Formylglycine

HCID 75606

Substructure search Find similar structures

Basic information

CAS: 2491-15-8
Standard SMILES: O=CNCC(=O)O
InChIKey: UGJBHEZMOKVTIM-UHFFFAOYSA-N
Molecular formula: C3H5NO3
Average molar mass: 103.08 g/mol
Monoisotopic mass: 103.02694302

Overview

N-formylglycine is an N-acylglycine resulting from the formal condensation of the amino group of glycine with formic acid. It is a N-acylglycine and a N-formyl amino acid.

Names & identifiers

Preferred name: Formylglycine
IUPAC: 2-formamidoacetic acid
English name: N-Formylglycine
Molecular formula: C3H5NO3
Molecular weight: 103.08

Names & synonyms

N-Formylglycine2491-15-82-formamidoacetic acidFormylglycineGlycine, N-formyl-FormylglycinFGly11F24CG16MNSC-15826CHEBI:21717DTXSID10179615RefChem:830051

Show more names

N-For-Gly-OHFORMYL-GLYCINEN-α-FormylglycineN-Formylglycine>Glycine, N-formyl-N-FORMYLGLYCINE 98+%

DTXCID70102106219-649-8For-Gly-OH(Formylamino)acetic acidN-Hydroxymethyleneglycinen-formyl-glycineglycaln-formylglycin

Database identifiers

CAS: 2491-15-8
PubChem CID: 75606
DTXSID: DTXSID10179615
ChEBI: CHEBI:21717
UNII: 11F24CG16M
EC Number: 219-649-8
Nikkaji: J135.770K

Properties

Computed structural properties

XLogP: -0.9
Topological polar surface area: 66.4 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 3
Rotatable bonds: 2
Heavy atoms: 7
Formal charge: 0
Complexity: 80.2

Experimental & physicochemical properties

SpringerMaterials PropertiesDensity

Physicochemical properties

Melting point: 149 · 149-151 °C
Boiling point: 193.26 °C · 193.26°C (rough estimate)
Density: 1.4873 · 1.4873 (rough estimate)
refractive index: 1.494 · 1.4940 (estimate)
storage temp.: 2 · 2-8°C
solubility: Methanol (Slightly), Water (Slightly)
form: Solid
pka: 1 · pK1:3.43 (25°C)
color: White
Water Solubility: very faint turbidity
BRN: 1749108 · 1749108
Major Application: peptide synthesis
InChI: 1S/C3H5NO3/c5-2-4-1-3(6)7/h2H,1H2,(H,4,5)(H,6,7)
InChIKey: UGJBHEZMOKVTIM-UHFFFAOYSA-N
SMILES: OC(=O)CNC=O
CAS DataBase Reference: 2491 · 2491-15-8(CAS DataBase Reference)
FDA UNII: 11 F24CG16M · 11F24CG16M
UNSPSC Code: 12352209 · 12352209
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P305+P351+P338
PPE: 95 · Eyeshields, Gloves, type N95 (US)
Safety Statements: 22 · 22-24/25
WGK Germany: 3 · 3
RTECS: 547000 · MC0547000
HS Code: 29241990 · 29241990
Storage Class: 11 · 11 - Combustible Solids
Toxicity: 50 unreported · LD50 unreported in rat: > 3gm/kg

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
rtecs: MC0547000
hs_code: 29241990
Toxicity: LD50 unreported in rat: > 3gm/kg
Signal word: Warning
Symbol(GHS): GHS07
safety_code: 22-24/25
Storage Class: 11 - Combustible Solids
Hazard statements: H315-H319-H335
Precautionary statements: P261-P305+P351+P338

Chemistry & industry

Applications

UsesN-Formylglycine is a simple dipeptide and a post-translationally generated residue with unique catalytic capabilities and biotechnology applications.