[5-Acetyl-2-(3-hydroxyprop-1-en-2-yl)-2,3-dihydro-1-benzofuran-3-yl] 2-methylbut-2-enoate

Details

• Internal ID: ad34bc22-74f7-4407-a1c5-7b515d11dd02
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Acetophenones
• IUPAC Name: [5-acetyl-2-(3-hydroxyprop-1-en-2-yl)-2,3-dihydro-1-benzofuran-3-yl] 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C(OC2=C1C=C(C=C2)C(=O)C)C(=C)CO
• SMILES (Isomeric): CC=C(C)C(=O)OC1C(OC2=C1C=C(C=C2)C(=O)C)C(=C)CO
• InChI: InChI=1S/C18H20O5/c1-5-10(2)18(21)23-17-14-8-13(12(4)20)6-7-15(14)22-16(17)11(3)9-19/h5-8,16-17,19H,3,9H2,1-2,4H3
• InChI Key: UPSRXWDWIBMDPV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₀O₅
• Molecular Weight: 316.30 g/mol
• Exact Mass: 316.13107373 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.75
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9881	98.81%
Caco-2	+	0.7053	70.53%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7340	73.40%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8897	88.97%
OATP1B3 inhibitior	+	0.9136	91.36%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.5676	56.76%
P-glycoprotein inhibitior	-	0.6393	63.93%
P-glycoprotein substrate	-	0.7874	78.74%
CYP3A4 substrate	+	0.5362	53.62%
CYP2C9 substrate	-	0.8042	80.42%
CYP2D6 substrate	-	0.8758	87.58%
CYP3A4 inhibition	-	0.5700	57.00%
CYP2C9 inhibition	+	0.5719	57.19%
CYP2C19 inhibition	+	0.6155	61.55%
CYP2D6 inhibition	-	0.9468	94.68%
CYP1A2 inhibition	+	0.7534	75.34%
CYP2C8 inhibition	+	0.6355	63.55%
CYP inhibitory promiscuity	+	0.6094	60.94%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9443	94.43%
Carcinogenicity (trinary)	Non-required	0.6206	62.06%
Eye corrosion	-	0.9748	97.48%
Eye irritation	-	0.8047	80.47%
Skin irritation	-	0.7087	70.87%
Skin corrosion	-	0.9545	95.45%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4486	44.86%
Micronuclear	+	0.5733	57.33%
Hepatotoxicity	+	0.5703	57.03%
skin sensitisation	-	0.5351	53.51%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.5736	57.36%
Acute Oral Toxicity (c)	III	0.4293	42.93%
Estrogen receptor binding	-	0.6532	65.32%
Androgen receptor binding	-	0.5599	55.99%
Thyroid receptor binding	-	0.5810	58.10%
Glucocorticoid receptor binding	-	0.6024	60.24%
Aromatase binding	-	0.6770	67.70%
PPAR gamma	-	0.7417	74.17%
Honey bee toxicity	-	0.8338	83.38%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9869	98.69%

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	96.15%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.75%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.53%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.53%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	91.01%	94.73%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	89.49%	89.34%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.67%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	86.45%	91.19%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.11%	94.80%
CHEMBL2581	P07339	Cathepsin D	82.28%	98.95%

Plants that contains it

• Ozothamnus stirlingii
• Urolepis hecatantha

Cross-Links

• PubChem: 163005354
• LOTUS: LTS0146288
• wikiData: Q105276978