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[(2R,3R)-5,7-dihydroxy-2-(2,3,4,5-tetrahydroxy-6-oxobenzo[7]annulen-8-yl)-3,4-dihydro-2H-chromen-3-yl] 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 547fb052-3302-4963-9af9-7af332433b95
Taxonomy Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Hydroxybenzoic acid derivatives > Gallic acid and derivatives > Galloyl esters
IUPAC Name [(2R,3R)-5,7-dihydroxy-2-(2,3,4,5-tetrahydroxy-6-oxobenzo[7]annulen-8-yl)-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate
SMILES (Canonical) C1C(C(OC2=CC(=CC(=C21)O)O)C3=CC(=O)C(=C4C(=C3)C=C(C(=C4O)O)O)O)OC(=O)C5=CC(=C(C(=C5)O)O)O
SMILES (Isomeric) C1[C@H]([C@H](OC2=CC(=CC(=C21)O)O)C3=CC(=O)C(=C4C(=C3)C=C(C(=C4O)O)O)O)OC(=O)C5=CC(=C(C(=C5)O)O)O
InChI InChI=1S/C27H20O13/c28-12-6-14(29)13-8-20(40-27(38)11-4-15(30)22(34)16(31)5-11)26(39-19(13)7-12)10-1-9-2-18(33)24(36)25(37)21(9)23(35)17(32)3-10/h1-7,20,26,28-31,33-34,36-37H,8H2,(H,32,35)/t20-,26-/m1/s1
InChI Key CMGRMMSVGCHWOK-FQRUVTKNSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C27H20O13
Molecular Weight 552.40 g/mol
Exact Mass 552.09039069 g/mol
Topological Polar Surface Area (TPSA) 235.00 Ų
XlogP 1.40
Atomic LogP (AlogP) 2.45
H-Bond Acceptor 13
H-Bond Donor 9
Rotatable Bonds 3

Synonyms

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Theaflavin derivative
(-)-Epitheaflagalin-3-O-gallate
HY-N4298
AKOS037515030
CS-0032674
[(2R,3R)-5,7-dihydroxy-2-(2,3,4,6-tetrahydroxy-5-oxo-benzo[7]annulen-8-yl)chroman-3-yl] 3,4,5-trihydroxybenzoate

2D Structure

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2D Structure of [(2R,3R)-5,7-dihydroxy-2-(2,3,4,5-tetrahydroxy-6-oxobenzo[7]annulen-8-yl)-3,4-dihydro-2H-chromen-3-yl] 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 + 0.7571 75.71%
Caco-2 - 0.9252 92.52%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.5520 55.20%
OATP2B1 inhibitior - 0.5620 56.20%
OATP1B1 inhibitior - 0.4277 42.77%
OATP1B3 inhibitior + 0.9357 93.57%
MATE1 inhibitior - 0.7400 74.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.6618 66.18%
P-glycoprotein inhibitior + 0.6563 65.63%
P-glycoprotein substrate - 0.7086 70.86%
CYP3A4 substrate + 0.6453 64.53%
CYP2C9 substrate - 0.7977 79.77%
CYP2D6 substrate - 0.7884 78.84%
CYP3A4 inhibition - 0.7391 73.91%
CYP2C9 inhibition - 0.8707 87.07%
CYP2C19 inhibition - 0.7938 79.38%
CYP2D6 inhibition - 0.9582 95.82%
CYP1A2 inhibition - 0.9074 90.74%
CYP2C8 inhibition + 0.7334 73.34%
CYP inhibitory promiscuity - 0.9245 92.45%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6693 66.93%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.6320 63.20%
Skin irritation - 0.6882 68.82%
Skin corrosion - 0.9377 93.77%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8664 86.64%
Micronuclear + 0.8759 87.59%
Hepatotoxicity + 0.7000 70.00%
skin sensitisation - 0.8717 87.17%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity - 0.6888 68.88%
Acute Oral Toxicity (c) II 0.3840 38.40%
Estrogen receptor binding + 0.8115 81.15%
Androgen receptor binding + 0.8537 85.37%
Thyroid receptor binding + 0.5326 53.26%
Glucocorticoid receptor binding + 0.6396 63.96%
Aromatase binding - 0.7246 72.46%
PPAR gamma + 0.6805 68.05%
Honey bee toxicity - 0.7943 79.43%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5550 55.50%
Fish aquatic toxicity + 0.9484 94.84%

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 99.09% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 98.54% 91.49%
CHEMBL4302 P08183 P-glycoprotein 1 96.18% 92.98%
CHEMBL2581 P07339 Cathepsin D 92.49% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.46% 86.33%
CHEMBL3194 P02766 Transthyretin 91.37% 90.71%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.87% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.40% 94.00%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 89.11% 83.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.05% 99.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.02% 97.09%
CHEMBL1993 P26358 DNA (cytosine-5)-methyltransferase 1 87.65% 95.44%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 87.65% 95.17%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 86.81% 96.37%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.10% 89.00%
CHEMBL2535 P11166 Glucose transporter 86.10% 98.75%
CHEMBL3231 Q13464 Rho-associated protein kinase 1 85.95% 95.55%
CHEMBL1929 P47989 Xanthine dehydrogenase 85.56% 96.12%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.06% 95.56%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 82.96% 94.42%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 82.56% 85.11%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 82.05% 95.64%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 81.18% 99.15%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 80.81% 95.78%

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.
Camellia sinensis

Cross-Links

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PubChem 467319
LOTUS LTS0141994
wikiData Q104389185