(5aS,7S,9aS)-7,9a-dimethyl-6-methylidene-4,5,5a,7,8,9-hexahydro-3H-benzo[g][2]benzofuran-1-one

Details

• Internal ID: 7bcaa3b1-1621-4bad-81ea-8c9952d2203d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (5aS,7S,9aS)-7,9a-dimethyl-6-methylidene-4,5,5a,7,8,9-hexahydro-3H-benzo[g][2]benzofuran-1-one
• InChI: InChI=1S/C15H20O2/c1-9-6-7-15(3)12(10(9)2)5-4-11-8-17-14(16)13(11)15/h9,12H,2,4-8H2,1,3H3/t9-,12-,15-/m0/s1
• InChI Key: GCLXGPRAUABJSQ-FMSQNYNMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₂
• Molecular Weight: 232.32 g/mol
• Exact Mass: 232.146329876 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.24
• 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	+	0.8845	88.45%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5168	51.68%
OATP2B1 inhibitior	-	0.8521	85.21%
OATP1B1 inhibitior	+	0.9136	91.36%
OATP1B3 inhibitior	+	0.9341	93.41%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	-	0.8466	84.66%
P-glycoprotein inhibitior	-	0.9137	91.37%
P-glycoprotein substrate	-	0.8808	88.08%
CYP3A4 substrate	+	0.6043	60.43%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8841	88.41%
CYP3A4 inhibition	-	0.6676	66.76%
CYP2C9 inhibition	-	0.8485	84.85%
CYP2C19 inhibition	+	0.5468	54.68%
CYP2D6 inhibition	-	0.8882	88.82%
CYP1A2 inhibition	+	0.6798	67.98%
CYP2C8 inhibition	-	0.9134	91.34%
CYP inhibitory promiscuity	-	0.7583	75.83%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5140	51.40%
Eye corrosion	-	0.9646	96.46%
Eye irritation	+	0.5823	58.23%
Skin irritation	-	0.6297	62.97%
Skin corrosion	-	0.9534	95.34%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4632	46.32%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.6282	62.82%
skin sensitisation	-	0.6150	61.50%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.5597	55.97%
Acute Oral Toxicity (c)	III	0.6743	67.43%
Estrogen receptor binding	-	0.7807	78.07%
Androgen receptor binding	-	0.5123	51.23%
Thyroid receptor binding	+	0.5839	58.39%
Glucocorticoid receptor binding	-	0.4714	47.14%
Aromatase binding	-	0.4873	48.73%
PPAR gamma	-	0.5667	56.67%
Honey bee toxicity	-	0.7988	79.88%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	92.77%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.81%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.37%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.50%	97.09%
CHEMBL2581	P07339	Cathepsin D	85.48%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.35%	97.25%
CHEMBL1951	P21397	Monoamine oxidase A	83.29%	91.49%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.10%	93.40%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.89%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.73%	96.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.68%	97.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.20%	94.45%
CHEMBL233	P35372	Mu opioid receptor	81.12%	97.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.69%	89.00%

Plants that contains it

• Pseudowintera colorata

Cross-Links

• PubChem: 101967131
• LOTUS: LTS0031830
• wikiData: Q105006342