[(2R,3R,4S,5S,6S)-3,4-dihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-3-yl]oxy-5-[(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methyl acetate

Details

• Internal ID: e6d1f225-4c5e-418d-a884-727b9dc7982b
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(2R,3R,4S,5S,6S)-3,4-dihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-3-yl]oxy-5-[(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methyl acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=C(OC4=CC(=CC(=C4C3=O)O)OC5C(C(C(C(O5)C)O)O)O)C6=CC=C(C=C6)O)COC(=O)C)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@@H]([C@@H]([C@@H](O1)O[C@H]2[C@H]([C@H]([C@H](O[C@H]2OC3=C(OC4=CC(=CC(=C4C3=O)O)O[C@H]5[C@@H]([C@H]([C@H]([C@H](O5)C)O)O)O)C6=CC=C(C=C6)O)COC(=O)C)O)O)O)O)O
• InChI: InChI=1S/C35H42O20/c1-11-21(39)25(43)28(46)33(49-11)51-16-8-17(38)20-18(9-16)52-30(14-4-6-15(37)7-5-14)31(24(20)42)54-35-32(27(45)23(41)19(53-35)10-48-13(3)36)55-34-29(47)26(44)22(40)12(2)50-34/h4-9,11-12,19,21-23,25-29,32-35,37-41,43-47H,10H2,1-3H3/t11-,12+,19-,21+,22+,23+,25+,26+,27+,28-,29+,32+,33+,34+,35+/m1/s1
• InChI Key: PWWMGQJEFDUFKG-ZAEVQSRCSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₂O₂₀
• Molecular Weight: 782.70 g/mol
• Exact Mass: 782.22694372 g/mol
• Topological Polar Surface Area (TPSA): 310.00 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -2.32
• H-Bond Acceptor: 20
• H-Bond Donor: 10
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5761	57.61%
Caco-2	-	0.9087	90.87%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.6722	67.22%
OATP2B1 inhibitior	-	0.5720	57.20%
OATP1B1 inhibitior	+	0.9025	90.25%
OATP1B3 inhibitior	+	0.8801	88.01%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8749	87.49%
P-glycoprotein inhibitior	+	0.5933	59.33%
P-glycoprotein substrate	+	0.5476	54.76%
CYP3A4 substrate	+	0.6735	67.35%
CYP2C9 substrate	+	0.5319	53.19%
CYP2D6 substrate	-	0.8787	87.87%
CYP3A4 inhibition	-	0.9582	95.82%
CYP2C9 inhibition	-	0.9496	94.96%
CYP2C19 inhibition	-	0.9592	95.92%
CYP2D6 inhibition	-	0.9597	95.97%
CYP1A2 inhibition	-	0.8961	89.61%
CYP2C8 inhibition	+	0.7848	78.48%
CYP inhibitory promiscuity	-	0.8551	85.51%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7295	72.95%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.9097	90.97%
Skin irritation	-	0.8380	83.80%
Skin corrosion	-	0.9566	95.66%
Ames mutagenesis	+	0.5063	50.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.7148	71.48%
Micronuclear	+	0.5792	57.92%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.9398	93.98%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.9084	90.84%
Acute Oral Toxicity (c)	III	0.6273	62.73%
Estrogen receptor binding	+	0.7902	79.02%
Androgen receptor binding	+	0.6477	64.77%
Thyroid receptor binding	+	0.5216	52.16%
Glucocorticoid receptor binding	+	0.5448	54.48%
Aromatase binding	-	0.4934	49.34%
PPAR gamma	+	0.7205	72.05%
Honey bee toxicity	-	0.7247	72.47%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5550	55.50%
Fish aquatic toxicity	+	0.9691	96.91%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.50%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.35%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.96%	89.00%
CHEMBL2581	P07339	Cathepsin D	97.41%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.32%	85.14%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	95.86%	95.64%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.68%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.60%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	93.96%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.28%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.46%	99.17%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	88.12%	94.80%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.88%	99.15%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	86.33%	95.78%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.32%	94.45%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.13%	97.36%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.11%	95.89%

Plants that contains it

• Vicia faba

Cross-Links

• PubChem: 162889632
• LOTUS: LTS0133393
• wikiData: Q105216036