Methyl glycyrrhetinate

Details

• Internal ID: fb8efb3d-917f-42ae-8106-263f247e04f1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: methyl (2S,4aS,6aR,6aS,6bR,8aR,10S,12aS,14bR)-10-hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-3,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydro-1H-picene-2-carboxylate
• SMILES (Canonical): CC1(C2CCC3(C(C2(CCC1O)C)C(=O)C=C4C3(CCC5(C4CC(CC5)(C)C(=O)OC)C)C)C)C
• SMILES (Isomeric): C[C@]12CC[C@](C[C@H]1C3=CC(=O)[C@@H]4[C@]5(CC[C@@H](C([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)C)O)C)(C)C(=O)OC
• InChI: InChI=1S/C31H48O4/c1-26(2)22-9-12-31(7)24(29(22,5)11-10-23(26)33)21(32)17-19-20-18-28(4,25(34)35-8)14-13-27(20,3)15-16-30(19,31)6/h17,20,22-24,33H,9-16,18H2,1-8H3/t20-,22-,23-,24+,27+,28-,29-,30+,31+/m0/s1
• InChI Key: RMIVRCBSQPCSCQ-BDANYOJNSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₈O₄
• Molecular Weight: 484.70 g/mol
• Exact Mass: 484.35526001 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 6.70

Synonyms

• 1477-44-7
• 18-beta-Glycyrrhetinic acid methyl ester
• Methyl glycyrrhetate
• Methyl 18-beta-glycyrrhetate
• Methyl 18-beta-glycyrrhetinate
• CHEMBL1271483
• methyl (2S,4aS,6aR,6aS,6bR,8aR,10S,12aS,14bR)-10-hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-3,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydro-1H-picene-2-carboxylate
• Olean-12-en-30-oic acid, 3-beta-hydroxy-11-oxo-, methyl ester
• C31H48O4
• SCHEMBL13393872
• DTXSID90933191
• RMIVRCBSQPCSCQ-BDANYOJNSA-N
• BDBM50058817
• AKOS016036158
• LS-98305
• 18-BETA-GLYCYRRHETINICACIDMETHYLESTER
• Methyl 3-hydroxy-11-oxoolean-12-en-29-oate
• (2S,4aS,6aS,6bR,8aR,10S,12aS,12bR,14bR)-methyl 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-carboxylate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	22360 nM	IC50	PMID: 26900660
CHEMBL3180	O00748	Carboxylesterase 2	5610 nM	IC50	PMID: 26900660

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	98.33%	94.78%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.87%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.89%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.45%	96.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	92.31%	82.69%
CHEMBL2581	P07339	Cathepsin D	91.64%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.76%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.10%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.94%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	85.99%	91.19%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.98%	91.07%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.58%	93.03%
CHEMBL221	P23219	Cyclooxygenase-1	83.50%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.26%	99.23%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	82.65%	85.30%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.77%	94.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.45%	92.94%

Plants that contains it

• Glycyrrhiza uralensis
• Mitracarpus hirtus

Cross-Links

• PubChem: 102135
• NPASS: NPC295643
• ChEMBL: CHEMBL1271483