4-Nitro-3-phenyl-L-alanine

HCID 13706

Substructure search Find similar structures

Basic information

CAS: 949-99-5
Standard SMILES: N[C@@H](Cc1ccc([N+](=O)[O-])cc1)C(=O)O
InChIKey: GTVVZTAFGPQSPC-QMMMGPOBSA-N
Molecular formula: C9H10N2O4
Average molar mass: 210.19 g/mol
Monoisotopic mass: 210.0640568

Overview

4-nitro-L-phenylalanine is a L-phenylalanine derivative that is L-phenylalanine substituted by a nitro group at position 4 of the phenyl ring. It is a C-nitro compound and a L-phenylalanine derivative.

Names & identifiers

Preferred name: 4-Nitro-3-phenyl-L-alanine
IUPAC: (2S)-2-amino-3-(4-nitrophenyl)propanoic acid
English name: 4-Nitro-3-phenyl-L-alanine
Molecular formula: C9H10N2O4
Molecular weight: 210.19

Names & synonyms

p-Nitrophenylalanine4-Nitro-3-phenyl-L-alanineRefChem:5258684-Nitro-L-phenylalanine949-99-5h-phe(4-no2)-oh(s)-2-amino-3-(4-nitrophenyl)propanoic acid(2S)-2-amino-3-(4-nitrophenyl)propanoic acidp-nitro-l-phenylalanineL-p-NitrophenylalanineL-4-NitrophenylalaninePhenylalanine, 4-nitro-

Show more names

4-NO2-PheL-4-NITROPHEL-Phe(4-NO2)(P-NO2)PHE-OHL-4-NO2-Phe-OHL-Phe(4-NO2)-OH

L-Phenylalanine, 4-nitro-4-Nitro-L-Phenylalanine HydrateMFCD00051221(s)-4-nitrophenylalaninePhenylalanine, 4-nitro-, L-para-nitrophenylalanineALANINE, 3-(p-NITROPHENYL)-, L-45BD1566VA

Database identifiers

CAS: 949-99-5
PubChem CID: 13706
DTXSID: DTXSID401020875
ChEBI: CHEBI:45229
UNII: 45BD1566VA
EC Number: 213-446-8
Nikkaji: J55.192I

Properties

Computed structural properties

XLogP: -1.2
Topological polar surface area: 109 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 5
Rotatable bonds: 3
Heavy atoms: 15
Formal charge: 0
Complexity: 243

Physicochemical properties

Melting point: 236 · 236-239°C (dec.)
Boiling point: 414.1 · 414.1±35.0 °C(Predicted)
Density: 1.408 · 1.408±0.06 g/cm3(Predicted)
storage temp.: Keep in dark place,Inert atmosphere,Room temperature
solubility: Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
form: Powder
pka: 2.12 · 2.12±0.10(Predicted)
Appearance: Off-white to light brown Solid
InChI: InChI=1S/C9H10N2O4/c10-8(9(12)13)5-6-1-3-7(4-2-6)11(14)15/h1-4,8H,5,10H2,(H,12,13)/t8-/m0/s1
InChIKey: GTVVZTAFGPQSPC-QMMMGPOBSA-N
SMILES: C(O)(=O)[C@H](CC1=CC=C([N+]([O-])=O)C=C1)N
CAS DataBase Reference: 949 · 949-99-5(CAS DataBase Reference)
FDA UNII: 45 BD1566VA · 45BD1566VA
Symbol(GHS): 7 · GHS07
Signal word: Danger
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P264b-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P362+P364-P403+P233-P501c
Hazard Codes: Xn,C,F
Risk Statements: 36 · 36/37/38-22-34-11
Safety Statements: 26 · 26-36/37/39-22-45-16
RIDADR: 2811 · 2811
RTECS: 7400000 · AY7400000
Hazard Note: Harmful
HS Code: 29224999 · 29224999

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H301 (84.8%): Toxic if swallowed [Danger Acute toxicity, oral]

P264, P264+P265, P270, P280, P301+P316, P302+P352, P305+P351+P338, P321, P330, P332+P317, P337+P317, P362+P364, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 46 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAcute Tox. 3 (84.8%)

Safety data

rtecs: AY7400000
ridadr: 2811
hs_code: 29224999
risk_code: 36/37/38-22-34-11
Signal word: Danger
Symbol(GHS): GHS07
hazard_code: Xn,C,F
hazard_note: Harmful
safety_code: 26-36/37/39-22-45-16
Hazard statements: H315-H319-H335
Precautionary statements: P261-P264b-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P362+P364-P403+P233-P501c

Chemistry & industry

Applications

Uses4-Nitro-L-phenylalanine is used in the studies on the rational manipulation of protein structures for the expansion of the genetic code with non natural amino acids into protein via in vitro translation.