(3aR,4R,7S,7aR)-4-ethenyl-4-methyl-3-methylidene-7-prop-1-en-2-yl-5,6,7,7a-tetrahydro-3aH-1-benzofuran-2-one

Details

• Internal ID: 6b99529e-e97e-4b30-b358-08d74110ff2d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (3aR,4R,7S,7aR)-4-ethenyl-4-methyl-3-methylidene-7-prop-1-en-2-yl-5,6,7,7a-tetrahydro-3aH-1-benzofuran-2-one
• SMILES (Canonical): CC(=C)C1CCC(C2C1OC(=O)C2=C)(C)C=C
• SMILES (Isomeric): CC(=C)[C@@H]1CC[C@]([C@H]2[C@@H]1OC(=O)C2=C)(C)C=C
• InChI: InChI=1S/C15H20O2/c1-6-15(5)8-7-11(9(2)3)13-12(15)10(4)14(16)17-13/h6,11-13H,1-2,4,7-8H2,3,5H3/t11-,12+,13+,15-/m0/s1
• InChI Key: GFCPRZFJQAXOJG-JLNYLFASSA-N
• Popularity: 0 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: 4.20
• Atomic LogP (AlogP): 3.26
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9969	99.69%
Caco-2	-	0.5418	54.18%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Lysosomes	0.4009	40.09%
OATP2B1 inhibitior	-	0.8558	85.58%
OATP1B1 inhibitior	+	0.9197	91.97%
OATP1B3 inhibitior	+	0.8979	89.79%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.9578	95.78%
P-glycoprotein inhibitior	-	0.8671	86.71%
P-glycoprotein substrate	-	0.8985	89.85%
CYP3A4 substrate	+	0.5474	54.74%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8493	84.93%
CYP3A4 inhibition	-	0.6452	64.52%
CYP2C9 inhibition	-	0.9573	95.73%
CYP2C19 inhibition	-	0.6436	64.36%
CYP2D6 inhibition	-	0.9198	91.98%
CYP1A2 inhibition	+	0.8676	86.76%
CYP2C8 inhibition	-	0.8325	83.25%
CYP inhibitory promiscuity	-	0.7474	74.74%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4724	47.24%
Eye corrosion	-	0.9492	94.92%
Eye irritation	+	0.6860	68.60%
Skin irritation	+	0.6279	62.79%
Skin corrosion	-	0.8258	82.58%
Ames mutagenesis	-	0.6523	65.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.6190	61.90%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.7551	75.51%
skin sensitisation	+	0.7406	74.06%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	-	0.6000	60.00%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.7219	72.19%
Acute Oral Toxicity (c)	III	0.6738	67.38%
Estrogen receptor binding	-	0.5147	51.47%
Androgen receptor binding	+	0.6166	61.66%
Thyroid receptor binding	-	0.7336	73.36%
Glucocorticoid receptor binding	-	0.7140	71.40%
Aromatase binding	-	0.7389	73.89%
PPAR gamma	-	0.6144	61.44%
Honey bee toxicity	-	0.7538	75.38%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9776	97.76%

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	95.78%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.82%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.50%	94.45%
CHEMBL2581	P07339	Cathepsin D	86.06%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.95%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.89%	100.00%
CHEMBL1902	P62942	FK506-binding protein 1A	84.80%	97.05%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.26%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.83%	95.56%
CHEMBL4530	P00488	Coagulation factor XIII	80.18%	96.00%

Plants that contains it

• Aristolochia cucurbitifolia
• Aristolochia kaempferi

Cross-Links

• PubChem: 163007691
• LOTUS: LTS0057722
• wikiData: Q105007475