N-Acetyl-L-carnosine - Animal Free, Low Endotoxin, for cell culture, ≥99% , CAS No.56353-15-2

CAS: 56353-15-2 Cat. No.: N665002 Molecular Weight: 268.27 EC Number: 260-123-2

GRADE & PURITY Animal Free, Low Endotoxin, for Cell culture, ≥99%

Synonyms

N-Acetyl-L-carnosine is also known as NAC

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

N-acetyl-L-Carnosine (NAC) is a natural imidazole-containing dipeptide that has antioxidant activities in cells, particularly against lipid peroxidation. Formulations containing NAC may prevent or resolve cataracts when added to the eyes of animals, presumably through the conversion of NAC to another antioxidant, carnosine. NAC and related dipeptides, delivered in specific formulations, may also have protective effects for skin. N-Acetyl-L-carnosine is used to treat cataracts and to treat UV-induced immunosuppression. N-Acetyl-L-carnosine is also known as NAC, N-acetyl-β-alanyl-L-histidine, Acetylcarnosine, and (2S)-2-(3-acetamidopropanoylamino)-3-(1H-imidazol-5-yl)propanoic acid.

Specifications

Synonyms

N-Acetyl-L-carnosine is also known as NAC

Specifications & Purity

Animal Free, Low Endotoxin, for cell culture, ≥99%

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Animal Free, for Cell culture, Low Endotoxin

Purity

≥99%

Names and Identifiers

• Canonical Smiles: CC(=O)NCCC(=O)NC(CC1=CN=CN1)C(=O)O
• IUPAC Name: (2S)-2-(3-acetamidopropanoylamino)-3-(1H-imidazol-5-yl)propanoic acid
• InChIKey: BKAYIFDRRZZKNF-VIFPVBQESA-N
• INCHI: 1S/C11H16N4O4/c1-7(16)13-3-2-10(17)15-9(11(18)19)4-8-5-12-6-14-8/h5-6,9H,2-4H2,1H3,(H,12,14)(H,13,16)(H,15,17)(H,18,19)/t9-/m0/s1
• Isomeric SMILES: CC(=O)NCCC(=O)N[C@@H](CC1=CN=CN1)C(=O)O
• Alternate CAS: 56353-23-0
• Molecular Weight: 268.27
• Reaxy-Rn: 15626446
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=15626446&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Peptidomimetics
      • Subclass Hybrid peptides

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Peptidomimetics
• Subclass: Hybrid peptides
• Intermediate Tree Nodes: Not available
• Direct Parent: Hybrid peptides
• Alternative Parents: Histidine and derivatives N-acyl-L-alpha-amino acids Beta amino acids and derivatives Imidazolyl carboxylic acids and derivatives Heteroaromatic compounds Acetamides Secondary carboxylic acid amides Monocarboxylic acids and derivatives Carboxylic acids Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Hybrid peptide - Histidine or derivatives - N-acyl-l-alpha-amino acid - N-acyl-alpha-amino acid - N-acyl-alpha amino acid or derivatives - Beta amino acid or derivatives - Alpha-amino acid or derivatives - Imidazolyl carboxylic acid derivative - Azole - Heteroaromatic compound - Imidazole - Acetamide - Carboxamide group - Secondary carboxylic acid amide - Carboxylic acid derivative - Carboxylic acid - Azacycle - Organoheterocyclic compound - Monocarboxylic acid or derivatives - Hydrocarbon derivative - Organic nitrogen compound - Organic oxide - Organic oxygen compound - Organopnictogen compound - Carbonyl group - Organooxygen compound - Organonitrogen compound - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as hybrid peptides. These are compounds containing at least two different types of amino acids (alpha, beta, gamma, delta) linked to each other through a peptide bond.
• External Descriptors: dipeptide

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(non-human)

Hdac6 Histone deacetylase 6 (222 Activities)

Discover Target: Hdac6

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in methanol, and water.
• Refractive Index: n20D1.56 (Predicted)
• Melt Point(°C): 123-125° C
• Molecular Weight: 268.270 g/mol
• XLogP3: -1.500
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 268.117 Da
• Monoisotopic Mass: 268.117 Da
• Topological Polar Surface Area: 124.000 Ų
• Heavy Atom Count: 19
• Formal Charge: 0
• Complexity: 348.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Yunfei Zhou, Xinxin Yang, Jianwen Xu, Yidi Wu, Yin Fu, Yihong Dong, Xun Yang, Qiang Fu, Chenxu Guo, Yunjing Hou, Shuyuan Chang, Jun Yan, Ju Ran, Yumeng Wang, Qingxin Zhang, Tomii Ayaka, Lei Yu, Feng Geng, Liuyang Zhao, Xiaoyang Hu, Shuijie Li, Hongxue Meng, Dabin Liu.  (2025)  Post-translational switch of DHCR24 acetylation sustains sterol synthesis and promotes HCC via the 7-ketocholesterol/p62 axis.  Cell Reports,  44  (12):   [PMID:41348543] [10.1016/j.celrep.2025.116640]