[(2R,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate

Details

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Internal ID 67c0c5b2-2aea-4a82-ad63-ab130f384826
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name [(2R,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate
SMILES (Canonical) CC(=O)OCC1C(C(C(C(O1)OC2=CC(=C3C(=C2)OC(=CC3=O)C4=CC(=C(C=C4)O)O)O)O)O)O
SMILES (Isomeric) CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)OC2=CC(=C3C(=C2)OC(=CC3=O)C4=CC(=C(C=C4)O)O)O)O)O)O
InChI InChI=1S/C23H22O12/c1-9(24)32-8-18-20(29)21(30)22(31)23(35-18)33-11-5-14(27)19-15(28)7-16(34-17(19)6-11)10-2-3-12(25)13(26)4-10/h2-7,18,20-23,25-27,29-31H,8H2,1H3/t18-,20-,21+,22-,23-/m1/s1
InChI Key BURUDCAXNNYPGK-DODNOZFWSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C23H22O12
Molecular Weight 490.40 g/mol
Exact Mass 490.11112613 g/mol
Topological Polar Surface Area (TPSA) 192.00 Ų
XlogP 0.50
Atomic LogP (AlogP) 0.33
H-Bond Acceptor 12
H-Bond Donor 6
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5759 57.59%
Caco-2 - 0.8955 89.55%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.6926 69.26%
OATP2B1 inhibitior - 0.5439 54.39%
OATP1B1 inhibitior + 0.9495 94.95%
OATP1B3 inhibitior + 0.9515 95.15%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.6932 69.32%
P-glycoprotein inhibitior - 0.5303 53.03%
P-glycoprotein substrate - 0.7085 70.85%
CYP3A4 substrate + 0.5967 59.67%
CYP2C9 substrate + 0.5334 53.34%
CYP2D6 substrate - 0.8764 87.64%
CYP3A4 inhibition - 0.9505 95.05%
CYP2C9 inhibition - 0.9129 91.29%
CYP2C19 inhibition - 0.9233 92.33%
CYP2D6 inhibition - 0.9603 96.03%
CYP1A2 inhibition - 0.8935 89.35%
CYP2C8 inhibition + 0.7281 72.81%
CYP inhibitory promiscuity - 0.8491 84.91%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7134 71.34%
Eye corrosion - 0.9921 99.21%
Eye irritation - 0.8887 88.87%
Skin irritation - 0.8133 81.33%
Skin corrosion - 0.9497 94.97%
Ames mutagenesis + 0.5936 59.36%
Human Ether-a-go-go-Related Gene inhibition - 0.3789 37.89%
Micronuclear + 0.5892 58.92%
Hepatotoxicity - 0.8125 81.25%
skin sensitisation - 0.9339 93.39%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.8436 84.36%
Acute Oral Toxicity (c) III 0.5815 58.15%
Estrogen receptor binding + 0.7590 75.90%
Androgen receptor binding + 0.6950 69.50%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.6302 63.02%
Aromatase binding - 0.5141 51.41%
PPAR gamma + 0.7198 71.98%
Honey bee toxicity - 0.7352 73.52%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6750 67.50%
Fish aquatic toxicity + 0.9613 96.13%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
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 99.50% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 98.99% 91.49%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.32% 85.14%
CHEMBL2581 P07339 Cathepsin D 96.83% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.20% 89.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 93.99% 99.15%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.37% 94.00%
CHEMBL3401 O75469 Pregnane X receptor 93.12% 94.73%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.95% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.97% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.67% 94.45%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 84.65% 95.78%
CHEMBL3194 P02766 Transthyretin 84.64% 90.71%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.30% 99.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.11% 97.09%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.07% 90.71%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 80.17% 94.80%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.13% 95.89%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Calicotome villosa
Camchaya loloana
Campanula patula
Cynara cardunculus
Dendrobium moniliforme
Erysimum siliculosum
Eschenbachia japonica
Euphrasia stricta
Kaempferia rotunda
Platycodon grandiflorus
Salix gilgiana

Cross-Links

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PubChem 21721976
NPASS NPC43763
LOTUS LTS0204111
wikiData Q104946283