Methyl 5-oxo-L-prolinate

HCID 78646

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Basic information

CAS: 4931-66-2
Standard SMILES: COC(=O)[C@@H]1CCC(=O)N1
InChIKey: HQGPKMSGXAUKHT-BYPYZUCNSA-N
Molecular formula: C6H9NO3
Average molar mass: 143.14 g/mol
Monoisotopic mass: 143.05824315

Overview

Methyl L-pyroglutamate has been reported in Talaromyces pinophilus and Pseudostellaria heterophylla with data available.

Names & identifiers

Preferred name: Methyl 5-oxo-L-prolinate
IUPAC: methyl (2S)-5-oxopyrrolidine-2-carboxylate
English name: Methyl L-pyroglutamate
Molecular formula: C6H9NO3
Molecular weight: 143.14

Names & synonyms

4931-66-2Methyl 5-oxo-L-prolinatemethyl (2S)-5-oxopyrrolidine-2-carboxylateMethyl pyroglutamateEINECS 225-567-3DTXSID00197767RefChem:817170DTXCID60120258225-567-3Methyl L-pyroglutamateMethyl (S)-(+)-2-pyrrolidone-5-carboxylateL-PYROGLUTAMIC ACID METHYL ESTER

Show more names

PYR-OMEpGlu-OMeL-PYR-OMEAKOS 91512H-PGLU-OME

(S)-Methyl 5-oxopyrrolidine-2-carboxylateH-Pyr-OMeMFCD00080931Methyl (S)-5-Oxopyrrolidine-2-carboxylateL-Proline, 5-oxo-, methyl esterMethyl (S)-Pyroglutamate(S)-Pyroglutamic Acid Methyl EsterAS-38129

Database identifiers

CAS: 4931-66-2
PubChem CID: 78646
DTXSID: DTXSID00197767
ChEMBL: CHEMBL4238146
UNII: P5CV2P6UXP
EC Number: 225-567-3
Nikkaji: J142.923J

Properties

Computed structural properties

XLogP: -0.4
Topological polar surface area: 55.4 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 3
Rotatable bonds: 2
Heavy atoms: 10
Formal charge: 0
Complexity: 166

Experimental & physicochemical properties

SpringerMaterials PropertiesChemical shift

Physicochemical properties

Boiling point: 90 °C · 90°C (0.3 mmHg)
alpha: 10.5 · 10.5 º (c=1, EtOH)
Density: 1.226 · 1.226
refractive index: 1.486 · 1.486
Flash point: 110 °C · >110°C
storage temp.: Inert atmosphere,Room Temperature
solubility: Chloroform (Slightly), Ethanol (Sparingly)
form: Liquid
pka: 14.65 · 14.65±0.40(Predicted)
color: Pale yellow
optical activity: 20 · [α]20/D +10.5°, c = 1 in ethanol
InChI: 1S/C6H9NO3/c1-10-6(9)4-2-3-5(8)7-4/h4H,2-3H2,1H3,(H,7,8)/t4-/m0/s1
InChIKey: HQGPKMSGXAUKHT-BYPYZUCNSA-N
SMILES: COC(=O)[C@@H]1CCC(=O)N1
CAS DataBase Reference: 4931 · 4931-66-2(CAS DataBase Reference)
UNSPSC Code: 12352005 · 12352005
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P305+P351+P338-P280a-P304+P340-P405-P501a
PPE: Eyeshields, Gloves, type ABEK (EN14387) respirator filter
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-36
WGK Germany: 3 · 3
HS Code: 29337900 · 29337900
Storage Class: 10 · 10 - Combustible liquids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3
REACH Registrations: Active

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)

Aggregated GHS information provided per 40 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.