3-[[(2R,3S,4S,5R,6S)-5-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-6-[2-(3,4-dihydroxyphenyl)-4-oxochromen-7-yl]oxy-4-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methoxy]-3-oxopropanoic acid

Details

• Internal ID: c6d56c70-941b-4136-8abb-088e931b036e
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 3-[[(2R,3S,4S,5R,6S)-5-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-6-[2-(3,4-dihydroxyphenyl)-4-oxochromen-7-yl]oxy-4-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methoxy]-3-oxopropanoic acid
• SMILES (Canonical): C1C(C(C(O1)OC2C(C(C(OC2OC3=CC4=C(C=C3)C(=O)C=C(O4)C5=CC(=C(C=C5)O)O)COC(=O)CC(=O)O)OC6C(C(C(C(O6)CO)O)O)O)O)O)(CO)O
• SMILES (Isomeric): C1[C@@]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2OC3=CC4=C(C=C3)C(=O)C=C(O4)C5=CC(=C(C=C5)O)O)COC(=O)CC(=O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)O)(CO)O
• InChI: InChI=1S/C35H40O22/c36-9-21-25(44)26(45)27(46)32(54-21)56-29-22(10-50-24(43)8-23(41)42)55-33(30(28(29)47)57-34-31(48)35(49,11-37)12-51-34)52-14-2-3-15-17(39)7-19(53-20(15)6-14)13-1-4-16(38)18(40)5-13/h1-7,21-22,25-34,36-38,40,44-49H,8-12H2,(H,41,42)/t21-,22-,25-,26+,27-,28+,29-,30-,31+,32+,33-,34+,35-/m1/s1
• InChI Key: IXIUGZNEQZODCY-PVJLXDPGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₀O₂₂
• Molecular Weight: 812.70 g/mol
• Exact Mass: 812.20112290 g/mol
• Topological Polar Surface Area (TPSA): 348.00 Ų
• XlogP: -2.80
• Atomic LogP (AlogP): -3.64
• H-Bond Acceptor: 21
• H-Bond Donor: 11
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5925	59.25%
Caco-2	-	0.8917	89.17%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.6202	62.02%
OATP2B1 inhibitior	-	0.7121	71.21%
OATP1B1 inhibitior	+	0.8978	89.78%
OATP1B3 inhibitior	+	0.9613	96.13%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7771	77.71%
P-glycoprotein inhibitior	+	0.6653	66.53%
P-glycoprotein substrate	+	0.5721	57.21%
CYP3A4 substrate	+	0.7026	70.26%
CYP2C9 substrate	-	0.6148	61.48%
CYP2D6 substrate	-	0.8645	86.45%
CYP3A4 inhibition	-	0.8323	83.23%
CYP2C9 inhibition	-	0.9108	91.08%
CYP2C19 inhibition	-	0.8485	84.85%
CYP2D6 inhibition	-	0.9195	91.95%
CYP1A2 inhibition	-	0.9079	90.79%
CYP2C8 inhibition	+	0.7814	78.14%
CYP inhibitory promiscuity	-	0.8811	88.11%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5585	55.85%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9060	90.60%
Skin irritation	-	0.8181	81.81%
Skin corrosion	-	0.9467	94.67%
Ames mutagenesis	-	0.5170	51.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.3632	36.32%
Micronuclear	+	0.6559	65.59%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.8826	88.26%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.8781	87.81%
Acute Oral Toxicity (c)	III	0.5162	51.62%
Estrogen receptor binding	+	0.7883	78.83%
Androgen receptor binding	+	0.6680	66.80%
Thyroid receptor binding	+	0.5143	51.43%
Glucocorticoid receptor binding	-	0.4948	49.48%
Aromatase binding	+	0.5833	58.33%
PPAR gamma	+	0.7352	73.52%
Honey bee toxicity	-	0.6579	65.79%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6350	63.50%
Fish aquatic toxicity	+	0.9203	92.03%

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	99.91%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.55%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	97.02%	99.15%
CHEMBL220	P22303	Acetylcholinesterase	96.41%	94.45%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	94.01%	83.57%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.00%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	93.19%	95.93%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.10%	94.00%
CHEMBL2581	P07339	Cathepsin D	92.99%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.57%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.96%	94.45%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	91.29%	95.83%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.92%	97.36%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.52%	99.23%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.29%	86.92%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	88.91%	94.33%
CHEMBL1951	P21397	Monoamine oxidase A	88.38%	91.49%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.09%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.58%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.95%	86.33%
CHEMBL5255	O00206	Toll-like receptor 4	85.30%	92.50%
CHEMBL2243	O00519	Anandamide amidohydrolase	85.15%	97.53%
CHEMBL340	P08684	Cytochrome P450 3A4	84.99%	91.19%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	84.94%	80.33%
CHEMBL4530	P00488	Coagulation factor XIII	83.58%	96.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.31%	90.71%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	81.14%	83.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.11%	99.17%

Plants that contains it

• Capsicum annuum

Cross-Links

• PubChem: 101260574
• LOTUS: LTS0227082
• wikiData: Q105122200