Phyto4Health

Enoxolone

Representations & DB's id
ChEBI: CHEBI:30853
ChEMBL: CHEMBL230006
PubChem: 10114
IUPAC: (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-carboxylic acid
Standard 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+/m0/s1
Standard InChI Key: MPDGHEJMBKOTSU-YKLVYJNSSA-N
SMILES: O=C1C=C2[C@@H]3C[C@](C)(CC[C@]3(C)CC[C@]2([C@]2([C@H]1[C@@]1(C)CC[C@@H](C([C@@H]1CC2)(C)C)O)C)C)C(=O)O

Molecular propeties
AlogP: 6.41
Hydrogen bonds acceptors: 3
Hydrogen bonds donors: 2
Rotatable bonds: 1
Number of rings: 5
Molecular Weight: 470.34
Topological polar surface area: 74.6
Number of aromatic rings: 0
Fsp3: 0.867
Number of carbons: 30

Plant sources

Part of plant Plant name Ref.
PlantGlycyrrhiza glabra
PlantGlycyrrhiza glabra
PlantGlycyrrhiza uralensis
PlantGlycyrrhiza uralensis
PlantGlycyrrhiza uralensis
PlantGlycyrrhiza uralensis

In vitro data

Activity Type Activity Value Target Name UniProt ID Ref.
IC5011.78 nM11-beta-hydroxysteroid dehydrogenase 1P28845
Others53 %Estradiol 17-beta-dehydrogenase 1P14061
Others24.5 %Estradiol 17-beta-dehydrogenase 2P37059
IC5013 nM11-beta-hydroxysteroid dehydrogenase 1P28845
Others49.3 %11-beta-hydroxysteroid dehydrogenase 2P80365
Others49.7 %11-beta-hydroxysteroid dehydrogenase 1P28845
Others99.9 %11-beta-hydroxysteroid dehydrogenase 2P80365
Others91.2 %11-beta-hydroxysteroid dehydrogenase 1P28845
Others16 %11-beta-hydroxysteroid dehydrogenase 1P28845
Others6 %11-beta-hydroxysteroid dehydrogenase 2P80365
IC50257 nM11-beta-hydroxysteroid dehydrogenase 2P80365
IC50778 nM11-beta-hydroxysteroid dehydrogenase 1P28845
Potency89.1 nMPrelamin-A/CP02545
Potency39810.7 nMMicrotubule-associated protein tauP10636
Potency28183.8 nMMicrotubule-associated protein tauP10636
Potency39810.7 nMMicrotubule-associated protein tauP10636
Potency15848.9 nMCytochrome P450 3A4P08684
Potency15848.9 nMCytochrome P450 3A4P08684
Others16 %11-beta-hydroxysteroid dehydrogenase 1P28845
IC50778 nM11-beta-hydroxysteroid dehydrogenase 1P28845
Others6 %11-beta-hydroxysteroid dehydrogenase 2P80365
IC50257 nM11-beta-hydroxysteroid dehydrogenase 2P80365
Others83.9 %11-beta-hydroxysteroid dehydrogenase 1P28845
Others93.6 %11-beta-hydroxysteroid dehydrogenase 2P80365
Kd250 nMProtein kinase C etaP24723
IC508.6 nM11-beta-hydroxysteroid dehydrogenase 1P28845
Others2 Cytochrome P450 1A2P05177
Potency24813.5 nMGemininO75496
Potency7307.8 nMGemininO75496
IC504900 nMAldo-keto reductase family 1 member B10O60218
IC50280000 nMAldose reductaseP15121
Others94.53 %11-beta-hydroxysteroid dehydrogenase 1P28845
IC5029.1 nM11-beta-hydroxysteroid dehydrogenase 1P28845
IC501.22 nM11-beta-hydroxysteroid dehydrogenase 2P80365
IC5029.1 nM11-beta-hydroxysteroid dehydrogenase 1P28845
IC501.2 nM11-beta-hydroxysteroid dehydrogenase 2P80365
IC5020970 nMAcyl coenzyme A:cholesterol acyltransferaseP23141
IC5069260 nMCarboxylesterase 2O00748