18a-Glycyrrhetinic acid

Details

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Internal ID b6d55435-ac6d-4ffe-86c2-48e83e18df4f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2S,4aS,6aR,6aS,6bR,10S,12aS,14bS)-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-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI 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-/m1/s1
InChI Key MPDGHEJMBKOTSU-NFYGSHHYSA-N
Popularity 266 references in papers

Physical and Chemical Properties

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Molecular Formula C30H46O4
Molecular Weight 470.70 g/mol
Exact Mass 470.33960994 g/mol
Topological Polar Surface Area (TPSA) 74.60 Ų
XlogP 6.40

Synonyms

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18a-Glycyrrhetic acid
CHEMBL378653
18alpha-Glycyrrhetic acid
(2S,4aS,6aR,6aS,6bR,10S,12aS,14bS)-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-carboxylic acid
18ss -Glycyrrhetinic acid
SCHEMBL18539
orb1305082
BDBM50185128
AKOS016009638
DS-5150
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of 18a-Glycyrrhetinic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL4235 P28845 11-beta-hydroxysteroid dehydrogenase 1 8.6 nM
IC50
via Super-PRED
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 1.2 nM
IC50
via Super-PRED
CHEMBL1293224 P10636 Microtubule-associated protein tau 354.8 nM
Potency
via Super-PRED
CHEMBL1293235 P02545 Prelamin-A/C 89.1 nM
Potency
via Super-PRED
CHEMBL3616 P24723 Protein kinase C eta 250 nM
Kd
via Super-PRED
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 15600 nM
IC50
PMID: 16580200

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL221 P23219 Cyclooxygenase-1 96.12% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.72% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.41% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.21% 91.11%
CHEMBL2581 P07339 Cathepsin D 89.42% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.88% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.80% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.44% 82.69%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.26% 93.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.77% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.00% 99.23%
CHEMBL340 P08684 Cytochrome P450 3A4 81.69% 91.19%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.11% 100.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Glycyrrhiza glabra
Glycyrrhiza inflata
Glycyrrhiza uralensis

Cross-Links

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PubChem 12193680
NPASS NPC65120
ChEMBL CHEMBL378653