(1S,3aR,6R,7Z,7aR)-7-ethylidene-1-hydroxy-6-[(1S)-1,3,3-trimethylcyclohexyl]-3,3a,4,7a-tetrahydro-1H-2-benzofuran-5-one

Details

• Internal ID: 8d17b660-4003-4491-9a09-1da65b725a7b
• Taxonomy: Organoheterocyclic compounds > Isobenzofurans
• IUPAC Name: (1S,3aR,6R,7Z,7aR)-7-ethylidene-1-hydroxy-6-[(1S)-1,3,3-trimethylcyclohexyl]-3,3a,4,7a-tetrahydro-1H-2-benzofuran-5-one
• InChI: InChI=1S/C19H30O3/c1-5-13-15-12(10-22-17(15)21)9-14(20)16(13)19(4)8-6-7-18(2,3)11-19/h5,12,15-17,21H,6-11H2,1-4H3/b13-5-/t12-,15+,16+,17-,19-/m0/s1
• InChI Key: RPHDRFPSWHBWIN-BVJOOIOFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₃₀O₃
• Molecular Weight: 306.40 g/mol
• Exact Mass: 306.21949481 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.71
• 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	+	0.9966	99.66%
Caco-2	+	0.7467	74.67%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8693	86.93%
OATP2B1 inhibitior	-	0.8561	85.61%
OATP1B1 inhibitior	+	0.8791	87.91%
OATP1B3 inhibitior	+	0.9334	93.34%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	-	0.8304	83.04%
P-glycoprotein inhibitior	-	0.8556	85.56%
P-glycoprotein substrate	-	0.6560	65.60%
CYP3A4 substrate	+	0.6103	61.03%
CYP2C9 substrate	-	0.8028	80.28%
CYP2D6 substrate	-	0.8224	82.24%
CYP3A4 inhibition	-	0.7201	72.01%
CYP2C9 inhibition	-	0.7778	77.78%
CYP2C19 inhibition	-	0.7077	70.77%
CYP2D6 inhibition	-	0.9348	93.48%
CYP1A2 inhibition	-	0.8076	80.76%
CYP2C8 inhibition	-	0.8484	84.84%
CYP inhibitory promiscuity	-	0.7747	77.47%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5484	54.84%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9489	94.89%
Skin irritation	-	0.5993	59.93%
Skin corrosion	-	0.9482	94.82%
Ames mutagenesis	+	0.5563	55.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.4590	45.90%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.7721	77.21%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.6213	62.13%
Acute Oral Toxicity (c)	III	0.5783	57.83%
Estrogen receptor binding	+	0.6001	60.01%
Androgen receptor binding	+	0.7819	78.19%
Thyroid receptor binding	+	0.6829	68.29%
Glucocorticoid receptor binding	+	0.6185	61.85%
Aromatase binding	-	0.7934	79.34%
PPAR gamma	-	0.7139	71.39%
Honey bee toxicity	-	0.8560	85.60%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9950	99.50%

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	96.49%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.33%	97.25%
CHEMBL2581	P07339	Cathepsin D	88.27%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.90%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.05%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.04%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.86%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.83%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.60%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.58%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.62%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.08%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.76%	99.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.31%	92.94%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 23426617
• LOTUS: LTS0183771
• wikiData: Q105242680