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[(2R,3S,4R,5R,6S)-6-[(2S,3R,4S,5R,6R)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)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 ab7b4e62-a917-42f6-9b20-d20c8836b271
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
IUPAC Name [(2R,3S,4R,5R,6S)-6-[(2S,3R,4S,5R,6R)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C44H50O25/c1-60-22-9-16(10-23(61-2)29(22)51)3-8-27(50)62-15-26-39(67-42-36(58)33(55)30(52)24(13-45)64-42)35(57)37(59)43(66-26)69-41-34(56)31(53)25(14-46)65-44(41)68-40-32(54)28-20(49)11-19(48)12-21(28)63-38(40)17-4-6-18(47)7-5-17/h3-12,24-26,30-31,33-37,39,41-49,51-53,55-59H,13-15H2,1-2H3/b8-3+/t24-,25-,26-,30-,31+,33+,34+,35-,36-,37-,39-,41-,42+,43+,44+/m1/s1
InChI Key JYMWHEXNQLEKST-UCYZMNEGSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C44H50O25
Molecular Weight 978.90 g/mol
Exact Mass 978.26411708 g/mol
Topological Polar Surface Area (TPSA) 389.00 Ų
XlogP -0.80
Atomic LogP (AlogP) -2.61
H-Bond Acceptor 25
H-Bond Donor 13
Rotatable Bonds 15

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,4R,5R,6S)-6-[(2S,3R,4S,5R,6R)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)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 - 0.5340 53.40%
Caco-2 - 0.8764 87.64%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.5166 51.66%
OATP2B1 inhibitior - 0.8590 85.90%
OATP1B1 inhibitior + 0.8429 84.29%
OATP1B3 inhibitior + 0.9824 98.24%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.4929 49.29%
P-glycoprotein inhibitior + 0.7217 72.17%
P-glycoprotein substrate + 0.6367 63.67%
CYP3A4 substrate + 0.7062 70.62%
CYP2C9 substrate - 0.8144 81.44%
CYP2D6 substrate - 0.8660 86.60%
CYP3A4 inhibition - 0.9031 90.31%
CYP2C9 inhibition - 0.8732 87.32%
CYP2C19 inhibition - 0.8905 89.05%
CYP2D6 inhibition - 0.9452 94.52%
CYP1A2 inhibition - 0.9355 93.55%
CYP2C8 inhibition + 0.8912 89.12%
CYP inhibitory promiscuity - 0.7496 74.96%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6813 68.13%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.8996 89.96%
Skin irritation - 0.8436 84.36%
Skin corrosion - 0.9515 95.15%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6735 67.35%
Micronuclear + 0.6633 66.33%
Hepatotoxicity - 0.7091 70.91%
skin sensitisation - 0.8927 89.27%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.9409 94.09%
Acute Oral Toxicity (c) III 0.6240 62.40%
Estrogen receptor binding + 0.7624 76.24%
Androgen receptor binding + 0.6960 69.60%
Thyroid receptor binding + 0.5219 52.19%
Glucocorticoid receptor binding + 0.5871 58.71%
Aromatase binding + 0.5967 59.67%
PPAR gamma + 0.7380 73.80%
Honey bee toxicity - 0.6647 66.47%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.8986 89.86%

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 99.56% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 99.00% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.59% 86.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 95.63% 96.00%
CHEMBL3194 P02766 Transthyretin 95.54% 90.71%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 94.67% 95.64%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.16% 96.09%
CHEMBL2581 P07339 Cathepsin D 93.82% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.54% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.60% 99.17%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.34% 94.00%
CHEMBL3401 O75469 Pregnane X receptor 91.34% 94.73%
CHEMBL1951 P21397 Monoamine oxidase A 89.40% 91.49%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.69% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.34% 94.45%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 86.18% 86.92%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 86.10% 94.33%
CHEMBL2002 P12268 Inosine-5'-monophosphate dehydrogenase 2 83.35% 98.21%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.56% 97.09%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.24% 95.89%
CHEMBL5255 O00206 Toll-like receptor 4 81.33% 92.50%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 101682977
LOTUS LTS0014342
wikiData Q105137108