1-(3'-hydroxy-2',2',6'-trimethylspiro[3H-1-benzofuran-2,1'-cyclohexane]-5-yl)ethanone

Details

• Internal ID: 340bc218-a7bf-407b-90cd-be7ec1e6969b
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: 1-(3'-hydroxy-2',2',6'-trimethylspiro[3H-1-benzofuran-2,1'-cyclohexane]-5-yl)ethanone
• SMILES (Canonical): CC1CCC(C(C12CC3=C(O2)C=CC(=C3)C(=O)C)(C)C)O
• SMILES (Isomeric): CC1CCC(C(C12CC3=C(O2)C=CC(=C3)C(=O)C)(C)C)O
• InChI: InChI=1S/C18H24O3/c1-11-5-8-16(20)17(3,4)18(11)10-14-9-13(12(2)19)6-7-15(14)21-18/h6-7,9,11,16,20H,5,8,10H2,1-4H3
• InChI Key: DATNQPSGIFVQCG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₄O₃
• Molecular Weight: 288.40 g/mol
• Exact Mass: 288.17254462 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.38
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

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	+	0.6936	69.36%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8051	80.51%
OATP2B1 inhibitior	-	0.8592	85.92%
OATP1B1 inhibitior	+	0.9186	91.86%
OATP1B3 inhibitior	+	0.9291	92.91%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.7039	70.39%
P-glycoprotein inhibitior	-	0.8766	87.66%
P-glycoprotein substrate	-	0.6550	65.50%
CYP3A4 substrate	+	0.5853	58.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6905	69.05%
CYP3A4 inhibition	-	0.7182	71.82%
CYP2C9 inhibition	-	0.6486	64.86%
CYP2C19 inhibition	-	0.6038	60.38%
CYP2D6 inhibition	-	0.9397	93.97%
CYP1A2 inhibition	+	0.6117	61.17%
CYP2C8 inhibition	-	0.6462	64.62%
CYP inhibitory promiscuity	-	0.8573	85.73%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.5388	53.88%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.9435	94.35%
Skin irritation	-	0.6144	61.44%
Skin corrosion	-	0.9204	92.04%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6630	66.30%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.5717	57.17%
skin sensitisation	-	0.8433	84.33%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.5153	51.53%
Estrogen receptor binding	+	0.8495	84.95%
Androgen receptor binding	+	0.5290	52.90%
Thyroid receptor binding	-	0.5324	53.24%
Glucocorticoid receptor binding	+	0.5781	57.81%
Aromatase binding	+	0.6401	64.01%
PPAR gamma	+	0.7823	78.23%
Honey bee toxicity	-	0.9556	95.56%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6152	61.52%
Fish aquatic toxicity	+	0.9900	99.00%

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	96.60%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.64%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	90.29%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.21%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.23%	92.94%
CHEMBL340	P08684	Cytochrome P450 3A4	89.05%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.57%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.02%	89.00%
CHEMBL2581	P07339	Cathepsin D	87.89%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.92%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.81%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.76%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.52%	95.89%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	81.23%	90.24%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.68%	94.80%

Plants that contains it

• Heliotropium taltalense

Cross-Links

• PubChem: 162962344
• LOTUS: LTS0067423
• wikiData: Q104973957