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[(2R,3S,4S,5R,6S)-6-[3,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-5-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate

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 bde18267-19af-4302-b192-c98ddf6eed6a
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
IUPAC Name [(2R,3S,4S,5R,6S)-6-[3,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-5-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate
SMILES (Canonical) C1=CC(=CC=C1C2=C(C(=O)C3=C(O2)C=C(C=C3OC4C(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(O2)C=C(C=C3O[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)19-16(41-26)7-13(30)8-17(19)42-28-25(38)23(36)21(34)18(43-28)9-40-27(39)11-5-14(31)20(33)15(32)6-11/h1-8,18,21,23,25,28-34,36-38H,9H2/t18-,21-,23+,25-,28-/m1/s1
InChI Key VOLPZDCUINXZGW-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 0.80
Atomic LogP (AlogP) 0.74
H-Bond Acceptor 15
H-Bond Donor 9
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-[3,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-5-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate

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 - 0.9187 91.87%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.6349 63.49%
OATP2B1 inhibitior - 0.5535 55.35%
OATP1B1 inhibitior + 0.7635 76.35%
OATP1B3 inhibitior + 0.9474 94.74%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.5642 56.42%
P-glycoprotein inhibitior + 0.6645 66.45%
P-glycoprotein substrate - 0.5675 56.75%
CYP3A4 substrate + 0.6487 64.87%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8573 85.73%
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 + 0.9125 91.25%
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 - 0.8778 87.78%
Skin irritation - 0.8191 81.91%
Skin corrosion - 0.9613 96.13%
Ames mutagenesis + 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4759 47.59%
Micronuclear + 0.7292 72.92%
Hepatotoxicity - 0.6696 66.96%
skin sensitisation - 0.9218 92.18%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.9383 93.83%
Acute Oral Toxicity (c) III 0.4217 42.17%
Estrogen receptor binding + 0.7617 76.17%
Androgen receptor binding + 0.7696 76.96%
Thyroid receptor binding - 0.4932 49.32%
Glucocorticoid receptor binding + 0.5732 57.32%
Aromatase binding + 0.5578 55.78%
PPAR gamma + 0.7073 70.73%
Honey bee toxicity - 0.7939 79.39%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6049 60.49%
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 99.46% 91.11%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 98.89% 95.64%
CHEMBL3194 P02766 Transthyretin 96.74% 90.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.29% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 96.18% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.15% 86.33%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 92.66% 95.78%
CHEMBL1951 P21397 Monoamine oxidase A 92.53% 91.49%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 91.65% 83.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.99% 99.17%
CHEMBL2581 P07339 Cathepsin D 90.18% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 90.05% 94.73%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.51% 90.71%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 86.76% 95.17%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 85.15% 86.92%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.58% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 84.55% 96.09%
CHEMBL220 P22303 Acetylcholinesterase 84.22% 94.45%
CHEMBL5255 O00206 Toll-like receptor 4 82.50% 92.50%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 81.97% 99.15%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.13% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.10% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.52% 95.89%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.00% 94.33%

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.
Teucrium polium

Cross-Links

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PubChem 163188670
LOTUS LTS0043455
wikiData Q105290252