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Procyanidin C1 3,3,3-tri-O-gallate

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 2dbc7ecb-c4d7-494c-ac95-869ed6b9b9d1
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
IUPAC Name [(2R,3R)-2-(3,4-dihydroxyphenyl)-8-[(2R,3R,4S)-2-(3,4-dihydroxyphenyl)-8-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-(3,4,5-trihydroxybenzoyl)oxy-3,4-dihydro-2H-chromen-4-yl]-5,7-dihydroxy-3-(3,4,5-trihydroxybenzoyl)oxy-3,4-dihydro-2H-chromen-4-yl]-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate
SMILES (Canonical) C1C(C(OC2=C1C(=CC(=C2C3C(C(OC4=C(C(=CC(=C34)O)O)C5C(C(OC6=CC(=CC(=C56)O)O)C7=CC(=C(C=C7)O)O)OC(=O)C8=CC(=C(C(=C8)O)O)O)C9=CC(=C(C=C9)O)O)OC(=O)C1=CC(=C(C(=C1)O)O)O)O)O)C1=CC(=C(C=C1)O)O)OC(=O)C1=CC(=C(C(=C1)O)O)O
SMILES (Isomeric) C1[C@H]([C@H](OC2=C1C(=CC(=C2[C@@H]3[C@H]([C@H](OC4=C(C(=CC(=C34)O)O)[C@@H]5[C@H]([C@H](OC6=CC(=CC(=C56)O)O)C7=CC(=C(C=C7)O)O)OC(=O)C8=CC(=C(C(=C8)O)O)O)C9=CC(=C(C=C9)O)O)OC(=O)C1=CC(=C(C(=C1)O)O)O)O)O)C1=CC(=C(C=C1)O)O)OC(=O)C1=CC(=C(C(=C1)O)O)O
InChI InChI=1S/C66H50O30/c67-27-16-36(75)48-46(17-27)91-58(22-2-5-30(69)34(73)8-22)62(95-65(89)25-12-42(81)55(86)43(82)13-25)52(48)50-38(77)20-39(78)51-53(63(96-66(90)26-14-44(83)56(87)45(84)15-26)59(94-61(50)51)23-3-6-31(70)35(74)9-23)49-37(76)19-32(71)28-18-47(92-64(88)24-10-40(79)54(85)41(80)11-24)57(93-60(28)49)21-1-4-29(68)33(72)7-21/h1-17,19-20,47,52-53,57-59,62-63,67-87H,18H2/t47-,52-,53+,57-,58-,59-,62-,63-/m1/s1
InChI Key QKXUXZSVOPLDOD-GCTHYFALSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C66H50O30
Molecular Weight 1323.10 g/mol
Exact Mass 1322.23869017 g/mol
Topological Polar Surface Area (TPSA) 531.00 Ų
XlogP 6.80
Atomic LogP (AlogP) 7.39
H-Bond Acceptor 30
H-Bond Donor 21
Rotatable Bonds 11

Synonyms

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DTXSID901296366
Procyanidin C1 3,3,3-tri-O-gallate
106533-62-4

2D Structure

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2D Structure of Procyanidin C1 3,3,3-tri-O-gallate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7121 71.21%
Caco-2 - 0.8722 87.22%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.6276 62.76%
OATP2B1 inhibitior - 0.5728 57.28%
OATP1B1 inhibitior + 0.8101 81.01%
OATP1B3 inhibitior + 0.9479 94.79%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.7572 75.72%
P-glycoprotein inhibitior + 0.7326 73.26%
P-glycoprotein substrate - 0.6546 65.46%
CYP3A4 substrate + 0.6715 67.15%
CYP2C9 substrate - 0.8024 80.24%
CYP2D6 substrate - 0.7271 72.71%
CYP3A4 inhibition - 0.8393 83.93%
CYP2C9 inhibition - 0.8024 80.24%
CYP2C19 inhibition - 0.8085 80.85%
CYP2D6 inhibition - 0.9646 96.46%
CYP1A2 inhibition - 0.9029 90.29%
CYP2C8 inhibition + 0.8167 81.67%
CYP inhibitory promiscuity - 0.9303 93.03%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6672 66.72%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.8944 89.44%
Skin irritation - 0.6964 69.64%
Skin corrosion - 0.9457 94.57%
Ames mutagenesis + 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7293 72.93%
Micronuclear + 0.8559 85.59%
Hepatotoxicity - 0.5625 56.25%
skin sensitisation - 0.8758 87.58%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.7332 73.32%
Acute Oral Toxicity (c) IV 0.3575 35.75%
Estrogen receptor binding + 0.7468 74.68%
Androgen receptor binding + 0.7861 78.61%
Thyroid receptor binding + 0.5652 56.52%
Glucocorticoid receptor binding - 0.5218 52.18%
Aromatase binding + 0.5403 54.03%
PPAR gamma + 0.7306 73.06%
Honey bee toxicity - 0.7645 76.45%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity + 0.9277 92.77%

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 99.57% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 98.97% 91.49%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 95.40% 83.00%
CHEMBL3194 P02766 Transthyretin 95.34% 90.71%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.50% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.26% 96.09%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 91.35% 95.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.12% 86.33%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 89.36% 96.37%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.97% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.84% 99.17%
CHEMBL1929 P47989 Xanthine dehydrogenase 88.24% 96.12%
CHEMBL4208 P20618 Proteasome component C5 87.87% 90.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.81% 99.23%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 86.69% 99.15%
CHEMBL4040 P28482 MAP kinase ERK2 86.46% 83.82%
CHEMBL2581 P07339 Cathepsin D 83.54% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.45% 95.56%
CHEMBL245 P20309 Muscarinic acetylcholine receptor M3 82.89% 97.53%
CHEMBL233 P35372 Mu opioid receptor 82.59% 97.93%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.05% 95.89%
CHEMBL2535 P11166 Glucose transporter 81.14% 98.75%
CHEMBL236 P41143 Delta opioid receptor 80.68% 99.35%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 80.21% 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.
Rumex acetosa

Cross-Links

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PubChem 16152264
LOTUS LTS0051143
wikiData Q105223397