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Nigracin

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Nigracin Basic information

Product Name:
Nigracin
Synonyms:
  • beta-D-Glucopyranoside 4-hydroxy-2-(hydroxymethyl)phenyl 6-benzoate
  • Poliothyrsoside
  • Xylosmoside
  • Nigracin
  • β-D-Glucopyranoside, 4-hydroxy-2-(hydroxymethyl)phenyl, 6-benzoate
CAS:
18463-25-7
MF:
C20H22O9
MW:
406.38
Mol File:
18463-25-7.mol
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Nigracin Chemical Properties

Melting point:
205 °C (decomp)
Boiling point:
677.6±55.0 °C(Predicted)
Density 
1.485±0.06 g/cm3(Predicted)
storage temp. 
-20°C
form 
solid
pka
9.92±0.20(Predicted)
biological source
plant
Major Application
metabolomics
vitamins, nutraceuticals, and natural products
InChI
1S/C20H22O9/c21-9-12-8-13(22)6-7-14(12)28-20-18(25)17(24)16(23)15(29-20)10-27-19(26)11-4-2-1-3-5-11/h1-8,15-18,20-25H,9-10H2/t15-,16-,17+,18-,20-/m1/s1
InChIKey
FLROYCKIIJCTDY-BFMVXSJESA-N
SMILES
O1[C@H]([C@@H]([C@H]([C@@H]([C@H]1COC(=O)c3ccccc3)O)O)O)Oc2c(cc(cc2)O)CO
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Safety Information

WGK Germany 
WGK 3
Storage Class
11 - Combustible Solids
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Nigracin Usage And Synthesis

Uses

It is a natural product derived from plant source th at finds application in compound screening libraries, metabolomics, phytochemical and biochemical research.

Biological Activity

Poliothyrsoside is a pyruvic transaminase inhibitor known for its insulin-sensitizing effects in cell culture. Additionally, it exhibits anti-diabetic properties by inhibiting acetyl-CoA carboxylase, ultimately enhancing insulin sensitivity and lowering blood glucose levels in diabetic mice. This compound also serves as a lactate dehydrogenase inhibitor and demonstrates antidepressant-like actions, along with effectiveness against Alzheimerμs disease. In vitro studies have further revealed Poliothyrsosideμs capacity to inhibit virus production and exhibit antiviral activity against HIV-1.

NigracinSupplier

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