N(2)-acetyl-L-ornithine (CHEBI:16543)

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CHEBI:16543 - N²-acetyl-L-ornithine

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ChEBI Name	N²-acetyl-L-ornithine

ChEBI ID	CHEBI:16543

ChEBI ASCII Name	N(2)-acetyl-L-ornithine

Definition	An N²-acyl-L-ornithine where the acyl group is specified to be acetyl.

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

Secondary ChEBI IDs	CHEBI:40771, CHEBI:7368, CHEBI:12634, CHEBI:21814

Supplier Information	ZINC000003869887

Download	Molfile XML SDF

more structures >>

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The Resolver thinks Mol

AOR - Ideal conformer

RDKit 3D

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Time for openFile( AOR - Ideal conformer

RDKit 3D

26 25 0 0 0 0 0 0 0 0999 V2000

0.2890 -0.4730 0.2450 C 0 0 2 0 0 0 0 0 0 0 0 0

1.2530 -1.5820 -0.0880 C 0 0 0 0 0 0 0 0 0 0 0 0

2.1930 -1.3670 -0.8170 O 0 0 0 0 0 0 0 0 0 0 0 0

1.0680 -2.8090 0.4240 O 0 0 0 0 0 0 0 0 0 0 0 0

-1.1150 -0.8610 -0.2230 C 0 0 0 0 0 0 0 0 0 0 0 0

-2.1150 0.2080 0.2250 C 0 0 0 0 0 0 0 0 0 0 0 0

-3.5190 -0.1800 -0.2430 C 0 0 0 0 0 0 0 0 0 0 0 0

-4.4790 0.8460 0.1870 N 0 0 0 0 0 0 0 0 0 0 0 0

0.7070 0.7570 -0.4320 N 0 0 0 0 0 0 0 0 0 0 0 0

1.6270 1.5600 0.1370 C 0 0 0 0 0 0 0 0 0 0 0 0

2.1090 1.2650 1.2100 O 0 0 0 0 0 0 0 0 0 0 0 0

2.0570 2.8260 -0.5590 C 0 0 0 0 0 0 0 0 0 0 0 0

0.2810 -0.3100 1.3220 H 0 0 0 0 0 0 0 0 0 0 0 0

1.6870 -3.5210 0.2100 H 0 0 0 0 0 0 0 0 0 0 0 0

-1.1280 -0.9370 -1.3100 H 0 0 0 0 0 0 0 0 0 0 0 0

-1.3910 -1.8210 0.2120 H 0 0 0 0 0 0 0 0 0 0 0 0

-2.1020 0.2840 1.3120 H 0 0 0 0 0 0 0 0 0 0 0 0

-1.8390 1.1680 -0.2100 H 0 0 0 0 0 0 0 0 0 0 0 0

-3.5320 -0.2560 -1.3300 H 0 0 0 0 0 0 0 0 0 0 0 0

-3.7950 -1.1410 0.1920 H 0 0 0 0 0 0 0 0 0 0 0 0

-4.2480 1.6880 -0.3170 H 0 0 0 0 0 0 0 0 0 0 0 0

-5.3860 0.5500 -0.1410 H 0 0 0 0 0 0 0 0 0 0 0 0

0.3220 0.9930 -1.2910 H 0 0 0 0 0 0 0 0 0 0 0 0

2.9090 2.6140 -1.2050 H 0 0 0 0 0 0 0 0 0 0 0 0

1.2320 3.2080 -1.1600 H 0 0 0 0 0 0 0 0 0 0 0 0

2.3410 3.5710 0.1840 H 0 0 0 0 0 0 0 0 0 0 0 0

1 2 1 0

1 5 1 0

1 9 1 0

1 13 1 1

2 3 2 0

2 4 1 0

4 14 1 0

5 6 1 0

5 15 1 0

5 16 1 0

6 7 1 0

6 17 1 0

6 18 1 0

7 8 1 0

7 19 1 0

7 20 1 0

8 21 1 0

8 22 1 0

9 10 1 0

9 23 1 0

10 11 2 0

10 12 1 0

12 24 1 0

12 25 1 0

12 26 1 0

M END): 18 ms

reading 26 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

26 atoms created

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

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Formulae

C7H14N2O3
C7H14N2O3

Net Charge

Average Mass

174.200

Monoisotopic Mass

174.10044

InChI

InChI=1S/C7H14N2O3/c1-5(10)9-6(7(11)12)3-2-4-8/h6H,2-4,8H2,1H3,(H,9,10)(H,11,12)/t6-/m0/s1

