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3,5-Dihydroxy-2-(4-hydroxyphenyl)-7-[[6-O-(3,4,5-trihydroxybenzoyl)-beta-D-glucopyranosyl]oxy]-4H-1-benzopyran-4-one

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 e81433f9-b858-44ac-947e-a46edde559e4
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name [(2R,3S,4S,5R,6S)-6-[3,5-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate
SMILES (Canonical) C1=CC(=CC=C1C2=C(C(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)COC(=O)C5=CC(=C(C(=C5)O)O)O)O)O)O)O)O)O
SMILES (Isomeric) C1=CC(=CC=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)COC(=O)C5=CC(=C(C(=C5)O)O)O)O)O)O)O)O)O
InChI InChI=1S/C28H24O15/c29-12-3-1-10(2-4-12)26-24(37)22(35)19-14(30)7-13(8-17(19)42-26)41-28-25(38)23(36)21(34)18(43-28)9-40-27(39)11-5-15(31)20(33)16(32)6-11/h1-8,18,21,23,25,28-34,36-38H,9H2/t18-,21-,23+,25-,28-/m1/s1
InChI Key PJGFYRIIZPHDJQ-JXOXKRRHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H24O15
Molecular Weight 600.50 g/mol
Exact Mass 600.11152005 g/mol
Topological Polar Surface Area (TPSA) 253.00 Ų
XlogP 1.30
Atomic LogP (AlogP) 0.74
H-Bond Acceptor 15
H-Bond Donor 9
Rotatable Bonds 6

Synonyms

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3,5-Dihydroxy-2-(4-hydroxyphenyl)-7-((6-O-(3,4,5-trihydroxybenzoyl)-beta-D-glucopyranosyl)oxy)-4H-1-benzopyran-4-one
3,5-Dihydroxy-2-(4-hydroxyphenyl)-7-[[6-O-(3,4,5-trihydroxybenzoyl)-beta-D-glucopyranosyl]oxy]-4H-1-benzopyran-4-one
RefChem:271789
DTXSID501107290
kaempferol-7-O-(6''-gallate)-glucoside
3,5-Dihydroxy-2-(4-hydroxyphenyl)-7-[[6-O-(3,4,5-trihydroxybenzoyl)-I(2)-D-glucopyranosyl]oxy]-4H-1-benzopyran-4-one

2D Structure

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2D Structure of 3,5-Dihydroxy-2-(4-hydroxyphenyl)-7-[[6-O-(3,4,5-trihydroxybenzoyl)-beta-D-glucopyranosyl]oxy]-4H-1-benzopyran-4-one

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 - 0.9090 90.90%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.6349 63.49%
OATP2B1 inhibitior - 0.5525 55.25%
OATP1B1 inhibitior + 0.7904 79.04%
OATP1B3 inhibitior + 0.9474 94.74%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior - 0.4906 49.06%
P-glycoprotein inhibitior + 0.6236 62.36%
P-glycoprotein substrate - 0.5988 59.88%
CYP3A4 substrate + 0.6508 65.08%
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 + 0.9117 91.17%
CYP inhibitory promiscuity - 0.8642 86.42%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6994 69.94%
Eye corrosion - 0.9926 99.26%
Eye irritation - 0.8694 86.94%
Skin irritation - 0.8191 81.91%
Skin corrosion - 0.9613 96.13%
Ames mutagenesis + 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4848 48.48%
Micronuclear + 0.7292 72.92%
Hepatotoxicity - 0.7125 71.25%
skin sensitisation - 0.9218 92.18%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.9653 96.53%
Acute Oral Toxicity (c) III 0.4217 42.17%
Estrogen receptor binding + 0.7186 71.86%
Androgen receptor binding + 0.7563 75.63%
Thyroid receptor binding - 0.5132 51.32%
Glucocorticoid receptor binding + 0.5723 57.23%
Aromatase binding + 0.5949 59.49%
PPAR gamma + 0.6703 67.03%
Honey bee toxicity - 0.7960 79.60%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5950 59.50%
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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.43% 91.11%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 99.12% 95.64%
CHEMBL1951 P21397 Monoamine oxidase A 98.47% 91.49%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 95.91% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.64% 89.00%
CHEMBL3194 P02766 Transthyretin 94.73% 90.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.71% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 91.76% 94.73%
CHEMBL2581 P07339 Cathepsin D 91.59% 98.95%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 91.43% 83.00%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 91.09% 95.78%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.64% 99.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.25% 97.09%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.08% 90.71%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 86.95% 99.15%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.66% 94.45%
CHEMBL5255 O00206 Toll-like receptor 4 83.95% 92.50%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 83.45% 96.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.41% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.98% 99.23%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.92% 94.33%
CHEMBL1075162 Q13304 Uracil nucleotide/cysteinyl leukotriene receptor 81.72% 80.33%
CHEMBL2179 P04062 Beta-glucocerebrosidase 80.43% 85.31%

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.
Vachellia farnesiana var. farnesiana

Cross-Links

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PubChem 102146503
LOTUS LTS0110137
wikiData Q105209935