2-[3-[2-(1,3-Benzodioxol-5-yl)-7-methoxy-1-benzofuran-5-yl]-3-hydroxypropoxy]-6-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]oxane-3,4,5-triol

Details

• Internal ID: 256886d0-4c22-49c2-a115-4c42debadba0
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 2-[3-[2-(1,3-benzodioxol-5-yl)-7-methoxy-1-benzofuran-5-yl]-3-hydroxypropoxy]-6-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]oxane-3,4,5-triol
• SMILES (Canonical): COC1=C2C(=CC(=C1)C(CCOC3C(C(C(C(O3)COC4C(C(C(CO4)O)O)O)O)O)O)O)C=C(O2)C5=CC6=C(C=C5)OCO6
• SMILES (Isomeric): COC1=C2C(=CC(=C1)C(CCOC3C(C(C(C(O3)COC4C(C(C(CO4)O)O)O)O)O)O)O)C=C(O2)C5=CC6=C(C=C5)OCO6
• InChI: InChI=1S/C30H36O15/c1-38-21-8-14(6-15-9-19(44-28(15)21)13-2-3-18-20(7-13)43-12-42-18)16(31)4-5-39-30-27(37)25(35)24(34)22(45-30)11-41-29-26(36)23(33)17(32)10-40-29/h2-3,6-9,16-17,22-27,29-37H,4-5,10-12H2,1H3
• InChI Key: WEXSUVQWCGLATC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₆O₁₅
• Molecular Weight: 636.60 g/mol
• Exact Mass: 636.20542044 g/mol
• Topological Polar Surface Area (TPSA): 219.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -0.46
• H-Bond Acceptor: 15
• H-Bond Donor: 7
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6502	65.02%
Caco-2	-	0.8881	88.81%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7421	74.21%
OATP2B1 inhibitior	-	0.8632	86.32%
OATP1B1 inhibitior	+	0.8753	87.53%
OATP1B3 inhibitior	+	0.9574	95.74%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7776	77.76%
P-glycoprotein inhibitior	+	0.5860	58.60%
P-glycoprotein substrate	+	0.5580	55.80%
CYP3A4 substrate	+	0.6663	66.63%
CYP2C9 substrate	-	0.6139	61.39%
CYP2D6 substrate	-	0.7413	74.13%
CYP3A4 inhibition	-	0.7011	70.11%
CYP2C9 inhibition	-	0.8013	80.13%
CYP2C19 inhibition	-	0.6783	67.83%
CYP2D6 inhibition	-	0.7628	76.28%
CYP1A2 inhibition	-	0.7810	78.10%
CYP2C8 inhibition	+	0.6447	64.47%
CYP inhibitory promiscuity	-	0.6466	64.66%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5215	52.15%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9215	92.15%
Skin irritation	-	0.8074	80.74%
Skin corrosion	-	0.9460	94.60%
Ames mutagenesis	-	0.5132	51.32%
Human Ether-a-go-go-Related Gene inhibition	+	0.7651	76.51%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	-	0.6593	65.93%
skin sensitisation	-	0.8767	87.67%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.9640	96.40%
Acute Oral Toxicity (c)	III	0.6875	68.75%
Estrogen receptor binding	+	0.8480	84.80%
Androgen receptor binding	+	0.6334	63.34%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6673	66.73%
Aromatase binding	+	0.6199	61.99%
PPAR gamma	+	0.7025	70.25%
Honey bee toxicity	-	0.7239	72.39%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.7180	71.80%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.48%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.31%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.90%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	97.21%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.07%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.55%	94.45%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	94.66%	89.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.92%	94.00%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	92.59%	85.30%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.48%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.86%	97.09%
CHEMBL5747	Q92793	CREB-binding protein	91.06%	95.12%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	90.30%	92.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.39%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	86.26%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.19%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.49%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.97%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.96%	86.33%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	83.72%	80.96%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.17%	95.89%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.88%	96.95%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	82.87%	92.50%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.52%	100.00%
CHEMBL1907	P15144	Aminopeptidase N	80.64%	93.31%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.27%	95.89%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.10%	94.80%

Plants that contains it

• Styrax obassia

Cross-Links

• PubChem: 162850467
• LOTUS: LTS0032141
• wikiData: Q105303657