carnosine (CHEBI:15727)

ChEBI > Main

CHEBI:15727 - carnosine

Main

ChEBI Ontology

Automatic Xrefs

Reactions

Pathways

Models

ChEBI Name	carnosine

ChEBI ID	CHEBI:15727

Definition	A dipeptide that is the N-(β-alanyl) derivative of L-histidine.

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:3428, CHEBI:13948, CHEBI:23040

Supplier Information	ChemicalBook:CB4926663, ZINC000003869684

Download	Molfile XML SDF

more structures >>

call loadScript javascripts\jsmol\core\package.js

call loadScript javascripts\jsmol\core\core.z.js -- required by ClazzNode

call loadScript javascripts\jsmol\J\awtjs2d\WebOutputChannel.js

Jmol JavaScript applet jmolApplet0_object__843195362792713__ initializing

getValue debug = null

getValue logLevel = null

getValue allowjavascript = null

AppletRegistry.checkIn(jmolApplet0_object__843195362792713__)

call loadScript javascripts\jsmol\core\corestate.z.js

viewerOptions:

{ "name":"jmolApplet0_object","applet":true,"documentBase":"https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:15727","platform":"J.awtjs2d.Platform","fullName":"jmolApplet0_object__843195362792713__","display":"jmolApplet0_canvas2d","signedApplet":"true","appletReadyCallback":"Jmol._readyCallback","statusListener":"[J.appletjs.Jmol.MyStatusListener object]","codeBase":"https://www.ebi.ac.uk/chebi/javascripts/jsmol/","syncId":"843195362792713","bgcolor":"#000" }

Jmol Version: 13.2.7 $Date: 2013-10-01 11:35:15 -0500 (Tue, 01 Oct 2013) $

java.vendor: j2s

java.version: 0.0

os.name: j2s

Access: ALL

memory: 0.0/0.0

processors available: 1

useCommandThread: false

appletId:jmolApplet0_object (signed)

starting HoverWatcher_1

getValue emulate = null

defaults = "Jmol"

getValue boxbgcolor = null

getValue bgcolor = #000

backgroundColor = "#000"

getValue ANIMFRAMECallback = null

getValue APPLETREADYCallback = Jmol._readyCallback

APPLETREADYCallback = "Jmol._readyCallback"

