| Record Information |
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| Version | 1.0 |
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| Creation date | 2010-04-08 22:15:12 UTC |
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| Update date | 2019-11-26 03:19:20 UTC |
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| Primary ID | FDB020713 |
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| Secondary Accession Numbers | Not Available |
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| Chemical Information |
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| FooDB Name | Glycyrrhetic acid |
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| Description | Enoxolone, 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. |
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| CAS Number | 471-53-4 |
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| Structure | |
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| Synonyms | | Synonym | Source |
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| 18beta-Glycyrrhetic acid | ChEBI | | Glycyrrhetinic acid | Kegg | | Hidermart | Kegg | | 18b-Glycyrrhetate | Generator | | 18b-Glycyrrhetic acid | Generator | | 18beta-Glycyrrhetate | Generator | | 18Β-glycyrrhetate | Generator | | 18Β-glycyrrhetic acid | Generator | | Glycyrrhetinate | Generator | | Enoxolone | ChEBI | | Acid, glycyrrhetinic | MeSH | | Acid, glycyrrhetic | MeSH | | Glycyrrhetic acid | MeSH | | Rhetinic acid | MeSH | | Acid, uralenic | MeSH | | 12, Po | MeSH | | Uralenic acid | MeSH | | Acid, rhetinic | MeSH | | Po 12 | MeSH | | Glyciram | MeSH | | Glycyram | MeSH | | Jintan | MeSH | | Arthrodont | MeSH | | α-Glycyrrhetinic acid | biospider | | 18-beta-Glycyrrhetic acid | biospider | | 18β-Glycyrrhetic acid | biospider | | 18β-Glycyrrhetinic acid | biospider | | 18β-Glycyrrhtinic acid | biospider | | 18b-Glycyrrhetinic acid | biospider | | 18b-Glycyrrhtinic acid | biospider | | 18beta-Glycyrrhetinic acid | biospider | | 3-Glycyrrhetinic acid | HMDB | | 3-Hydroxy-11-oxoolean-12-en-29-Oate | HMDB | | 3-Hydroxy-11-oxoolean-12-en-29-Oic acid | HMDB | | 3-Hydroxy-11-oxoolean-12-en-29-Oic acid (acd/name 4.0) | HMDB | | 3b-Hydroxy-11-oxo-olean-12-en-30-Oate | HMDB | | 3b-Hydroxy-11-oxo-olean-12-en-30-Oic acid | HMDB | | 3b-Hydroxy-11-oxoolean-12-en-30-Oate | HMDB | | 3b-Hydroxy-11-oxoolean-12-en-30-Oic acid | HMDB | | 3beta-Hydroxy-11-oxo-18beta,20beta-olean-12-en-29-oic acid | biospider | | a-Glycyrrhetinic acid | db_source | | alpha-Glycyrrhetinic acid | biospider | | b-Glycyrrhetic acid | HMDB | | beta-Glycyrrhetic acid | HMDB | | Biogastrone acid | db_source | | Biosone | db_source | | Glycyrrhetin | db_source | | Glycyrrhitinic acid | biospider |
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| Predicted Properties | |
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| Chemical Formula | C30H46O4 |
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| 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 |
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| InChI Identifier | InChI=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 |
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| InChI Key | MPDGHEJMBKOTSU-YKLVYJNSSA-N |
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| 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 |
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| Average Molecular Weight | 470.694 |
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| Monoisotopic Molecular Weight | 470.339609961 |
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| Classification |
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| Description | Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. |
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| Kingdom | Organic compounds |
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| Super Class | Lipids and lipid-like molecules |
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| Class | Prenol lipids |
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| Sub Class | Triterpenoids |
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| Direct Parent | Triterpenoids |
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| Alternative Parents | |
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| 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
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| Molecular Framework | Aliphatic homopolycyclic compounds |
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| External Descriptors | |
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| Ontology |
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| Ontology | No ontology term |
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| Physico-Chemical Properties |
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| Physico-Chemical Properties - Experimental | | Property | Value | Reference |
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| Physical state | Solid | |
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| Physical Description | Not Available | |
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| Mass Composition | C 76.55%; H 9.85%; O 13.60% | DFC |
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| Melting Point | Mp 300-304° | DFC |
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| Boiling Point | Not Available | |
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| Experimental Water Solubility | Not Available | |
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| Experimental logP | Not Available | |
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| Experimental pKa | Not Available | |
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| Isoelectric point | Not Available | |
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| Charge | Not Available | |
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| Optical Rotation | [a]D +161 (CHCl3) | DFC |
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| Spectroscopic UV Data | Not Available | |
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| Density | Not Available | |
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| Refractive Index | Not Available | |
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| Spectra |
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| Spectra | |
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| EI-MS/GC-MS | Not Available |
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| MS/MS | | Type | Description | Splash Key | View |
