U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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
Molecular Formula C8H14N4O
Molecular Weight 182.223
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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
2588
Curator's Comment: Known to be CNS penetrant in mouse. Human data not available.

Approval Year

2010
474
Targets

Targets

Primary TargetPharmacologyConditionPotency
Histamine H3 receptor
46
Target ID: Q9Y5N1
Gene ID: 11255.0
Gene Symbol: HRH3
Target Organism: Homo sapiens (Human)
Antagonist
2849
 0.29 µM [Ki]
Binding Agent
1076
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Alternative tasks of Drosophila tan in neurotransmitter recycling versus cuticle sclerotization disclosed by kinetic properties.
2010-07-02
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
Substance Class Chemical
Created
by admin
on Mon Mar 31 21:07:42 GMT 2025
Edited
by admin
on Mon Mar 31 21:07:42 GMT 2025
Record UNII
WIV0W167TC
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ALISTIN
Preferred Name English
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
.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 Mon Mar 31 21:07:42 GMT 2025 , Edited by admin on Mon Mar 31 21:07:42 GMT 2025
PRIMARY
PUBCHEM
2574
Created by admin on Mon Mar 31 21:07:42 GMT 2025 , Edited by admin on Mon Mar 31 21:07:42 GMT 2025
PRIMARY
FDA UNII
WIV0W167TC
Created by admin on Mon Mar 31 21:07:42 GMT 2025 , Edited by admin on Mon Mar 31 21:07:42 GMT 2025
PRIMARY
EPA CompTox
DTXSID90205421
Created by admin on Mon Mar 31 21:07:42 GMT 2025 , Edited by admin on Mon Mar 31 21:07:42 GMT 2025
PRIMARY
Related Record Type Details
Structure of CARCININE
ACTIVE MOIETY
NIH
NCATS
PRIVACY NOTICE
ACCESSIBILITY
DISCLAIMER
HHS VULNERABILITY DISCLOSURE
For language access assistance, contact the NCATS Public Information Officer
National Center for Advancing Translational Sciences (NCATS),
6701 Democracy Boulevard, Bethesda MD 20892-4874 • 301-594-8966