(2S,3aS,4S,5aS,9aS,9bR)-2-[(E)-4-hydroxybut-2-en-2-yl]-3a,6,6,9a-tetramethyl-2,4,5,5a,7,8,9,9b-octahydro-1H-benzo[e][1]benzofuran-4-ol

Details

• Internal ID: 6ec3318a-eb75-4301-b9cf-f7740c9f456b
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (2S,3aS,4S,5aS,9aS,9bR)-2-[(E)-4-hydroxybut-2-en-2-yl]-3a,6,6,9a-tetramethyl-2,4,5,5a,7,8,9,9b-octahydro-1H-benzo[e][1]benzofuran-4-ol
• InChI: InChI=1S/C20H34O3/c1-13(7-10-21)14-11-16-19(4)9-6-8-18(2,3)15(19)12-17(22)20(16,5)23-14/h7,14-17,21-22H,6,8-12H2,1-5H3/b13-7+/t14-,15-,16+,17-,19-,20-/m0/s1
• InChI Key: POGFNKXITAADKD-ZPAHIADASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₃
• Molecular Weight: 322.50 g/mol
• Exact Mass: 322.25079494 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.69
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9911	99.11%
Caco-2	+	0.5951	59.51%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6120	61.20%
OATP2B1 inhibitior	-	0.8602	86.02%
OATP1B1 inhibitior	+	0.8615	86.15%
OATP1B3 inhibitior	+	0.9782	97.82%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.5542	55.42%
BSEP inhibitior	-	0.5818	58.18%
P-glycoprotein inhibitior	-	0.7404	74.04%
P-glycoprotein substrate	-	0.8400	84.00%
CYP3A4 substrate	+	0.6194	61.94%
CYP2C9 substrate	-	0.8030	80.30%
CYP2D6 substrate	-	0.7241	72.41%
CYP3A4 inhibition	-	0.6039	60.39%
CYP2C9 inhibition	-	0.8536	85.36%
CYP2C19 inhibition	-	0.8571	85.71%
CYP2D6 inhibition	-	0.9074	90.74%
CYP1A2 inhibition	-	0.8669	86.69%
CYP2C8 inhibition	-	0.6464	64.64%
CYP inhibitory promiscuity	-	0.6049	60.49%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5142	51.42%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9621	96.21%
Skin irritation	-	0.5301	53.01%
Skin corrosion	-	0.9471	94.71%
Ames mutagenesis	-	0.6637	66.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.3936	39.36%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.7101	71.01%
skin sensitisation	-	0.7837	78.37%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.7307	73.07%
Acute Oral Toxicity (c)	III	0.7218	72.18%
Estrogen receptor binding	+	0.7750	77.50%
Androgen receptor binding	-	0.5499	54.99%
Thyroid receptor binding	+	0.6907	69.07%
Glucocorticoid receptor binding	+	0.7646	76.46%
Aromatase binding	+	0.5987	59.87%
PPAR gamma	+	0.5716	57.16%
Honey bee toxicity	-	0.8112	81.12%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9367	93.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	96.33%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.85%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.52%	97.25%
CHEMBL233	P35372	Mu opioid receptor	90.89%	97.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.34%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.01%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.41%	97.09%
CHEMBL1977	P11473	Vitamin D receptor	87.32%	99.43%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.62%	95.50%
CHEMBL4370	P16662	UDP-glucuronosyltransferase 2B7	85.35%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.04%	96.61%
CHEMBL237	P41145	Kappa opioid receptor	81.91%	98.10%
CHEMBL226	P30542	Adenosine A1 receptor	81.82%	95.93%
CHEMBL1937	Q92769	Histone deacetylase 2	81.33%	94.75%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	80.61%	95.58%

Plants that contains it

• Croton laui

Cross-Links

• PubChem: 90676769
• LOTUS: LTS0223075
• wikiData: Q105212381