Enoxolone

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	ee2a07b8-6ed3-4060-9c59-b274468c8fb7
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name	(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
SMILES (Canonical)	CC1(C2CCC3(C(C2(CCC1O)C)C(=O)C=C4C3(CCC5(C4CC(CC5)(C)C(=O)O)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)O
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
InChI Key	MPDGHEJMBKOTSU-YKLVYJNSSA-N
Popularity	2,480 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 Å²
XlogP	6.40
Atomic LogP (AlogP)	6.41
H-Bond Acceptor	3
H-Bond Donor	2
Rotatable Bonds	1

Synonyms

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471-53-4

Glycyrrhetic acid

Uralenic acid

GLYCYRRHETINIC ACID

18-beta-Glycyrrhetinic acid

Biosone

Rhetinic Acid

Glycyrrhetin

Arthrodont

18beta-Glycyrrhetinic acid

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9930	99.30%
Caco-2	-	0.5154	51.54%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8912	89.12%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	-	0.7738	77.38%
OATP1B3 inhibitior	-	0.5698	56.98%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5321	53.21%
BSEP inhibitior	+	0.9142	91.42%
P-glycoprotein inhibitior	-	0.6281	62.81%
P-glycoprotein substrate	-	0.9362	93.62%
CYP3A4 substrate	+	0.6689	66.89%
CYP2C9 substrate	-	0.7735	77.35%
CYP2D6 substrate	-	0.9031	90.31%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.9317	93.17%
CYP2C19 inhibition	-	0.9604	96.04%
CYP2D6 inhibition	-	0.9538	95.38%
CYP1A2 inhibition	-	0.9296	92.96%
CYP2C8 inhibition	-	0.7149	71.49%
CYP inhibitory promiscuity	-	0.9544	95.44%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6941	69.41%
Eye corrosion	-	0.9945	99.45%
Eye irritation	-	0.9397	93.97%
Skin irritation	+	0.6462	64.62%
Skin corrosion	-	0.9582	95.82%
Ames mutagenesis	-	0.8144	81.44%
Human Ether-a-go-go-Related Gene inhibition	-	0.5310	53.10%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	+	0.5247	52.47%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.4802	48.02%
Acute Oral Toxicity (c)	III	0.8402	84.02%
Estrogen receptor binding	+	0.6805	68.05%
Androgen receptor binding	+	0.6907	69.07%
Thyroid receptor binding	+	0.6218	62.18%
Glucocorticoid receptor binding	+	0.8971	89.71%
Aromatase binding	+	0.7351	73.51%
PPAR gamma	+	0.6412	64.12%
Honey bee toxicity	-	0.8488	84.88%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9975	99.75%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL4235	P28845	11-beta-hydroxysteroid dehydrogenase 1	13 nM 11.78 nM 8.6 nM 29.1 nM 29.1 nM 8.6 nM	IC50 IC50 IC50 IC50 IC50 IC50	PMID: 18653260 PMID: 18242087 via Super-PRED PMID: 25590374 PMID: 23747808 PMID: 21873057
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	257 nM 1.22 nM 1.2 nM 257 nM 1.2 nM	IC50 IC50 IC50 IC50 IC50	PMID: 21376605 PMID: 23747808 PMID: 25590374 PMID: 20851614 via Super-PRED
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	20970 nM	IC50	PMID: 26900660
CHEMBL5983	O60218	Aldo-keto reductase family 1 member B10	4900 nM	IC50	PMID: 21561086
CHEMBL340	P08684	Cytochrome P450 3A4	15848.9 nM 15848.9 nM	Potency Potency	via CMAUP via CMAUP
CHEMBL1293224	P10636	Microtubule-associated protein tau	39810.7 nM 354.8 nM 39810.7 nM	Potency Potency Potency	via CMAUP via Super-PRED via CMAUP
CHEMBL1293235	P02545	Prelamin-A/C	89.1 nM 89.1 nM	Potency Potency	via Super-PRED via CMAUP
CHEMBL3616	P24723	Protein kinase C eta	250 nM	Kd	via Super-PRED
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	45800 nM	IC50	PMID: 21193311
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	9600 nM	IC50	PMID: 21193311
CHEMBL1697668	Q9Y6L6	Solute carrier organic anion transporter family member 1B1	524.81 nM	IC50	PMID: 23571415
CHEMBL1743121	Q9NPD5	Solute carrier organic anion transporter family member 1B3	549.54 nM	IC50	PMID: 23571415

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

Glycyrrhiza glabra

Glycyrrhiza inflata

Glycyrrhiza uralensis

Mitracarpus hirtus