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7-[2-carboxy-1-[(2R,3R)-5,7-dihydroxy-3-(3,4,5-trihydroxybenzoyl)oxy-3,4-dihydro-2H-chromen-2-yl]ethyl]-5-[(2R,3R)-5,7-dihydroxy-3-(3,4,5-trihydroxybenzoyl)oxy-3,4-dihydro-2H-chromen-2-yl]-2-hydroxy-3-oxocyclohepta-1,4,6-triene-1-carboxylic acid

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 a515bbf5-f247-4d8b-a1ab-07e8c64a4a1f
Taxonomy Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Hydroxybenzoic acid derivatives > Gallic acid and derivatives > Galloyl esters
IUPAC Name 7-[2-carboxy-1-[(2R,3R)-5,7-dihydroxy-3-(3,4,5-trihydroxybenzoyl)oxy-3,4-dihydro-2H-chromen-2-yl]ethyl]-5-[(2R,3R)-5,7-dihydroxy-3-(3,4,5-trihydroxybenzoyl)oxy-3,4-dihydro-2H-chromen-2-yl]-2-hydroxy-3-oxocyclohepta-1,4,6-triene-1-carboxylic acid
SMILES (Canonical) C1C(C(OC2=CC(=CC(=C21)O)O)C3=CC(=O)C(=C(C(=C3)C(CC(=O)O)C4C(CC5=C(C=C(C=C5O4)O)O)OC(=O)C6=CC(=C(C(=C6)O)O)O)C(=O)O)O)OC(=O)C7=CC(=C(C(=C7)O)O)O
SMILES (Isomeric) C1[C@H]([C@H](OC2=CC(=CC(=C21)O)O)C3=CC(=O)C(=C(C(=C3)C(CC(=O)O)[C@@H]4[C@@H](CC5=C(C=C(C=C5O4)O)O)OC(=O)C6=CC(=C(C(=C6)O)O)O)C(=O)O)O)OC(=O)C7=CC(=C(C(=C7)O)O)O
InChI InChI=1S/C43H34O22/c44-17-7-23(46)21-11-32(64-42(60)15-3-25(48)36(55)26(49)4-15)39(62-30(21)9-17)14-1-19(35(41(58)59)38(57)29(52)2-14)20(13-34(53)54)40-33(12-22-24(47)8-18(45)10-31(22)63-40)65-43(61)16-5-27(50)37(56)28(51)6-16/h1-10,20,32-33,39-40,44-51,55-56H,11-13H2,(H,52,57)(H,53,54)(H,58,59)/t20?,32-,33-,39-,40-/m1/s1
InChI Key FNRFUGUISXPIKU-HYMCCRAQSA-N
Popularity 67 references in papers

Physical and Chemical Properties

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Molecular Formula C43H34O22
Molecular Weight 902.70 g/mol
Exact Mass 902.15417271 g/mol
Topological Polar Surface Area (TPSA) 385.00 Ų
XlogP 2.90
Atomic LogP (AlogP) 3.20
H-Bond Acceptor 20
H-Bond Donor 13
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 7-[2-carboxy-1-[(2R,3R)-5,7-dihydroxy-3-(3,4,5-trihydroxybenzoyl)oxy-3,4-dihydro-2H-chromen-2-yl]ethyl]-5-[(2R,3R)-5,7-dihydroxy-3-(3,4,5-trihydroxybenzoyl)oxy-3,4-dihydro-2H-chromen-2-yl]-2-hydroxy-3-oxocyclohepta-1,4,6-triene-1-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6842 68.42%
Caco-2 - 0.8861 88.61%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.5480 54.80%
OATP2B1 inhibitior - 0.7094 70.94%
OATP1B1 inhibitior + 0.7020 70.20%
OATP1B3 inhibitior + 0.9246 92.46%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.7574 75.74%
P-glycoprotein inhibitior + 0.7344 73.44%
P-glycoprotein substrate + 0.5058 50.58%
CYP3A4 substrate + 0.6594 65.94%
CYP2C9 substrate + 0.5886 58.86%
CYP2D6 substrate - 0.8610 86.10%
CYP3A4 inhibition - 0.7687 76.87%
CYP2C9 inhibition - 0.9424 94.24%
CYP2C19 inhibition - 0.8897 88.97%
CYP2D6 inhibition - 0.9481 94.81%
CYP1A2 inhibition - 0.9548 95.48%
CYP2C8 inhibition + 0.7312 73.12%
CYP inhibitory promiscuity - 0.9586 95.86%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.7126 71.26%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.8891 88.91%
Skin irritation - 0.7488 74.88%
Skin corrosion - 0.9461 94.61%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7635 76.35%
Micronuclear + 0.7059 70.59%
Hepatotoxicity + 0.6625 66.25%
skin sensitisation - 0.8732 87.32%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.6310 63.10%
Acute Oral Toxicity (c) III 0.3477 34.77%
Estrogen receptor binding + 0.7532 75.32%
Androgen receptor binding + 0.8107 81.07%
Thyroid receptor binding - 0.4890 48.90%
Glucocorticoid receptor binding - 0.5232 52.32%
Aromatase binding - 0.5000 50.00%
PPAR gamma + 0.7011 70.11%
Honey bee toxicity - 0.7710 77.10%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5650 56.50%
Fish aquatic toxicity + 0.9467 94.67%

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 99.18% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.46% 98.95%
CHEMBL3194 P02766 Transthyretin 95.42% 90.71%
CHEMBL4302 P08183 P-glycoprotein 1 95.31% 92.98%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 94.42% 96.37%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 93.92% 95.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.98% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.57% 99.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.51% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.93% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.01% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.56% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.25% 89.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 85.74% 99.15%
CHEMBL1951 P21397 Monoamine oxidase A 85.28% 91.49%
CHEMBL245 P20309 Muscarinic acetylcholine receptor M3 85.08% 97.53%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 84.95% 83.00%
CHEMBL2535 P11166 Glucose transporter 84.28% 98.75%
CHEMBL1929 P47989 Xanthine dehydrogenase 82.85% 96.12%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 82.38% 98.75%
CHEMBL340 P08684 Cytochrome P450 3A4 80.21% 91.19%

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 100945367
LOTUS LTS0213752
wikiData Q104253046