CHEBI:136614 - N-oleoyl-L-serine

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ChEBI Name N-oleoyl-L-serine
ChEBI ID CHEBI:136614
ChEBI ASCII Name N-oleoyl-L-serine
Definition An L-serine derivative resulting from the formal condensation of the carboxy group of oleic acid with the amino group of L-serine.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C21H39NO4
Net Charge 0
Average Mass 369.539
Monoisotopic Mass 369.28791
InChI InChI=1S/C21H39NO4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(24)22-19(18-23)21(25)26/h9-10,19,23H,2-8,11-18H2,1H3,(H,22,24)(H,25,26)/b10-9-/t19-/m0/s1
InChIKey MBDKGXAMSZIDKF-VJIACCKLSA-N
SMILES C(\CCCCCCCC(=O)N[C@H](C(O)=O)CO)=C\CCCCCCCC
Metabolite of Species Details
Mus musculus (NCBI:txid10090) See: PubMed
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): mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
Application(s): bone density conservation agent
An agent that inhibits bone resorption and/or favor bone mineralization and bone regeneration. Used to heal bone fractures and to treat bone diseases such as osteopenia and osteoporosis.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing N-oleoyl-L-serine (CHEBI:136614) has functional parent oleic acid (CHEBI:16196)
N-oleoyl-L-serine (CHEBI:136614) has role bone density conservation agent (CHEBI:50646)
N-oleoyl-L-serine (CHEBI:136614) has role mouse metabolite (CHEBI:75771)
N-oleoyl-L-serine (CHEBI:136614) is a N-(fatty acyl)-L-α-amino acid (CHEBI:137550)
N-oleoyl-L-serine (CHEBI:136614) is a L-serine derivative (CHEBI:84135)
N-oleoyl-L-serine (CHEBI:136614) is conjugate acid of N-oleoyl-L-serinate (CHEBI:134031)
Incoming N-oleoyl-L-serinate (CHEBI:134031) is conjugate base of N-oleoyl-L-serine (CHEBI:136614)
IUPAC Name
N-[(9Z)-octadec-9-enoyl]-L-serine
Synonyms Sources
(2S)-3-hydroxy-2-{[(9R)-octadec-9-enoyl]amino}propanoic acid IUPAC
N-(9Z-octadecenoyl)-L-serine ChEBI
N-[(9Z)-octadecenoyl]-L-serine ChEBI
N-[(9Z)-octadecenoyl]serine ChEBI
N-oleoylserine ChEBI
oleoylserine ChEBI
Registry Number Type Source
14193105 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
20876113 PubMed citation Europe PMC
27374330 PubMed citation Europe PMC
Last Modified
27 June 2017