3-[[(2R,3S,4S,5R,6S)-5-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-6-[2-(3,4-dihydroxyphenyl)-5-hydroxy-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: 771b3c5d-f29f-4a0b-8023-4020edfdf3e0
• 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)-5-hydroxy-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=CC(=C4C(=C3)OC(=CC4=O)C5=CC(=C(C=C5)O)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=CC(=C4C(=C3)OC(=CC4=O)C5=CC(=C(C=C5)O)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/C35H40O23/c36-8-20-25(45)26(46)27(47)32(55-20)57-29-21(9-51-23(44)7-22(42)43)56-33(30(28(29)48)58-34-31(49)35(50,10-37)11-52-34)53-13-4-16(40)24-17(41)6-18(54-19(24)5-13)12-1-2-14(38)15(39)3-12/h1-6,20-21,25-34,36-40,45-50H,7-11H2,(H,42,43)/t20-,21-,25-,26+,27-,28+,29-,30-,31+,32+,33-,34+,35-/m1/s1
• InChI Key: UAGBVLJNVRPERW-VHTXGNIDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₀O₂₃
• Molecular Weight: 828.70 g/mol
• Exact Mass: 828.19603752 g/mol
• Topological Polar Surface Area (TPSA): 368.00 Ų
• XlogP: -2.60
• Atomic LogP (AlogP): -3.93
• H-Bond Acceptor: 22
• H-Bond Donor: 12
• 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	-	0.8888	88.88%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.6202	62.02%
OATP2B1 inhibitior	-	0.7125	71.25%
OATP1B1 inhibitior	+	0.9121	91.21%
OATP1B3 inhibitior	+	0.9613	96.13%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7240	72.40%
P-glycoprotein inhibitior	+	0.6657	66.57%
P-glycoprotein substrate	+	0.5867	58.67%
CYP3A4 substrate	+	0.6986	69.86%
CYP2C9 substrate	-	0.8057	80.57%
CYP2D6 substrate	-	0.8688	86.88%
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	+	0.8007	80.07%
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	-	0.9035	90.35%
Skin irritation	-	0.8181	81.81%
Skin corrosion	-	0.9467	94.67%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6764	67.64%
Micronuclear	+	0.6559	65.59%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.8826	88.26%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.8642	86.42%
Acute Oral Toxicity (c)	III	0.5162	51.62%
Estrogen receptor binding	+	0.7946	79.46%
Androgen receptor binding	+	0.6457	64.57%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.4892	48.92%
Aromatase binding	+	0.6066	60.66%
PPAR gamma	+	0.7314	73.14%
Honey bee toxicity	-	0.6456	64.56%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6450	64.50%
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	99.87%	91.11%
CHEMBL220	P22303	Acetylcholinesterase	97.52%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.90%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	96.80%	99.15%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.77%	97.09%
CHEMBL1951	P21397	Monoamine oxidase A	93.75%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.72%	94.00%
CHEMBL2581	P07339	Cathepsin D	93.51%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	92.21%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.01%	95.56%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	90.35%	95.83%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.17%	94.45%
CHEMBL3714130	P46095	G-protein coupled receptor 6	88.68%	97.36%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.64%	86.92%
CHEMBL2243	O00519	Anandamide amidohydrolase	88.30%	97.53%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.23%	86.33%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.93%	94.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.68%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	87.20%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.28%	95.89%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	84.99%	80.33%
CHEMBL5255	O00206	Toll-like receptor 4	84.44%	92.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.24%	85.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.96%	96.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.55%	90.71%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.53%	97.28%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.01%	99.17%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	80.99%	83.00%

Plants that contains it

• Capsicum annuum

Cross-Links

• PubChem: 102210458
• LOTUS: LTS0011008
• wikiData: Q105268734