(3R,3aS,4aR,5R,9aS)-3,4a,5-trimethyl-2,3a,4,5,6,7,8,9a-octahydrobenzo[f][1]benzofuran-3-ol

Details

• Internal ID: 4689b681-f467-4530-8d37-a4f3af9e9264
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (3R,3aS,4aR,5R,9aS)-3,4a,5-trimethyl-2,3a,4,5,6,7,8,9a-octahydrobenzo[f][1]benzofuran-3-ol
• SMILES (Canonical): CC1CCCC2=CC3C(CC12C)C(CO3)(C)O
• SMILES (Isomeric): C[C@@H]1CCCC2=C[C@H]3[C@H](C[C@]12C)[C@@](CO3)(C)O
• InChI: InChI=1S/C15H24O2/c1-10-5-4-6-11-7-13-12(8-14(10,11)2)15(3,16)9-17-13/h7,10,12-13,16H,4-6,8-9H2,1-3H3/t10-,12+,13+,14-,15+/m1/s1
• InChI Key: HCNNHGMVCVVVJS-NZNQWUEYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₂
• Molecular Weight: 236.35 g/mol
• Exact Mass: 236.177630004 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.91
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 0

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	+	0.8679	86.79%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5732	57.32%
OATP2B1 inhibitior	-	0.8501	85.01%
OATP1B1 inhibitior	+	0.8941	89.41%
OATP1B3 inhibitior	+	0.9790	97.90%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.8965	89.65%
P-glycoprotein inhibitior	-	0.9393	93.93%
P-glycoprotein substrate	-	0.8738	87.38%
CYP3A4 substrate	+	0.5764	57.64%
CYP2C9 substrate	-	0.5754	57.54%
CYP2D6 substrate	-	0.7799	77.99%
CYP3A4 inhibition	-	0.8377	83.77%
CYP2C9 inhibition	-	0.8587	85.87%
CYP2C19 inhibition	-	0.8011	80.11%
CYP2D6 inhibition	-	0.9304	93.04%
CYP1A2 inhibition	-	0.7431	74.31%
CYP2C8 inhibition	-	0.6824	68.24%
CYP inhibitory promiscuity	-	0.8730	87.30%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4414	44.14%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.9165	91.65%
Skin irritation	-	0.5691	56.91%
Skin corrosion	-	0.9509	95.09%
Ames mutagenesis	-	0.6307	63.07%
Human Ether-a-go-go-Related Gene inhibition	-	0.5845	58.45%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.6197	61.97%
skin sensitisation	-	0.7860	78.60%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.6367	63.67%
Acute Oral Toxicity (c)	III	0.4813	48.13%
Estrogen receptor binding	-	0.7828	78.28%
Androgen receptor binding	-	0.7184	71.84%
Thyroid receptor binding	+	0.5894	58.94%
Glucocorticoid receptor binding	-	0.6155	61.55%
Aromatase binding	-	0.6551	65.51%
PPAR gamma	-	0.8049	80.49%
Honey bee toxicity	-	0.9213	92.13%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9269	92.69%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.32%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.37%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.46%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.71%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.70%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	89.79%	95.93%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.52%	92.94%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	88.82%	89.05%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.38%	95.56%
CHEMBL2581	P07339	Cathepsin D	82.71%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	80.55%	91.49%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162950258
• LOTUS: LTS0258354
• wikiData: Q105025859