CHEBI:39246 - nonadecanoic acid

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ChEBI Name nonadecanoic acid
ChEBI ID CHEBI:39246
Definition A C19 straight-chain fatty acid of plant or bacterial origin. An intermediate in the biodegradation of n-icosane, it has been shown to inhibit cancer growth.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information ChemicalBook:CB8489539, eMolecules:529644, ZINC000030731058
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Nonadecylic acid, or nonadecanoic acid, is a 19-carbon saturated fatty acid with the chemical formula CH3(CH2)17COOH. It forms salts called nonadecylates. Nonadecylic acid can be found in fats and vegetable oils, although it is rare. It is also present in the world of insects as the major constituent of the substance secreted by soldiers of the termite Rhinotermes marginalis for defence purposes. Nonadecanoic acid has found applications in the field of metal lubrication. The compound can be prepared by permanganate oxidation of 1-eicosene.
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Formula C19H38O2
Net Charge 0
Average Mass 298.50380
Monoisotopic Mass 298.28718
InChI InChI=1S/C19H38O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19(20)21/h2-18H2,1H3,(H,20,21)
InChIKey ISYWECDDZWTKFF-UHFFFAOYSA-N
SMILES CCCCCCCCCCCCCCCCCCC(O)=O
Metabolite of Species Details
Ganoderma lucidum (NCBI:txid5315) Found in spore (BTO:0001171). 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): fungal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
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ChEBI Ontology
Outgoing nonadecanoic acid (CHEBI:39246) has role fungal metabolite (CHEBI:76946)
nonadecanoic acid (CHEBI:39246) is a long-chain fatty acid (CHEBI:15904)
nonadecanoic acid (CHEBI:39246) is a straight-chain saturated fatty acid (CHEBI:39418)
nonadecanoic acid (CHEBI:39246) is conjugate acid of nonadecanoate (CHEBI:78796)
Incoming (18R)-18-hydroxynonadecanoic acid (CHEBI:79011) has functional parent nonadecanoic acid (CHEBI:39246)
1-nonadecanoyl-sn-glycero-3-phosphocholine (CHEBI:131989) has functional parent nonadecanoic acid (CHEBI:39246)
18-methylnonadecanoic acid (CHEBI:84899) has functional parent nonadecanoic acid (CHEBI:39246)
19-hydroxynonadecanoic acid (CHEBI:79179) has functional parent nonadecanoic acid (CHEBI:39246)
2-hydroxynonadecanoic acid (CHEBI:84855) has functional parent nonadecanoic acid (CHEBI:39246)
N-nonadecanoylsphinganine-1-phosphocholine (CHEBI:90492) has functional parent nonadecanoic acid (CHEBI:39246)
N-nonadecanoylsphingosine-1-phosphocholine (CHEBI:84485) has functional parent nonadecanoic acid (CHEBI:39246)
O-nonadecanoylcarnitine (CHEBI:137651) has functional parent nonadecanoic acid (CHEBI:39246)
cholesteryl nonadecanoate (CHEBI:133745) has functional parent nonadecanoic acid (CHEBI:39246)
methyl nonadecanoate (CHEBI:87758) has functional parent nonadecanoic acid (CHEBI:39246)
nonadecanoyl-CoA (CHEBI:75332) has functional parent nonadecanoic acid (CHEBI:39246)
nonadecanoate (CHEBI:78796) is conjugate base of nonadecanoic acid (CHEBI:39246)
IUPAC Name
nonadecanoic acid
Synonyms Sources
19:00 ChEBI
C19:0 ChEBI
n-nonadecanoic acid NIST Chemistry WebBook
n-Nonadecanoic acid ChemIDplus
nonadecylic acid ChEBI
Nonadecylic acid KEGG COMPOUND
Manual Xrefs Databases
C16535 KEGG COMPOUND
HMDB0000772 HMDB
LMFA01010019 LIPID MAPS
Nonadecylic_acid Wikipedia
View more database links
Registry Numbers Types Sources
1786261 Reaxys Registry Number Reaxys
646-30-0 CAS Registry Number ChemIDplus
646-30-0 CAS Registry Number NIST Chemistry WebBook
Citations
Fukuzawa M, Yamaguchi R, Hide I, Chen Z, Hirai Y, Sugimoto A, Yasuhara T, Nakata Y (2008)
Possible involvement of long chain fatty acids in the spores of Ganoderma lucidum (Reishi Houshi) to its anti-tumor activity.
Biological & pharmaceutical bulletin 31, 1933-1937 [PubMed:18827358]
[show Abstract]
Hadibarata T, Tachibana S, Itoh K (2007)
Biodegradation of n-eicosane by fungi screened from nature.
Pakistan journal of biological sciences : PJBS 10, 1804-1810 [PubMed:19086541]
[show Abstract]
Last Modified
22 January 2024