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6-O-[(2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]-1-S-[(1Z)-5-(methanesulfinyl)-N-sulfopent-4-enimidoyl]-1-thio-beta-D-glucopyranose

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 13ebb84a-432a-433e-a075-5686a600c37f
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
IUPAC Name (Z)-[5-methylsulfinyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxymethyl]oxan-2-yl]sulfanylpent-4-enylidene]sulfamic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C23H31NO13S3/c1-34-14-10-13(11-15(35-2)19(14)26)7-8-18(25)36-12-16-20(27)21(28)22(29)23(37-16)38-17(24-40(31,32)33)6-4-5-9-39(3)30/h5,7-11,16,20-23,26-29H,4,6,12H2,1-3H3,(H,31,32,33)/b8-7+,9-5?,24-17-/t16-,20-,21+,22-,23+,39?/m1/s1
InChI Key ZNEJWXHAVJTYSO-RUSIJVCESA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C23H31NO13S3
Molecular Weight 625.70 g/mol
Exact Mass 625.09575356 g/mol
Topological Polar Surface Area (TPSA) 272.00 Ų
XlogP -0.60
Atomic LogP (AlogP) 0.38
H-Bond Acceptor 13
H-Bond Donor 5
Rotatable Bonds 12

Synonyms

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CHEBI:136943
6-O-[(2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]-1-S-[(1Z)-5-(methanesulfinyl)-N-sulfopent-4-enimidoyl]-1-thio-beta-D-glucopyranose
76653-80-0

2D Structure

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2D Structure of 6-O-[(2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]-1-S-[(1Z)-5-(methanesulfinyl)-N-sulfopent-4-enimidoyl]-1-thio-beta-D-glucopyranose

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5834 58.34%
Caco-2 - 0.8677 86.77%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.5005 50.05%
OATP2B1 inhibitior - 0.8588 85.88%
OATP1B1 inhibitior + 0.7898 78.98%
OATP1B3 inhibitior + 0.9347 93.47%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.6302 63.02%
P-glycoprotein inhibitior + 0.6725 67.25%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.6613 66.13%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8511 85.11%
CYP3A4 inhibition - 0.7353 73.53%
CYP2C9 inhibition - 0.6174 61.74%
CYP2C19 inhibition - 0.6491 64.91%
CYP2D6 inhibition - 0.8792 87.92%
CYP1A2 inhibition - 0.6644 66.44%
CYP2C8 inhibition + 0.6918 69.18%
CYP inhibitory promiscuity - 0.7569 75.69%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) + 0.5200 52.00%
Carcinogenicity (trinary) Non-required 0.5730 57.30%
Eye corrosion - 0.9739 97.39%
Eye irritation - 0.9260 92.60%
Skin irritation - 0.7714 77.14%
Skin corrosion - 0.8999 89.99%
Ames mutagenesis - 0.5670 56.70%
Human Ether-a-go-go-Related Gene inhibition - 0.4564 45.64%
Micronuclear + 0.8100 81.00%
Hepatotoxicity - 0.7321 73.21%
skin sensitisation - 0.8296 82.96%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.5556 55.56%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.9283 92.83%
Acute Oral Toxicity (c) III 0.5851 58.51%
Estrogen receptor binding + 0.8067 80.67%
Androgen receptor binding - 0.5324 53.24%
Thyroid receptor binding + 0.5162 51.62%
Glucocorticoid receptor binding + 0.6479 64.79%
Aromatase binding + 0.5676 56.76%
PPAR gamma + 0.6409 64.09%
Honey bee toxicity - 0.7084 70.84%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5145 51.45%
Fish aquatic toxicity + 0.9583 95.83%

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 98.77% 91.11%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 98.77% 96.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.74% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.85% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.13% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 92.58% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.04% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.89% 89.00%
CHEMBL2179 P04062 Beta-glucocerebrosidase 87.33% 85.31%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.32% 95.89%
CHEMBL226 P30542 Adenosine A1 receptor 85.76% 95.93%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.32% 92.94%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.93% 96.95%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 84.43% 97.21%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 84.32% 86.92%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 83.64% 89.62%
CHEMBL5255 O00206 Toll-like receptor 4 81.66% 92.50%
CHEMBL340 P08684 Cytochrome P450 3A4 81.19% 91.19%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 80.64% 93.10%

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.
Arabidopsis thaliana

Cross-Links

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PubChem 134160261
LOTUS LTS0085143
wikiData Q105380005