4a,5-dimethyl-3-methylidene-4,5,6,7,8,9a-hexahydro-3aH-benzo[f][1]benzofuran-2-one

Details

• Internal ID: 81d42f36-a0e8-40dc-8d56-9df6e5bc0c01
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 4a,5-dimethyl-3-methylidene-4,5,6,7,8,9a-hexahydro-3aH-benzo[f][1]benzofuran-2-one
• InChI: InChI=1S/C15H20O2/c1-9-5-4-6-11-7-13-12(8-15(9,11)3)10(2)14(16)17-13/h7,9,12-13H,2,4-6,8H2,1,3H3
• InChI Key: OAPAQBTVYKCGMG-UHFFFAOYSA-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: 3.40
• 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	+	0.8755	87.55%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.4626	46.26%
OATP2B1 inhibitior	-	0.8542	85.42%
OATP1B1 inhibitior	+	0.8693	86.93%
OATP1B3 inhibitior	+	0.9126	91.26%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	-	0.9484	94.84%
P-glycoprotein inhibitior	-	0.9124	91.24%
P-glycoprotein substrate	-	0.9029	90.29%
CYP3A4 substrate	+	0.5813	58.13%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8497	84.97%
CYP3A4 inhibition	-	0.5473	54.73%
CYP2C9 inhibition	-	0.9135	91.35%
CYP2C19 inhibition	+	0.6615	66.15%
CYP2D6 inhibition	-	0.9235	92.35%
CYP1A2 inhibition	+	0.8479	84.79%
CYP2C8 inhibition	-	0.7440	74.40%
CYP inhibitory promiscuity	-	0.6945	69.45%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4667	46.67%
Eye corrosion	-	0.9791	97.91%
Eye irritation	-	0.9002	90.02%
Skin irritation	-	0.5351	53.51%
Skin corrosion	-	0.9410	94.10%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6438	64.38%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	+	0.5236	52.36%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.5517	55.17%
Acute Oral Toxicity (c)	III	0.7117	71.17%
Estrogen receptor binding	-	0.6307	63.07%
Androgen receptor binding	-	0.6856	68.56%
Thyroid receptor binding	-	0.7619	76.19%
Glucocorticoid receptor binding	-	0.4887	48.87%
Aromatase binding	+	0.5726	57.26%
PPAR gamma	-	0.7452	74.52%
Honey bee toxicity	-	0.8677	86.77%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.6500	65.00%
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
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.66%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.06%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.17%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.35%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.28%	100.00%
CHEMBL2581	P07339	Cathepsin D	87.63%	98.95%
CHEMBL1902	P62942	FK506-binding protein 1A	83.23%	97.05%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.27%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.10%	99.23%

Plants that contains it

• Frullania dilatata
• Stevia achalensis

Cross-Links

• PubChem: 3471671
• LOTUS: LTS0040632
• wikiData: Q105188761