3-[2-(4-Hydroxy-3-methoxyphenyl)-3-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxymethyl]-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-enyl 3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: b9b0b1de-9b5d-4ded-b423-c4a4392bc6e6
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 3-[2-(4-hydroxy-3-methoxyphenyl)-3-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxymethyl]-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-enyl 3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=CC(=CC2=C1OC(C2COC(=O)C=CC3=CC(=C(C=C3)O)OC)C4=CC(=C(C=C4)O)OC)C=CCOC(=O)C=CC5=CC=C(C=C5)O
• SMILES (Isomeric): COC1=CC(=CC2=C1OC(C2COC(=O)C=CC3=CC(=C(C=C3)O)OC)C4=CC(=C(C=C4)O)OC)C=CCOC(=O)C=CC5=CC=C(C=C5)O
• InChI: InChI=1S/C39H36O11/c1-45-33-20-25(8-14-31(33)41)10-17-37(44)49-23-30-29-19-26(5-4-18-48-36(43)16-9-24-6-12-28(40)13-7-24)21-35(47-3)39(29)50-38(30)27-11-15-32(42)34(22-27)46-2/h4-17,19-22,30,38,40-42H,18,23H2,1-3H3
• InChI Key: RSPVKTUWOXRFIO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₃₆O₁₁
• Molecular Weight: 680.70 g/mol
• Exact Mass: 680.22576196 g/mol
• Topological Polar Surface Area (TPSA): 150.00 Ų
• XlogP: 6.50
• Atomic LogP (AlogP): 6.57
• H-Bond Acceptor: 11
• H-Bond Donor: 3
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9767	97.67%
Caco-2	-	0.8605	86.05%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.7815	78.15%
OATP2B1 inhibitior	+	0.7056	70.56%
OATP1B1 inhibitior	+	0.8198	81.98%
OATP1B3 inhibitior	+	0.7982	79.82%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9807	98.07%
P-glycoprotein inhibitior	+	0.8624	86.24%
P-glycoprotein substrate	-	0.6662	66.62%
CYP3A4 substrate	+	0.6573	65.73%
CYP2C9 substrate	-	0.7875	78.75%
CYP2D6 substrate	-	0.8354	83.54%
CYP3A4 inhibition	-	0.7481	74.81%
CYP2C9 inhibition	+	0.9169	91.69%
CYP2C19 inhibition	+	0.6806	68.06%
CYP2D6 inhibition	-	0.9183	91.83%
CYP1A2 inhibition	-	0.7378	73.78%
CYP2C8 inhibition	+	0.8792	87.92%
CYP inhibitory promiscuity	+	0.8184	81.84%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9643	96.43%
Carcinogenicity (trinary)	Non-required	0.4395	43.95%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9109	91.09%
Skin irritation	-	0.8513	85.13%
Skin corrosion	-	0.9653	96.53%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7801	78.01%
Micronuclear	+	0.7974	79.74%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.7590	75.90%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.7273	72.73%
Acute Oral Toxicity (c)	III	0.6040	60.40%
Estrogen receptor binding	+	0.8455	84.55%
Androgen receptor binding	+	0.8178	81.78%
Thyroid receptor binding	+	0.6603	66.03%
Glucocorticoid receptor binding	+	0.8215	82.15%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7172	71.72%
Honey bee toxicity	-	0.7740	77.40%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9908	99.08%

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	98.13%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.90%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.02%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.64%	96.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.23%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.09%	86.33%
CHEMBL3194	P02766	Transthyretin	93.14%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.97%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.22%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.17%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.92%	97.09%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.41%	89.62%
CHEMBL1951	P21397	Monoamine oxidase A	85.74%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	85.05%	94.73%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	84.30%	89.67%
CHEMBL2535	P11166	Glucose transporter	83.94%	98.75%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.97%	91.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.91%	95.89%

Plants that contains it

• Hibiscus cannabinus

Cross-Links

• PubChem: 73880677
• LOTUS: LTS0224989
• wikiData: Q105244815