Record Information
Version1.0
Creation Date2016-05-22 04:26:10 UTC
Update Date2026-08-21 19:21:47 UTC
Accession NumberCHEM017528
Identification
Common NameVincamine
ClassSmall Molecule
Description
Contaminant Sources
  • STOFF IDENT Compounds
  • ToxCast & Tox21 Chemicals
Contaminant Type
  • PFAS
  • Phytotoxin
Chemical Structure
Synonyms
ValueSource
(+)-VincamineChEBI
Methyl vincaminateChEBI
PervincamineChEBI
VincamidolChEBI
Cetal retardKegg
Methyl vincaminic acidGenerator
DevincanMeSH
VincimaxMeSH
VincaprontMeSH
CerebroxineMeSH
Chemical FormulaC21H26N2O3
Average Molecular Mass354.450 g/mol
Monoisotopic Mass354.194 g/mol
CAS Registry Number1617-90-9
IUPAC Namemethyl (15S,17S,19S)-15-ethyl-17-hydroxy-1,11-diazapentacyclo[9.6.2.0²,⁷.0⁸,¹⁸.0¹⁵,¹⁹]nonadeca-2,4,6,8(18)-tetraene-17-carboxylate
Traditional Nameminorin
SMILES[H][C@]12N3CCC[C@@]1(CC)C[C@@](O)(N1C4=CC=CC=C4C(CC3)=C21)C(=O)OC
InChI IdentifierInChI=1S/C21H26N2O3/c1-3-20-10-6-11-22-12-9-15-14-7-4-5-8-16(14)23(17(15)18(20)22)21(25,13-20)19(24)26-2/h4-5,7-8,18,25H,3,6,9-13H2,1-2H3/t18-,20+,21+/m1/s1
InChI KeyRXPRRQLKFXBCSJ-GIVPXCGWSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as eburnan-type alkaloids. These are alkaloids with a structure based on the eburnan skeleton, that arises from rearrangement of the aspidospermidine ring system, involving migration of C-21 from C-7 to C-2, fission of the 2,16-bond, and attachment of C-16 to N-1.
KingdomOrganic compounds
Super ClassAlkaloids and derivatives
ClassEburnan-type alkaloids
Sub ClassNot Available
Direct ParentEburnan-type alkaloids
Alternative Parents
Substituents
  • Eburna alkaloid
  • Indolo[3,2-1de][1,5]naphthyridine
  • Beta-carboline
  • Pyridoindole
  • Diazanaphthalene
  • Alpha-amino acid or derivatives
  • Naphthyridine
  • 3-alkylindole
  • Indole
  • Indole or derivatives
  • Aralkylamine
  • Piperidine
  • Benzenoid
  • Heteroaromatic compound
  • Methyl ester
  • Pyrrole
  • Amino acid or derivatives
  • Carboxylic acid ester
  • Tertiary aliphatic amine
  • Tertiary amine
  • Azacycle
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Organoheterocyclic compound
  • Alkanolamine
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic nitrogen compound
  • Carbonyl group
  • Organic oxygen compound
  • Organooxygen compound
  • Amine
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.22 g/LALOGPS
logP2.62ALOGPS
logP3.39ChemAxon
logS-3.2ALOGPS
pKa (Strongest Acidic)10.52ChemAxon
pKa (Strongest Basic)6.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area54.7 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity99.57 m³·mol⁻¹ChemAxon
Polarizability39.39 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
External Links
DrugBank IDDB13374
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDC00001782
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkVincamine
Chemspider IDNot Available
ChEBI ID9985
PubChem Compound IDNot Available
Kegg Compound IDC09251
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References