CAS 1188-37-0 N-acetyl-L-glutamic acid (HCID 70914)

Names & identifiers

Preferred name: N-acetyl-L-glutamic acid
IUPAC: (2S)-2-acetamidopentanedioic acid
English name: N-Acetyl-L-glutamic acid
Molecular formula: C7H11NO5
Molecular weight: 189.17

Names & synonyms

N-Acetyl-L-glutamic acid1188-37-0acetylglutamic acidAcetyl-L-glutamic acidN-acetyl-L-glutamateAcetyl glutamic acid(2S)-2-acetamidopentanedioic acidAc-Glu-OHL-N-Acetylglutamic acidL-Glutamic acid, N-acetyl-Glutamic acid, N-acetyl-, L-N-Ac-Glu-OH

Show more names

N-Acetylglutamic acidn-acetylglutamateNAcGluN-AC-L-GLUAc-L-Glu-OHl-glutamicaciN-Ac-L-Glu-OH

DTXSID3046534MA61H539YZCHEBI:17533N-acetyl-L-glutaminic acidCHEMBL1234751FEMA NO. 4752N-ACETYL-S-GLUTAMIC ACID(2S)-2-(acetylamino)pentanedioic acid

Database identifiers

CAS: 1188-37-0、5817-08-3
PubChem CID: 70914
DTXSID: DTXSID3046534
ChEMBL: CHEMBL1234751
ChEBI: CHEBI:17533
UNII: MA61H539YZ
Nikkaji: J37.497K

Properties

Computed structural properties

XLogP: -1.8
Topological polar surface area: 104 Å²
Hydrogen bond donors: 3
Hydrogen bond acceptors: 5
Rotatable bonds: 5
Heavy atoms: 13
Formal charge: 0
Complexity: 225

Experimental & physicochemical properties

Solubility · 3 items

52 mg/mL

Soluble

Sparingly soluble (in ethanol)

Melting Point · 2 items

199

199 - 201 °C

Physical Description · 2 items

Solid

White powder or white crystals; Savoury, cooked roasted

Collision Cross Section · 5 items

141 Å² [M+Na-2H]- [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]

139.63 Å² [M-H]- [CCS Type: DT; Method: stepped-field]；149.63 Å² [M+Na]+ [CCS Type: DT; Method: stepped-field]；139.03 Å² [M+H]+ [CCS Type: DT; Method: stepped-field]

141.7 Å² [M+Na]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

143.3 Å² [M+Na-2H]- [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]；142.4 Å² [M+Na]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]；136.9 Å² [M-H]- [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]

142.5 Å² [M+Na]+；143.5 Å² [M-2H+Na]-；137 Å² [M-H]-

Physicochemical properties

Melting point: 194 · 194-196 °C(lit.)
alpha: -16 · -16 º (c=1, water)
Boiling point: 324.41 °C · 324.41°C (rough estimate)
Density: 1.4119 · 1.4119 (rough estimate)
FEMA: 4752 · 4752 | N-ACETYL GLUTAMATE
refractive index: -15 ° · -15 ° (C=1, H2O)
storage temp.: 2 · 2-8°C
solubility: 36 g/l · 36g/l (Lit.)
pka: 3.45 · 3.45±0.10(Predicted)
form: Solid
color: White
optical activity: 22 · [α]22/D 15.6°, c = 1 in H2O
Water Solubility: 2.7 g/100 · 2.7 g/100 mL (20 ºC)
JECFA Number: 2269 · 2269
BRN: 1727473 · 1727473
Major Application: peptide synthesis
Cosmetics Ingredients Functions: SKIN CONDITIONING
Cosmetic Ingredient Review (CIR): N-Acetyl-L-glutamic acid (1188-37-0)
InChI: 1S/C7H11NO5/c1-4(9)8-5(7(12)13)2-3-6(10)11/h5H,2-3H2,1H3,(H,8,9)(H,10,11)(H,12,13)/t5-/m0/s1
InChIKey: RFMMMVDNIPUKGG-YFKPBYRVSA-N
SMILES: CC(=O)N[C@@H](CCC(O)=O)C(O)=O
LogP: -2.131 · -2.131 (est)
CAS DataBase Reference: 1188 · 1188-37-0(CAS DataBase Reference)
FDA UNII: 61 H539YZ · MA61H539YZ
NIST Chemistry Reference: N-acetyl-l-glutamic acid(1188-37-0)
EPA Substance Registry System: L-Glutamic acid, N-acetyl- (1188-37-0)
UNSPSC Code: 12352209 · 12352209
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H315-H319-H335
Precautionary statements: 271 · P271-P261-P280
Safety Statements: 24 · 24/25
WGK Germany: 2 · 2
RTECS: 9725000 · LZ9725000
TSCA: TSCA listed
HS Code: 29241900 · 29241900
Storage Class: 11 · 11 - Combustible Solids
REACH Registrations: Active

