[2-[3,5-dihydroxy-4-(3,4,5-trihydroxybenzoyl)oxyphenyl]-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate

Details

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Internal ID 723bca09-0f44-489e-848f-016c50d19036
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavans > Catechins > Catechin gallates
IUPAC Name [2-[3,5-dihydroxy-4-(3,4,5-trihydroxybenzoyl)oxyphenyl]-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate
SMILES (Canonical) C1C(C(OC2=CC(=CC(=C21)O)O)C3=CC(=C(C(=C3)O)OC(=O)C4=CC(=C(C(=C4)O)O)O)O)OC(=O)C5=CC(=C(C(=C5)O)O)O
SMILES (Isomeric) C1C(C(OC2=CC(=CC(=C21)O)O)C3=CC(=C(C(=C3)O)OC(=O)C4=CC(=C(C(=C4)O)O)O)O)OC(=O)C5=CC(=C(C(=C5)O)O)O
InChI InChI=1S/C29H22O15/c30-13-7-15(31)14-9-23(43-28(40)11-3-16(32)24(38)17(33)4-11)26(42-22(14)8-13)10-1-20(36)27(21(37)2-10)44-29(41)12-5-18(34)25(39)19(35)6-12/h1-8,23,26,30-39H,9H2
InChI Key LPOACLRSLAMIRP-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H22O15
Molecular Weight 610.50 g/mol
Exact Mass 610.09586999 g/mol
Topological Polar Surface Area (TPSA) 264.00 Ų
XlogP 2.90
Atomic LogP (AlogP) 2.86
H-Bond Acceptor 15
H-Bond Donor 10
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [2-[3,5-dihydroxy-4-(3,4,5-trihydroxybenzoyl)oxyphenyl]-5,7-dihydroxy-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 + 0.7577 75.77%
Caco-2 - 0.9265 92.65%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.6002 60.02%
OATP2B1 inhibitior + 0.5728 57.28%
OATP1B1 inhibitior - 0.3766 37.66%
OATP1B3 inhibitior + 0.8950 89.50%
MATE1 inhibitior - 0.7400 74.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.6047 60.47%
P-glycoprotein inhibitior + 0.6798 67.98%
P-glycoprotein substrate - 0.8396 83.96%
CYP3A4 substrate + 0.5966 59.66%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7217 72.17%
CYP3A4 inhibition - 0.8562 85.62%
CYP2C9 inhibition - 0.8183 81.83%
CYP2C19 inhibition - 0.8512 85.12%
CYP2D6 inhibition - 0.9655 96.55%
CYP1A2 inhibition - 0.8734 87.34%
CYP2C8 inhibition + 0.7133 71.33%
CYP inhibitory promiscuity - 0.9138 91.38%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6593 65.93%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.8089 80.89%
Skin irritation - 0.6849 68.49%
Skin corrosion - 0.9462 94.62%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8973 89.73%
Micronuclear + 0.8759 87.59%
Hepatotoxicity + 0.8875 88.75%
skin sensitisation - 0.8763 87.63%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.7157 71.57%
Acute Oral Toxicity (c) IV 0.3432 34.32%
Estrogen receptor binding + 0.7523 75.23%
Androgen receptor binding + 0.8218 82.18%
Thyroid receptor binding + 0.5489 54.89%
Glucocorticoid receptor binding + 0.6460 64.60%
Aromatase binding - 0.6271 62.71%
PPAR gamma + 0.7043 70.43%
Honey bee toxicity - 0.7743 77.43%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5850 58.50%
Fish aquatic toxicity + 0.9422 94.22%

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 99.04% 91.11%
CHEMBL4302 P08183 P-glycoprotein 1 97.13% 92.98%
CHEMBL3194 P02766 Transthyretin 95.25% 90.71%
CHEMBL245 P20309 Muscarinic acetylcholine receptor M3 91.28% 97.53%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 91.06% 96.37%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 90.45% 83.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.48% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.18% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.64% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.15% 99.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.01% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.57% 97.09%
CHEMBL1993 P26358 DNA (cytosine-5)-methyltransferase 1 86.38% 95.44%
CHEMBL2535 P11166 Glucose transporter 85.91% 98.75%
CHEMBL2581 P07339 Cathepsin D 83.16% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.65% 94.00%
CHEMBL4208 P20618 Proteasome component C5 80.55% 90.00%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 80.44% 95.64%

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
Phedimus stoloniferus

Cross-Links

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PubChem 14284596
LOTUS LTS0244405
wikiData Q105155282