(2R,3R,4S,5S,6R)-2-[[(2R,3S,4S,5R,6R)-6-[3-[2-(1,3-benzodioxol-5-yl)-7-methoxy-1-benzofuran-5-yl]propoxy]-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: fab35f04-efff-4709-b90f-7150bb682b2e
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[[(2R,3S,4S,5R,6R)-6-[3-[2-(1,3-benzodioxol-5-yl)-7-methoxy-1-benzofuran-5-yl]propoxy]-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): COC1=CC(=CC2=C1OC(=C2)C3=CC4=C(C=C3)OCO4)CCCOC5C(C(C(C(O5)COC6C(C(C(C(O6)CO)O)O)O)O)O)O
• SMILES (Isomeric): COC1=CC(=CC2=C1OC(=C2)C3=CC4=C(C=C3)OCO4)CCCO[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)O)O
• InChI: InChI=1S/C31H38O15/c1-39-20-8-14(7-16-10-18(44-29(16)20)15-4-5-17-19(9-15)43-13-42-17)3-2-6-40-30-27(37)26(36)24(34)22(46-30)12-41-31-28(38)25(35)23(33)21(11-32)45-31/h4-5,7-10,21-28,30-38H,2-3,6,11-13H2,1H3/t21-,22-,23-,24-,25+,26+,27-,28-,30-,31-/m1/s1
• InChI Key: NBGJGWFIDMDCAW-LWXMCBIJSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₃₈O₁₅
• Molecular Weight: 650.60 g/mol
• Exact Mass: 650.22107050 g/mol
• Topological Polar Surface Area (TPSA): 219.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -0.59
• H-Bond Acceptor: 15
• H-Bond Donor: 7
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4780	47.80%
Caco-2	-	0.8771	87.71%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6982	69.82%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8471	84.71%
OATP1B3 inhibitior	+	0.9694	96.94%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7999	79.99%
P-glycoprotein inhibitior	+	0.6479	64.79%
P-glycoprotein substrate	-	0.5077	50.77%
CYP3A4 substrate	+	0.6668	66.68%
CYP2C9 substrate	-	0.6126	61.26%
CYP2D6 substrate	-	0.7590	75.90%
CYP3A4 inhibition	-	0.7303	73.03%
CYP2C9 inhibition	-	0.7015	70.15%
CYP2C19 inhibition	-	0.6920	69.20%
CYP2D6 inhibition	-	0.7925	79.25%
CYP1A2 inhibition	-	0.7788	77.88%
CYP2C8 inhibition	+	0.7771	77.71%
CYP inhibitory promiscuity	+	0.6201	62.01%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5114	51.14%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9238	92.38%
Skin irritation	-	0.8038	80.38%
Skin corrosion	-	0.9421	94.21%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8433	84.33%
Micronuclear	+	0.5159	51.59%
Hepatotoxicity	-	0.8177	81.77%
skin sensitisation	-	0.8862	88.62%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.8456	84.56%
Acute Oral Toxicity (c)	III	0.7308	73.08%
Estrogen receptor binding	+	0.8266	82.66%
Androgen receptor binding	+	0.6002	60.02%
Thyroid receptor binding	-	0.5230	52.30%
Glucocorticoid receptor binding	+	0.6011	60.11%
Aromatase binding	+	0.6347	63.47%
PPAR gamma	+	0.6934	69.34%
Honey bee toxicity	-	0.7408	74.08%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	-	0.4660	46.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.83%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.71%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.47%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.27%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.38%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.06%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.96%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.09%	99.17%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	91.53%	85.30%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.15%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	91.07%	92.62%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	87.40%	95.78%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.16%	96.00%
CHEMBL5747	Q92793	CREB-binding protein	86.96%	95.12%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.64%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.93%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.61%	95.89%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.31%	96.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.00%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	83.85%	94.73%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.50%	94.80%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	80.28%	96.09%
CHEMBL3438	Q05513	Protein kinase C zeta	80.21%	88.48%

Plants that contains it

• Styrax hookeri
• Styrax obassia

Cross-Links

• PubChem: 44237574
• LOTUS: LTS0270425
• wikiData: Q105176758