Epianastrephin

Details

• Internal ID: 2df0ae40-7c85-4014-8b26-748ad1229271
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: (3aS,4S,7aS)-4-ethenyl-4,7a-dimethyl-3a,5,6,7-tetrahydro-3H-1-benzofuran-2-one
• SMILES (Canonical): CC1(CCCC2(C1CC(=O)O2)C)C=C
• SMILES (Isomeric): C[C@]1(CCC[C@]2([C@H]1CC(=O)O2)C)C=C
• InChI: InChI=1S/C12H18O2/c1-4-11(2)6-5-7-12(3)9(11)8-10(13)14-12/h4,9H,1,5-8H2,2-3H3/t9-,11+,12-/m0/s1
• InChI Key: VWOPTUCATATVGQ-WCQGTBRESA-N
• Popularity: 18 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₈O₂
• Molecular Weight: 194.27 g/mol
• Exact Mass: 194.130679813 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.68
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• SCHEMBL19510073

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9970	99.70%
Caco-2	+	0.8247	82.47%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.7571	75.71%
Subcellular localzation	Plasma membrane	0.4209	42.09%
OATP2B1 inhibitior	-	0.8489	84.89%
OATP1B1 inhibitior	+	0.8852	88.52%
OATP1B3 inhibitior	+	0.9122	91.22%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.9543	95.43%
P-glycoprotein inhibitior	-	0.9566	95.66%
P-glycoprotein substrate	-	0.9669	96.69%
CYP3A4 substrate	+	0.5182	51.82%
CYP2C9 substrate	-	0.8008	80.08%
CYP2D6 substrate	-	0.8513	85.13%
CYP3A4 inhibition	-	0.7587	75.87%
CYP2C9 inhibition	-	0.9444	94.44%
CYP2C19 inhibition	+	0.5847	58.47%
CYP2D6 inhibition	-	0.9575	95.75%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	-	0.8970	89.70%
CYP inhibitory promiscuity	-	0.9556	95.56%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5777	57.77%
Eye corrosion	-	0.8991	89.91%
Eye irritation	+	0.8153	81.53%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9280	92.80%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6060	60.60%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.5918	59.18%
skin sensitisation	+	0.6455	64.55%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.4747	47.47%
Acute Oral Toxicity (c)	III	0.8549	85.49%
Estrogen receptor binding	-	0.7852	78.52%
Androgen receptor binding	-	0.5532	55.32%
Thyroid receptor binding	-	0.8037	80.37%
Glucocorticoid receptor binding	-	0.7495	74.95%
Aromatase binding	-	0.7288	72.88%
PPAR gamma	-	0.7890	78.90%
Honey bee toxicity	-	0.8543	85.43%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9760	97.60%

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	94.78%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.68%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.04%	98.95%
CHEMBL1902	P62942	FK506-binding protein 1A	83.45%	97.05%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.13%	100.00%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	80.48%	86.00%

Plants that contains it

• Plectranthus lanuginosus

Cross-Links

• PubChem: 10856363
• LOTUS: LTS0122141
• wikiData: Q104996872