7-Ethenyl-5a-hydroxy-7,9b-dimethyl-3,3b,4,5,6,8,9,9a,10,11-decahydronaphtho[2,1-e][2]benzofuran-1-one

Details

• Internal ID: f1eb8954-4857-44aa-9f18-ed09d8442a3c
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones
• IUPAC Name: 7-ethenyl-5a-hydroxy-7,9b-dimethyl-3,3b,4,5,6,8,9,9a,10,11-decahydronaphtho[2,1-e][2]benzofuran-1-one
• SMILES (Canonical): CC1(CCC2C3(CCC4=C(C3CCC2(C1)O)COC4=O)C)C=C
• SMILES (Isomeric): CC1(CCC2C3(CCC4=C(C3CCC2(C1)O)COC4=O)C)C=C
• InChI: InChI=1S/C20H28O3/c1-4-18(2)8-7-16-19(3)9-5-13-14(11-23-17(13)21)15(19)6-10-20(16,22)12-18/h4,15-16,22H,1,5-12H2,2-3H3
• InChI Key: GZAXZDJKRIYVCU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₃
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.20384475 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.77
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9970	99.70%
Caco-2	+	0.7138	71.38%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7783	77.83%
OATP2B1 inhibitior	-	0.8649	86.49%
OATP1B1 inhibitior	+	0.9289	92.89%
OATP1B3 inhibitior	+	0.9588	95.88%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	+	0.6549	65.49%
BSEP inhibitior	+	0.8247	82.47%
P-glycoprotein inhibitior	-	0.7894	78.94%
P-glycoprotein substrate	-	0.8282	82.82%
CYP3A4 substrate	+	0.6315	63.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8949	89.49%
CYP3A4 inhibition	-	0.6717	67.17%
CYP2C9 inhibition	-	0.8211	82.11%
CYP2C19 inhibition	-	0.7328	73.28%
CYP2D6 inhibition	-	0.9069	90.69%
CYP1A2 inhibition	-	0.7859	78.59%
CYP2C8 inhibition	-	0.8055	80.55%
CYP inhibitory promiscuity	-	0.9132	91.32%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5461	54.61%
Eye corrosion	-	0.9852	98.52%
Eye irritation	-	0.8712	87.12%
Skin irritation	-	0.5801	58.01%
Skin corrosion	-	0.9391	93.91%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3816	38.16%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.5877	58.77%
skin sensitisation	-	0.7663	76.63%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.5402	54.02%
Acute Oral Toxicity (c)	III	0.5222	52.22%
Estrogen receptor binding	+	0.7806	78.06%
Androgen receptor binding	+	0.7320	73.20%
Thyroid receptor binding	+	0.6306	63.06%
Glucocorticoid receptor binding	+	0.8816	88.16%
Aromatase binding	+	0.6773	67.73%
PPAR gamma	+	0.5739	57.39%
Honey bee toxicity	-	0.8517	85.17%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9906	99.06%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.68%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.77%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.57%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.72%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.17%	94.45%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.53%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.75%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	83.31%	90.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.76%	89.00%
CHEMBL2581	P07339	Cathepsin D	82.48%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.97%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.77%	95.89%

Plants that contains it

• Clinopodium chilense
• Kopsia teoi

Cross-Links

• PubChem: 163034373
• LOTUS: LTS0188395
• wikiData: Q105281293