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[(E)-3-[3-hydroxy-5-methoxy-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enyl] (3S)-3-acetyloxy-3-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(Z)-3-(4-hydroxyphenyl)prop-2-enoyl]oxyoxan-2-yl]oxybutanoate

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 2a76f14d-1b60-4b27-9f71-058f653ee041
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name [(E)-3-[3-hydroxy-5-methoxy-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enyl] (3S)-3-acetyloxy-3-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(Z)-3-(4-hydroxyphenyl)prop-2-enoyl]oxyoxan-2-yl]oxybutanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C37H46O20/c1-18(40)56-37(2,57-36-32(49)30(47)34(25(17-39)53-36)54-26(43)11-8-19-6-9-21(41)10-7-19)15-27(44)51-12-4-5-20-13-22(42)33(23(14-20)50-3)55-35-31(48)29(46)28(45)24(16-38)52-35/h4-11,13-14,24-25,28-32,34-36,38-39,41-42,45-49H,12,15-17H2,1-3H3/b5-4+,11-8-/t24-,25-,28-,29+,30-,31-,32-,34-,35-,36-,37-/m1/s1
InChI Key ZURPRSPRZXTTKG-FAYBQAQUSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C37H46O20
Molecular Weight 810.70 g/mol
Exact Mass 810.25824385 g/mol
Topological Polar Surface Area (TPSA) 307.00 Ų
XlogP -0.60
Atomic LogP (AlogP) -1.41
H-Bond Acceptor 20
H-Bond Donor 9
Rotatable Bonds 16

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(E)-3-[3-hydroxy-5-methoxy-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enyl] (3S)-3-acetyloxy-3-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(Z)-3-(4-hydroxyphenyl)prop-2-enoyl]oxyoxan-2-yl]oxybutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.8435 84.35%
Caco-2 - 0.8686 86.86%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.6320 63.20%
OATP2B1 inhibitior - 0.8580 85.80%
OATP1B1 inhibitior + 0.8415 84.15%
OATP1B3 inhibitior + 0.9290 92.90%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9071 90.71%
P-glycoprotein inhibitior + 0.7308 73.08%
P-glycoprotein substrate + 0.5944 59.44%
CYP3A4 substrate + 0.7091 70.91%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8635 86.35%
CYP3A4 inhibition - 0.6503 65.03%
CYP2C9 inhibition - 0.8510 85.10%
CYP2C19 inhibition - 0.8440 84.40%
CYP2D6 inhibition - 0.9289 92.89%
CYP1A2 inhibition - 0.8607 86.07%
CYP2C8 inhibition + 0.8019 80.19%
CYP inhibitory promiscuity - 0.8930 89.30%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6310 63.10%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.9086 90.86%
Skin irritation - 0.8528 85.28%
Skin corrosion - 0.9541 95.41%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7884 78.84%
Micronuclear - 0.5900 59.00%
Hepatotoxicity - 0.6500 65.00%
skin sensitisation - 0.8595 85.95%
Respiratory toxicity - 0.5778 57.78%
Reproductive toxicity + 0.6333 63.33%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity - 0.8449 84.49%
Acute Oral Toxicity (c) III 0.6760 67.60%
Estrogen receptor binding + 0.8205 82.05%
Androgen receptor binding + 0.6325 63.25%
Thyroid receptor binding + 0.5932 59.32%
Glucocorticoid receptor binding + 0.7197 71.97%
Aromatase binding + 0.5669 56.69%
PPAR gamma + 0.7395 73.95%
Honey bee toxicity - 0.6589 65.89%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9672 96.72%

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 99.23% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.20% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.97% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.32% 86.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 95.63% 96.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.91% 99.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.92% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.68% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 89.22% 94.73%
CHEMBL3194 P02766 Transthyretin 89.17% 90.71%
CHEMBL2581 P07339 Cathepsin D 88.82% 98.95%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.81% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.07% 97.09%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 83.01% 89.62%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.57% 96.90%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 81.34% 89.67%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 81.32% 90.93%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 80.98% 82.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.17% 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.
Campanula barbata

Cross-Links

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PubChem 163106947
LOTUS LTS0161442
wikiData Q105384087