3,5a,9-Trimethyl-2-methylidene-3,3a,4,5,6,7,9a,9b-octahydrobenzo[g][1]benzofuran-6-ol

Details

• Internal ID: 382d3010-2a46-444a-b18b-b67dbfa8df13
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 3,5a,9-trimethyl-2-methylidene-3,3a,4,5,6,7,9a,9b-octahydrobenzo[g][1]benzofuran-6-ol
• SMILES (Canonical): CC1C2CCC3(C(CC=C(C3C2OC1=C)C)O)C
• SMILES (Isomeric): CC1C2CCC3(C(CC=C(C3C2OC1=C)C)O)C
• InChI: InChI=1S/C16H24O2/c1-9-5-6-13(17)16(4)8-7-12-10(2)11(3)18-15(12)14(9)16/h5,10,12-15,17H,3,6-8H2,1-2,4H3
• InChI Key: STIYXYABWPDGCS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₄O₂
• Molecular Weight: 248.36 g/mol
• Exact Mass: 248.177630004 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.28
• 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	+	0.9969	99.69%
Caco-2	+	0.6682	66.82%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Lysosomes	0.4455	44.55%
OATP2B1 inhibitior	-	0.8547	85.47%
OATP1B1 inhibitior	+	0.9201	92.01%
OATP1B3 inhibitior	+	0.8732	87.32%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	-	0.9666	96.66%
P-glycoprotein inhibitior	-	0.9204	92.04%
P-glycoprotein substrate	-	0.8607	86.07%
CYP3A4 substrate	+	0.6446	64.46%
CYP2C9 substrate	-	0.6131	61.31%
CYP2D6 substrate	-	0.7134	71.34%
CYP3A4 inhibition	-	0.5346	53.46%
CYP2C9 inhibition	-	0.8396	83.96%
CYP2C19 inhibition	-	0.5122	51.22%
CYP2D6 inhibition	-	0.9408	94.08%
CYP1A2 inhibition	-	0.5705	57.05%
CYP2C8 inhibition	-	0.7746	77.46%
CYP inhibitory promiscuity	-	0.7581	75.81%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4974	49.74%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9360	93.60%
Skin irritation	+	0.5218	52.18%
Skin corrosion	-	0.9355	93.55%
Ames mutagenesis	-	0.7760	77.60%
Human Ether-a-go-go-Related Gene inhibition	-	0.5430	54.30%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	-	0.6158	61.58%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.7517	75.17%
Acute Oral Toxicity (c)	III	0.7176	71.76%
Estrogen receptor binding	-	0.5804	58.04%
Androgen receptor binding	+	0.6097	60.97%
Thyroid receptor binding	+	0.5379	53.79%
Glucocorticoid receptor binding	-	0.4899	48.99%
Aromatase binding	-	0.7696	76.96%
PPAR gamma	-	0.5847	58.47%
Honey bee toxicity	-	0.7942	79.42%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9803	98.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1871	P10275	Androgen Receptor	90.54%	96.43%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	88.59%	86.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.50%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.44%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.46%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.82%	97.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	84.32%	96.38%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.24%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.66%	92.94%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.61%	94.45%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	81.85%	89.05%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	80.72%	90.24%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.32%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.19%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163075278
• LOTUS: LTS0022894
• wikiData: Q105260280