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3,3'-Digalloylprodelphinidin B2

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 dd7ce2dc-c9df-491b-bb8f-03df42219341
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
IUPAC Name [8-[5,7-dihydroxy-3-(3,4,5-trihydroxybenzoyl)oxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-4-yl]-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate
SMILES (Canonical) C1C(C(OC2=C1C(=CC(=C2C3C(C(OC4=CC(=CC(=C34)O)O)C5=CC(=C(C(=C5)O)O)O)OC(=O)C6=CC(=C(C(=C6)O)O)O)O)O)C7=CC(=C(C(=C7)O)O)O)OC(=O)C8=CC(=C(C(=C8)O)O)O
SMILES (Isomeric) C1C(C(OC2=C1C(=CC(=C2C3C(C(OC4=CC(=CC(=C34)O)O)C5=CC(=C(C(=C5)O)O)O)OC(=O)C6=CC(=C(C(=C6)O)O)O)O)O)C7=CC(=C(C(=C7)O)O)O)OC(=O)C8=CC(=C(C(=C8)O)O)O
InChI InChI=1S/C44H34O22/c45-17-9-20(47)32-30(10-17)63-40(14-3-24(51)36(58)25(52)4-14)42(66-44(62)16-7-28(55)38(60)29(56)8-16)34(32)33-21(48)12-19(46)18-11-31(64-43(61)15-5-26(53)37(59)27(54)6-15)39(65-41(18)33)13-1-22(49)35(57)23(50)2-13/h1-10,12,31,34,39-40,42,45-60H,11H2
InChI Key OBAZBWUNTJYECH-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C44H34O22
Molecular Weight 914.70 g/mol
Exact Mass 914.15417271 g/mol
Topological Polar Surface Area (TPSA) 395.00 Ų
XlogP 4.00
Atomic LogP (AlogP) 4.37
H-Bond Acceptor 22
H-Bond Donor 16
Rotatable Bonds 7

Synonyms

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CHEBI:184563
3-O-Galloylepigallocatechin-(4beta->8)-epigallocatechin-3-O-gallate
[8-[5,7-dihydroxy-3-(3,4,5-trihydroxybenzoyl)oxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-4-yl]-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate
8-[5,7-Dihydroxy-3-(3,4,5-trihydroxybenzoyloxy)-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-yl]-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3-yl 3,4,5-trihydroxybenzoate

2D Structure

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2D Structure of 3,3'-Digalloylprodelphinidin B2

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 - 0.8937 89.37%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.6276 62.76%
OATP2B1 inhibitior - 0.7091 70.91%
OATP1B1 inhibitior + 0.7608 76.08%
OATP1B3 inhibitior + 0.9479 94.79%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.8203 82.03%
P-glycoprotein inhibitior + 0.7294 72.94%
P-glycoprotein substrate - 0.6539 65.39%
CYP3A4 substrate + 0.6519 65.19%
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 + 0.7675 76.75%
CYP inhibitory promiscuity - 0.9303 93.03%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6672 66.72%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.8850 88.50%
Skin irritation - 0.6964 69.64%
Skin corrosion - 0.9457 94.57%
Ames mutagenesis + 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7574 75.74%
Micronuclear + 0.8559 85.59%
Hepatotoxicity + 0.6250 62.50%
skin sensitisation - 0.8758 87.58%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.6965 69.65%
Acute Oral Toxicity (c) IV 0.3575 35.75%
Estrogen receptor binding + 0.7698 76.98%
Androgen receptor binding + 0.8022 80.22%
Thyroid receptor binding + 0.5620 56.20%
Glucocorticoid receptor binding + 0.5459 54.59%
Aromatase binding - 0.5489 54.89%
PPAR gamma + 0.6869 68.69%
Honey bee toxicity - 0.7968 79.68%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5800 58.00%
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 99.20% 91.11%
CHEMBL3194 P02766 Transthyretin 93.73% 90.71%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 92.29% 95.17%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 91.50% 83.00%
CHEMBL1951 P21397 Monoamine oxidase A 90.95% 91.49%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.88% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.39% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.82% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.66% 99.17%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 89.65% 96.37%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.14% 89.00%
CHEMBL1929 P47989 Xanthine dehydrogenase 88.12% 96.12%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.51% 99.23%
CHEMBL233 P35372 Mu opioid receptor 86.38% 97.93%
CHEMBL1993 P26358 DNA (cytosine-5)-methyltransferase 1 86.06% 95.44%
CHEMBL4302 P08183 P-glycoprotein 1 85.36% 92.98%
CHEMBL4208 P20618 Proteasome component C5 85.31% 90.00%
CHEMBL236 P41143 Delta opioid receptor 84.28% 99.35%
CHEMBL2581 P07339 Cathepsin D 84.16% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.15% 94.00%
CHEMBL4040 P28482 MAP kinase ERK2 82.82% 83.82%
CHEMBL245 P20309 Muscarinic acetylcholine receptor M3 81.01% 97.53%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.61% 95.56%

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.
Phedimus stoloniferus
Rhodiola chrysanthemifolia subsp. sacra
Rhodiola rosea
Rhodiola semenovii

Cross-Links

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PubChem 13270041
LOTUS LTS0090036
wikiData Q104401619