(8R)-8-hydroxy-5,7,7-trimethyl-3,4,6,8-tetrahydrocyclopenta[g]isochromen-1-one

Details

• Internal ID: 10af2043-28d3-4a37-baf9-2b5a3218a59b
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 2-benzopyrans
• IUPAC Name: (8R)-8-hydroxy-5,7,7-trimethyl-3,4,6,8-tetrahydrocyclopenta[g]isochromen-1-one
• InChI: InChI=1S/C15H18O3/c1-8-9-4-5-18-14(17)11(9)6-10-12(8)7-15(2,3)13(10)16/h6,13,16H,4-5,7H2,1-3H3/t13-/m0/s1
• InChI Key: ASZMEICBVBLBKQ-ZDUSSCGKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₃
• Molecular Weight: 246.30 g/mol
• Exact Mass: 246.125594432 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.32
• H-Bond Acceptor: 3
• 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	+	0.9885	98.85%
Caco-2	+	0.7852	78.52%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8556	85.56%
OATP2B1 inhibitior	-	0.8546	85.46%
OATP1B1 inhibitior	+	0.9041	90.41%
OATP1B3 inhibitior	+	0.9186	91.86%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.8493	84.93%
P-glycoprotein inhibitior	-	0.8981	89.81%
P-glycoprotein substrate	-	0.9084	90.84%
CYP3A4 substrate	+	0.6129	61.29%
CYP2C9 substrate	-	0.7904	79.04%
CYP2D6 substrate	-	0.8207	82.07%
CYP3A4 inhibition	-	0.8444	84.44%
CYP2C9 inhibition	-	0.5715	57.15%
CYP2C19 inhibition	-	0.7241	72.41%
CYP2D6 inhibition	-	0.9264	92.64%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	-	0.8442	84.42%
CYP inhibitory promiscuity	-	0.9366	93.66%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6212	62.12%
Eye corrosion	-	0.9923	99.23%
Eye irritation	+	0.6556	65.56%
Skin irritation	-	0.6951	69.51%
Skin corrosion	-	0.9307	93.07%
Ames mutagenesis	-	0.6137	61.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.7431	74.31%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.8340	83.40%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.6411	64.11%
Acute Oral Toxicity (c)	III	0.5470	54.70%
Estrogen receptor binding	+	0.5945	59.45%
Androgen receptor binding	+	0.5487	54.87%
Thyroid receptor binding	+	0.6665	66.65%
Glucocorticoid receptor binding	+	0.7003	70.03%
Aromatase binding	-	0.8101	81.01%
PPAR gamma	+	0.5889	58.89%
Honey bee toxicity	-	0.8865	88.65%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9664	96.64%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.93%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.43%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.75%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.51%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	92.38%	93.40%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.73%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.53%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.35%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.67%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.42%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.56%	96.77%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.07%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101893861
• LOTUS: LTS0238729
• wikiData: Q104918218