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

Details

• Internal ID: f2fdd888-afa9-4285-91be-b44c763ec1af
• 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)-1-benzofuran-5-yl]propoxy]-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): C1OC2=C(O1)C=C(C=C2)C3=CC4=C(O3)C=CC(=C4)CCCOC5C(C(C(C(O5)COC6C(C(C(C(O6)CO)O)O)O)O)O)O
• SMILES (Isomeric): C1OC2=C(O1)C=C(C=C2)C3=CC4=C(O3)C=CC(=C4)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/C30H36O14/c31-11-21-23(32)25(34)28(37)30(43-21)39-12-22-24(33)26(35)27(36)29(44-22)38-7-1-2-14-3-5-17-16(8-14)10-19(42-17)15-4-6-18-20(9-15)41-13-40-18/h3-6,8-10,21-37H,1-2,7,11-13H2/t21-,22-,23-,24-,25+,26+,27-,28-,29-,30-/m1/s1
• InChI Key: GWICWFOGZOZWGY-OTJWROPPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₆O₁₄
• Molecular Weight: 620.60 g/mol
• Exact Mass: 620.21050582 g/mol
• Topological Polar Surface Area (TPSA): 210.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -0.60
• H-Bond Acceptor: 14
• 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	-	0.5135	51.35%
Caco-2	-	0.8833	88.33%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6932	69.32%
OATP2B1 inhibitior	-	0.8560	85.60%
OATP1B1 inhibitior	+	0.8770	87.70%
OATP1B3 inhibitior	+	0.9515	95.15%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8543	85.43%
P-glycoprotein inhibitior	+	0.6460	64.60%
P-glycoprotein substrate	-	0.6493	64.93%
CYP3A4 substrate	+	0.6372	63.72%
CYP2C9 substrate	-	0.7915	79.15%
CYP2D6 substrate	-	0.7775	77.75%
CYP3A4 inhibition	-	0.7289	72.89%
CYP2C9 inhibition	-	0.7787	77.87%
CYP2C19 inhibition	-	0.7525	75.25%
CYP2D6 inhibition	-	0.7584	75.84%
CYP1A2 inhibition	-	0.7709	77.09%
CYP2C8 inhibition	+	0.7516	75.16%
CYP inhibitory promiscuity	+	0.5286	52.86%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5356	53.56%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9241	92.41%
Skin irritation	-	0.7963	79.63%
Skin corrosion	-	0.9478	94.78%
Ames mutagenesis	+	0.5046	50.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.8478	84.78%
Micronuclear	+	0.5059	50.59%
Hepatotoxicity	-	0.8123	81.23%
skin sensitisation	-	0.8801	88.01%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.8696	86.96%
Acute Oral Toxicity (c)	III	0.6066	60.66%
Estrogen receptor binding	+	0.7800	78.00%
Androgen receptor binding	+	0.6592	65.92%
Thyroid receptor binding	-	0.5780	57.80%
Glucocorticoid receptor binding	-	0.4819	48.19%
Aromatase binding	+	0.6452	64.52%
PPAR gamma	+	0.7145	71.45%
Honey bee toxicity	-	0.7304	73.04%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.6790	67.90%

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	98.82%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.10%	94.45%
CHEMBL2581	P07339	Cathepsin D	96.68%	98.95%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	94.53%	95.78%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	94.17%	83.57%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.71%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.17%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.94%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.32%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.16%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.01%	99.17%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	87.24%	85.30%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	86.31%	96.37%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.94%	96.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.29%	92.62%
CHEMBL3401	O75469	Pregnane X receptor	84.95%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.56%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	84.45%	95.93%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.34%	95.83%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.95%	86.92%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.34%	96.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.24%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.96%	95.89%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.50%	91.71%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	81.44%	96.09%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.19%	94.80%
CHEMBL1944	P08473	Neprilysin	80.64%	92.63%

Plants that contains it

• Styrax hookeri

Cross-Links

• PubChem: 44237576
• LOTUS: LTS0273706
• wikiData: Q105022405