[2-(6-Acetyl-5-hydroxy-1-benzofuran-2-yl)-2,3-dihydroxypropyl] 3-methylbut-2-enoate

Details

• Internal ID: ffa6c4c4-b5b0-4570-a219-e34a572becc3
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: [2-(6-acetyl-5-hydroxy-1-benzofuran-2-yl)-2,3-dihydroxypropyl] 3-methylbut-2-enoate
• SMILES (Canonical): CC(=CC(=O)OCC(CO)(C1=CC2=CC(=C(C=C2O1)C(=O)C)O)O)C
• SMILES (Isomeric): CC(=CC(=O)OCC(CO)(C1=CC2=CC(=C(C=C2O1)C(=O)C)O)O)C
• InChI: InChI=1S/C18H20O7/c1-10(2)4-17(22)24-9-18(23,8-19)16-6-12-5-14(21)13(11(3)20)7-15(12)25-16/h4-7,19,21,23H,8-9H2,1-3H3
• InChI Key: ZOKBBVDKDDRVQX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₀O₇
• Molecular Weight: 348.30 g/mol
• Exact Mass: 348.12090297 g/mol
• Topological Polar Surface Area (TPSA): 117.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.03
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9750	97.50%
Caco-2	-	0.6671	66.71%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7631	76.31%
OATP2B1 inhibitior	-	0.5671	56.71%
OATP1B1 inhibitior	+	0.8956	89.56%
OATP1B3 inhibitior	+	0.9301	93.01%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5457	54.57%
P-glycoprotein inhibitior	-	0.6331	63.31%
P-glycoprotein substrate	-	0.6561	65.61%
CYP3A4 substrate	+	0.5827	58.27%
CYP2C9 substrate	+	0.6055	60.55%
CYP2D6 substrate	-	0.8870	88.70%
CYP3A4 inhibition	-	0.8296	82.96%
CYP2C9 inhibition	-	0.6135	61.35%
CYP2C19 inhibition	-	0.6065	60.65%
CYP2D6 inhibition	-	0.8959	89.59%
CYP1A2 inhibition	+	0.5787	57.87%
CYP2C8 inhibition	-	0.6232	62.32%
CYP inhibitory promiscuity	-	0.7387	73.87%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5595	55.95%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.6833	68.33%
Skin irritation	-	0.7901	79.01%
Skin corrosion	-	0.9363	93.63%
Ames mutagenesis	-	0.5654	56.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7809	78.09%
Micronuclear	+	0.5214	52.14%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.6571	65.71%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.6900	69.00%
Acute Oral Toxicity (c)	III	0.5287	52.87%
Estrogen receptor binding	+	0.8560	85.60%
Androgen receptor binding	+	0.7563	75.63%
Thyroid receptor binding	-	0.5382	53.82%
Glucocorticoid receptor binding	+	0.8788	87.88%
Aromatase binding	+	0.7711	77.11%
PPAR gamma	+	0.7171	71.71%
Honey bee toxicity	-	0.8614	86.14%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9742	97.42%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.72%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.64%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	96.89%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.21%	99.17%
CHEMBL2581	P07339	Cathepsin D	89.82%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.65%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.08%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.63%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.29%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.16%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.09%	96.95%

Plants that contains it

• Oreoseris gossypina

Cross-Links

• PubChem: 102469275
• LOTUS: LTS0035735
• wikiData: Q105380549