(4aR,8aR,9aS)-9a-hydroxy-4,4,7-trimethyl-5,6,8a,9-tetrahydro-4aH-benzo[f][1]benzofuran-2-one

Details

• Internal ID: 8896b8d1-43b7-4e70-b4bf-f7ca54eaabd4
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (4aR,8aR,9aS)-9a-hydroxy-4,4,7-trimethyl-5,6,8a,9-tetrahydro-4aH-benzo[f][1]benzofuran-2-one
• InChI: InChI=1S/C15H20O3/c1-9-4-5-11-10(6-9)8-15(17)12(14(11,2)3)7-13(16)18-15/h6-7,10-11,17H,4-5,8H2,1-3H3/t10-,11+,15-/m0/s1
• InChI Key: FGUPQPDMAULLNU-RWSFTLGLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.56
• 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	+	0.9973	99.73%
Caco-2	+	0.7744	77.44%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6183	61.83%
OATP2B1 inhibitior	-	0.8543	85.43%
OATP1B1 inhibitior	+	0.9179	91.79%
OATP1B3 inhibitior	+	0.9685	96.85%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	-	0.7813	78.13%
P-glycoprotein inhibitior	-	0.9366	93.66%
P-glycoprotein substrate	-	0.8438	84.38%
CYP3A4 substrate	+	0.6282	62.82%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8814	88.14%
CYP3A4 inhibition	-	0.7908	79.08%
CYP2C9 inhibition	-	0.8298	82.98%
CYP2C19 inhibition	-	0.7748	77.48%
CYP2D6 inhibition	-	0.9377	93.77%
CYP1A2 inhibition	-	0.7507	75.07%
CYP2C8 inhibition	-	0.7991	79.91%
CYP inhibitory promiscuity	-	0.9279	92.79%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4927	49.27%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.7916	79.16%
Skin irritation	+	0.5420	54.20%
Skin corrosion	-	0.9280	92.80%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5435	54.35%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.5275	52.75%
skin sensitisation	-	0.6283	62.83%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.5737	57.37%
Acute Oral Toxicity (c)	III	0.4466	44.66%
Estrogen receptor binding	-	0.5494	54.94%
Androgen receptor binding	+	0.5622	56.22%
Thyroid receptor binding	+	0.6159	61.59%
Glucocorticoid receptor binding	+	0.5817	58.17%
Aromatase binding	-	0.5905	59.05%
PPAR gamma	+	0.5655	56.55%
Honey bee toxicity	-	0.9202	92.02%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9809	98.09%

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	96.21%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.92%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.36%	95.56%
CHEMBL1871	P10275	Androgen Receptor	90.23%	96.43%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.52%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.44%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.99%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.42%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.17%	97.25%
CHEMBL2581	P07339	Cathepsin D	85.03%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.23%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162985408
• LOTUS: LTS0128873
• wikiData: Q104995070