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Ardimerin digallate

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 f72e530f-9aa5-4f17-8471-738df0b3c60a
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name [(2R,3S,4R,5R,6S)-6-[4,10-dihydroxy-3,9-dimethoxy-6,12-dioxo-2-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-[(3,4,5-trihydroxybenzoyl)oxymethyl]oxan-2-yl]benzo[c][1,5]benzodioxocin-8-yl]-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate
SMILES (Canonical) COC1=C(C2=C(C=C1C3C(C(C(C(O3)COC(=O)C4=CC(=C(C(=C4)O)O)O)O)O)O)C(=O)OC5=C(C=C(C(=C5O)OC)C6C(C(C(C(O6)COC(=O)C7=CC(=C(C(=C7)O)O)O)O)O)O)C(=O)O2)O
SMILES (Isomeric) COC1=C(C2=C(C=C1[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)COC(=O)C4=CC(=C(C(=C4)O)O)O)O)O)O)C(=O)OC5=C(C=C(C(=C5O)OC)[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)COC(=O)C7=CC(=C(C(=C7)O)O)O)O)O)O)C(=O)O2)O
InChI InChI=1S/C42H40O26/c1-61-33-13(35-29(53)27(51)25(49)21(65-35)9-63-39(57)11-3-17(43)23(47)18(44)4-11)7-15-37(31(33)55)67-42(60)16-8-14(34(62-2)32(56)38(16)68-41(15)59)36-30(54)28(52)26(50)22(66-36)10-64-40(58)12-5-19(45)24(48)20(46)6-12/h3-8,21-22,25-30,35-36,43-56H,9-10H2,1-2H3/t21-,22-,25-,26-,27+,28+,29-,30-,35+,36+/m1/s1
InChI Key DXKGWDISVOGUDQ-XHWFIBSOSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C42H40O26
Molecular Weight 960.70 g/mol
Exact Mass 960.18078138 g/mol
Topological Polar Surface Area (TPSA) 425.00 Ų
XlogP -1.60
Atomic LogP (AlogP) -1.14
H-Bond Acceptor 26
H-Bond Donor 14
Rotatable Bonds 10

Synonyms

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ardimerin 6,6'-digallate
CHEBI:65423
CHEMBL228115
Q27133867
[(2R,3S,4R,5R,6S)-6-[4,10-dihydroxy-3,9-dimethoxy-6,12-dioxo-2-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-[(3,4,5-trihydroxybenzoyl)oxymethyl]oxan-2-yl]benzo[c][1,5]benzodioxocin-8-yl]-3,4,5-trihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate
[(2R,3S,4R,5R,6S)-6-[4,10-dihydroxy-3,9-dimethoxy-6,12-dioxo-2-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-[(3,4,5-trihydroxybenzoyl)oxymethyl]tetrahydropyran-2-yl]benzo[c][1,5]benzodioxocin-8-yl]-3,4,5-trihydroxy-tetrahydropyran-2-yl]methyl 3,4,5-trihydroxybenzoate
[6-(8-{(2S,5S,3R,4R,6R)-3,4,5-Trihydroxy-6-[(3,4,5-trihydroxyphenylcarbonyloxy)methyl](2H-3,4,5,6-tetrahydropyran-2-yl)}-4,10-dihydroxy-3,9-dimethoxy-6,12-dioxodibenzo[b,f]1,5-dioxocin-2-yl)(3S,6S,2R,4R,5R)-3,4,5-trihydroxy-2H-3,4,5,6-tetrahydropyran-2-yl]methyl 3,4,5-trihydroxybenzoate=

2D Structure

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2D Structure of Ardimerin digallate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6323 63.23%
Caco-2 - 0.8611 86.11%
Blood Brain Barrier - 0.8750 87.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.6252 62.52%
OATP2B1 inhibitior - 0.7138 71.38%
OATP1B1 inhibitior - 0.4000 40.00%
OATP1B3 inhibitior + 0.9730 97.30%
MATE1 inhibitior - 0.7600 76.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.5599 55.99%
P-glycoprotein inhibitior + 0.7388 73.88%
P-glycoprotein substrate - 0.8034 80.34%
CYP3A4 substrate + 0.5983 59.83%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8156 81.56%
CYP3A4 inhibition - 0.9339 93.39%
CYP2C9 inhibition - 0.8559 85.59%
CYP2C19 inhibition - 0.8894 88.94%
CYP2D6 inhibition - 0.9566 95.66%
CYP1A2 inhibition - 0.9329 93.29%
CYP2C8 inhibition + 0.6753 67.53%
CYP inhibitory promiscuity - 0.8060 80.60%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6799 67.99%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.8984 89.84%
Skin irritation - 0.8577 85.77%
Skin corrosion - 0.9546 95.46%
Ames mutagenesis - 0.6208 62.08%
Human Ether-a-go-go-Related Gene inhibition + 0.7807 78.07%
Micronuclear + 0.7233 72.33%
Hepatotoxicity - 0.5625 56.25%
skin sensitisation - 0.9326 93.26%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.9215 92.15%
Acute Oral Toxicity (c) III 0.6842 68.42%
Estrogen receptor binding + 0.7378 73.78%
Androgen receptor binding + 0.6842 68.42%
Thyroid receptor binding + 0.5777 57.77%
Glucocorticoid receptor binding + 0.6406 64.06%
Aromatase binding + 0.6009 60.09%
PPAR gamma + 0.7408 74.08%
Honey bee toxicity - 0.9027 90.27%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.8710 87.10%

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 99.35% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.68% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.93% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.49% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.67% 99.17%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 90.85% 95.64%
CHEMBL3401 O75469 Pregnane X receptor 90.10% 94.73%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.03% 94.00%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 89.46% 83.00%
CHEMBL2535 P11166 Glucose transporter 86.51% 98.75%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.20% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.47% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.24% 95.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.79% 92.62%
CHEMBL4208 P20618 Proteasome component C5 81.67% 90.00%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 81.62% 95.17%

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.
Ardisia japonica

Cross-Links

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PubChem 16681402
NPASS NPC117668
ChEMBL CHEMBL228115
LOTUS LTS0000255
wikiData Q27133867