Basic information
- CAS
2492-87-7- Standard SMILES
O=[N+]([O-])c1ccc(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)cc1- InChIKey
IFBHRQDFSNCLOZ-RMPHRYRLSA-N- Molecular formula
- C12H15NO8
- Average molar mass
- 301.25 g/mol
- Monoisotopic mass
- 301.07976644
Overview
4-nitrophenyl beta-D-glucoside is a beta-D-glucoside that is beta-D-glucopyranose in which the anomeric hydroxy hydrogen is replaced by a 4-nitrophenyl group. It has a role as a chromogenic compound. It is a beta-D-glucoside and a C-nitro compound. It is functionally related to a 4-nitrophenol.
Names & identifiers
- Preferred name
- p-Nitrophenyl beta-D-glucopyranoside
- IUPAC
- (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-(4-nitrophenoxy)oxane-3,4,5-triol
- English name
- 4-Nitrophenyl-beta-D-glucopyranoside
- Molecular formula
- C12H15NO8
- Molecular weight
- 301.25
Names & synonyms
2492-87-74-Nitrophenyl beta-D-glucopyranosidep-Nitrophenyl beta-D-glucopyranoside4-Nitrophenyl beta-D-glucosidebeta-D-Glucopyranoside, 4-nitrophenylp-Nitrophenyl-beta-glucoside1-O-p-Nitrophenyl-D-glucoseCHEBI:90259DTXSID40883854PNP-beta-Glu4-nitrophenylglucosideRefChem:525987
Show more names
4-Nitrophenyl β-D-glucopyranosideβ-D-Glucopyranoside, 4-nitrophenylGlc-b-PNPPNP-BETA-D-GPNPG(β-D-Glu)PNP-BETA-D-GLCPNPG, 10 mM in DMSOinhibit,PNPG,InhibitorP-NITROPHENYL-BETA-GLUCOSEPNP BETA-D-GLUCOPYRANOSIDE
para-nitrophenyl beta-D-glucosideDTXCID801023338219-661-34-Nitrophenyl-beta-D-glucopyranosidep-nitrophenyl-beta-D-glucoside4-nitrophenyl |A-d-glucopyranosideMFCD00006593p-Nitrophenyl beta-D-glucoside
Database identifiers
Properties
Computed structural properties
- XLogP
- -0.4
- Topological polar surface area
- 145 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 8
- Rotatable bonds
- 3
- Heavy atoms
- 21
- Formal charge
- 0
- Complexity
- 354
Physicochemical properties
- Melting point
- 165 · 165-168 °C
- Boiling point
- 442.39 °C · 442.39°C (rough estimate)
- Density
- 1.3709 · 1.3709 (rough estimate)
- refractive index
- -102.5 ° · -102.5 ° (C=1, H2O)
- storage temp.
- -20 °C · Inert atmosphere,Store in freezer, under -20°C
- solubility
- Methanol (Slightly, Sonicated), Water (Slightly)
- pka
- 12.55 · 12.55±0.70(Predicted)
- form
- Powder
- color
- White to yellow
- Water Solubility
- Soluble in water, methanol, warm ethanol, dimethyl sulfoxide and dimethylformamide. Insoluble in ether.
- BRN
- 92211 · 92211
- Stability
- Hygroscopic
- 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
- InChIKey
- IFBHRQDFSNCLOZ-RMPHRYRLSA-N
Safety & regulation
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 66.7% (4 of 6) of all reports.
Warning
H302 (33.3%): Harmful if swallowed [Warning Acute toxicity, oral]
P260, P264, P270, P301+P317, P308+P316, P330, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 6 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information.beta.-D-Glucopyranoside, 4-nitrophenyl: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesAcute Tox. 4 (33.3%)
Safety data
- F
- 3-10-21
- wgk
- 3
- tsca
- TSCA listed
- hs_code
- 29400090
- risk_code
- 20/21/22-68/20/21/22-36/37/38-68
- Signal word
- Warning
- Symbol(GHS)
- GHS07,GHS08
- hazard_code
- Xn,Xi
- safety_code
- 36/37-36-26-60-33-22
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302-H371
- Precautionary statements
- P260
Chemistry & industry
Uses & manufacturing
General Manufacturing Information.beta.-D-Glucopyranoside, 4-nitrophenyl: INACTIVE
Applications
Usesp-Nitrophenyl β-D-Glucopyranoside (cas# 2492-87-7) is a compound useful in organic synthesis.
General DescriptionChromogenic substrate for β-glucosidase.
Upstream & downstream products
Upstream raw materials
Related reactions
6 records
Compound notes
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