InChIKey

JRLGPAXAGHMNOL-LURJTMIESA-N

SMILES

C(CCN)[C@@H](C(O)=O)NC(=O)C

Metabolite of Species	Details
Mus musculus (NCBI:txid10090)	Source: BioModels - MODEL1507180067 See: PubMed
Mus musculus (NCBI:txid10090)	See: MetaboLights Study
Mus musculus (NCBI:txid10090)	See: MetaboLights Study
Mus musculus (NCBI:txid10090)	See: DOI
Mus musculus (NCBI:txid10090)	See: MetaboLights Study
Saccharomyces cerevisiae (NCBI:txid4932)	Source: yeast.sf.net See: PubMed
Escherichia coli (NCBI:txid562)	See: PubMed
Escherichia coli (NCBI:txid562)	See: PubMed
Homo sapiens (NCBI:txid9606)	See: DOI

Roles Classification
Chemical Role(s):	Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Bronsted base). (via oxoacid )

Biological Role(s):	Saccharomyces cerevisiae metabolite Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ). 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). Escherichia coli metabolite Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.

View more via ChEBI Ontology

ChEBI Ontology
Outgoing	N²-acetyl-L-ornithine (CHEBI:16543) has role Escherichia coli metabolite (CHEBI:76971) N²-acetyl-L-ornithine (CHEBI:16543) has role Saccharomyces cerevisiae metabolite (CHEBI:75772) N²-acetyl-L-ornithine (CHEBI:16543) has role human metabolite (CHEBI:77746) N²-acetyl-L-ornithine (CHEBI:16543) has role mouse metabolite (CHEBI:75771) N²-acetyl-L-ornithine (CHEBI:16543) is a acetyl-L-ornithine (CHEBI:86496) N²-acetyl-L-ornithine (CHEBI:16543) is a N2-acyl-L-ornithine (CHEBI:21815) N²-acetyl-L-ornithine (CHEBI:16543) is tautomer of N²-acetyl-L-ornithine zwitterion (CHEBI:57805)

Incoming	N²-acetyl-L-ornithine zwitterion (CHEBI:57805) is tautomer of N²-acetyl-L-ornithine (CHEBI:16543)

IUPAC Names

(2S)-2-acetamido-5-aminopentanoic acid

N²-acetyl-L-ornithine

Synonyms	Sources
N-Acetylornithine	KEGG COMPOUND
N2-Acetyl-L-ornithine	KEGG COMPOUND
N2-Acetyl-L-ornithine	KEGG COMPOUND

Manual Xrefs	Databases
AOR	PDBeChem
C00437	KEGG COMPOUND
ECMDB03357	ECMDB
HMDB0003357	HMDB
View more database links

Registry Numbers	Types	Sources
1725555	Reaxys Registry Number	Reaxys
6205-08-9	CAS Registry Number	KEGG COMPOUND

Citations

Wang C, Feng R, Sun D, Li Y, Bi X, Sun C (2011)
Metabolic profiling of urine in young obese men using ultra performance liquid chromatography and Q-TOF mass spectrometry (UPLC/Q-TOF MS).
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 879, 2871-2876 [PubMed:21890434]
[show Abstract]

Xu M, Zhang X, Rao Z, Yang J, Dou W, Jin J, Xu Z (2011)
[Cloning, expression and characterization of N-acetylornithine aminotransferase from Corynebacterium crenatum and its effects on L-arginine fermentation].
Sheng wu gong cheng xue bao = Chinese journal of biotechnology 27, 1013-1023 [PubMed:22016985]
[show Abstract]

Bennett BD, Kimball EH, Gao M, Osterhout R, Van Dien SJ, Rabinowitz JD (2009)
Absolute metabolite concentrations and implied enzyme active site occupancy in Escherichia coli.
Nature chemical biology 5, 593-599 [PubMed:19561621]
[show Abstract]

Last Modified

21 November 2019

CHEBI:16543 - N2-acetyl-L-ornithine

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CHEBI:16543 - N²-acetyl-L-ornithine