CHEBI:15611 - sarcosine

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ChEBI Name sarcosine
ChEBI ID CHEBI:15611
Definition A N-alkylglycine that is the N-methyl derivative of glycine. It is an intermediate in the metabolic pathway of glycine.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:45442, CHEBI:45531, CHEBI:45614, CHEBI:45381, CHEBI:10876, CHEBI:12609, CHEBI:9029, CHEBI:15065, CHEBI:21765
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Formula C3H7NO2
Net Charge 0
Average Mass 89.09322
Monoisotopic Mass 89.04768
InChI InChI=1S/C3H7NO2/c1-4-2-3(5)6/h4H,2H2,1H3,(H,5,6)
InChIKey FSYKKLYZXJSNPZ-UHFFFAOYSA-N
SMILES CNCC(O)=O
Metabolite of Species Details
Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 See: PubMed
Escherichia coli (NCBI:txid562) See: PubMed
Homo sapiens (NCBI:txid9606) See: DOI
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): Escherichia coli metabolite
Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
glycine transporter 1 inhibitor
Any glycine transporter inhibitor that interferes with the action of glycine 1 transporters.
glycine receptor agonist
An agonist that binds to and activates glycine receptors
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing sarcosine (CHEBI:15611) has role Escherichia coli metabolite (CHEBI:76971)
sarcosine (CHEBI:15611) has role glycine receptor agonist (CHEBI:64589)
sarcosine (CHEBI:15611) has role glycine transporter 1 inhibitor (CHEBI:64588)
sarcosine (CHEBI:15611) has role human metabolite (CHEBI:77746)
sarcosine (CHEBI:15611) has role mouse metabolite (CHEBI:75771)
sarcosine (CHEBI:15611) is a N-alkylglycine (CHEBI:66933)
sarcosine (CHEBI:15611) is a N-methyl-amino acid (CHEBI:21760)
sarcosine (CHEBI:15611) is a N-methylglycines (CHEBI:21766)
sarcosine (CHEBI:15611) is conjugate acid of sarcosinate (CHEBI:46915)
sarcosine (CHEBI:15611) is conjugate base of sarcosinium (CHEBI:46842)
sarcosine (CHEBI:15611) is tautomer of sarcosine zwitterion (CHEBI:57433)
Incoming N-nitrososarcosine (CHEBI:82363) has functional parent sarcosine (CHEBI:15611)
sarcosinium (CHEBI:46842) is conjugate acid of sarcosine (CHEBI:15611)
sarcosinate (CHEBI:46915) is conjugate base of sarcosine (CHEBI:15611)
sarcosine zwitterion (CHEBI:57433) is tautomer of sarcosine (CHEBI:15611)
IUPAC Name
sarcosine
Synonyms Sources
(methylamino)acetic acid ChemIDplus
(methylamino)ethanoic acid NIST Chemistry WebBook
L-sarcosine
Note: (2015-03-26) A misnomer which has been frequently used in the primary literature - sarcosine does not have a chiral centre, so cannot be either D or L.
 ChEBI
MeGly ChEBI
methylaminoacetic acid NIST Chemistry WebBook
N-methylaminoacetic acid NIST Chemistry WebBook
N-Methylglycine KEGG COMPOUND
Sar IUPAC
Sarcosine KEGG COMPOUND
SARCOSINE PDBeChem
sarcosinic acid ChemIDplus
Manual Xrefs Databases
C00213 KEGG COMPOUND
c0135 UM-BBD
HMDB0000271 HMDB
SAR PDBeChem
Sarcosine Wikipedia
SARCOSINE MetaCyc
View more database links
Registry Numbers Types Sources
107-97-1 CAS Registry Number NIST Chemistry WebBook
107-97-1 CAS Registry Number ChemIDplus
1699442 Beilstein Registry Number ChemIDplus
1699442 Reaxys Registry Number Reaxys
2018 Gmelin Registry Number Gmelin
Citations Waiting for Citations Types Sources
11272730 PubMed citation Europe PMC
11850512 PubMed citation Europe PMC
15023571 PubMed citation Europe PMC
15331688 PubMed citation Europe PMC
16154544 PubMed citation Europe PMC
17095900 PubMed citation Europe PMC
17190852 PubMed citation Europe PMC
17901997 PubMed citation Europe PMC
19433577 PubMed citation Europe PMC
19577367 PubMed citation Europe PMC
19619564 PubMed citation Europe PMC
19944746 PubMed citation Europe PMC
Last Modified
27 January 2016