[(1Z,2R)-1-(3-oxo-6,7-dihydro-2-benzofuran-1-ylidene)butan-2-yl] (Z)-2-methylbut-2-enoate

Details

• Internal ID: 0c1b980f-b026-4d29-b954-74ee04324012
• Taxonomy: Organoheterocyclic compounds > Isobenzofurans
• IUPAC Name: [(1Z,2R)-1-(3-oxo-6,7-dihydro-2-benzofuran-1-ylidene)butan-2-yl] (Z)-2-methylbut-2-enoate
• SMILES (Canonical): CCC(C=C1C2=C(C=CCC2)C(=O)O1)OC(=O)C(=CC)C
• SMILES (Isomeric): CC[C@H](/C=C\1/C2=C(C=CCC2)C(=O)O1)OC(=O)/C(=C\C)/C
• InChI: InChI=1S/C17H20O4/c1-4-11(3)16(18)20-12(5-2)10-15-13-8-6-7-9-14(13)17(19)21-15/h4,7,9-10,12H,5-6,8H2,1-3H3/b11-4-,15-10-/t12-/m1/s1
• InChI Key: JZZIVNUYKVAAGC-IMAGOUCASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₄
• Molecular Weight: 288.34 g/mol
• Exact Mass: 288.13615911 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.36
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9950	99.50%
Caco-2	+	0.8682	86.82%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6663	66.63%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8663	86.63%
OATP1B3 inhibitior	+	0.9501	95.01%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.8436	84.36%
P-glycoprotein inhibitior	-	0.5757	57.57%
P-glycoprotein substrate	-	0.8263	82.63%
CYP3A4 substrate	+	0.5697	56.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8743	87.43%
CYP3A4 inhibition	-	0.6510	65.10%
CYP2C9 inhibition	-	0.8033	80.33%
CYP2C19 inhibition	-	0.7255	72.55%
CYP2D6 inhibition	-	0.9145	91.45%
CYP1A2 inhibition	-	0.6305	63.05%
CYP2C8 inhibition	-	0.7695	76.95%
CYP inhibitory promiscuity	+	0.5000	50.00%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9268	92.68%
Carcinogenicity (trinary)	Non-required	0.5348	53.48%
Eye corrosion	-	0.8560	85.60%
Eye irritation	-	0.9202	92.02%
Skin irritation	-	0.7057	70.57%
Skin corrosion	-	0.9224	92.24%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7890	78.90%
Micronuclear	-	0.7441	74.41%
Hepatotoxicity	-	0.5235	52.35%
skin sensitisation	-	0.6889	68.89%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.5964	59.64%
Acute Oral Toxicity (c)	III	0.6538	65.38%
Estrogen receptor binding	+	0.6818	68.18%
Androgen receptor binding	-	0.5883	58.83%
Thyroid receptor binding	-	0.5226	52.26%
Glucocorticoid receptor binding	-	0.5677	56.77%
Aromatase binding	-	0.7102	71.02%
PPAR gamma	+	0.6793	67.93%
Honey bee toxicity	-	0.7947	79.47%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.8765	87.65%

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	96.82%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.32%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.21%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.70%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.01%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.60%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	86.13%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.39%	89.00%
CHEMBL4208	P20618	Proteasome component C5	80.82%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.35%	99.23%

Plants that contains it

• Angelica acutiloba

Cross-Links

• PubChem: 162959141
• LOTUS: LTS0265748
• wikiData: Q105137741