ChemicalBook--->CAS DataBase List--->18463-25-7

18463-25-7

18463-25-7 Structure

18463-25-7 Structure
IdentificationBack Directory
[Name]

Nigracin
[CAS]

18463-25-7
[Synonyms]

Nigracin
Xylosmoside
Poliothyrsoside
β-D-Glucopyranoside, 4-hydroxy-2-(hydroxymethyl)phenyl, 6-benzoate
beta-D-Glucopyranoside 4-hydroxy-2-(hydroxymethyl)phenyl 6-benzoate
[Molecular Formula]

C20H22O9
[MDL Number]

MFCD20260826
[MOL File]

18463-25-7.mol
[Molecular Weight]

406.38
Chemical PropertiesBack Directory
[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
Safety DataBack Directory
[Symbol(GHS) ]

GHS hazard pictograms
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319
[Precautionary statements ]

P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
[WGK Germany ]

WGK 3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[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. Additionallyit exhibits anti-diabetic properties by inhibiting acetyl-CoA carboxylaseultimately enhancing insulin sensitivity and lowering blood glucose levels in diabetic mice. This compound also serves as a lactate dehydrogenase inhibitor and demonstrates antidepressant-like actionsalong with effectiveness against Alzheimerμs disease. In vitro studies have further revealed Poliothyrsosideμs capacity to inhibit virus production and exhibit antiviral activity against HIV-1.
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