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| MS/MS | LC-MS/MS Spectrum - ESI-TOF 10V, Negative | splash10-0a4i-0000930000-25139768b4507e334b4a | 2017-08-14 | View Spectrum | | MS/MS | LC-MS/MS Spectrum - ESI-TOF 20V, Negative | splash10-0a4i-0000930000-25139768b4507e334b4a | 2017-08-14 | View Spectrum | | MS/MS | LC-MS/MS Spectrum - ESI-TOF 50V, Negative | splash10-00or-0000900000-ada4fdd603d1852beae8 | 2017-08-14 | View Spectrum | | MS/MS | LC-MS/MS Spectrum - ESI-TOF 40V, Negative | splash10-014i-0000900000-276dcd237f3df1b55bf7 | 2017-08-14 | View Spectrum | | MS/MS | LC-MS/MS Spectrum - ESI-TOF , Negative | splash10-014i-0000911000-952bbb171fba142dba69 | 2017-08-14 | View Spectrum | | MS/MS | LC-MS/MS Spectrum - ESI-TOF 10V, Negative | splash10-014u-0000700009-50048523dd30a3c69126 | 2017-08-14 | View Spectrum | | MS/MS | LC-MS/MS Spectrum - ESI-TOF 30V, Negative | splash10-014u-0000700009-50048523dd30a3c69126 | 2017-08-14 | View Spectrum | | MS/MS | LC-MS/MS Spectrum - ESI-TOF 10V, Negative | splash10-014i-0000900000-125f02720b2a01ba256e | 2017-09-12 | View Spectrum | | MS/MS | LC-MS/MS Spectrum - ESI-TOF 20V, Negative | splash10-014i-0000900000-6466c540accc2a7ad380 | 2017-09-12 | View Spectrum | | MS/MS | LC-MS/MS Spectrum - ESI-TOF 50V, Negative | splash10-00or-0000900000-ada4fdd603d1852beae8 | 2017-09-12 | View Spectrum | | MS/MS | LC-MS/MS Spectrum - ESI-TOF 40V, Negative | splash10-014i-0000900000-276dcd237f3df1b55bf7 | 2017-09-12 | View Spectrum | | MS/MS | LC-MS/MS Spectrum - ESI-TOF , Negative | splash10-014i-0000911000-952bbb171fba142dba69 | 2017-09-12 | View Spectrum | | MS/MS | LC-MS/MS Spectrum - ESI-TOF 10V, Negative | splash10-014u-0000700009-50048523dd30a3c69126 | 2017-09-12 | View Spectrum | | MS/MS | LC-MS/MS Spectrum - ESI-TOF 30V, Negative | splash10-014i-0000900000-c50958d1a751bbfbca79 | 2017-09-12 | View Spectrum | | MS/MS | LC-MS/MS Spectrum - LC-ESI-QFT , negative | splash10-014i-0000900000-027d29bdfec0cb682eab | 2017-09-14 | View Spectrum | | MS/MS | LC-MS/MS Spectrum - LC-ESI-QFT , negative | splash10-014i-0000900000-7d4a004adc92eda07905 | 2017-09-14 | View Spectrum | | MS/MS | LC-MS/MS Spectrum - LC-ESI-QFT , negative | splash10-014i-0000900000-04e795c32f4f79f139f3 | 2017-09-14 | View Spectrum | | MS/MS | LC-MS/MS Spectrum - LC-ESI-QFT , negative | splash10-0a6r-0004900000-5d9468128c8fc0642c7d | 2017-09-14 | View Spectrum | | MS/MS | LC-MS/MS Spectrum - LC-ESI-QFT , negative | splash10-0a4i-0009200000-c23de15fecaedafae33d | 2017-09-14 | View Spectrum | | MS/MS | LC-MS/MS Spectrum - LC-ESI-QFT , negative | splash10-056r-0109000000-1bd1687c967adde80ff9 | 2017-09-14 | View Spectrum | | MS/MS | LC-MS/MS Spectrum - LC-ESI-QFT , negative | splash10-00di-0921000000-be6ecff38e178ed81d85 | 2017-09-14 | View Spectrum | | MS/MS | LC-MS/MS Spectrum - LC-ESI-QFT , negative | splash10-00di-0900000000-b5252030bb373e0bea68 | 2017-09-14 | View Spectrum | | MS/MS | LC-MS/MS Spectrum - LC-ESI-QFT , negative | splash10-00di-0900000000-81872dd2517f0319e2d5 | 2017-09-14 | View Spectrum | | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , negative | splash10-014i-0000900000-84865ea36583c793b08e | 2017-09-14 | View Spectrum | | MS/MS | LC-MS/MS Spectrum - LC-ESI-QQ , negative | splash10-014i-0000900000-eced6d2a003b7f1e7f25 | 2017-09-14 | View Spectrum |
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| NMR | Not Available |
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| External Links |
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| ChemSpider ID | 17930566 |
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| ChEMBL ID | Not Available |
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| KEGG Compound ID | C02283 |
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| Pubchem Compound ID | 18526330 |
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| Pubchem Substance ID | Not Available |
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| ChEBI ID | 30853 |
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| Phenol-Explorer ID | Not Available |
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| DrugBank ID | Not Available |
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| HMDB ID | HMDB11628 |
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| CRC / DFC (Dictionary of Food Compounds) ID | HNT71-W:MXC60-G |
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| EAFUS ID | Not Available |
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| Dr. Duke ID | Not Available |
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| BIGG ID | Not Available |
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| KNApSAcK ID | C00003521 |
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| HET ID | Not Available |
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| Food Biomarker Ontology | Not Available |
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| VMH ID | Not Available |
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| Flavornet ID | Not Available |
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| GoodScent ID | Not Available |
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| SuperScent ID | Not Available |
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| Wikipedia ID | Glycyrrhetinic_acid |
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| Phenol-Explorer Metabolite ID | Not Available |
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| Duplicate IDS | Not Available |
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| Old DFC IDS | Not Available |
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| Associated Foods |
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| Food | Content Range | Average | Reference |
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| Food | | | Reference |
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| Biological Effects and Interactions |
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| Health Effects / Bioactivities | Not Available |
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| Enzymes | Not Available |
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| Pathways | Not Available |
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| Metabolism | Not Available |
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| Biosynthesis | Not Available |
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| Organoleptic Properties |
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| Flavours | Not Available |
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| Files |
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| MSDS | show |
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| References |
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| Synthesis Reference | Not Available |
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| General Reference | Not Available |
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| Content Reference | |
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