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Showing Compound Deacetyldiltiazem (FDB023076)

Record Information
Version1.0
Creation date2011-09-21 00:24:19 UTC
Update date2015-10-09 22:31:21 UTC
Primary IDFDB023076
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameDeacetyldiltiazem
DescriptionDeacetyldiltiazem 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) [HMDB]
CAS Number42399-40-6
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
DiltiazemHMDB
Deacetyldiltiazem, (cis)-isomerMeSH, HMDB
DesacetyldiltiazemMeSH, HMDB
Deacetyldiltiazem hydrochloride, (cis-(+-))-isomerMeSH, HMDB
Deacetyldiltiazem hydrochloride, (cis)-isomerMeSH, HMDB
Deacetyldiltiazem hydrochloride, (trans)-isomerMeSH, HMDB
DeacetyldiltiazemMeSH
Predicted Properties
PropertyValueSource
Water Solubility0.12 g/LALOGPS
logP2.31ALOGPS
logP2.29ChemAxon
logS-3.5ALOGPS
pKa (Strongest Acidic)12.33ChemAxon
pKa (Strongest Basic)8.18ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area53.01 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity105.21 m³·mol⁻¹ChemAxon
Polarizability39.29 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC20H24N2O3S
IUPAC name(2S,3S)-5-[2-(dimethylamino)ethyl]-3-hydroxy-2-(4-methoxyphenyl)-2,3,4,5-tetrahydro-1,5-benzothiazepin-4-one
InChI IdentifierInChI=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 KeyNZHUXMZTSSZXSB-MOPGFXCFSA-N
Isomeric SMILESCOC1=CC=C(C=C1)[C@@H]1SC2=CC=CC=C2N(CCN(C)C)C(=O)[C@@H]1O
Average Molecular Weight372.481
Monoisotopic Molecular Weight372.150763334
Classification
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).
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzothiazepines
Sub ClassNot Available
Direct ParentBenzothiazepines
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 FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Source:

Biological location:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSDeacetyldiltiazem, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0a4l-6968000000-31d69e76cb441c8eb468Spectrum
Predicted GC-MSDeacetyldiltiazem, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0ab9-9222300000-7e8a04693a2f019c8e3eSpectrum
Predicted GC-MSDeacetyldiltiazem, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-00di-0309000000-4f78253225444d766ea12012-07-25View Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-004i-1900000000-1318fea4679c168e8d972012-07-25View Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-056s-0900000000-497dbcafd358c52264272012-07-25View Spectrum
MS/MSLC-MS/MS Spectrum - 50V, Positivesplash10-0ufr-0900000000-007ed6981e6a7674cea32021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-00b9-0907000000-69fc05ea7be6f47f006b2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-00di-0009000000-74bf9165b0dca218f5172021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-004i-0900000000-13b286bd59bfa08ca3f62021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-0fb9-0900000000-b831c8e8da4a17767b722021-09-20View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-2109000000-4f4d8b04f6fb38782b6c2017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-5933000000-444752d9e318a3bdc1f12017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-05fr-7900000000-727d8d2bd166506d75c52017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0009000000-f7c98d8fc7f115cdcf722017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0ht9-0439000000-399a4eb4aff7fe5b62f92017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0zfr-1930000000-637a90a35ba5c3d966642017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0009000000-7527d5f0c7e68d3bff362021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0uk9-0198000000-ea4b553a352be30901352021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0536-0691000000-10d11ae35e2a14440fab2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0009000000-5a8213501fca1b97c1f62021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-7209000000-9bcca83a8288485186362021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00di-5931000000-c443a5ed8d50f8d8e7e52021-09-24View Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, experimental)Spectrum
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)Spectrum
ChemSpider ID82743
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID91638
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB02873
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDDiltiazem
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference