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6-[2-[4-[6-(3-Carboxypropanoyloxymethyl)-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 a27287e9-d117-4f9d-b38b-3cc08b9b9237
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glucuronides > Flavonoid-7-O-glucuronides
IUPAC Name 6-[2-[4-[6-(3-carboxypropanoyloxymethyl)-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)CCC(=O)O)O)O)O
SMILES (Isomeric) 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)CCC(=O)O)O)O)O
InChI InChI=1S/C31H32O19/c32-14-7-13(47-31-27(42)24(39)25(40)28(50-31)29(43)44)8-17-21(14)15(33)9-16(48-17)11-1-3-12(4-2-11)46-30-26(41)23(38)22(37)18(49-30)10-45-20(36)6-5-19(34)35/h1-4,7-9,18,22-28,30-32,37-42H,5-6,10H2,(H,34,35)(H,43,44)
InChI Key KJWXNEVIHJTDHZ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H32O19
Molecular Weight 708.60 g/mol
Exact Mass 708.15377879 g/mol
Topological Polar Surface Area (TPSA) 306.00 Ų
XlogP -1.20
Atomic LogP (AlogP) -1.97
H-Bond Acceptor 17
H-Bond Donor 9
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 6-[2-[4-[6-(3-Carboxypropanoyloxymethyl)-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 - 0.5878 58.78%
Caco-2 - 0.8937 89.37%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.7799 77.99%
OATP2B1 inhibitior - 0.5644 56.44%
OATP1B1 inhibitior + 0.9165 91.65%
OATP1B3 inhibitior + 0.9336 93.36%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8537 85.37%
BSEP inhibitior + 0.7390 73.90%
P-glycoprotein inhibitior + 0.6709 67.09%
P-glycoprotein substrate - 0.7575 75.75%
CYP3A4 substrate + 0.6312 63.12%
CYP2C9 substrate + 0.5675 56.75%
CYP2D6 substrate - 0.8699 86.99%
CYP3A4 inhibition - 0.8559 85.59%
CYP2C9 inhibition - 0.9198 91.98%
CYP2C19 inhibition - 0.8291 82.91%
CYP2D6 inhibition - 0.9087 90.87%
CYP1A2 inhibition - 0.8221 82.21%
CYP2C8 inhibition + 0.8095 80.95%
CYP inhibitory promiscuity - 0.9522 95.22%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6919 69.19%
Eye corrosion - 0.9915 99.15%
Eye irritation - 0.9048 90.48%
Skin irritation - 0.8365 83.65%
Skin corrosion - 0.9639 96.39%
Ames mutagenesis - 0.6064 60.64%
Human Ether-a-go-go-Related Gene inhibition + 0.6622 66.22%
Micronuclear - 0.6041 60.41%
Hepatotoxicity - 0.8407 84.07%
skin sensitisation - 0.9227 92.27%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity - 0.9783 97.83%
Acute Oral Toxicity (c) III 0.5256 52.56%
Estrogen receptor binding + 0.7810 78.10%
Androgen receptor binding + 0.6510 65.10%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.5468 54.68%
Aromatase binding + 0.5733 57.33%
PPAR gamma + 0.6890 68.90%
Honey bee toxicity - 0.7324 73.24%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.7300 73.00%
Fish aquatic toxicity + 0.9427 94.27%

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 99.38% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 97.50% 91.49%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 96.44% 99.15%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.57% 89.00%
CHEMBL220 P22303 Acetylcholinesterase 95.41% 94.45%
CHEMBL2581 P07339 Cathepsin D 94.85% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.07% 99.17%
CHEMBL3194 P02766 Transthyretin 92.65% 90.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.33% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.84% 94.00%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 91.16% 83.57%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.03% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.93% 97.09%
CHEMBL3401 O75469 Pregnane X receptor 87.37% 94.73%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 86.25% 95.78%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 86.03% 86.92%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.64% 94.45%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 84.93% 91.71%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.79% 90.71%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.98% 85.14%
CHEMBL4040 P28482 MAP kinase ERK2 83.94% 83.82%
CHEMBL221 P23219 Cyclooxygenase-1 83.75% 90.17%
CHEMBL340 P08684 Cytochrome P450 3A4 83.56% 91.19%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.32% 95.50%
CHEMBL5255 O00206 Toll-like receptor 4 81.50% 92.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.76% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.02% 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.
Centaurea cyanus

Cross-Links

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PubChem 162914165
LOTUS LTS0225682
wikiData Q105142024