3a-Hydroxy-6,6,9a-trimethyl-1,4,5,5a,7,8,9,9b-octahydrobenzo[e][2]benzofuran-3-one

Details

• Internal ID: 2c44d96d-c50d-493b-b99b-53e628d880bd
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 3a-hydroxy-6,6,9a-trimethyl-1,4,5,5a,7,8,9,9b-octahydrobenzo[e][2]benzofuran-3-one
• SMILES (Canonical): CC1(CCCC2(C1CCC3(C2COC3=O)O)C)C
• SMILES (Isomeric): CC1(CCCC2(C1CCC3(C2COC3=O)O)C)C
• InChI: InChI=1S/C15H24O3/c1-13(2)6-4-7-14(3)10(13)5-8-15(17)11(14)9-18-12(15)16/h10-11,17H,4-9H2,1-3H3
• InChI Key: ARYYYZGVCTUYKP-UHFFFAOYSA-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): 46.50 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 2.52
• 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	+	0.9918	99.18%
Caco-2	+	0.8201	82.01%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7953	79.53%
OATP2B1 inhibitior	-	0.8480	84.80%
OATP1B1 inhibitior	+	0.9059	90.59%
OATP1B3 inhibitior	+	0.9206	92.06%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	-	0.7523	75.23%
P-glycoprotein inhibitior	-	0.9084	90.84%
P-glycoprotein substrate	-	0.9560	95.60%
CYP3A4 substrate	+	0.5483	54.83%
CYP2C9 substrate	+	0.6054	60.54%
CYP2D6 substrate	-	0.8240	82.40%
CYP3A4 inhibition	-	0.8384	83.84%
CYP2C9 inhibition	-	0.6631	66.31%
CYP2C19 inhibition	-	0.7087	70.87%
CYP2D6 inhibition	-	0.9654	96.54%
CYP1A2 inhibition	-	0.8086	80.86%
CYP2C8 inhibition	-	0.9192	91.92%
CYP inhibitory promiscuity	-	0.9680	96.80%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5812	58.12%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.6197	61.97%
Skin irritation	-	0.5931	59.31%
Skin corrosion	-	0.9245	92.45%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7720	77.20%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.5769	57.69%
skin sensitisation	-	0.8615	86.15%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.5857	58.57%
Acute Oral Toxicity (c)	III	0.5193	51.93%
Estrogen receptor binding	+	0.7684	76.84%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.5235	52.35%
Glucocorticoid receptor binding	+	0.5959	59.59%
Aromatase binding	-	0.4920	49.20%
PPAR gamma	-	0.4905	49.05%
Honey bee toxicity	-	0.9404	94.04%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9526	95.26%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.36%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.99%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.04%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.87%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.69%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	88.55%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.76%	94.45%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	84.66%	96.38%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.67%	82.69%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.43%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.10%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.08%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 85119708
• LOTUS: LTS0269490
• wikiData: Q103816383