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[(2S,3R,4S,5R)-2-[(2S,3R,4S,5S,6R)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-8-[(3-hydroxyphenyl)methyl]-4-oxochromen-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxyoxan-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 233a3553-847f-4bec-a873-c720d3bddf70
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
IUPAC Name [(2S,3R,4S,5R)-2-[(2S,3R,4S,5S,6R)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-8-[(3-hydroxyphenyl)methyl]-4-oxochromen-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxyoxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C42H40O18/c43-17-29-33(52)35(54)40(60-41-39(32(51)28(49)18-55-41)57-30(50)13-6-19-4-9-22(44)10-5-19)42(56-29)59-38-34(53)31-27(48)16-26(47)25(15-20-2-1-3-24(46)14-20)37(31)58-36(38)21-7-11-23(45)12-8-21/h1-14,16,28-29,32-33,35,39-49,51-52,54H,15,17-18H2/b13-6+/t28-,29-,32+,33-,35+,39-,40-,41+,42+/m1/s1
InChI Key AZVRERPYTCCIJB-NVZFXTPJSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C42H40O18
Molecular Weight 832.80 g/mol
Exact Mass 832.22146442 g/mol
Topological Polar Surface Area (TPSA) 292.00 Ų
XlogP 3.10
Atomic LogP (AlogP) 1.49
H-Bond Acceptor 18
H-Bond Donor 10
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4S,5R)-2-[(2S,3R,4S,5S,6R)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-8-[(3-hydroxyphenyl)methyl]-4-oxochromen-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxyoxan-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 - 0.5000 50.00%
Caco-2 - 0.8976 89.76%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Nucleus 0.4543 45.43%
OATP2B1 inhibitior - 0.7086 70.86%
OATP1B1 inhibitior + 0.8375 83.75%
OATP1B3 inhibitior + 0.9704 97.04%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9223 92.23%
P-glycoprotein inhibitior + 0.6980 69.80%
P-glycoprotein substrate + 0.6946 69.46%
CYP3A4 substrate + 0.7185 71.85%
CYP2C9 substrate - 0.6141 61.41%
CYP2D6 substrate - 0.8659 86.59%
CYP3A4 inhibition - 0.9104 91.04%
CYP2C9 inhibition - 0.9395 93.95%
CYP2C19 inhibition - 0.9169 91.69%
CYP2D6 inhibition - 0.9234 92.34%
CYP1A2 inhibition - 0.9398 93.98%
CYP2C8 inhibition + 0.8372 83.72%
CYP inhibitory promiscuity - 0.8926 89.26%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6867 68.67%
Eye corrosion - 0.9927 99.27%
Eye irritation - 0.9075 90.75%
Skin irritation - 0.8307 83.07%
Skin corrosion - 0.9566 95.66%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8096 80.96%
Micronuclear + 0.6533 65.33%
Hepatotoxicity - 0.6388 63.88%
skin sensitisation - 0.8712 87.12%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.9776 97.76%
Acute Oral Toxicity (c) III 0.4396 43.96%
Estrogen receptor binding + 0.7984 79.84%
Androgen receptor binding + 0.7278 72.78%
Thyroid receptor binding - 0.4919 49.19%
Glucocorticoid receptor binding - 0.4909 49.09%
Aromatase binding + 0.5341 53.41%
PPAR gamma + 0.7474 74.74%
Honey bee toxicity - 0.6238 62.38%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9028 90.28%

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 99.63% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.28% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.81% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.78% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.13% 86.33%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 94.07% 95.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.06% 97.09%
CHEMBL1951 P21397 Monoamine oxidase A 93.75% 91.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.37% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.23% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 91.11% 94.73%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 89.07% 99.15%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 88.89% 91.71%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 87.51% 86.92%
CHEMBL226 P30542 Adenosine A1 receptor 87.13% 95.93%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.66% 96.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.32% 94.00%
CHEMBL3194 P02766 Transthyretin 86.17% 90.71%
CHEMBL5678 P34947 G protein-coupled receptor kinase 5 85.42% 88.00%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 85.11% 95.64%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.71% 95.89%
CHEMBL245 P20309 Muscarinic acetylcholine receptor M3 84.45% 97.53%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.60% 95.89%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.13% 96.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.20% 96.77%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.16% 95.83%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.28% 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.
Spiranthes australis

Cross-Links

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PubChem 163187836
LOTUS LTS0167271
wikiData Q104921962