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[(2S,3R,4S,5S,6R)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-4,5-dihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate

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 80f33f2c-6304-4f93-8934-1b0fe6918ec4
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
IUPAC Name [(2S,3R,4S,5S,6R)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-4,5-dihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C36H36O17/c1-15-26(42)29(45)31(47)35(49-15)48-14-23-27(43)30(46)34(52-24(41)11-4-16-2-7-18(37)8-3-16)36(51-23)53-33-28(44)25-21(40)12-20(39)13-22(25)50-32(33)17-5-9-19(38)10-6-17/h2-13,15,23,26-27,29-31,34-40,42-43,45-47H,14H2,1H3/b11-4+/t15-,23+,26-,27+,29+,30-,31+,34+,35+,36-/m0/s1
InChI Key GOLQQIJBGPATQF-JWRLPVSVSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C36H36O17
Molecular Weight 740.70 g/mol
Exact Mass 740.19524968 g/mol
Topological Polar Surface Area (TPSA) 272.00 Ų
XlogP 1.40
Atomic LogP (AlogP) 0.58
H-Bond Acceptor 17
H-Bond Donor 9
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4S,5S,6R)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-4,5-dihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5706 57.06%
Caco-2 - 0.9088 90.88%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.6748 67.48%
OATP2B1 inhibitior - 0.5683 56.83%
OATP1B1 inhibitior + 0.8432 84.32%
OATP1B3 inhibitior + 0.9717 97.17%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.8923 89.23%
P-glycoprotein inhibitior + 0.5903 59.03%
P-glycoprotein substrate + 0.6438 64.38%
CYP3A4 substrate + 0.6810 68.10%
CYP2C9 substrate - 0.8189 81.89%
CYP2D6 substrate - 0.8775 87.75%
CYP3A4 inhibition - 0.9233 92.33%
CYP2C9 inhibition - 0.8185 81.85%
CYP2C19 inhibition - 0.8650 86.50%
CYP2D6 inhibition - 0.9499 94.99%
CYP1A2 inhibition - 0.9036 90.36%
CYP2C8 inhibition + 0.8834 88.34%
CYP inhibitory promiscuity - 0.7166 71.66%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6462 64.62%
Eye corrosion - 0.9922 99.22%
Eye irritation - 0.9096 90.96%
Skin irritation - 0.8178 81.78%
Skin corrosion - 0.9464 94.64%
Ames mutagenesis - 0.5337 53.37%
Human Ether-a-go-go-Related Gene inhibition + 0.7813 78.13%
Micronuclear + 0.7192 71.92%
Hepatotoxicity - 0.6000 60.00%
skin sensitisation - 0.8976 89.76%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.9714 97.14%
Acute Oral Toxicity (c) III 0.5286 52.86%
Estrogen receptor binding + 0.8285 82.85%
Androgen receptor binding + 0.6725 67.25%
Thyroid receptor binding + 0.5617 56.17%
Glucocorticoid receptor binding + 0.6206 62.06%
Aromatase binding + 0.5521 55.21%
PPAR gamma + 0.7625 76.25%
Honey bee toxicity - 0.7326 73.26%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9691 96.91%

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 99.59% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 98.96% 89.00%
CHEMBL1951 P21397 Monoamine oxidase A 98.54% 91.49%
CHEMBL1293249 Q13887 Kruppel-like factor 5 98.18% 86.33%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 96.93% 95.64%
CHEMBL2581 P07339 Cathepsin D 96.62% 98.95%
CHEMBL3194 P02766 Transthyretin 94.98% 90.71%
CHEMBL3401 O75469 Pregnane X receptor 93.22% 94.73%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.32% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.46% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.39% 95.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 90.23% 96.00%
CHEMBL242 Q92731 Estrogen receptor beta 86.99% 98.35%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 85.76% 80.78%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 84.48% 94.80%
CHEMBL4208 P20618 Proteasome component C5 84.41% 90.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.91% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.44% 94.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.33% 97.09%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 82.83% 95.78%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 82.62% 91.71%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.98% 97.36%
CHEMBL3959 P16083 Quinone reductase 2 81.38% 89.49%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.02% 95.50%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 80.51% 99.15%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.21% 94.45%

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.
Castanea sativa

Cross-Links

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PubChem 163187679
LOTUS LTS0032972
wikiData Q105014206