyldiltiazem 20V, Positive-QTOF	splash10-00b9-0907000000-69fc05ea7be6f47f006b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Deacetyldiltiazem 10V, Positive-QTOF	splash10-00di-0009000000-74bf9165b0dca218f517	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Deacetyldiltiazem 30V, Positive-QTOF	splash10-004i-0900000000-13b286bd59bfa08ca3f6	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Deacetyldiltiazem 40V, Positive-QTOF	splash10-0fb9-0900000000-b831c8e8da4a17767b72	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deacetyldiltiazem 10V, Positive-QTOF	splash10-00di-2109000000-4f4d8b04f6fb38782b6c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deacetyldiltiazem 20V, Positive-QTOF	splash10-00di-5933000000-444752d9e318a3bdc1f1	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deacetyldiltiazem 40V, Positive-QTOF	splash10-05fr-7900000000-727d8d2bd166506d75c5	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deacetyldiltiazem 10V, Negative-QTOF	splash10-00di-0009000000-f7c98d8fc7f115cdcf72	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deacetyldiltiazem 20V, Negative-QTOF	splash10-0ht9-0439000000-399a4eb4aff7fe5b62f9	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deacetyldiltiazem 40V, Negative-QTOF	splash10-0zfr-1930000000-637a90a35ba5c3d96664	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deacetyldiltiazem 10V, Negative-QTOF	splash10-00di-0009000000-7527d5f0c7e68d3bff36	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deacetyldiltiazem 20V, Negative-QTOF	splash10-0uk9-0198000000-ea4b553a352be3090135	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deacetyldiltiazem 40V, Negative-QTOF	splash10-0536-0691000000-10d11ae35e2a14440fab	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deacetyldiltiazem 10V, Positive-QTOF	splash10-00di-0009000000-5a8213501fca1b97c1f6	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deacetyldiltiazem 20V, Positive-QTOF	splash10-00di-7209000000-9bcca83a828848518636	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Deacetyldiltiazem 40V, Positive-QTOF	splash10-00di-5931000000-c443a5ed8d50f8d8e7e5	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Experimental 1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, experimental)	2012-12-05	Wishart Lab	View Spectrum
Experimental 2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	2012-12-05	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Not Available