Safety & regulation

GHS classification

GHS Classification · 3 items

This chemical does not meet GHS hazard criteria for 93.8% (15 of 16) of all reports.

Not Classified；Reported as not meeting GHS hazard criteria by 15 of 16 companies (only 6.2% companies provided GHS information). For more detailed information, please visit ECHA C&L website.

Aggregated GHS information provided per 16 reports by companies from 2 notifications to the ECHA C&L Inventory.；Reported as not meeting GHS hazard criteria per 15 of 16 reports by companies.；There is 1 notification provided by 1 of 16 reports by companies with hazard statement code(s).；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Regulatory Information · 2 items

Status: Active Update: 27-08-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/26044；Status: Cease Manufacture Update: 24-03-2015 https://echa.europa.eu/registration-dossier/-/registered-dossier/16366

L-Glutamic acid, N-acetyl-: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesNot Classified

Toxicology

Toxicity Summary · 2 items

The panel concluded that the 115 amino acid alkyl amides listed below are safe in the present practices of use and concentration in cosmetics, when formulated to be non-irritating...Acetyl Glutamic Acid

Safe for use in cosmetics, with qualifications

Regulatory information

Regulatory Information · 2 items

Status: Active Update: 27-08-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/26044；Status: Cease Manufacture Update: 24-03-2015 https://echa.europa.eu/registration-dossier/-/registered-dossier/16366

L-Glutamic acid, N-acetyl-: Does not have an individual approval but may be used under an appropriate group standard

Safety data

wgk: 2
tsca: TSCA listed
rtecs: LZ9725000
hs_code: 29241900
Signal word: Warning
Symbol(GHS): GHS07
safety_code: 24/25
Storage Class: 11 - Combustible Solids
Hazard statements: H302-H315-H319-H335
REACH Registrations: Active
Precautionary statements: P271-P261-P280

Chemistry & industry

Pharmacology

Tissue LocationsLiver；Placenta

Cellular LocationsMitochondria

Uses & manufacturing

UsesCIR ingredient: Acetyl Glutamic Acid

Use Classification · 3 items

Flavoring Agents -> JECFA Flavorings Index

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Cosmetics -> Skin conditioning

General Manufacturing Information · 2 items

L-Glutamic acid, N-acetyl-: ACTIVE

Glutamic acid, N-acetyl-: INACTIVE

Applications · 3 items

UsesN-Acetyl-L-glutamic Acid is the N-Acetyl analogue of the non-essential amino acid, L-glutamic acid (G596960). N-Acetyl-L-glutamic Acid activates carbamoyl phosphate synthetase in the urea cycle.

UsesSubstrate for acetylglutamate kinase. Inhibitor of N-acetyl-L-glutamate synthetase

UsesN-Acetyl-L-glutamic acid is used as pharmaceutical intermediates.

Suppliers100 total

北京华美互利生物化工010-56205725 · [email protected]

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

南京一化生物科技有限公司13429882898; 13429882898

爱斯特（成都）生物制药股份有限公司+86-28-85122536 85324413 · [email protected]

Additional notes · 1 item

DefinitionChEBI: N-acetyl-L-glutamic acid is an N-acyl-L-amino acid that is L-glutamic acid in which one of the amine hydrogens is substituted by an acetyl group. It has a role as a Saccharomyces cerevisiae metabolite and a human metabolite. It is a N-acetyl-L-amino acid and a N-acyl-L-glutamic acid. It is functionally related to a L-glutamic acid. It is a conjugate acid of a N-acetyl-L-glutamate(1-).