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bis[[(2R,3R,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl] (1S,2S,3S,4S)-3,4-bis(3,4-dihydroxyphenyl)cyclobutane-1,2-dicarboxylate

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 ee9764be-7bc6-491c-90f2-868a4f955e6d
Taxonomy Phenylpropanoids and polyketides > Stilbenes > Stilbene glycosides
IUPAC Name bis[[(2R,3R,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl] (1S,2S,3S,4S)-3,4-bis(3,4-dihydroxyphenyl)cyclobutane-1,2-dicarboxylate
SMILES (Canonical) C1=CC(=C(C=C1C2C(C(C2C(=O)OCC3C(C(C(C(O3)OC4=C(OC5=CC(=CC(=C5C4=O)O)O)C6=CC(=C(C=C6)O)O)O)O)O)C(=O)OCC7C(C(C(C(O7)OC8=C(OC9=CC(=CC(=C9C8=O)O)O)C1=CC(=C(C=C1)O)O)O)O)O)C1=CC(=C(C=C1)O)O)O)O
SMILES (Isomeric) C1=CC(=C(C=C1[C@H]2[C@@H]([C@@H]([C@H]2C(=O)OC[C@@H]3[C@@H]([C@@H]([C@H]([C@@H](O3)OC4=C(OC5=CC(=CC(=C5C4=O)O)O)C6=CC(=C(C=C6)O)O)O)O)O)C(=O)OC[C@@H]7[C@@H]([C@@H]([C@H]([C@@H](O7)OC8=C(OC9=CC(=CC(=C9C8=O)O)O)C1=CC(=C(C=C1)O)O)O)O)O)C1=CC(=C(C=C1)O)O)O)O
InChI InChI=1S/C60H52O30/c61-23-13-33(71)41-35(15-23)85-53(21-3-7-27(65)31(69)11-21)55(47(41)75)89-59-51(79)49(77)45(73)37(87-59)17-83-57(81)43-39(19-1-5-25(63)29(67)9-19)40(20-2-6-26(64)30(68)10-20)44(43)58(82)84-18-38-46(74)50(78)52(80)60(88-38)90-56-48(76)42-34(72)14-24(62)16-36(42)86-54(56)22-4-8-28(66)32(70)12-22/h1-16,37-40,43-46,49-52,59-74,77-80H,17-18H2/t37-,38-,39+,40+,43+,44+,45+,46+,49+,50+,51-,52-,59+,60+/m1/s1
InChI Key HMCNEGJHHUODFW-WVKPGHBMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C60H52O30
Molecular Weight 1253.00 g/mol
Exact Mass 1252.25434024 g/mol
Topological Polar Surface Area (TPSA) 506.00 Ų
XlogP 2.30
Atomic LogP (AlogP) 1.67
H-Bond Acceptor 30
H-Bond Donor 18
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of bis[[(2R,3R,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl] (1S,2S,3S,4S)-3,4-bis(3,4-dihydroxyphenyl)cyclobutane-1,2-dicarboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6360 63.60%
Caco-2 - 0.8598 85.98%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.6117 61.17%
OATP2B1 inhibitior - 0.7179 71.79%
OATP1B1 inhibitior + 0.8962 89.62%
OATP1B3 inhibitior + 0.9559 95.59%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.6958 69.58%
P-glycoprotein inhibitior + 0.7388 73.88%
P-glycoprotein substrate - 0.6347 63.47%
CYP3A4 substrate + 0.6715 67.15%
CYP2C9 substrate + 0.5540 55.40%
CYP2D6 substrate - 0.8719 87.19%
CYP3A4 inhibition - 0.9051 90.51%
CYP2C9 inhibition - 0.8666 86.66%
CYP2C19 inhibition - 0.8487 84.87%
CYP2D6 inhibition - 0.9507 95.07%
CYP1A2 inhibition - 0.9197 91.97%
CYP2C8 inhibition + 0.9080 90.80%
CYP inhibitory promiscuity - 0.8586 85.86%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6238 62.38%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.8963 89.63%
Skin irritation - 0.8294 82.94%
Skin corrosion - 0.9498 94.98%
Ames mutagenesis + 0.6163 61.63%
Human Ether-a-go-go-Related Gene inhibition + 0.7034 70.34%
Micronuclear + 0.7133 71.33%
Hepatotoxicity - 0.5750 57.50%
skin sensitisation - 0.9020 90.20%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.8052 80.52%
Acute Oral Toxicity (c) III 0.4180 41.80%
Estrogen receptor binding + 0.7022 70.22%
Androgen receptor binding + 0.7485 74.85%
Thyroid receptor binding + 0.6015 60.15%
Glucocorticoid receptor binding + 0.6161 61.61%
Aromatase binding + 0.6220 62.20%
PPAR gamma + 0.7471 74.71%
Honey bee toxicity - 0.7419 74.19%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5850 58.50%
Fish aquatic toxicity + 0.9131 91.31%

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 99.58% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.68% 89.00%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 97.28% 95.64%
CHEMBL1951 P21397 Monoamine oxidase A 94.73% 91.49%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.16% 94.45%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 93.32% 99.15%
CHEMBL2581 P07339 Cathepsin D 92.94% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.79% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.74% 97.09%
CHEMBL3194 P02766 Transthyretin 91.27% 90.71%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.68% 94.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.62% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.30% 86.33%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 89.14% 95.78%
CHEMBL3401 O75469 Pregnane X receptor 88.03% 94.73%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.50% 99.23%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 84.26% 80.78%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.43% 90.71%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.41% 96.95%

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.
Monochaetum multiflorum

Cross-Links

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PubChem 162910597
LOTUS LTS0217591
wikiData Q105030452