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

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 553642ca-3aa0-45c4-b153-39c7a7c97e38
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 4-hydroxybenzoate
SMILES (Canonical) C1=CC(=CC=C1C(=O)OCC2C(C(C(C(O2)OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC(=C(C=C5)O)O)O)O)O)O)O
SMILES (Isomeric) C1=CC(=CC=C1C(=O)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC(=C(C=C5)O)O)O)O)O)O)O
InChI InChI=1S/C28H24O13/c29-14-4-1-12(2-5-14)27(37)38-11-22-24(34)25(35)26(36)28(41-22)39-15-8-18(32)23-19(33)10-20(40-21(23)9-15)13-3-6-16(30)17(31)7-13/h1-10,22,24-26,28-32,34-36H,11H2/t22-,24-,25+,26-,28-/m1/s1
InChI Key YGPSUFGQACOQSG-HOZVGSINSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H24O13
Molecular Weight 568.50 g/mol
Exact Mass 568.12169082 g/mol
Topological Polar Surface Area (TPSA) 213.00 Ų
XlogP 1.80
Atomic LogP (AlogP) 1.33
H-Bond Acceptor 13
H-Bond Donor 7
Rotatable Bonds 6

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 4-hydroxybenzoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6055 60.55%
Caco-2 - 0.9032 90.32%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.6349 63.49%
OATP2B1 inhibitior - 0.5500 55.00%
OATP1B1 inhibitior + 0.9258 92.58%
OATP1B3 inhibitior + 0.9474 94.74%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior - 0.6452 64.52%
P-glycoprotein inhibitior + 0.6274 62.74%
P-glycoprotein substrate - 0.6449 64.49%
CYP3A4 substrate + 0.6108 61.08%
CYP2C9 substrate - 0.6458 64.58%
CYP2D6 substrate - 0.8669 86.69%
CYP3A4 inhibition - 0.9135 91.35%
CYP2C9 inhibition - 0.8848 88.48%
CYP2C19 inhibition - 0.9087 90.87%
CYP2D6 inhibition - 0.9593 95.93%
CYP1A2 inhibition - 0.9330 93.30%
CYP2C8 inhibition + 0.8840 88.40%
CYP inhibitory promiscuity - 0.8642 86.42%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6994 69.94%
Eye corrosion - 0.9926 99.26%
Eye irritation - 0.8590 85.90%
Skin irritation - 0.8191 81.91%
Skin corrosion - 0.9613 96.13%
Ames mutagenesis + 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4169 41.69%
Micronuclear + 0.7292 72.92%
Hepatotoxicity - 0.8000 80.00%
skin sensitisation - 0.9218 92.18%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.9290 92.90%
Acute Oral Toxicity (c) III 0.4217 42.17%
Estrogen receptor binding + 0.7234 72.34%
Androgen receptor binding + 0.7885 78.85%
Thyroid receptor binding + 0.5470 54.70%
Glucocorticoid receptor binding + 0.6243 62.43%
Aromatase binding - 0.4937 49.37%
PPAR gamma + 0.6831 68.31%
Honey bee toxicity - 0.7249 72.49%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6850 68.50%
Fish aquatic toxicity + 0.9242 92.42%

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
CHEMBL1951 P21397 Monoamine oxidase A 99.38% 91.49%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.16% 91.11%
CHEMBL3194 P02766 Transthyretin 95.57% 90.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.03% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.73% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.66% 86.33%
CHEMBL2581 P07339 Cathepsin D 92.28% 98.95%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 92.25% 95.64%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.31% 97.09%
CHEMBL2179 P04062 Beta-glucocerebrosidase 89.06% 85.31%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 88.55% 90.71%
CHEMBL3401 O75469 Pregnane X receptor 88.46% 94.73%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 88.14% 95.78%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 88.12% 83.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 88.06% 99.15%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.46% 99.17%
CHEMBL5255 O00206 Toll-like receptor 4 84.06% 92.50%
CHEMBL6175 Q9H3R0 Lysine-specific demethylase 4C 83.36% 96.69%
CHEMBL4208 P20618 Proteasome component C5 83.34% 90.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.18% 95.89%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 82.38% 83.57%
CHEMBL5284 Q96RR4 CaM-kinase kinase beta 81.13% 89.23%
CHEMBL3891 P07384 Calpain 1 80.87% 93.04%
CHEMBL1075162 Q13304 Uracil nucleotide/cysteinyl leukotriene receptor 80.56% 80.33%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 80.41% 86.92%

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.
Vitex agnus-castus

Cross-Links

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PubChem 12305633
LOTUS LTS0272207
wikiData Q105348210