20818-25-1 ,4-Aminophenyl β-D-glucopyranoside, CAS:20818-25-1

4-Aminophenyl β-D-glucopyranoside ,
CAS:20818-25-1
C12H17NO6 / 271.27
MFCD00067365

4-Aminophenyl b-D-glucopyranoside

4-氨基苯基-b-D-吡喃葡萄糖苷,

4-Aminophenyl b-D-glucopyranoside is a membrane transport inhibitor that prevents the uptake of glucose by inhibiting the enzyme hexose transporter. It is used in biological treatment and has been shown to be effective against glutamicum. 4-Aminophenyl b-D-glucopyranoside can also be used in assays to identify bacteria based on their surface antigens. This compound was isolated from corynebacterium glutamicum and its metabolic pathway has been elucidated. 4-Aminophenyl b-D-glucopyranoside has also been shown to inhibit enzymatic activity, which may be due to inhibition of the enzyme dihydroorotate dehydrogenase.

CAS Number	20818-25-1
Product Name	(2S,3R,4S,5S,6R)-2-(4-Aminophenoxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol
IUPAC Name	(2S,3R,4S,5S,6R)-2-(4-aminophenoxy)-6-(hydroxymethyl)oxane-3,4,5-triol
Molecular Formula	C12H17NO6
Molecular Weight	271.27 g/mol
InChI	InChI=1S/C12H17NO6/c13-6-1-3-7(4-2-6)18-12-11(17)10(16)9(15)8(5-14)19-12/h1-4,8-12,14-17H,5,13H2/t8-,9-,10+,11-,12-/m1/s1
InChI Key	MIAKOEWBCMPCQR-RMPHRYRLSA-N
SMILES	C1=CC(=CC=C1N)OC2C(C(C(C(O2)CO)O)O)O
Synonyms	4-aminophenyl glucoside, 4-aminophenyl glucoside, (alpha-D)-isomer, 4-aminophenyl-beta-D-glucopyranoside, p-aminophenyl-beta-D-glucoside, PAPB-DG
Canonical SMILES	C1=CC(=CC=C1N)OC2C(C(C(C(O2)CO)O)O)O
Isomeric SMILES	C1=CC(=CC=C1N)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O

CAS No: 20818-25-1 MDL No: MFCD00067365 Chemical Formula: C12H17NO6 Molecular Weight: 271.27

COA:

Name: 4-Aminophenyl β-D-glucopyranoside

CAS: 20818-25-1 M.F.: C₁₂H₁₇NO₆ M.W.: 271.27

*Items*	*Standards*	*Results*
Appearance	White or slightly yellowish crystalline power	Positive
Solubility	Soluble in water and insoluble in ether	Positive
NMR and MS	Should comply	Complies
Identification	IR and TLC	Positive
M.P.	150℃ ~ 160℃	155℃ ~158℃
[a]^D [in H₂O]	-54^o~ -66^o	-55.2^o
Loss Weight On Dryness	Max. 1%	Complies
Alpha-Isomer	Max. 0.5%	0
TLC (15%H₂SO₄-C₂H₅OH)	One spot	Complies
Assay	Min. 98%	99.2%