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(3R,4R,6S)-6-[[(2R,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-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 6a35ae69-5aa7-4ca9-9565-d465ab660d84
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name (3R,4R,6S)-6-[[(2R,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
SMILES (Canonical) C1=CC(=C(C=C1C2=CC(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)COC5C(C(C(C(O5)C(=O)O)O)O)O)O)O)O)O)O)O
SMILES (Isomeric) C1=CC(=C(C=C1C2=CC(=O)C3=C(C=C(C=C3O2)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO[C@@H]5C([C@@H]([C@H](C(O5)C(=O)O)O)O)O)O)O)O)O)O)O
InChI InChI=1S/C27H28O17/c28-10-2-1-8(3-11(10)29)14-6-13(31)17-12(30)4-9(5-15(17)42-14)41-27-23(37)19(33)18(32)16(43-27)7-40-26-22(36)20(34)21(35)24(44-26)25(38)39/h1-6,16,18-24,26-30,32-37H,7H2,(H,38,39)/t16-,18-,19+,20-,21-,22?,23-,24?,26+,27-/m1/s1
InChI Key ZZOFZRGFOPYSSY-HJYMNIQOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H28O17
Molecular Weight 624.50 g/mol
Exact Mass 624.13264942 g/mol
Topological Polar Surface Area (TPSA) 283.00 Ų
XlogP -1.40
Atomic LogP (AlogP) -2.33
H-Bond Acceptor 16
H-Bond Donor 10
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R,4R,6S)-6-[[(2R,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-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 - 0.6055 60.55%
Caco-2 - 0.9116 91.16%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.6349 63.49%
OATP2B1 inhibitior - 0.5589 55.89%
OATP1B1 inhibitior + 0.9486 94.86%
OATP1B3 inhibitior + 0.9474 94.74%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.5534 55.34%
P-glycoprotein inhibitior - 0.6281 62.81%
P-glycoprotein substrate - 0.7233 72.33%
CYP3A4 substrate + 0.5803 58.03%
CYP2C9 substrate - 0.8166 81.66%
CYP2D6 substrate - 0.8783 87.83%
CYP3A4 inhibition - 0.9135 91.35%
CYP2C9 inhibition - 0.8848 88.48%
CYP2C19 inhibition - 0.9087 90.87%
CYP2D6 inhibition - 0.9593 95.93%
CYP1A2 inhibition - 0.9330 93.30%
CYP2C8 inhibition + 0.8346 83.46%
CYP inhibitory promiscuity - 0.8642 86.42%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6994 69.94%
Eye corrosion - 0.9926 99.26%
Eye irritation - 0.9008 90.08%
Skin irritation - 0.8191 81.91%
Skin corrosion - 0.9613 96.13%
Ames mutagenesis - 0.5264 52.64%
Human Ether-a-go-go-Related Gene inhibition + 0.6967 69.67%
Micronuclear + 0.7292 72.92%
Hepatotoxicity - 0.8407 84.07%
skin sensitisation - 0.9218 92.18%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.9267 92.67%
Acute Oral Toxicity (c) III 0.4217 42.17%
Estrogen receptor binding + 0.7161 71.61%
Androgen receptor binding + 0.6255 62.55%
Thyroid receptor binding - 0.5331 53.31%
Glucocorticoid receptor binding - 0.5083 50.83%
Aromatase binding + 0.5814 58.14%
PPAR gamma + 0.6744 67.44%
Honey bee toxicity - 0.7106 71.06%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity + 0.9242 92.42%

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 99.62% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 99.39% 91.49%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 96.09% 99.15%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.64% 89.00%
CHEMBL3194 P02766 Transthyretin 95.32% 90.71%
CHEMBL2581 P07339 Cathepsin D 94.55% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.05% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 89.08% 94.73%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.89% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.47% 95.56%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 87.34% 91.71%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.71% 99.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.81% 94.45%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 83.70% 95.78%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.50% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.11% 97.09%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 81.27% 86.92%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 81.18% 95.64%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 81.03% 83.57%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.54% 95.50%
CHEMBL3714130 P46095 G-protein coupled receptor 6 80.33% 97.36%

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.
Sonchus tenerrimus

Cross-Links

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PubChem 162918486
LOTUS LTS0222649
wikiData Q105386951