getValue ATOMMOVEDCallback = null

getValue CLICKCallback = null

getValue ECHOCallback = null

getValue ERRORCallback = null

getValue EVALCallback = null

getValue HOVERCallback = null

getValue LOADSTRUCTCallback = null

getValue MEASURECallback = null

getValue MESSAGECallback = null

getValue MINIMIZATIONCallback = null

getValue PICKCallback = null

getValue RESIZECallback = null

getValue SCRIPTCallback = null

getValue SYNCCallback = null

getValue STRUCTUREMODIFIEDCallback = null

getValue doTranslate = null

language=en_US

getValue popupMenu = null

getValue script = null

Jmol applet jmolApplet0_object__843195362792713__ ready

call loadScript javascripts\jsmol\core\corescript.z.js

call loadScript javascripts\jsmol\J\script\FileLoadThread.js

starting QueueThread0_2

script 1 started

starting HoverWatcher_3

starting HoverWatcher_4

The Resolver thinks Mol

8V0 - Ideal conformer

Mrv1927 06102111023D

starting HoverWatcher_5

Time for openFile(8V0 - Ideal conformer

Mrv1927 06102111023D

30 30 0 0 0 0 999 V2000

2.7620 -1.3970 -1.0810 C 0 0 0 0 0 0 0 0 0 0 0 0

2.3650 -0.4860 -0.1730 C 0 0 0 0 0 0 0 0 0 0 0 0

2.8770 -2.2740 0.9210 C 0 0 0 0 0 0 0 0 0 0 0 0

1.9100 0.9200 -0.4700 C 0 0 1 0 0 0 0 0 0 0 0 0

0.5220 1.1450 0.1340 C 0 0 1 0 0 0 0 0 0 0 0 0

0.1190 2.5840 -0.0560 C 0 0 0 0 0 0 0 0 0 0 0 0

-1.5770 -0.0930 0.1050 C 0 0 0 0 0 0 0 0 0 0 0 0

-2.5750 -0.9880 -0.5810 C 0 0 1 0 0 0 0 0 0 0 0 0

-3.7560 -1.2490 0.3560 C 0 0 1 0 0 0 0 0 0 0 0 0

2.4450 -1.0480 1.0420 N 0 0 0 0 0 0 0 0 0 0 0 0

3.0870 -2.5320 -0.3880 N 0 0 0 0 0 0 0 0 0 0 0 0

-0.4480 0.2740 -0.5340 N 0 0 0 0 0 0 0 0 0 0 0 0

-4.7290 -2.1220 -0.3140 N 0 0 1 0 0 0 0 0 0 0 0 0

0.8660 3.5660 0.4740 O 0 0 0 0 0 0 0 0 0 0 0 0

-0.8770 2.8550 -0.6840 O 0 0 0 0 0 0 0 0 0 0 0 0

-1.7890 0.2990 1.2340 O 0 0 0 0 0 0 0 0 0 0 0 0

2.8100 -1.2610 -2.1520 H 0 0 0 0 0 0 0 0 0 0 0 0

3.0400 -2.9670 1.7330 H 0 0 0 0 0 0 0 0 0 0 0 0

2.6140 1.6290 -0.0360 H 0 0 0 0 0 0 0 0 0 0 0 0

1.8640 1.0670 -1.5490 H 0 0 0 0 0 0 0 0 0 0 0 0

0.5470 0.9120 1.1990 H 0 0 0 0 0 0 0 0 0 0 0 0

-2.9330 -0.5040 -1.4900 H 0 0 0 0 0 0 0 0 0 0 0 0

-2.0990 -1.9340 -0.8370 H 0 0 0 0 0 0 0 0 0 0 0 0

-3.3980 -1.7330 1.2650 H 0 0 0 0 0 0 0 0 0 0 0 0

-4.2330 -0.3030 0.6120 H 0 0 0 0 0 0 0 0 0 0 0 0

3.4050 -3.3660 -0.7660 H 0 0 0 0 0 0 0 0 0 0 0 0

-0.2790 -0.0390 -1.4360 H 0 0 0 0 0 0 0 0 0 0 0 0

-4.2950 -2.9810 -0.6190 H 0 0 0 0 0 0 0 0 0 0 0 0

-5.5190 -2.3100 0.2850 H 0 0 0 0 0 0 0 0 0 0 0 0

0.5680 4.4740 0.3250 H 0 0 0 0 0 0 0 0 0 0 0 0

16 7 2 0 0 0 0

15 6 2 0 0 0 0

14 6 1 0 0 0 0

6 5 1 0 0 0 0

9 8 1 0 0 0 0

9 13 1 0 0 0 0

7 8 1 0 0 0 0

7 12 1 0 0 0 0

5 12 1 0 0 0 0

5 4 1 0 0 0 0

4 2 1 0 0 0 0

10 2 1 0 0 0 0

10 3 2 0 0 0 0

2 1 2 0 0 0 0

3 11 1 0 0 0 0

1 11 1 0 0 0 0

1 17 1 0 0 0 0

3 18 1 0 0 0 0

4 19 1 0 0 0 0

4 20 1 0 0 0 0

5 21 1 1 0 0 0

8 22 1 0 0 0 0

8 23 1 0 0 0 0

9 24 1 0 0 0 0

9 25 1 0 0 0 0

11 26 1 0 0 0 0

12 27 1 0 0 0 0

13 28 1 0 0 0 0

13 29 1 0 0 0 0

14 30 1 0 0 0 0

M END): 19 ms

reading 30 atoms

ModelSet: haveSymmetry:false haveUnitcells:false haveFractionalCoord:false

1 model in this collection. Use getProperty "modelInfo" or getProperty "auxiliaryInfo" to inspect them.

Default Van der Waals type for model set to Babel

30 atoms created

ModelSet: not autobonding; use forceAutobond=true to force automatic bond creation

Script completed

Jmol script terminated

Molfile expand

Wikipedia	License
Pantetheine is the cysteamine amide analog of pantothenic acid (vitamin B5). The dimer of this compound, pantethine is more commonly known, and is considered to be the most potent form of vitamin B5. Pantetheine is an intermediate in the catabolism of coenzyme A by the body.
Read full article at Wikipedia

Formula

C9H14N4O3

Net Charge

Average Mass

226.236

Monoisotopic Mass

226.10659

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

SMILES

NCCC(=O)N[C@@H](CC1=CNC=N1)C(O)=O

Metabolite of Species	Details
Mus musculus (NCBI:txid10090)	Source: BioModels - MODEL1507180067 See: PubMed
Daphnia magna (NCBI:txid35525)	See: Mixtures of similarly acting compounds in Daphnia magna: From gene to metabolite and beyondTine Vandenbrouck, Oliver A.H. Jones, Nathalie Dom, Julian L. Griffin, Wim De CoenEnvironment International 36 (2010) 254-268
Homo sapiens (NCBI:txid9606)	See: DOI

Roles Classification
Chemical Role(s):	antioxidant A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. Bronsted base A molecular entity capable of accepting a hydron from a donor (Bronsted acid). (via organic amino compound )

Biological Role(s):	mouse metabolite Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus). human metabolite Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens). Daphnia magna metabolite A Daphnia metabolite produced by the species Daphnia magna.

