[(2S,3aS,7aR)-2-(furan-3-yl)-4,4-dimethyl-2,3,3a,5,6,7-hexahydro-1-benzofuran-7a-yl]methanol

Details

• Internal ID: 2dbb631a-8420-4b2a-b25c-a2b6b4cc1a00
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: [(2S,3aS,7aR)-2-(furan-3-yl)-4,4-dimethyl-2,3,3a,5,6,7-hexahydro-1-benzofuran-7a-yl]methanol
• SMILES (Canonical): CC1(CCCC2(C1CC(O2)C3=COC=C3)CO)C
• SMILES (Isomeric): CC1(CCC[C@@]2([C@H]1C[C@H](O2)C3=COC=C3)CO)C
• InChI: InChI=1S/C15H22O3/c1-14(2)5-3-6-15(10-16)13(14)8-12(18-15)11-4-7-17-9-11/h4,7,9,12-13,16H,3,5-6,8,10H2,1-2H3/t12-,13-,15-/m0/s1
• InChI Key: OQMYQFRMPFJBHE-YDHLFZDLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 42.60 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.30
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9905	99.05%
Caco-2	+	0.8377	83.77%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6871	68.71%
OATP2B1 inhibitior	-	0.8555	85.55%
OATP1B1 inhibitior	+	0.7249	72.49%
OATP1B3 inhibitior	+	0.9043	90.43%
MATE1 inhibitior	-	0.9012	90.12%
OCT2 inhibitior	-	0.7041	70.41%
BSEP inhibitior	-	0.9164	91.64%
P-glycoprotein inhibitior	-	0.9434	94.34%
P-glycoprotein substrate	-	0.8846	88.46%
CYP3A4 substrate	+	0.5403	54.03%
CYP2C9 substrate	+	0.5918	59.18%
CYP2D6 substrate	-	0.6928	69.28%
CYP3A4 inhibition	-	0.8045	80.45%
CYP2C9 inhibition	-	0.6229	62.29%
CYP2C19 inhibition	-	0.7124	71.24%
CYP2D6 inhibition	-	0.8973	89.73%
CYP1A2 inhibition	-	0.8010	80.10%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.7724	77.24%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.5746	57.46%
Eye corrosion	-	0.9816	98.16%
Eye irritation	-	0.9690	96.90%
Skin irritation	-	0.8437	84.37%
Skin corrosion	-	0.9627	96.27%
Ames mutagenesis	-	0.6770	67.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7577	75.77%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.5899	58.99%
skin sensitisation	-	0.7873	78.73%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.7874	78.74%
Acute Oral Toxicity (c)	III	0.5946	59.46%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	-	0.6211	62.11%
Thyroid receptor binding	+	0.5472	54.72%
Glucocorticoid receptor binding	-	0.4646	46.46%
Aromatase binding	+	0.5436	54.36%
PPAR gamma	-	0.6185	61.85%
Honey bee toxicity	-	0.9418	94.18%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.8722	87.22%

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	97.91%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.10%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.91%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.78%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.20%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.19%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.48%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	82.68%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.73%	95.89%

Plants that contains it

• Ricciocarpos natans

Cross-Links

• PubChem: 14705526
• LOTUS: LTS0028377
• wikiData: Q105197018