(3bS,5aR,7S,9aS,9bS)-7-ethenyl-7,9b-dimethyl-4,5,6,8,9,9a,10,11-octahydro-3bH-naphtho[2,1-e][2]benzofuran-5a-ol

Details

• Internal ID: 9824fe4b-1628-4d4d-b931-f81b80d7f70c
• Taxonomy: Organoheterocyclic compounds > Heteroaromatic compounds
• IUPAC Name: (3bS,5aR,7S,9aS,9bS)-7-ethenyl-7,9b-dimethyl-4,5,6,8,9,9a,10,11-octahydro-3bH-naphtho[2,1-e][2]benzofuran-5a-ol
• InChI: InChI=1S/C20H28O2/c1-4-18(2)8-7-17-19(3)9-5-14-11-22-12-15(14)16(19)6-10-20(17,21)13-18/h4,11-12,16-17,21H,1,5-10,13H2,2-3H3/t16-,17+,18+,19+,20-/m1/s1
• InChI Key: SNGSHXQSCZHIPB-JAZQRGJZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₂
• Molecular Weight: 300.40 g/mol
• Exact Mass: 300.208930132 g/mol
• Topological Polar Surface Area (TPSA): 33.40 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 4.83
• H-Bond Acceptor: 2
• 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	+	1.0000	100.00%
Caco-2	+	0.7774	77.74%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.4705	47.05%
OATP2B1 inhibitior	-	0.8616	86.16%
OATP1B1 inhibitior	+	0.8802	88.02%
OATP1B3 inhibitior	+	0.8952	89.52%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.4837	48.37%
P-glycoprotein inhibitior	-	0.8735	87.35%
P-glycoprotein substrate	-	0.7895	78.95%
CYP3A4 substrate	+	0.6295	62.95%
CYP2C9 substrate	-	0.5980	59.80%
CYP2D6 substrate	-	0.7142	71.42%
CYP3A4 inhibition	-	0.7065	70.65%
CYP2C9 inhibition	-	0.8174	81.74%
CYP2C19 inhibition	+	0.6168	61.68%
CYP2D6 inhibition	-	0.9062	90.62%
CYP1A2 inhibition	+	0.6379	63.79%
CYP2C8 inhibition	-	0.5988	59.88%
CYP inhibitory promiscuity	-	0.7684	76.84%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7100	71.00%
Carcinogenicity (trinary)	Non-required	0.4595	45.95%
Eye corrosion	-	0.9849	98.49%
Eye irritation	-	0.9524	95.24%
Skin irritation	-	0.6415	64.15%
Skin corrosion	-	0.9202	92.02%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6430	64.30%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.5041	50.41%
skin sensitisation	-	0.6879	68.79%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.7989	79.89%
Acute Oral Toxicity (c)	III	0.7314	73.14%
Estrogen receptor binding	+	0.7651	76.51%
Androgen receptor binding	+	0.7088	70.88%
Thyroid receptor binding	+	0.7385	73.85%
Glucocorticoid receptor binding	+	0.8436	84.36%
Aromatase binding	+	0.6238	62.38%
PPAR gamma	+	0.6062	60.62%
Honey bee toxicity	-	0.8327	83.27%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9862	98.62%

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	96.79%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.48%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.39%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.40%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.95%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.76%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.72%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.42%	92.94%

Plants that contains it

• Clinopodium chilense

Cross-Links

• PubChem: 162998414
• LOTUS: LTS0030146
• wikiData: Q105256419