[4,5-Dihydroxy-2-[[2-(4-hydroxy-3-methoxyphenyl)-5-(3-hydroxypropyl)-7-methoxy-2,3-dihydro-1-benzofuran-3-yl]methoxy]-6-(hydroxymethyl)oxan-3-yl] 4-hydroxybenzoate

Details

• Internal ID: e1b1b8f0-ddf6-4b62-8385-4cdf5b6a28aa
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: [4,5-dihydroxy-2-[[2-(4-hydroxy-3-methoxyphenyl)-5-(3-hydroxypropyl)-7-methoxy-2,3-dihydro-1-benzofuran-3-yl]methoxy]-6-(hydroxymethyl)oxan-3-yl] 4-hydroxybenzoate
• SMILES (Canonical): COC1=CC(=CC2=C1OC(C2COC3C(C(C(C(O3)CO)O)O)OC(=O)C4=CC=C(C=C4)O)C5=CC(=C(C=C5)O)OC)CCCO
• SMILES (Isomeric): COC1=CC(=CC2=C1OC(C2COC3C(C(C(C(O3)CO)O)O)OC(=O)C4=CC=C(C=C4)O)C5=CC(=C(C=C5)O)OC)CCCO
• InChI: InChI=1S/C33H38O13/c1-41-24-14-19(7-10-23(24)37)29-22(21-12-17(4-3-11-34)13-25(42-2)30(21)45-29)16-43-33-31(28(39)27(38)26(15-35)44-33)46-32(40)18-5-8-20(36)9-6-18/h5-10,12-14,22,26-29,31,33-39H,3-4,11,15-16H2,1-2H3
• InChI Key: JAMQOHOFSZQJIX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₃₈O₁₃
• Molecular Weight: 642.60 g/mol
• Exact Mass: 642.23124126 g/mol
• Topological Polar Surface Area (TPSA): 194.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 1.94
• H-Bond Acceptor: 13
• H-Bond Donor: 6
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6370	63.70%
Caco-2	-	0.8693	86.93%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7061	70.61%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7482	74.82%
OATP1B3 inhibitior	+	0.9550	95.50%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7784	77.84%
P-glycoprotein inhibitior	+	0.7052	70.52%
P-glycoprotein substrate	+	0.5770	57.70%
CYP3A4 substrate	+	0.6972	69.72%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8233	82.33%
CYP3A4 inhibition	-	0.8599	85.99%
CYP2C9 inhibition	-	0.8468	84.68%
CYP2C19 inhibition	-	0.8536	85.36%
CYP2D6 inhibition	-	0.8982	89.82%
CYP1A2 inhibition	-	0.8342	83.42%
CYP2C8 inhibition	+	0.8865	88.65%
CYP inhibitory promiscuity	-	0.7309	73.09%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6280	62.80%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9266	92.66%
Skin irritation	-	0.8218	82.18%
Skin corrosion	-	0.9488	94.88%
Ames mutagenesis	-	0.6354	63.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8336	83.36%
Micronuclear	+	0.5133	51.33%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.8953	89.53%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.8387	83.87%
Acute Oral Toxicity (c)	III	0.7604	76.04%
Estrogen receptor binding	+	0.8080	80.80%
Androgen receptor binding	+	0.7004	70.04%
Thyroid receptor binding	+	0.5671	56.71%
Glucocorticoid receptor binding	+	0.7326	73.26%
Aromatase binding	+	0.5252	52.52%
PPAR gamma	+	0.6179	61.79%
Honey bee toxicity	-	0.7861	78.61%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	-	0.4007	40.07%

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	99.29%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.88%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.24%	99.17%
CHEMBL2581	P07339	Cathepsin D	95.94%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	93.54%	86.92%
CHEMBL1951	P21397	Monoamine oxidase A	92.12%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.70%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.86%	85.14%
CHEMBL3194	P02766	Transthyretin	90.76%	90.71%
CHEMBL4208	P20618	Proteasome component C5	89.49%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.35%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	88.05%	94.73%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.78%	96.95%
CHEMBL226	P30542	Adenosine A1 receptor	87.32%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.67%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.01%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.81%	95.89%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.39%	95.83%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.31%	95.89%
CHEMBL2535	P11166	Glucose transporter	83.97%	98.75%
CHEMBL5255	O00206	Toll-like receptor 4	82.39%	92.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.99%	94.00%

Plants that contains it

• Vitex rotundifolia

Cross-Links

• PubChem: 85184115
• LOTUS: LTS0205571
• wikiData: Q105123865