3-[3-(Benzoyloxymethyl)-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-enyl benzoate

Details

• Internal ID: 601c7146-c2fb-4ca5-8833-8dc4a187a42b
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 3-[3-(benzoyloxymethyl)-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-enyl benzoate
• InChI: InChI=1S/C34H30O8/c1-38-29-20-25(15-16-28(29)35)31-27(21-41-34(37)24-13-7-4-8-14-24)26-18-22(19-30(39-2)32(26)42-31)10-9-17-40-33(36)23-11-5-3-6-12-23/h3-16,18-20,27,31,35H,17,21H2,1-2H3
• InChI Key: VSDDOTKKJQUPSV-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₃₀O₈
• Molecular Weight: 566.60 g/mol
• Exact Mass: 566.19406791 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: 6.40
• Atomic LogP (AlogP): 6.35
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9869	98.69%
Caco-2	-	0.8018	80.18%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8107	81.07%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8121	81.21%
OATP1B3 inhibitior	+	0.9320	93.20%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9916	99.16%
P-glycoprotein inhibitior	+	0.9148	91.48%
P-glycoprotein substrate	-	0.7604	76.04%
CYP3A4 substrate	+	0.6134	61.34%
CYP2C9 substrate	+	0.6085	60.85%
CYP2D6 substrate	-	0.7813	78.13%
CYP3A4 inhibition	-	0.6656	66.56%
CYP2C9 inhibition	+	0.9594	95.94%
CYP2C19 inhibition	+	0.8254	82.54%
CYP2D6 inhibition	-	0.8805	88.05%
CYP1A2 inhibition	-	0.7244	72.44%
CYP2C8 inhibition	+	0.8638	86.38%
CYP inhibitory promiscuity	+	0.8351	83.51%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9343	93.43%
Carcinogenicity (trinary)	Non-required	0.4522	45.22%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.8947	89.47%
Skin irritation	-	0.8204	82.04%
Skin corrosion	-	0.9637	96.37%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7700	77.00%
Micronuclear	+	0.8392	83.92%
Hepatotoxicity	-	0.5823	58.23%
skin sensitisation	-	0.6278	62.78%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7515	75.15%
Acute Oral Toxicity (c)	III	0.5145	51.45%
Estrogen receptor binding	+	0.8490	84.90%
Androgen receptor binding	+	0.7960	79.60%
Thyroid receptor binding	+	0.6480	64.80%
Glucocorticoid receptor binding	+	0.8589	85.89%
Aromatase binding	-	0.6489	64.89%
PPAR gamma	+	0.8046	80.46%
Honey bee toxicity	-	0.8358	83.58%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9903	99.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.00%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.92%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.54%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.87%	96.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.83%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.56%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.73%	99.17%
CHEMBL2535	P11166	Glucose transporter	88.21%	98.75%
CHEMBL3194	P02766	Transthyretin	88.13%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	87.41%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.94%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.63%	99.23%
CHEMBL5028	O14672	ADAM10	83.58%	97.50%
CHEMBL1951	P21397	Monoamine oxidase A	82.75%	91.49%

Plants that contains it

• Euterpe precatoria

Cross-Links

• PubChem: 73880661
• LOTUS: LTS0214994
• wikiData: Q105292126