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(2S,3S,4S,5R,6S)-4-(2-carboxyacetyl)oxy-3,5-dihydroxy-6-[5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-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 085f2fc9-905e-4b83-8577-34c2ec825589
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glucuronides > Flavonoid-7-O-glucuronides
IUPAC Name (2S,3S,4S,5R,6S)-4-(2-carboxyacetyl)oxy-3,5-dihydroxy-6-[5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylic acid
SMILES (Canonical) COC1=C(C=C(C=C1)C2=CC(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)C(=O)O)O)OC(=O)CC(=O)O)O)O)O
SMILES (Isomeric) COC1=C(C=C(C=C1)C2=CC(=O)C3=C(C=C(C=C3O2)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)C(=O)O)O)OC(=O)CC(=O)O)O)O)O
InChI InChI=1S/C25H22O15/c1-36-14-3-2-9(4-11(14)26)15-7-13(28)19-12(27)5-10(6-16(19)38-15)37-25-21(33)22(39-18(31)8-17(29)30)20(32)23(40-25)24(34)35/h2-7,20-23,25-27,32-33H,8H2,1H3,(H,29,30)(H,34,35)/t20-,21+,22-,23-,25+/m0/s1
InChI Key IXTLKMFDEMUHOV-GPUWNAPISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H22O15
Molecular Weight 562.40 g/mol
Exact Mass 562.09586999 g/mol
Topological Polar Surface Area (TPSA) 236.00 Ų
XlogP 1.30
Atomic LogP (AlogP) 0.18
H-Bond Acceptor 13
H-Bond Donor 6
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3S,4S,5R,6S)-4-(2-carboxyacetyl)oxy-3,5-dihydroxy-6-[5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-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 + 0.8422 84.22%
Caco-2 - 0.8734 87.34%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.6085 60.85%
OATP2B1 inhibitior - 0.6892 68.92%
OATP1B1 inhibitior + 0.9184 91.84%
OATP1B3 inhibitior + 0.8551 85.51%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.6074 60.74%
P-glycoprotein inhibitior + 0.6801 68.01%
P-glycoprotein substrate + 0.5657 56.57%
CYP3A4 substrate + 0.6286 62.86%
CYP2C9 substrate - 0.6174 61.74%
CYP2D6 substrate - 0.8631 86.31%
CYP3A4 inhibition - 0.7582 75.82%
CYP2C9 inhibition - 0.7568 75.68%
CYP2C19 inhibition - 0.9098 90.98%
CYP2D6 inhibition - 0.8773 87.73%
CYP1A2 inhibition - 0.9261 92.61%
CYP2C8 inhibition + 0.8464 84.64%
CYP inhibitory promiscuity - 0.7589 75.89%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5419 54.19%
Eye corrosion - 0.9865 98.65%
Eye irritation - 0.8971 89.71%
Skin irritation - 0.7626 76.26%
Skin corrosion - 0.9399 93.99%
Ames mutagenesis - 0.6564 65.64%
Human Ether-a-go-go-Related Gene inhibition + 0.8236 82.36%
Micronuclear + 0.8318 83.18%
Hepatotoxicity - 0.7730 77.30%
skin sensitisation - 0.9281 92.81%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.9105 91.05%
Acute Oral Toxicity (c) III 0.6679 66.79%
Estrogen receptor binding + 0.7767 77.67%
Androgen receptor binding + 0.6626 66.26%
Thyroid receptor binding - 0.4909 49.09%
Glucocorticoid receptor binding + 0.6240 62.40%
Aromatase binding - 0.5424 54.24%
PPAR gamma + 0.6853 68.53%
Honey bee toxicity - 0.7446 74.46%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.7500 75.00%
Fish aquatic toxicity + 0.7832 78.32%

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 98.65% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.50% 85.14%
CHEMBL1951 P21397 Monoamine oxidase A 98.20% 91.49%
CHEMBL2581 P07339 Cathepsin D 96.69% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.74% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.41% 94.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.41% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.90% 99.17%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 91.82% 99.15%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.64% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.60% 95.56%
CHEMBL3194 P02766 Transthyretin 90.77% 90.71%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 88.42% 81.11%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.06% 96.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.85% 90.71%
CHEMBL340 P08684 Cytochrome P450 3A4 84.62% 91.19%
CHEMBL1255126 O15151 Protein Mdm4 83.86% 90.20%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.65% 94.45%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 82.62% 86.92%
CHEMBL3401 O75469 Pregnane X receptor 82.26% 94.73%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.70% 95.89%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.90% 97.28%

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.
Meehania fargesii

Cross-Links

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PubChem 46211758
LOTUS LTS0054705
wikiData Q105122470