Tissue Locations

Kidney
Liver
Platelet

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023076

KNApSAcK ID

Not Available

Chemspider ID

82743

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

2271

PubChem Compound

91638

PDB ID

Not Available

ChEBI ID

Not Available

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

Mahmood I, Sahajwalla C: Clinical pharmacokinetics and pharmacodynamics of buspirone, an anxiolytic drug. Clin Pharmacokinet. 1999 Apr;36(4):277-87. [PubMed:10320950 ]
Vivian EM, Goebig ML: Slowing the progression of renal disease in diabetic patients. Ann Pharmacother. 2001 Apr;35(4):452-63. [PubMed:11302410 ]
Gashti CN, Bakris GL: The role of calcium antagonists in chronic kidney disease. Curr Opin Nephrol Hypertens. 2004 Mar;13(2):155-61. [PubMed:15202609 ]
Shamim W, Bakhai A, Yousufuddin M, Coats AJ: Increased urinary cortisol and androgen metabolites in a young female with hypertension: partial glucocorticoid resistance syndrome. Cardiology. 2000;93(1-2):131-2. [PubMed:10894920 ]
Mousa O, Brater DC, Sunblad KJ, Hall SD: The interaction of diltiazem with simvastatin. Clin Pharmacol Ther. 2000 Mar;67(3):267-74. [PubMed:10741630 ]
Abadin JA, Duran JA, Perez de Leon JA: Probable diltiazem-induced acute interstitial nephritis. Ann Pharmacother. 1998 Jun;32(6):656-8. [PubMed:9640485 ]
Mies S, Massarollo PC, Figueira ER, Leitao RM, Raia S: Lower incidence of liver graft rejection in patients on diltiazem plus cyclosporine therapy. Transplant Proc. 1998 Jun;30(4):1437-8. [PubMed:9636582 ]
Kawano Y, Makino Y, Okuda N, Takishita S, Omae T: Effects of diltiazem retard on ambulatory blood pressure and heart rate variability in patients with essential hypertension. Blood Press Monit. 2000 Jun;5(3):181-5. [PubMed:10915232 ]
Zhao XJ, Jones DR, Wang YH, Grimm SW, Hall SD: Reversible and irreversible inhibition of CYP3A enzymes by tamoxifen and metabolites. Xenobiotica. 2002 Oct;32(10):863-78. [PubMed:12419016 ]
Zucker ML, Budd SE, Dollar LE, Chernoff SB, Altman R: Effect of diltiazem and low-dose aspirin on platelet aggregation and ATP release induced by paired agonists. Thromb Haemost. 1993 Aug 2;70(2):332-5. [PubMed:8236144 ]
Zhang XL, Xu B, Feng Y: Effects of diltiazem on down-regulation of lymphocyte beta-adrenoceptors in patients with chronic congestive heart failure. Acta Pharmacol Sin. 2000 Oct;21(10):927-30. [PubMed:11501046 ]
Fukuoka Y, Tachibana T, Yasui A: Anaphylatoxin C3a induces rapid protein phosphorylation in guinea pig platelets. Immunopharmacology. 1994 Sep-Oct;28(2):95-104. [PubMed:8002292 ]
Dimmitt DC, Bhargava VO, Arumugham T, Eller M, Weir SJ: Relative bioavailability of Cardizem CD and Tiazac controlled-release diltiazem dosage forms after single and multiple dosing in healthy volunteers. Am J Ther. 1998 May;5(3):173-9. [PubMed:10099056 ]
Sperschneider H, Wagner C, Korn A, Christians U: [Effect of diltiazem on concentration of cyclosporin metabolites in Sandimmune and Neoral treated kidney transplant patients]. Med Klin (Munich). 1997 Oct 15;92(10):589-96. [PubMed:9446006 ]
Morimoto Y, Kemmotsu O, Gando S, Shibano T, Shikama H: The effect of calcium channel blockers on cerebral oxygenation during tracheal extubation. Anesth Analg. 2000 Aug;91(2):347-52. [PubMed:10910846 ]
Mayhew BS, Jones DR, Hall SD: An in vitro model for predicting in vivo inhibition of cytochrome P450 3A4 by metabolic intermediate complex formation. Drug Metab Dispos. 2000 Sep;28(9):1031-7. [PubMed:10950845 ]
Odawara A, Kikkawa K, Katoh M, Toryu H, Shimazaki T, Sasaki Y: Inhibitory effects of TA-993, a new 1,5-benzothiazepine derivative, on platelet aggregation. Circ Res. 1996 Apr;78(4):643-9. [PubMed:8635222 ]
Jones TE, Morris RG: Pharmacokinetic interaction between tacrolimus and diltiazem: dose-response relationship in kidney and liver transplant recipients. Clin Pharmacokinet. 2002;41(5):381-8. [PubMed:12036394 ]
Tateishi T, Ohashi K, Fujimura A, Ebihara A: The influence of diltiazem versus cimetidine on propranolol metabolism. J Clin Pharmacol. 1992 Dec;32(12):1099-104. [PubMed:1487547 ]
Roth M, Eickelberg O, Kohler E, Erne P, Block LH: Ca2+ channel blockers modulate metabolism of collagens within the extracellular matrix. Proc Natl Acad Sci U S A. 1996 May 28;93(11):5478-82. [PubMed:8643600 ]
Du Souich P, Lery N, Lery L, Varin F, Boucher S, Vezina M, Pilon D, Spenard J, Caille G: Influence of food on the bioavailability of diltiazem and two of its metabolites following the administration of conventional tablets and slow-release capsules. Biopharm Drug Dispos. 1990 Mar;11(2):137-47. [PubMed:2328299 ]
Shibata N, Morita K, Ono T, Nishikawa S, Kinoshita M, Kawakita S, Takada K, Muranishi S, Shimakawa H: Effects of diltiazem on rheological properties of human blood. J Pharmacobiodyn. 1988 Mar;11(3):175-80. [PubMed:3411434 ]

Showing metabocard for Deacetyldiltiazem (HMDB0002873)

MOL for HMDB0002873 (Deacetyldiltiazem)

3D MOL for HMDB0002873 (Deacetyldiltiazem)

3D SDF for HMDB0002873 (Deacetyldiltiazem)

3D-SDF for HMDB0002873 (Deacetyldiltiazem)

PDB for HMDB0002873 (Deacetyldiltiazem)

3D PDB for HMDB0002873 (Deacetyldiltiazem)

SMILES for HMDB0002873 (Deacetyldiltiazem)

INCHI for HMDB0002873 (Deacetyldiltiazem)

Structure for HMDB0002873 (Deacetyldiltiazem)

3D Structure for HMDB0002873 (Deacetyldiltiazem)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra