7-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one

Details

• Internal ID: e0403379-2ed8-4e70-81d8-327d87cf4dab
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 7-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one
• SMILES (Canonical): C1=CC(=CC=C1C2=CC(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)CO)OC5C(C(C(C(O5)CO)O)O)O)O)O)O)OC6C(C(C(C(O6)CO)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C2=CC(=O)C3=C(C=C(C=C3O2)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O
• InChI: InChI=1S/C33H40O20/c34-8-18-22(39)24(41)27(44)31(50-18)47-12-3-1-11(2-4-12)16-7-15(38)21-14(37)5-13(6-17(21)49-16)48-32-29(46)26(43)30(20(10-36)52-32)53-33-28(45)25(42)23(40)19(9-35)51-33/h1-7,18-20,22-37,39-46H,8-10H2/t18-,19-,20-,22-,23-,24+,25+,26-,27-,28-,29-,30-,31-,32-,33+/m1/s1
• InChI Key: NVYCRSROJRTVQP-TZFWSYDESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₀O₂₀
• Molecular Weight: 756.70 g/mol
• Exact Mass: 756.21129366 g/mol
• Topological Polar Surface Area (TPSA): 324.00 Ų
• XlogP: -3.10
• Atomic LogP (AlogP): -4.65
• H-Bond Acceptor: 20
• H-Bond Donor: 12
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6238	62.38%
Caco-2	-	0.8960	89.60%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8857	88.57%
Subcellular localzation	Mitochondria	0.6259	62.59%
OATP2B1 inhibitior	-	0.7085	70.85%
OATP1B1 inhibitior	+	0.9507	95.07%
OATP1B3 inhibitior	+	0.9578	95.78%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8841	88.41%
P-glycoprotein inhibitior	+	0.5945	59.45%
P-glycoprotein substrate	-	0.7914	79.14%
CYP3A4 substrate	+	0.6048	60.48%
CYP2C9 substrate	-	0.6762	67.62%
CYP2D6 substrate	-	0.8575	85.75%
CYP3A4 inhibition	-	0.9399	93.99%
CYP2C9 inhibition	-	0.9431	94.31%
CYP2C19 inhibition	-	0.9201	92.01%
CYP2D6 inhibition	-	0.9452	94.52%
CYP1A2 inhibition	-	0.9283	92.83%
CYP2C8 inhibition	+	0.6482	64.82%
CYP inhibitory promiscuity	-	0.7667	76.67%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6368	63.68%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.9058	90.58%
Skin irritation	-	0.8293	82.93%
Skin corrosion	-	0.9710	97.10%
Ames mutagenesis	+	0.5136	51.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.7562	75.62%
Micronuclear	+	0.6033	60.33%
Hepatotoxicity	-	0.9375	93.75%
skin sensitisation	-	0.9266	92.66%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.9043	90.43%
Acute Oral Toxicity (c)	IV	0.4161	41.61%
Estrogen receptor binding	+	0.7814	78.14%
Androgen receptor binding	+	0.6763	67.63%
Thyroid receptor binding	-	0.4893	48.93%
Glucocorticoid receptor binding	-	0.5552	55.52%
Aromatase binding	+	0.5606	56.06%
PPAR gamma	+	0.7259	72.59%
Honey bee toxicity	-	0.6063	60.63%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5750	57.50%
Fish aquatic toxicity	+	0.7469	74.69%

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	99.52%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.82%	94.00%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	96.30%	83.57%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.29%	89.00%
CHEMBL2581	P07339	Cathepsin D	94.30%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.14%	99.15%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.43%	86.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.38%	97.09%
CHEMBL3194	P02766	Transthyretin	89.82%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	88.48%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	88.12%	91.49%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	87.33%	95.78%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.15%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.50%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.80%	95.89%
CHEMBL220	P22303	Acetylcholinesterase	84.71%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.23%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.85%	94.45%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.46%	96.21%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	81.39%	80.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.89%	90.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.82%	85.14%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.58%	97.28%

Plants that contains it

• Salvia uliginosa

Cross-Links

• PubChem: 102316694
• LOTUS: LTS0244972
• wikiData: Q105186481