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[(2R,3S,4S,5R,6S)-3,4-dihydroxy-6-[[(2R,3S,4R)-5-hydroxy-3-(3,4,5-trihydroxybenzoyl)oxy-4-(2,4,6-trihydroxyphenyl)-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-7-yl]oxy]-5-(3,4,5-trihydroxybenzoyl)oxyoxan-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 ac188aa8-1f32-4593-b648-20b840bd138e
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavans > Catechins > Catechin gallates
IUPAC Name [(2R,3S,4S,5R,6S)-3,4-dihydroxy-6-[[(2R,3S,4R)-5-hydroxy-3-(3,4,5-trihydroxybenzoyl)oxy-4-(2,4,6-trihydroxyphenyl)-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-7-yl]oxy]-5-(3,4,5-trihydroxybenzoyl)oxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate
SMILES (Canonical) C1=C(C=C(C(=C1O)O)O)C2C(C(C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)COC(=O)C5=CC(=C(C(=C5)O)O)O)O)O)OC(=O)C6=CC(=C(C(=C6)O)O)O)O)C7=C(C=C(C=C7O)O)O)OC(=O)C8=CC(=C(C(=C8)O)O)O
SMILES (Isomeric) C1=C(C=C(C(=C1O)O)O)[C@@H]2[C@H]([C@@H](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)OC(=O)C6=CC(=C(C(=C6)O)O)O)O)C7=C(C=C(C=C7O)O)O)OC(=O)C8=CC(=C(C(=C8)O)O)O
InChI InChI=1S/C48H40O27/c49-18-9-20(50)33(21(51)10-18)35-34-22(52)11-19(12-31(34)72-42(14-1-23(53)36(61)24(54)2-14)43(35)74-46(68)16-5-27(57)38(63)28(58)6-16)71-48-44(75-47(69)17-7-29(59)39(64)30(60)8-17)41(66)40(65)32(73-48)13-70-45(67)15-3-25(55)37(62)26(56)4-15/h1-12,32,35,40-44,48-66H,13H2/t32-,35-,40-,41+,42-,43+,44-,48-/m1/s1
InChI Key RYRNUMFSMGLTQX-KOIYDAQESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C48H40O27
Molecular Weight 1048.80 g/mol
Exact Mass 1048.17569600 g/mol
Topological Polar Surface Area (TPSA) 471.00 Ų
XlogP 2.60
Atomic LogP (AlogP) 2.38
H-Bond Acceptor 27
H-Bond Donor 18
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,4S,5R,6S)-3,4-dihydroxy-6-[[(2R,3S,4R)-5-hydroxy-3-(3,4,5-trihydroxybenzoyl)oxy-4-(2,4,6-trihydroxyphenyl)-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-7-yl]oxy]-5-(3,4,5-trihydroxybenzoyl)oxyoxan-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 - 0.8749 87.49%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.6349 63.49%
OATP2B1 inhibitior - 0.5698 56.98%
OATP1B1 inhibitior + 0.7056 70.56%
OATP1B3 inhibitior + 0.9474 94.74%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.6922 69.22%
P-glycoprotein inhibitior + 0.7231 72.31%
P-glycoprotein substrate - 0.7146 71.46%
CYP3A4 substrate + 0.6547 65.47%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8372 83.72%
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 + 0.7786 77.86%
CYP inhibitory promiscuity - 0.8642 86.42%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6994 69.94%
Eye corrosion - 0.9926 99.26%
Eye irritation - 0.8928 89.28%
Skin irritation - 0.8191 81.91%
Skin corrosion - 0.9613 96.13%
Ames mutagenesis - 0.5454 54.54%
Human Ether-a-go-go-Related Gene inhibition + 0.6613 66.13%
Micronuclear + 0.7292 72.92%
Hepatotoxicity - 0.6875 68.75%
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 - 0.9283 92.83%
Acute Oral Toxicity (c) III 0.4217 42.17%
Estrogen receptor binding + 0.7477 74.77%
Androgen receptor binding + 0.7275 72.75%
Thyroid receptor binding + 0.5457 54.57%
Glucocorticoid receptor binding - 0.5344 53.44%
Aromatase binding + 0.5583 55.83%
PPAR gamma + 0.7163 71.63%
Honey bee toxicity - 0.7689 76.89%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5300 53.00%
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 98.85% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 97.47% 91.49%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 95.95% 95.17%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 94.98% 83.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.49% 96.09%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 94.05% 95.64%
CHEMBL3194 P02766 Transthyretin 92.85% 90.71%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.83% 99.17%
CHEMBL4208 P20618 Proteasome component C5 90.88% 90.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.28% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.94% 94.00%
CHEMBL3401 O75469 Pregnane X receptor 89.90% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.53% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.81% 86.33%
CHEMBL5255 O00206 Toll-like receptor 4 86.41% 92.50%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 82.71% 95.78%
CHEMBL2581 P07339 Cathepsin D 82.66% 98.95%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 81.76% 99.15%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.62% 96.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.36% 99.23%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.50% 95.89%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 80.15% 96.37%

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.
Phyllanthus ruber

Cross-Links

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PubChem 16145546
LOTUS LTS0003001
wikiData Q105248003