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经验公式(希尔记法):
C8H14N4O · 2HCl
化学文摘社编号:
分子量:
255.14
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
InChI
1S/C8H14N4O.2ClH/c9-3-1-8(13)11-4-2-7-5-10-6-12-7;;/h5-6H,1-4,9H2,(H,10,12)(H,11,13);2*1H
SMILES string
Cl.Cl.NCCC(=O)NCCc1cnc[nH]1
InChI key
ZQTUNIWBUQUKAM-UHFFFAOYSA-N
assay
≥98% (HPLC)
form
powder
storage condition
desiccated
color
white to beige
solubility
H2O: >15 mg/mL
storage temp.
−20°C
Quality Level
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General description
Carcinine, a natural peptide derivative, with a β-alanyl residue and a histamine, carries an imidazole ring. In mammals, carcinine is present in the brain, muscle, intestine and liver tissues.
Application
Carcinine dihydrochloride has been used to study its effects on dopaminergic neuron degeneration.
Biochem/physiol Actions
Carcinine (β-alanyl histamine) is a selective histamine H3 antagonist, 100-1000-fold selective for H3 over H2 and H1, that also functions as an antioxidant and as a chemical chaperone to reduce non-enzymatic glycation of proteins and maintain native folding of proteins.
Carcinine can scavenge a toxic product, called 4-hydroxynonenal (4-HNE), obtained during lipid oxidation. It has a protective role from oxidative damage on photoreceptor cells. Carcinine also exhibits lipid-peroxidase activity.
Carcinine is a selective histamine H3 antagonist; antioxidant.
Features and Benefits
This compound is featured on the Histamine Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
signalword
Danger
hcodes
Hazard Classifications
Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Lea D Marchette et al.
Investigative ophthalmology & visual science, 53(7), 3572-3583 (2012-05-12)
Oxidative stress induces retinal damage and contributes to vision loss in progressive retinopathies. Carcinine (β-alanyl-histamine) is a natural imidazole-containing peptide derivative with antioxidant activity. It is predicted to scavenge 4-hydroxynonenal (4-HNE), a toxic product of lipid oxidation. The aim of
Pei Zhou et al.
Brain, behavior, and immunity, 76, 61-73 (2018-11-09)
The activation of microglial cells is presumed to play a key role in the pathogenesis of Parkinson's disease (PD). The activity of microglia is regulated by the histamine-4 receptor (H4R), thus providing a novel target that may prevent the progression
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