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Details

Stereochemistry ACHIRAL
Molecular Formula C8H14N4O
Molecular Weight 182.223
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CARCININE

SMILES

NCCC(=O)NCCC1=CN=CN1

InChI

InChIKey=ANRUJJLGVODXIK-UHFFFAOYSA-N
InChI=1S/C8H14N4O/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)

HIDE SMILES / InChI

Description

Carcinine (beta-alanylhistamine) is a natural imidazole-containing peptide found in the non-protein fraction of mammalian tissues and possesses antioxidant and hydroxyl radical scavenging properties. Carcinine is also a selective histamine H3 antagonist.

CNS Activity

CNS Penetrant
2554
Curator's Comment: Known to be CNS penetrant in mouse. Human data not available.

Approval Year

2010
465
Targets

Targets

Primary TargetPharmacologyConditionPotency
Histamine H3 receptor
44
Target ID: Q9Y5N1
Gene ID: 11255.0
Gene Symbol: HRH3
Target Organism: Homo sapiens (Human)
Antagonist
2778
 0.29 µM [Ki]
Binding Agent
1064
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Alternative tasks of Drosophila tan in neurotransmitter recycling versus cuticle sclerotization disclosed by kinetic properties.
2010 Jul 2
Patents

Patents

20040220410
2

Sample Use Guides

In Vivo Use Guide
in mice: carcinine at a dose of 20 mg kg(-1) slightly increased histidine decarboxylase (HDC) activity in the cortex (from 0.186+/-0.069 to 0.227+/-0.009 pmol mg protein(-1) min(-1)). In addition, carcinine (10, 20, and 50 mg kg(-1)) significantly decreased histamine levels in mice brain.
Route of Administration: Intraperitoneal
In Vitro Use Guide
Curator's Comment: Carcinine was highly selective for the histamine H3 receptor over H1 or H2 receptor (Ki (microM)=0.2939+/-0.2188 vs 3621.2+/-583.9 or 365.3+/-232.8 microM, respectively).
Unknown
Name Type Language
CARCININE
Common Name English
DECARBOXY CARNOSINE
Common Name English
Carcinine [WHO-DD]
Common Name English
PROPANAMIDE, 3-AMINO-N-(2-(1H-IMIDAZOL-5-YL)ETHYL)-
Systematic Name English
ALISTIN
Common Name English
.BETA.-ALANYLHISTAMINE
Systematic Name English
PROPANAMIDE, 3-AMINO-N-(2-(1H-IMIDAZOL-4-YL)ETHYL)-
Systematic Name English
Code System Code Type Description
CAS
56897-53-1
Created by admin on Sat Dec 16 02:03:44 GMT 2023 , Edited by admin on Sat Dec 16 02:03:44 GMT 2023
PRIMARY
PUBCHEM
2574
Created by admin on Sat Dec 16 02:03:44 GMT 2023 , Edited by admin on Sat Dec 16 02:03:44 GMT 2023
PRIMARY
FDA UNII
WIV0W167TC
Created by admin on Sat Dec 16 02:03:44 GMT 2023 , Edited by admin on Sat Dec 16 02:03:44 GMT 2023
PRIMARY
EPA CompTox
DTXSID90205421
Created by admin on Sat Dec 16 02:03:44 GMT 2023 , Edited by admin on Sat Dec 16 02:03:44 GMT 2023
PRIMARY
ACTIVE MOIETY
Structure of CARCININE
NIH
NCATS
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