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305-84-0 molecular structure
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(2S)-2-(3-aminopropanamido)-3-(1H-imidazol-4-yl)propanoic acid

ChemBase ID: 109748
Molecular Formular: C9H14N4O3
Molecular Mass: 226.23246
Monoisotopic Mass: 226.10659033
SMILES and InChIs

SMILES:
NCCC(=O)N[C@@H](Cc1c[nH]cn1)C(=O)O
Canonical SMILES:
NCCC(=O)N[C@H](C(=O)O)Cc1nc[nH]c1
InChI:
InChI=1S/C9H14N4O3/c10-2-1-8(14)13-7(9(15)16)3-6-4-11-5-12-6/h4-5,7H,1-3,10H2,(H,11,12)(H,13,14)(H,15,16)/t7-/m0/s1
InChIKey:
CQOVPNPJLQNMDC-ZETCQYMHSA-N

Cite this record

CBID:109748 http://www.chembase.cn/molecule-109748.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(2S)-2-(3-aminopropanamido)-3-(1H-imidazol-4-yl)propanoic acid
IUPAC Traditional name
carnosine
Synonyms
L-α-ALANYL-L-HISTIDINE
L-Carnosine
β-Alanyl-L-histidine
Carnosine
CAS Number
305-84-0
EC Number
206-169-9
MDL Number
MFCD00005207
Beilstein Number
87671
PubChem SID
162095547
24893178
PubChem CID
439224
CHEBI ID
57485
CHEMBL
242948
Chemspider ID
388363
KEGG ID
C00386
Unique Ingredient Identifier
8HO6PVN24W
Wikipedia Title
Carnosine

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 3.3612406  H Acceptors
H Donor LogD (pH = 5.5) -4.928625 
LogD (pH = 7.4) -4.1909065  Log P -4.174497 
Molar Refractivity 54.9962 cm3 Polarizability 21.548273 Å3
Polar Surface Area 121.1 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Pharmacology Properties Product Information Bioassay(PubChem)
Apperance
crystalline expand Show data source
Crystalline solid expand Show data source
Melting Point
253 °C (dec.)(lit.) expand Show data source
253 °C (decomposition) expand Show data source
MSDS Link
Download expand Show data source
German water hazard class
2 expand Show data source
Personal Protective Equipment
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter expand Show data source
Storage Temperature
-20°C expand Show data source
Gene Information
human ... CA1(759), CA2(760) expand Show data source
Purity
~99% expand Show data source
Certificate of Analysis
Download expand Show data source

DETAILS

DETAILS

MP Biomedicals MP Biomedicals Wikipedia Wikipedia Sigma Aldrich Sigma Aldrich
MP Biomedicals - 05212418 external link
MP Biomedicals Rare Chemical collection
Sigma Aldrich - C9625 external link
Amino Acid Sequence
Ala-His
包装
10 mg in poly bottle
5, 25, 100 g in poly bottle
Biochem/physiol Actions
L-Carosine is a dipeptide found at millimolar concentration in brain, muscle and the lens of the eye. In model systems it is a potent antioxidant that scavenges oxygen free radicals and transition metal ions. It blocks protein-protein and protein-DNA cross-links induced by hypochlorite anions and toxic aldehydes such as acetaldehyde, formaldehyde, and malondialdehyde, the primary product of lipid peroxidation. It also inhibits nonenzymatic protein glycation induced by aldose and ketose reducing sugars and inhibits the formation of toxic advanced glycation end products (AGE). These activities make it of interest in studies of aging, atherosclerosis, Alzheimer′s disease, and the secondary effects of diabetes.
Dipeptide with potent antioxidant and antiglycation activity; blocks nonenzymatic glycosylation and protein cross-linking induced by reactive aldehydes.
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. C9625.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

REFERENCES

REFERENCES

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PATENTS

PATENTS

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INTERNET

INTERNET

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