(1R,5aR,6S,9aS,9bR)-6-(hydroxymethyl)-6,9a-dimethyl-1,3,5,5a,7,8,9,9b-octahydrobenzo[g][2]benzofuran-1-ol

Details

• Internal ID: 87f92085-ddd3-4953-b34f-1dfadea65487
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (1R,5aR,6S,9aS,9bR)-6-(hydroxymethyl)-6,9a-dimethyl-1,3,5,5a,7,8,9,9b-octahydrobenzo[g][2]benzofuran-1-ol
• SMILES (Canonical): CC1(CCCC2(C1CC=C3C2C(OC3)O)C)CO
• SMILES (Isomeric): C[C@@]1(CCC[C@]2([C@H]1CC=C3[C@@H]2[C@@H](OC3)O)C)CO
• InChI: InChI=1S/C15H24O3/c1-14(9-16)6-3-7-15(2)11(14)5-4-10-8-18-13(17)12(10)15/h4,11-13,16-17H,3,5-9H2,1-2H3/t11-,12+,13+,14+,15-/m0/s1
• InChI Key: ITHRNWHTTAXXMB-JARUQAPTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₃
• Molecular Weight: 252.35 g/mol
• Exact Mass: 252.17254462 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.09
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9847	98.47%
Caco-2	+	0.7704	77.04%
Blood Brain Barrier	+	0.5105	51.05%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5306	53.06%
OATP2B1 inhibitior	-	0.8547	85.47%
OATP1B1 inhibitior	+	0.8247	82.47%
OATP1B3 inhibitior	+	0.9369	93.69%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.5923	59.23%
BSEP inhibitior	-	0.8582	85.82%
P-glycoprotein inhibitior	-	0.9498	94.98%
P-glycoprotein substrate	-	0.8461	84.61%
CYP3A4 substrate	+	0.5611	56.11%
CYP2C9 substrate	-	0.7868	78.68%
CYP2D6 substrate	-	0.7980	79.80%
CYP3A4 inhibition	-	0.6558	65.58%
CYP2C9 inhibition	-	0.7564	75.64%
CYP2C19 inhibition	-	0.7342	73.42%
CYP2D6 inhibition	-	0.8520	85.20%
CYP1A2 inhibition	-	0.7320	73.20%
CYP2C8 inhibition	-	0.6923	69.23%
CYP inhibitory promiscuity	-	0.6798	67.98%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5202	52.02%
Eye corrosion	-	0.9769	97.69%
Eye irritation	-	0.9068	90.68%
Skin irritation	-	0.7536	75.36%
Skin corrosion	-	0.9534	95.34%
Ames mutagenesis	-	0.5123	51.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.5885	58.85%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.5299	52.99%
skin sensitisation	-	0.7879	78.79%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.7796	77.96%
Acute Oral Toxicity (c)	III	0.5955	59.55%
Estrogen receptor binding	-	0.7266	72.66%
Androgen receptor binding	+	0.5498	54.98%
Thyroid receptor binding	+	0.6350	63.50%
Glucocorticoid receptor binding	-	0.6902	69.02%
Aromatase binding	-	0.6941	69.41%
PPAR gamma	-	0.7448	74.48%
Honey bee toxicity	-	0.8857	88.57%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9902	99.02%

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	97.40%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.48%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.75%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	92.61%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.05%	97.09%
CHEMBL2581	P07339	Cathepsin D	87.16%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.49%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.26%	94.45%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.66%	90.24%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.56%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.59%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162943009
• LOTUS: LTS0088669
• wikiData: Q105120049