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N-Acetylhistidine

CAT: 0804-HY-W095697Size: 1 EachDry Ice: NoHazardous: No
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Description
N-Acetylhistidine is a histidine derivative that is the acetylated enzyme intermediate in the N-acetyltransferase reaction[1][2].
CAS Number
2497-02-1
UNSPSC
12352005
Hazard Statement
H302-H315-H319-H335
Target
Endogenous Metabolite
Type
Reference compound
Related Pathways
Metabolic Enzyme/Protease
Field of Research
Others
Assay Protocol
https://www.medchemexpress.com/n-acetylhistidine.html
Smiles
O=C(O)[C@H](CC1=CNC=N1)NC(C)=O
Molecular Formula
C8H11N3O3
Molecular Weight
197.19
Precautions
P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501
References & Citations
[1]Andersen S O, et al. Cuticle-catalyzed coupling between N-acetylhistidine and N-acetyldopamine[J]. Insect biochemistry and molecular biology, 1992, 22 (5) : 459-469.|[2]Bame K J, et al. Acetyl-coenzyme A: alpha-glucosaminide N-acetyltransferase. Evidence for an active site histidine residue[J]. Journal of Biological Chemistry, 1986, 261 (22) : 10127-10132.
Shipping Conditions
Room temperature
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

N-Acetyl-L-histidine

N-acetyl-L-histidine is a histidine derivative that is L-histidine having an acetyl substituent on the alpha-nitrogen. It has a role as an animal metabolite. It is a N-acetyl-L-amino acid, a L-histidine derivative and a N-acetylhistidine. It is a conjugate acid of a N-acetyl-L-histidinate.

CAS Number2497-02-1
PubChem CID75619
IUPAC Name(2S)-2-acetamido-3-(1H-imidazol-5-yl)propanoic acid
Molecular FormulaC8H11N3O3
Molecular Weight197.19
XLogP-0.7
Topological Polar Surface Area95.1
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count4
Rotatable Bond Count4
Heavy Atom Count14
Formal Charge0
Complexity232
SMILES
CC(=O)N[C@@H](CC1=CN=CN1)C(=O)O
InChI
InChI=1S/C8H11N3O3/c1-5(12)11-7(8(13)14)2-6-3-9-4-10-6/h3-4,7H,2H2,1H3,(H,9,10)(H,11,12)(H,13,14)/t7-/m0/s1
InChIKey
KBOJOGQFRVVWBH-ZETCQYMHSA-N
Chemical Structure
2D Structure
2D structure of N-Acetyl-L-histidine
CAS: 2497-02-1
CID: 75619
Formula: C8H11N3O3
MW: 197.19
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight197.19
XLogP3-0.7
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count4
Rotatable Bond Count4
Exact Mass197.08004122
Monoisotopic Mass197.08004122
Topological Polar Surface Area95.1 Ų
Heavy Atom Count14
Formal Charge0
Complexity232
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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