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(2S,3S,4S,5R,6S)-6-[2-[4-[(2S,3R,4S,5S,6R)-6-[(2-carboxyacetyl)oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxyphenyl]-5-hydroxy-4-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxane-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 07de6102-2056-4986-8766-10b1dbfc3cce
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glucuronides > Flavonoid-7-O-glucuronides
IUPAC Name (2S,3S,4S,5R,6S)-6-[2-[4-[(2S,3R,4S,5S,6R)-6-[(2-carboxyacetyl)oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxyphenyl]-5-hydroxy-4-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
SMILES (Canonical) C1=CC(=CC=C1C2=CC(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)C(=O)O)O)O)O)O)OC5C(C(C(C(O5)COC(=O)CC(=O)O)O)O)O
SMILES (Isomeric) C1=CC(=CC=C1C2=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)O)O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)COC(=O)CC(=O)O)O)O)O
InChI InChI=1S/C30H30O19/c31-13-5-12(46-30-26(41)23(38)24(39)27(49-30)28(42)43)6-16-20(13)14(32)7-15(47-16)10-1-3-11(4-2-10)45-29-25(40)22(37)21(36)17(48-29)9-44-19(35)8-18(33)34/h1-7,17,21-27,29-31,36-41H,8-9H2,(H,33,34)(H,42,43)/t17-,21-,22+,23+,24+,25-,26-,27+,29-,30-/m1/s1
InChI Key KWPZKEPPMDOLFK-QWPFMXMHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H30O19
Molecular Weight 694.50 g/mol
Exact Mass 694.13812872 g/mol
Topological Polar Surface Area (TPSA) 306.00 Ų
XlogP -1.00
Atomic LogP (AlogP) -2.36
H-Bond Acceptor 17
H-Bond Donor 9
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3S,4S,5R,6S)-6-[2-[4-[(2S,3R,4S,5S,6R)-6-[(2-carboxyacetyl)oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxyphenyl]-5-hydroxy-4-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxane-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 - 0.5510 55.10%
Caco-2 - 0.8937 89.37%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.6401 64.01%
OATP2B1 inhibitior - 0.5624 56.24%
OATP1B1 inhibitior + 0.9336 93.36%
OATP1B3 inhibitior + 0.9409 94.09%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.7891 78.91%
P-glycoprotein inhibitior + 0.6688 66.88%
P-glycoprotein substrate - 0.7487 74.87%
CYP3A4 substrate + 0.6217 62.17%
CYP2C9 substrate + 0.5675 56.75%
CYP2D6 substrate - 0.8699 86.99%
CYP3A4 inhibition - 0.8793 87.93%
CYP2C9 inhibition - 0.9538 95.38%
CYP2C19 inhibition - 0.9360 93.60%
CYP2D6 inhibition - 0.9354 93.54%
CYP1A2 inhibition - 0.9400 94.00%
CYP2C8 inhibition + 0.8223 82.23%
CYP inhibitory promiscuity - 0.9331 93.31%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6342 63.42%
Eye corrosion - 0.9920 99.20%
Eye irritation - 0.9036 90.36%
Skin irritation - 0.8209 82.09%
Skin corrosion - 0.9598 95.98%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7481 74.81%
Micronuclear + 0.6918 69.18%
Hepatotoxicity - 0.8157 81.57%
skin sensitisation - 0.9230 92.30%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.9583 95.83%
Acute Oral Toxicity (c) III 0.5344 53.44%
Estrogen receptor binding + 0.7608 76.08%
Androgen receptor binding + 0.6582 65.82%
Thyroid receptor binding + 0.5221 52.21%
Glucocorticoid receptor binding + 0.5660 56.60%
Aromatase binding + 0.5429 54.29%
PPAR gamma + 0.6891 68.91%
Honey bee toxicity - 0.7533 75.33%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.7100 71.00%
Fish aquatic toxicity + 0.9354 93.54%

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 99.50% 91.11%
CHEMBL220 P22303 Acetylcholinesterase 96.19% 94.45%
CHEMBL1951 P21397 Monoamine oxidase A 96.09% 91.49%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 95.62% 99.15%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.94% 89.00%
CHEMBL2581 P07339 Cathepsin D 94.50% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.25% 85.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.32% 94.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.20% 99.17%
CHEMBL3194 P02766 Transthyretin 90.15% 90.71%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.16% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.10% 86.33%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 87.93% 83.57%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 87.57% 95.64%
CHEMBL3401 O75469 Pregnane X receptor 87.38% 94.73%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 86.18% 90.71%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.71% 97.09%
CHEMBL5284 Q96RR4 CaM-kinase kinase beta 84.84% 89.23%
CHEMBL1075162 Q13304 Uracil nucleotide/cysteinyl leukotriene receptor 82.50% 80.33%
CHEMBL2179 P04062 Beta-glucocerebrosidase 81.89% 85.31%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.74% 95.50%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 81.21% 86.92%

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.
Centaurea cyanus

Cross-Links

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PubChem 100921414
LOTUS LTS0001586
wikiData Q105147062