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(2S,3S,4S,5R,6S)-5-[(2R,3R,4S,5S,6S)-6-carboxy-4,5-dihydroxy-3-[(E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-[5-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylic acid

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 7c26e225-851e-45b8-ac73-04dfe718b9f5
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glucuronides > Flavonoid-7-O-glucuronides
IUPAC Name (2S,3S,4S,5R,6S)-5-[(2R,3R,4S,5S,6S)-6-carboxy-4,5-dihydroxy-3-[(E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-[5-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylic acid
SMILES (Canonical) COC1=CC(=CC(=C1O)OC)C=CC(=O)OC2C(C(C(OC2OC3C(C(C(OC3OC4=CC(=C5C(=C4)OC(=CC5=O)C6=CC(=C(C(=C6)OC)O)OC)O)C(=O)O)O)O)C(=O)O)O)O
SMILES (Isomeric) COC1=CC(=CC(=C1O)OC)/C=C/C(=O)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2O[C@@H]3[C@H]([C@@H]([C@H](O[C@H]3OC4=CC(=C5C(=C4)OC(=CC5=O)C6=CC(=C(C(=C6)OC)O)OC)O)C(=O)O)O)O)C(=O)O)O)O
InChI InChI=1S/C40H40O23/c1-54-21-7-14(8-22(55-2)27(21)44)5-6-25(43)60-35-31(48)29(46)34(38(52)53)62-40(35)63-36-32(49)30(47)33(37(50)51)61-39(36)58-16-11-17(41)26-18(42)13-19(59-20(26)12-16)15-9-23(56-3)28(45)24(10-15)57-4/h5-13,29-36,39-41,44-49H,1-4H3,(H,50,51)(H,52,53)/b6-5+/t29-,30-,31-,32-,33-,34-,35+,36+,39+,40-/m0/s1
InChI Key TUGAMOQNDVOVML-ZBNNGEMFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H40O23
Molecular Weight 888.70 g/mol
Exact Mass 888.19603752 g/mol
Topological Polar Surface Area (TPSA) 343.00 Ų
XlogP 2.00
Atomic LogP (AlogP) 0.06
H-Bond Acceptor 21
H-Bond Donor 9
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3S,4S,5R,6S)-5-[(2R,3R,4S,5S,6S)-6-carboxy-4,5-dihydroxy-3-[(E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-[5-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8075 80.75%
Caco-2 - 0.8723 87.23%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.5484 54.84%
OATP2B1 inhibitior - 0.5640 56.40%
OATP1B1 inhibitior + 0.8993 89.93%
OATP1B3 inhibitior + 0.9303 93.03%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.7089 70.89%
P-glycoprotein inhibitior + 0.7354 73.54%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.6668 66.68%
CYP2C9 substrate - 0.8144 81.44%
CYP2D6 substrate - 0.8689 86.89%
CYP3A4 inhibition - 0.7189 71.89%
CYP2C9 inhibition - 0.9229 92.29%
CYP2C19 inhibition - 0.9071 90.71%
CYP2D6 inhibition - 0.9364 93.64%
CYP1A2 inhibition - 0.8990 89.90%
CYP2C8 inhibition + 0.8353 83.53%
CYP inhibitory promiscuity - 0.6554 65.54%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Danger 0.5260 52.60%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.8986 89.86%
Skin irritation - 0.7473 74.73%
Skin corrosion - 0.9434 94.34%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6795 67.95%
Micronuclear + 0.8700 87.00%
Hepatotoxicity - 0.7569 75.69%
skin sensitisation - 0.9001 90.01%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.9593 95.93%
Acute Oral Toxicity (c) II 0.4407 44.07%
Estrogen receptor binding + 0.7835 78.35%
Androgen receptor binding + 0.6787 67.87%
Thyroid receptor binding + 0.5785 57.85%
Glucocorticoid receptor binding + 0.6495 64.95%
Aromatase binding + 0.5829 58.29%
PPAR gamma + 0.7106 71.06%
Honey bee toxicity - 0.6456 64.56%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9763 97.63%

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 99.16% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 98.86% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 98.26% 89.00%
CHEMBL3194 P02766 Transthyretin 97.22% 90.71%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.05% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.44% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.36% 85.14%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 91.98% 96.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 90.83% 97.36%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.22% 94.00%
CHEMBL3401 O75469 Pregnane X receptor 87.63% 94.73%
CHEMBL2581 P07339 Cathepsin D 87.06% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.18% 99.23%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 85.52% 99.15%
CHEMBL340 P08684 Cytochrome P450 3A4 83.16% 91.19%
CHEMBL5255 O00206 Toll-like receptor 4 83.02% 92.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.83% 94.45%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.85% 99.17%
CHEMBL2179 P04062 Beta-glucocerebrosidase 81.81% 85.31%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 81.74% 96.09%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 81.25% 96.00%

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.
Medicago sativa
Medicago truncatula

Cross-Links

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PubChem 163185761
LOTUS LTS0240170
wikiData Q105264746