[(2R,3S,4S,5S)-5-[3-[3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyl)oxybenzoyl]oxy-4,5-dihydroxybenzoyl]oxy-3,4-dihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate

Details

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Internal ID 6124a65e-5e6c-4440-b597-bf7e40feddeb
Taxonomy Phenylpropanoids and polyketides > Depsides and depsidones
IUPAC Name [(2R,3S,4S,5S)-5-[3-[3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyl)oxybenzoyl]oxy-4,5-dihydroxybenzoyl]oxy-3,4-dihydroxyoxan-2-yl]methyl 3,4,5-trihydroxybenzoate
SMILES (Canonical) C1C(C(C(C(O1)COC(=O)C2=CC(=C(C(=C2)O)O)O)O)O)OC(=O)C3=CC(=C(C(=C3)OC(=O)C4=CC(=C(C(=C4)OC(=O)C5=CC(=C(C(=C5)O)O)O)O)O)O)O
SMILES (Isomeric) C1[C@@H]([C@H]([C@@H]([C@H](O1)COC(=O)C2=CC(=C(C(=C2)O)O)O)O)O)OC(=O)C3=CC(=C(C(=C3)OC(=O)C4=CC(=C(C(=C4)OC(=O)C5=CC(=C(C(=C5)O)O)O)O)O)O)O
InChI InChI=1S/C34H28O21/c35-15-1-11(2-16(36)25(15)41)31(47)52-9-23-29(45)30(46)24(10-51-23)55-34(50)14-6-20(40)28(44)22(8-14)54-33(49)13-5-19(39)27(43)21(7-13)53-32(48)12-3-17(37)26(42)18(38)4-12/h1-8,23-24,29-30,35-46H,9-10H2/t23-,24+,29-,30-/m1/s1
InChI Key MVSDUJRSDIPTHI-XSHKJCDBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H28O21
Molecular Weight 772.60 g/mol
Exact Mass 772.11230790 g/mol
Topological Polar Surface Area (TPSA) 357.00 Ų
XlogP 1.10
Atomic LogP (AlogP) 0.68
H-Bond Acceptor 21
H-Bond Donor 12
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,4S,5S)-5-[3-[3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyl)oxybenzoyl]oxy-4,5-dihydroxybenzoyl]oxy-3,4-dihydroxyoxan-2-yl]methyl 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 - 0.8164 81.64%
Caco-2 - 0.8746 87.46%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.7156 71.56%
OATP2B1 inhibitior + 0.5691 56.91%
OATP1B1 inhibitior - 0.3746 37.46%
OATP1B3 inhibitior + 0.8476 84.76%
MATE1 inhibitior - 0.7400 74.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.7905 79.05%
P-glycoprotein inhibitior + 0.7384 73.84%
P-glycoprotein substrate - 0.7295 72.95%
CYP3A4 substrate + 0.5596 55.96%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8233 82.33%
CYP3A4 inhibition - 0.8379 83.79%
CYP2C9 inhibition - 0.7668 76.68%
CYP2C19 inhibition - 0.8190 81.90%
CYP2D6 inhibition - 0.9285 92.85%
CYP1A2 inhibition - 0.8965 89.65%
CYP2C8 inhibition + 0.5642 56.42%
CYP inhibitory promiscuity - 0.8376 83.76%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6620 66.20%
Eye corrosion - 0.9920 99.20%
Eye irritation - 0.8977 89.77%
Skin irritation - 0.8706 87.06%
Skin corrosion - 0.9586 95.86%
Ames mutagenesis + 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6643 66.43%
Micronuclear + 0.5733 57.33%
Hepatotoxicity - 0.7125 71.25%
skin sensitisation - 0.8696 86.96%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.5556 55.56%
Mitochondrial toxicity - 0.5500 55.00%
Nephrotoxicity - 0.9706 97.06%
Acute Oral Toxicity (c) III 0.6749 67.49%
Estrogen receptor binding + 0.7124 71.24%
Androgen receptor binding + 0.6994 69.94%
Thyroid receptor binding + 0.5429 54.29%
Glucocorticoid receptor binding + 0.5519 55.19%
Aromatase binding + 0.6088 60.88%
PPAR gamma + 0.7157 71.57%
Honey bee toxicity - 0.7144 71.44%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5499 54.99%
Fish aquatic toxicity + 0.9534 95.34%

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 99.07% 91.11%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 97.51% 95.17%
CHEMBL3194 P02766 Transthyretin 93.93% 90.71%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.44% 99.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.03% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.97% 89.00%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 89.53% 83.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.43% 94.00%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 88.91% 97.21%
CHEMBL2581 P07339 Cathepsin D 85.80% 98.95%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.44% 90.71%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.95% 96.95%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 83.42% 83.57%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.35% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.60% 86.33%
CHEMBL2535 P11166 Glucose transporter 82.57% 98.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.47% 95.89%

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.
Acer tataricum subsp. ginnala

Cross-Links

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PubChem 14682443
LOTUS LTS0221487
wikiData Q105173247