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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2017-11-21 17:38:30 UTC
Update Date2019-07-23 14:38:53 UTC
HMDB IDHMDB0240229
Secondary Accession NumbersNone
Metabolite Identification
Common NameHydroxyethylpromethazine
DescriptionHydroxyethylpromethazine belongs to the class of organic compounds known as phenothiazines. These are polycyclic aromatic compounds containing a phenothiazine moiety, which is a linear tricyclic system that consists of a two benzene rings joined by a para-thiazine ring. Hydroxyethylpromethazine is a drug. Hydroxyethylpromethazine is an extremely weak basic (essentially neutral) compound (based on its pKa). In humans, hydroxyethylpromethazine is involved in hydroxyethylpromethazine h1-antihistamine action. Hydroxyethylpromethazine is an antihistamine with anticholinergic properties.
Structure
Data?1563892733
Synonyms
ValueSource
N-HydroxyethylpromethazineHMDB
HydroxyethylpromethazineHMDB
Chemical FormulaC19H25N2OS
Average Molecular Weight329.48
Monoisotopic Molecular Weight329.168211027
IUPAC Name(2-hydroxyethyl)dimethyl[1-(10H-phenothiazin-10-yl)propan-2-yl]azanium
Traditional Namehydroxyethylpromethazine
CAS Registry Number7647-63-4
SMILES
CC(CN1C2=CC=CC=C2SC2=CC=CC=C12)[N+](C)(C)CCO
InChI Identifier
InChI=1S/C19H25N2OS/c1-15(21(2,3)12-13-22)14-20-16-8-4-6-10-18(16)23-19-11-7-5-9-17(19)20/h4-11,15,22H,12-14H2,1-3H3/q+1
InChI KeyPDSVTRQOBUIQBQ-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as phenothiazines. These are polycyclic aromatic compounds containing a phenothiazine moiety, which is a linear tricyclic system that consists of a two benzene rings joined by a para-thiazine ring.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzothiazines
Sub ClassPhenothiazines
Direct ParentPhenothiazines
Alternative Parents
Substituents
  • Phenothiazine
  • Alkyldiarylamine
  • Diarylthioether
  • Aryl thioether
  • Tertiary aliphatic/aromatic amine
  • Para-thiazine
  • Benzenoid
  • Tetraalkylammonium salt
  • Quaternary ammonium salt
  • 1,2-aminoalcohol
  • Tertiary amine
  • Alkanolamine
  • Azacycle
  • Thioether
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Primary alcohol
  • Organopnictogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Amine
  • Organic nitrogen compound
  • Organic salt
  • Alcohol
  • Organic cation
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Process

Naturally occurring process:

Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP0.34ALOGPS
logP-0.56ChemAxon
logS-5.8ALOGPS
pKa (Strongest Acidic)13.97ChemAxon
pKa (Strongest Basic)-3.3ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area23.47 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity110.71 m³·mol⁻¹ChemAxon
Polarizability37.44 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-01qa-9160000000-79b64763ba469372ebffSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0129000000-22ad0cb54ba00b8c8812Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-7191000000-81ee8ac5baec8c08dd82Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03dr-6390000000-47b1f4bef6a8543e5eecSpectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB13840
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkHydroxyethylpromethazine
METLIN IDNot Available
PubChem Compound16406
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Montgomery LC, Deuster PA: Effects of antihistamine medications on exercise performance. Implications for sportspeople. Sports Med. 1993 Mar;15(3):179-95. [PubMed:7680815 ]