Application(s):	anticonvulsant A drug used to prevent seizures or reduce their severity. antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms. neuroprotective agent Any compound that can be used for the treatment of neurodegenerative disorders. geroprotector Any compound that supports healthy aging, slows the biological aging process, or extends lifespan.

View more via ChEBI Ontology

ChEBI Ontology
Outgoing	carnosine (CHEBI:15727) has role Daphnia magna metabolite (CHEBI:83056) carnosine (CHEBI:15727) has role anticonvulsant (CHEBI:35623) carnosine (CHEBI:15727) has role antineoplastic agent (CHEBI:35610) carnosine (CHEBI:15727) has role antioxidant (CHEBI:22586) carnosine (CHEBI:15727) has role geroprotector (CHEBI:176497) carnosine (CHEBI:15727) has role human metabolite (CHEBI:77746) carnosine (CHEBI:15727) has role mouse metabolite (CHEBI:75771) carnosine (CHEBI:15727) has role neuroprotective agent (CHEBI:63726) carnosine (CHEBI:15727) is a dipeptide (CHEBI:46761) carnosine (CHEBI:15727) is conjugate acid of carnosinate (CHEBI:66874) carnosine (CHEBI:15727) is tautomer of carnosine zwitterion (CHEBI:57485)

Incoming	N-acetylcarnosine (CHEBI:67249) has functional parent carnosine (CHEBI:15727) carnosinate (CHEBI:66874) is conjugate base of carnosine (CHEBI:15727) carnosine zwitterion (CHEBI:57485) is tautomer of carnosine (CHEBI:15727)

IUPAC Name

N^α-(β-alanyl)-L-histidine

Synonyms	Sources
(2S)-2-(3-aminopropanamido)-3-(1H-imidazol-4-yl)propanoic acid	IUPAC
beta-alanyl-L-histidine	ChEBI
β-alanyl-L-histidine	IUPAC
Carnosine	KEGG COMPOUND
ignotine	ChemIDplus
L-carnosine	ChemIDplus
N-(3-aminopropanoyl)-L-histidine	ChEBI
N-2-M	ChemIDplus
N-β-alanyl-L-histidine	HMDB
Nalpha-(beta-alanyl)-L-histidine	KEGG COMPOUND

Brand Names	Sources
Karnozin	ChemIDplus
Karnozzn	ChemIDplus

Manual Xrefs	Databases
388363	ChemSpider
8V0	PDBeChem
C00052222	KNApSAcK
C00386	KEGG COMPOUND
Carnosine	Wikipedia
DB11695	DrugBank
HMDB0000033	HMDB
View more database links

Registry Numbers	Types	Sources
305-84-0	CAS Registry Number	KEGG COMPOUND
305-84-0	CAS Registry Number	ChemIDplus
87671	Reaxys Registry Number	Reaxys

Citations	Types	Sources
10841274	PubMed citation	Europe PMC
10951105	PubMed citation	Europe PMC
10951108	PubMed citation	Europe PMC
11470131	PubMed citation	Europe PMC
11707898	PubMed citation	Europe PMC
11911459	PubMed citation	Europe PMC
11976203	PubMed citation	Europe PMC
12139778	PubMed citation	Europe PMC
15853927	PubMed citation	Europe PMC
15878720	PubMed citation	Europe PMC
15941308	PubMed citation	Europe PMC
16162015	PubMed citation	Europe PMC
16181134	PubMed citation	Europe PMC
16287364	PubMed citation	Europe PMC
16406688	PubMed citation	Europe PMC
16804013	PubMed citation	Europe PMC
17031479	PubMed citation	Europe PMC
1735411	PubMed citation	Europe PMC
17443912	PubMed citation	Europe PMC
18019400	PubMed citation	Europe PMC
18076890	PubMed citation	Europe PMC
18773880	PubMed citation	Europe PMC
19309105	PubMed citation	Europe PMC
20017611	PubMed citation	Europe PMC
20681748	PubMed citation	Europe PMC
24398899	PubMed citation	Europe PMC
2674258	PubMed citation	Europe PMC
29463897	PubMed citation	Europe PMC
31951767	PubMed citation	Europe PMC
33586561	PubMed citation	Europe PMC
33704575	PubMed citation	Europe PMC
34067694	PubMed citation	Europe PMC
8689392	PubMed citation	Europe PMC
9029640	PubMed citation	Europe PMC
9928418	PubMed citation	Europe PMC

Last Modified

23 September 2021

CHEBI:15727 - carnosine

ChEBI is part of the ELIXIR infrastructure