4-Acetamidobutyric acid

HCID 18189
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Basic information

CAS
3025-96-5
Standard SMILES
CC(=O)NCCCC(=O)O
InChIKey
UZTFMUBKZQVKLK-UHFFFAOYSA-N
Molecular formula
C6H11NO3
Average molar mass
145.16 g/mol
Monoisotopic mass
145.07389321

Overview

4-acetamidobutanoic acid is an N-acyl-gamma-aminobutyric acid resulting from the monoacetylation of the nitrogen of GABA. It has a role as a metabolite. It is a N-acyl-gamma-aminobutyric acid and a member of acetamides. It is a conjugate acid of a 4-acetamidobutanoate.

Names & identifiers

Preferred name
4-Acetamidobutyric acid
IUPAC
4-acetamidobutanoic acid
English name
4-ACETAMIDOBUTYRIC ACID
Molecular formula
C6H11NO3
Molecular weight
145.16

Names & synonyms

4-Acetamidobutyric acid4-acetamidobutanoic acid3025-96-54-(Acetylamino)butanoic acidN-Acetyl-4-aminobutyric acidButanoic acid, 4-(acetylamino)-N-Acetyl-4-aminobutanoic acidBUTYRIC ACID, 4-ACETAMIDO-N-acetyl GABAgamma-Acetylaminobutyric acidN-Acetyl-.gamma.-aminobutyric acidDF 469
Show more names
4-acetamidobutanoatedf469AC-GABA-OHAc-γ-Abu-OHAc-g-Abu-OHAKOS 237-135
NSC 274234-acetylaminobutyric acid3A70KD310LN4-Acetylaminobutanoic acidEINECS 221-186-1BRN 1762288NSC-27423CHEBI:17645

Database identifiers

CAS
3025-96-5
PubChem CID
18189
DTXSID
DTXSID50184344
ChEBI
CHEBI:17645
UNII
3A70KD310L
EC Number
221-186-1
Nikkaji
J35.110E

Properties

Computed structural properties

XLogP
-0.6
Topological polar surface area
66.4 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
3
Rotatable bonds
4
Heavy atoms
10

Experimental & physicochemical properties

Physical DescriptionSolid
Collision Cross Section · 3 items

130.8 Ų [M-H]- [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]

134.65 Ų [M-H]- [CCS Type: DT; Method: stepped-field]

135.7 Ų [M+Na]+

Physicochemical properties

Melting point
128 · 128-131 °C
Boiling point
264.26 °C · 264.26°C (rough estimate)
Density
1.2511 · 1.2511 (rough estimate)
refractive index
1.4772 · 1.4772 (estimate)
storage temp.
2 · 2-8°C
solubility
20 mg/ml; · DMF: 20 mg/ml; DMSO: 20 mg/ml; Ethanol: 1 mg/ml; PBS (pH 7.2): 10 mg/ml

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (13.6%): 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 44 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (13.6%)

Safety data

rtecs
ES5610000
hs_code
29241900
Toxicity
LD50 ivn-mus: 425 mg/kg AIPTAK 145,233,63
risk_code
36/37/38
Signal word
Warning
Symbol(GHS)
GHS07

Chemistry & industry

Pharmacology

Tissue LocationsPlacenta
Cellular LocationsExtracellular

Applications

Uses4-Acetamidobutanoic acid (N-acetyl GABA), the main metabolite of GABA, exhibits antioxidant and antibacterial activities[1].

Suppliers58 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
上海炎泽化工有限公司15345144255 19975051755 · [email protected]
Sichuan Biosynce Pharmatech Co., Ltd.[email protected]
上海毕得医药科技股份有限公司400-1647117 13681763483 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]

Additional notes

DefinitionChEBI: An N-acylamino acid resulting from the monoacetylation of the nitrogen of GABA.

Related reactions

4 records
New reaction record

Compound notes

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