(8aS)-3,8a-dimethyl-5-methylidene-4a,6-dihydro-4H-benzo[f][1]benzofuran-2-one

Details

• Internal ID: 8b0d2eef-f6d9-4b62-8f01-d49b7d8773c8
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (8aS)-3,8a-dimethyl-5-methylidene-4a,6-dihydro-4H-benzo[f][1]benzofuran-2-one
• InChI: InChI=1S/C15H16O2/c1-9-5-4-6-15(3)8-13-11(7-12(9)15)10(2)14(16)17-13/h4,6,8,12H,1,5,7H2,2-3H3/t12?,15-/m1/s1
• InChI Key: NRBVPMLNGGQOLX-WPZCJLIBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₂
• Molecular Weight: 228.29 g/mol
• Exact Mass: 228.115029749 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.29
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

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	+	0.7330	73.30%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5149	51.49%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8767	87.67%
OATP1B3 inhibitior	+	0.9294	92.94%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7097	70.97%
P-glycoprotein inhibitior	-	0.9269	92.69%
P-glycoprotein substrate	-	0.8595	85.95%
CYP3A4 substrate	+	0.5672	56.72%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8792	87.92%
CYP3A4 inhibition	+	0.5091	50.91%
CYP2C9 inhibition	-	0.9210	92.10%
CYP2C19 inhibition	-	0.5172	51.72%
CYP2D6 inhibition	-	0.9323	93.23%
CYP1A2 inhibition	+	0.6875	68.75%
CYP2C8 inhibition	-	0.8432	84.32%
CYP inhibitory promiscuity	+	0.5051	50.51%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4098	40.98%
Eye corrosion	-	0.9590	95.90%
Eye irritation	-	0.8126	81.26%
Skin irritation	-	0.5233	52.33%
Skin corrosion	-	0.9239	92.39%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7015	70.15%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.8000	80.00%
skin sensitisation	+	0.6362	63.62%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.5902	59.02%
Acute Oral Toxicity (c)	III	0.6571	65.71%
Estrogen receptor binding	-	0.5269	52.69%
Androgen receptor binding	-	0.5566	55.66%
Thyroid receptor binding	-	0.6512	65.12%
Glucocorticoid receptor binding	-	0.4645	46.45%
Aromatase binding	-	0.5832	58.32%
PPAR gamma	-	0.5502	55.02%
Honey bee toxicity	-	0.8317	83.17%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9952	99.52%

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	91.42%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.29%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.87%	89.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	85.55%	93.40%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	84.17%	82.38%
CHEMBL2581	P07339	Cathepsin D	83.24%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.02%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.54%	94.80%
CHEMBL3401	O75469	Pregnane X receptor	80.48%	94.73%

Plants that contains it

• Lindera aggregata

Cross-Links

• PubChem: 5316456
• NPASS: NPC72504
• LOTUS: LTS0166657
• wikiData: Q105184324