Glycyrrhizate (CHEM021066)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-25 02:54:16 UTC
Update Date2016-10-28 10:02:35 UTC
Accession NumberCHEM021066
Identification
Common NameGlycyrrhizate
ClassSmall Molecule
DescriptionNot Available
Contaminant Sources
  • Cosmetic Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(3S,4AR,6BS,11R,12ar,14ar,14BS)-3-{[(2R,3R,4S,5S,6S)-6-carboxylato-3-{[(3R,4S,5S,6S)-6-carboxylato-3,4,5-trioxidooxan-2-yl]oxy}-4,5-dioxidooxan-2-yl]oxy}-4,4,6a,6b,8a,11,14b-heptamethyliumyl-14-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-13-ylium-11-carboxylic acidGenerator
Chemical FormulaC42H46O16
Average Molecular Mass806.814 g/mol
Monoisotopic Mass806.279 g/mol
CAS Registry NumberNot Available
IUPAC Name(3S,4aR,6bS,11R,12aR,14aR,14bS)-3-{[(2R,3R,4S,5S,6S)-6-carboxylato-3-{[(3R,4S,5S,6S)-6-carboxylato-3,4,5-trioxidooxan-2-yl]oxy}-4,5-dioxidooxan-2-yl]oxy}-4,4,6a,6b,8a,11,14b-heptamethyliumyl-14-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-13-ylium-11-carboxylate
Traditional Name(3S,4aR,6bS,11R,12aR,14aR,14bS)-3-{[(2R,3R,4S,5S,6S)-6-carboxylato-3-{[(3R,4S,5S,6S)-6-carboxylato-3,4,5-trioxidooxan-2-yl]oxy}-4,5-dioxidooxan-2-yl]oxy}-4,4,6a,6b,8a,11,14b-heptamethyliumyl-14-oxo-2,3,4a,5,6,7,8,9,10,12,12a,14a-dodecahydro-1H-picen-13-ylium-11-carboxylate
SMILES[H][C@@]1(CC[C@@]2([CH2+])[C@@]([H])(CCC3([CH2+])[C@]2([H])C(=O)[C+]=C2[C@]4([H])C[C@@]([CH2+])(CCC4([CH2+])CC[C@@]32[CH2+])C([O-])=O)C1([CH2+])[CH2+])O[C@]1([H])O[C@]([H])(C([O-])=O)[C@@]([H])([O-])[C@]([H])([O-])[C@@]1([H])OC1([H])O[C@]([H])(C([O-])=O)[C@@]([H])([O-])[C@]([H])([O-])[C@@]1([H])[O-]
InChI IdentifierInChI=1S/C42H46O16/c1-37(2)21-8-11-42(7)31(20(43)16-18-19-17-39(4,36(53)54)13-12-38(19,3)14-15-41(18,42)6)40(21,5)10-9-22(37)55-35-30(26(47)25(46)29(57-35)33(51)52)58-34-27(48)23(44)24(45)28(56-34)32(49)50/h19,21-31,34-35H,1-15,17H2/t19-,21-,22-,23-,24-,25-,26-,27+,28-,29-,30+,31+,34?,35+,38?,39+,40-,41+,42?/m0/s1
InChI KeyPQRMKKMYUUGNJQ-WVGFFBIBSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as triterpene saponins. These are glycosylated derivatives of triterpene sapogenins. The sapogenin moiety backbone is usually based on the oleanane, ursane, taraxastane, bauerane, lanostane, lupeol, lupane, dammarane, cycloartane, friedelane, hopane, 9b,19-cyclo-lanostane, cycloartane, or cycloartanol skeleton.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassTerpene glycosides
Direct ParentTriterpene saponins
Alternative Parents
Substituents
  • Triterpene saponin
  • Triterpenoid
  • O-glucuronide
  • 1-o-glucuronide
  • Glucuronic acid or derivatives
  • O-glycosyl compound
  • Glycosyl compound
  • Disaccharide
  • Tricarboxylic acid or derivatives
  • Cyclohexenone
  • Pyran
  • Oxane
  • Ketone
  • Carboxylic acid salt
  • Oxacycle
  • Organoheterocyclic compound
  • Carboxylic acid
  • Carboxylic acid derivative
  • Acetal
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organic salt
  • Alkoxide
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic compounds
External DescriptorsNot Available
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 Solubility0.0095 g/LALOGPS
logP4.98ALOGPS
logP-23ChemAxon
logS-5.1ALOGPS
pKa (Strongest Acidic)-15ChemAxon
pKa (Strongest Basic)-3.7ChemAxon
Physiological Charge4ChemAxon
Hydrogen Acceptor Count16ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area289.68 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity273.86 m³·mol⁻¹ChemAxon
Polarizability81.68 ųChemAxon
Number of Rings7ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0000900020-0e8034f0439f5b3e13b1Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-0010901010-de1b7e1d3286687c190aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0329-0013900000-d3652eaa0219446854baSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0000500090-37dd1571964b86092037Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-052r-7000900010-f7846b9078b229a4a3b4Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-1000911000-ee310353b4fbafefff78Spectrum
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 IDNot Available
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 ID53627924
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General ReferencesNot Available