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Showing Compound Glycyrrhetic acid (FDB020713)

Record Information
Version1.0
Creation date2010-04-08 22:15:12 UTC
Update date2019-11-26 03:19:20 UTC
Primary IDFDB020713
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameGlycyrrhetic acid
DescriptionEnoxolone, also known as hidermart or 18b-glycyrrhetate, belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Thus, enoxolone is considered to be an isoprenoid lipid molecule. Enoxolone is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
CAS Number471-53-4
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
18beta-Glycyrrhetic acidChEBI
Glycyrrhetinic acidKegg
HidermartKegg
18b-GlycyrrhetateGenerator
18b-Glycyrrhetic acidGenerator
18beta-GlycyrrhetateGenerator
18Β-glycyrrhetateGenerator
18Β-glycyrrhetic acidGenerator
GlycyrrhetinateGenerator
EnoxoloneChEBI
Acid, glycyrrhetinicMeSH
Acid, glycyrrheticMeSH
Glycyrrhetic acidMeSH
Rhetinic acidMeSH
Acid, uralenicMeSH
12, PoMeSH
Uralenic acidMeSH
Acid, rhetinicMeSH
Po 12MeSH
GlyciramMeSH
GlycyramMeSH
JintanMeSH
ArthrodontMeSH
α-Glycyrrhetinic acidbiospider
18-beta-Glycyrrhetic acidbiospider
18β-Glycyrrhetic acidbiospider
18β-Glycyrrhetinic acidbiospider
18β-Glycyrrhtinic acidbiospider
18b-Glycyrrhetinic acidbiospider
18b-Glycyrrhtinic acidbiospider
18beta-Glycyrrhetinic acidbiospider
3-Glycyrrhetinic acidHMDB
3-Hydroxy-11-oxoolean-12-en-29-OateHMDB
3-Hydroxy-11-oxoolean-12-en-29-Oic acidHMDB
3-Hydroxy-11-oxoolean-12-en-29-Oic acid (acd/name 4.0)HMDB
3b-Hydroxy-11-oxo-olean-12-en-30-OateHMDB
3b-Hydroxy-11-oxo-olean-12-en-30-Oic acidHMDB
3b-Hydroxy-11-oxoolean-12-en-30-OateHMDB
3b-Hydroxy-11-oxoolean-12-en-30-Oic acidHMDB
3beta-Hydroxy-11-oxo-18beta,20beta-olean-12-en-29-oic acidbiospider
a-Glycyrrhetinic aciddb_source
alpha-Glycyrrhetinic acidbiospider
b-Glycyrrhetic acidHMDB
beta-Glycyrrhetic acidHMDB
Biogastrone aciddb_source
Biosonedb_source
Glycyrrhetindb_source
Glycyrrhitinic acidbiospider
Predicted Properties
PropertyValueSource
Water Solubility0.0017 g/LALOGPS
logP5.45ALOGPS
logP6.03ChemAxon
logS-5.4ALOGPS
pKa (Strongest Acidic)4.44ChemAxon
pKa (Strongest Basic)-0.84ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area74.6 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity134.27 m³·mol⁻¹ChemAxon
Polarizability55.17 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC30H46O4
IUPAC name(2S,4aS,6aS,6bR,8aR,10S,12aS,12bR,14bR)-10-hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-2-carboxylic acid
InChI IdentifierInChI=1S/C30H46O4/c1-25(2)21-8-11-30(7)23(28(21,5)10-9-22(25)32)20(31)16-18-19-17-27(4,24(33)34)13-12-26(19,3)14-15-29(18,30)6/h16,19,21-23,32H,8-15,17H2,1-7H3,(H,33,34)/t19-,21-,22-,23+,26+,27-,28-,29+,30+/m0/s1
InChI KeyMPDGHEJMBKOTSU-YKLVYJNSSA-N
Isomeric SMILES[H][C@@]12C[C@](C)(CC[C@]1(C)CC[C@]1(C)C2=CC(=O)[C@]2([H])[C@@]3(C)CC[C@H](O)C(C)(C)[C@]3([H])CC[C@@]12C)C(O)=O
Average Molecular Weight470.694
Monoisotopic Molecular Weight470.339609961
Classification
Description Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassTriterpenoids
Direct ParentTriterpenoids
Alternative Parents
Substituents
  • Triterpenoid
  • Cyclohexenone
  • Cyclic alcohol
  • Secondary alcohol
  • Ketone
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External Descriptors
Ontology
OntologyNo ontology term
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionC 76.55%; H 9.85%; O 13.60%DFC
Melting PointMp 300-304°DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical Rotation[a]D +161 (CHCl3)DFC
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MSNot Available
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - ESI-TOF 10V, Negativesplash10-0a4i-0000930000-25139768b4507e334b4a2017-08-14View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-TOF 20V, Negativesplash10-0a4i-0000930000-25139768b4507e334b4a2017-08-14View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-TOF 50V, Negativesplash10-00or-0000900000-ada4fdd603d1852beae82017-08-14View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-TOF 40V, Negativesplash10-014i-0000900000-276dcd237f3df1b55bf72017-08-14View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-TOF , Negativesplash10-014i-0000911000-952bbb171fba142dba692017-08-14View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-TOF 10V, Negativesplash10-014u-0000700009-50048523dd30a3c691262017-08-14View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-TOF 30V, Negativesplash10-014u-0000700009-50048523dd30a3c691262017-08-14View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-TOF 10V, Negativesplash10-014i-0000900000-125f02720b2a01ba256e2017-09-12View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-TOF 20V, Negativesplash10-014i-0000900000-6466c540accc2a7ad3802017-09-12View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-TOF 50V, Negativesplash10-00or-0000900000-ada4fdd603d1852beae82017-09-12View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-TOF 40V, Negativesplash10-014i-0000900000-276dcd237f3df1b55bf72017-09-12View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-TOF , Negativesplash10-014i-0000911000-952bbb171fba142dba692017-09-12View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-TOF 10V, Negativesplash10-014u-0000700009-50048523dd30a3c691262017-09-12View Spectrum
MS/MSLC-MS/MS Spectrum - ESI-TOF 30V, Negativesplash10-014i-0000900000-c50958d1a751bbfbca792017-09-12View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-014i-0000900000-027d29bdfec0cb682eab2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-014i-0000900000-7d4a004adc92eda079052017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-014i-0000900000-04e795c32f4f79f139f32017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-0a6r-0004900000-5d9468128c8fc0642c7d2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-0a4i-0009200000-c23de15fecaedafae33d2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-056r-0109000000-1bd1687c967adde80ff92017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-00di-0921000000-be6ecff38e178ed81d852017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-00di-0900000000-b5252030bb373e0bea682017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-00di-0900000000-81872dd2517f0319e2d52017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-014i-0000900000-84865ea36583c793b08e2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-014i-0000900000-eced6d2a003b7f1e7f252017-09-14View Spectrum
NMRNot Available
ChemSpider ID17930566
ChEMBL IDNot Available
KEGG Compound IDC02283
Pubchem Compound ID18526330
Pubchem Substance IDNot Available
ChEBI ID30853
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB11628
CRC / DFC (Dictionary of Food Compounds) IDHNT71-W:MXC60-G
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDC00003521
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDGlycyrrhetinic_acid
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