3767-28-0, 4-Nitrophenyl-alpha-D-glucopyranoside, CAS:3767-28-0

3767-28-0, 4-Nitrophenyl-alpha-D-glucopyranoside, CAS:3767-28-0
C12H15NO8 / 301.25
MFCD00064088

4-Nitrophenyl a-D-glucopyranoside

CAS No: 3767-28-0 MDL No: MFCD00064088 Chemical Formula: C12H15NO8 Molecular Weight: 301.25

4-Nitrophenyl-alpha-D-glucopyranoside is a chemical compound that belongs to the class of nitrophenols. It is an anti-infective agent and has been used as a substrate in vitro for the study of enzyme activities. 4-Nitrophenyl-alpha-D-glucopyranoside has been shown to inhibit the growth of colorectal adenocarcinoma cells, both in vivo and in vitro, at low concentrations. This compound also inhibits bacterial growth by blocking the synthesis of proteins and nucleic acids. When ingested, 4-Nitrophenyl-alpha-D-glucopyranoside can be hydrolyzed into nitrite, which is toxic to bacteria.

CAS Number	3767-28-0
Product Name	4-Nitrophenyl alpha-D-glucopyranoside
IUPAC Name	(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-(4-nitrophenoxy)oxane-3,4,5-triol
Molecular Formula	C12H15NO8
Molecular Weight	301.25 g/mol
InChI	InChI=1S/C12H15NO8/c14-5-8-9(15)10(16)11(17)12(21-8)20-7-3-1-6(2-4-7)13(18)19/h1-4,8-12,14-17H,5H2/t8-,9-,10+,11-,12+/m1/s1
InChI Key	IFBHRQDFSNCLOZ-ZIQFBCGOSA-N
SMILES	C1=CC(=CC=C1[N+](=O)[O-])OC2C(C(C(C(O2)CO)O)O)O
Synonyms	4-nitrophenyl alpha-glucoside, 4-nitrophenyl-alpha-D-glucopyranoside, p-nitrophenyl alpha-D-glucopyranoside, p-nitrophenyl-alpha-D-glucopyranoside, p-nitrophenyl-glucopyranoside, para-nitrophenyl alpha-glucoside, PNP-alpha-Glu
Canonical SMILES	C1=CC(=CC=C1[N+](=O)[O-])OC2C(C(C(C(O2)CO)O)O)O
Isomeric SMILES	C1=CC(=CC=C1[N+](=O)[O-])O[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O

COA:

Product name: 4-Nitrophenyl-alpha-D-glucopyranoside

CAS: 3767-28-0 M.F.: C₁₂H₁₅NO₈M.W._:301.25

Batch No: 20120201 Quantity:28g

*Items*	*Standards*	*Results*
Appearance	White crystal powder	Complies
Solubility	Soluble in DMF, insoluble in ether	Complies
Identification	IR and HPLC	Complies
Melting point	210℃ ~ 220°C	215℃ ~217 ℃
Specific rotation ( [α]^20/D, in H₂O)	218^o ~ 220^o	218.5^o
Any other impurity	Max. 0.5%	Complies
Total impurity	Max. 2%	Complies
Heavy metal	Max. 20ppm	Complies
Residue on ignition	Max. 0.5%	0.1%
TLC	One spot	One spot
Assay by HPLC	Min. 98%	99.1%