17-O-deacetylvindoline (CHEM041864)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-27 01:43:41 UTC
Update Date2016-11-09 01:22:33 UTC
Accession NumberCHEM041864
Identification
Common Name17-O-deacetylvindoline
ClassSmall Molecule
Description17-o-deacetylvindoline is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 17-o-deacetylvindoline can be found in a number of food items such as sorrel, dandelion, cottonseed, and saskatoon berry, which makes 17-o-deacetylvindoline a potential biomarker for the consumption of these food products.
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
SynonymsNot Available
Chemical FormulaC23H30N2O5
Average Molecular Mass414.501 g/mol
Monoisotopic Mass414.215 g/mol
CAS Registry NumberNot Available
IUPAC Name12-ethyl-10,11-dihydroxy-5-methoxy-10-(methoxycarbonyl)-8-methyl-8,16λ⁵-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2(7),3,5,13-tetraen-16-ylium-16-yl
Traditional Name12-ethyl-10,11-dihydroxy-5-methoxy-10-(methoxycarbonyl)-8-methyl-8,16λ⁵-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2(7),3,5,13-tetraen-16-ylium-16-yl
SMILESCCC12C=CC[N+]3CCC4(C(N(C)C5=C4C=CC(OC)=C5)C(O)(C1O)C(=O)OC)C23
InChI IdentifierInChI=1S/C23H30N2O5/c1-5-21-9-6-11-25-12-10-22(17(21)25)15-8-7-14(29-3)13-16(15)24(2)18(22)23(28,19(21)26)20(27)30-4/h6-9,13,17-19,26,28H,5,10-12H2,1-4H3/q+1
InChI KeyUGWNULLIAGYONC-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as plumeran-type alkaloids. These are alkaloids with a structure based on the plumeran skeleton. Plumeran is a pentacyclic compound that consists of a pyrrolidine ring shed to the quinoline moiety of pyrido[3,2-c]carbazole ring system.
KingdomOrganic compounds
Super ClassAlkaloids and derivatives
ClassPlumeran-type alkaloids
Sub ClassNot Available
Direct ParentPlumeran-type alkaloids
Alternative Parents
Substituents
  • Plumeran-type alkaloid
  • Carbazole
  • Indole or derivatives
  • Anisole
  • Dialkylarylamine
  • Tertiary aliphatic/aromatic amine
  • Alkyl aryl ether
  • Beta-hydroxy acid
  • Aralkylamine
  • Hydroxy acid
  • N-alkylpyrrolidine
  • Benzenoid
  • Methyl ester
  • Tertiary alcohol
  • Pyrrolidine
  • Cyclic alcohol
  • Tertiary amine
  • Amino acid or derivatives
  • Secondary alcohol
  • Carboxylic acid ester
  • 1,2-diol
  • Organoheterocyclic compound
  • Carboxylic acid derivative
  • Azacycle
  • Ether
  • Monocarboxylic acid or derivatives
  • Alcohol
  • Carbonyl group
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Organooxygen compound
  • Amine
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Organic nitrogen compound
  • Organic cation
  • 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 Solubility0.016 g/LALOGPS
logP1.07ALOGPS
logP-1.8ChemAxon
logS-4.4ALOGPS
pKa (Strongest Acidic)10.88ChemAxon
pKa (Strongest Basic)-0.31ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area92.82 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity113.15 m³·mol⁻¹ChemAxon
Polarizability44.31 ųChemAxon
Number of Rings5ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
SpectraNot Available
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
DrugBank IDNot Available
HMDB IDNot Available
FooDB IDFDB030277
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider IDNot Available
ChEBI IDNot Available
PubChem Compound IDNot Available
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General ReferencesNot Available