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[2-[(8,8-dimethyl-3,5-dioxo-4H-1,4-benzothiazin-7-yl)methoxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] 3-(3,4-dihydroxyphenyl)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 a8c1c542-bfd7-4954-8b01-eaacab79bfd9
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
IUPAC Name [2-[(8,8-dimethyl-3,5-dioxo-4H-1,4-benzothiazin-7-yl)methoxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] 3-(3,4-dihydroxyphenyl)prop-2-enoate
SMILES (Canonical) CC1(C(=CC(=O)C2=C1SCC(=O)N2)COC3C(C(C(C(O3)CO)O)O)OC(=O)C=CC4=CC(=C(C=C4)O)O)C
SMILES (Isomeric) CC1(C(=CC(=O)C2=C1SCC(=O)N2)COC3C(C(C(C(O3)CO)O)O)OC(=O)C=CC4=CC(=C(C=C4)O)O)C
InChI InChI=1S/C26H29NO11S/c1-26(2)13(8-16(31)20-24(26)39-11-18(32)27-20)10-36-25-23(22(35)21(34)17(9-28)37-25)38-19(33)6-4-12-3-5-14(29)15(30)7-12/h3-8,17,21-23,25,28-30,34-35H,9-11H2,1-2H3,(H,27,32)
InChI Key FDTNSLCBUZJFSU-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H29NO11S
Molecular Weight 563.60 g/mol
Exact Mass 563.14613191 g/mol
Topological Polar Surface Area (TPSA) 217.00 Ų
XlogP 0.40
Atomic LogP (AlogP) 0.09
H-Bond Acceptor 12
H-Bond Donor 6
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [2-[(8,8-dimethyl-3,5-dioxo-4H-1,4-benzothiazin-7-yl)methoxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] 3-(3,4-dihydroxyphenyl)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 + 0.8142 81.42%
Caco-2 - 0.8746 87.46%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.4857 48.57%
OATP2B1 inhibitior - 0.8579 85.79%
OATP1B1 inhibitior + 0.8575 85.75%
OATP1B3 inhibitior + 0.9314 93.14%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior + 0.8158 81.58%
P-glycoprotein inhibitior + 0.6152 61.52%
P-glycoprotein substrate - 0.6304 63.04%
CYP3A4 substrate + 0.6871 68.71%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8762 87.62%
CYP3A4 inhibition - 0.8971 89.71%
CYP2C9 inhibition - 0.7366 73.66%
CYP2C19 inhibition - 0.6974 69.74%
CYP2D6 inhibition - 0.8808 88.08%
CYP1A2 inhibition - 0.7295 72.95%
CYP2C8 inhibition + 0.6698 66.98%
CYP inhibitory promiscuity - 0.6358 63.58%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5951 59.51%
Eye corrosion - 0.9850 98.50%
Eye irritation - 0.9445 94.45%
Skin irritation - 0.7617 76.17%
Skin corrosion - 0.9215 92.15%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4450 44.50%
Micronuclear + 0.7100 71.00%
Hepatotoxicity - 0.7147 71.47%
skin sensitisation - 0.8199 81.99%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.9096 90.96%
Acute Oral Toxicity (c) III 0.6189 61.89%
Estrogen receptor binding + 0.7161 71.61%
Androgen receptor binding + 0.7583 75.83%
Thyroid receptor binding + 0.6046 60.46%
Glucocorticoid receptor binding + 0.7384 73.84%
Aromatase binding + 0.5917 59.17%
PPAR gamma + 0.6458 64.58%
Honey bee toxicity - 0.7506 75.06%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6800 68.00%
Fish aquatic toxicity + 0.8866 88.66%

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 99.85% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 99.15% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.42% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.26% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.07% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.00% 86.33%
CHEMBL2581 P07339 Cathepsin D 92.70% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.23% 95.56%
CHEMBL1951 P21397 Monoamine oxidase A 90.36% 91.49%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 89.74% 91.71%
CHEMBL4208 P20618 Proteasome component C5 86.75% 90.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 86.53% 97.28%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.89% 96.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.64% 100.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 84.97% 99.15%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 83.73% 80.78%
CHEMBL3194 P02766 Transthyretin 83.62% 90.71%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.06% 99.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.41% 99.23%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.23% 95.50%
CHEMBL5255 O00206 Toll-like receptor 4 82.15% 92.50%
CHEMBL3401 O75469 Pregnane X receptor 82.14% 94.73%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 82.14% 85.00%
CHEMBL340 P08684 Cytochrome P450 3A4 81.63% 91.19%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.43% 96.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.28% 95.89%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 80.20% 92.68%

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.
Xanthium strumarium

Cross-Links

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PubChem 162948727
LOTUS LTS0166555
wikiData Q104993790