CHEBI:28875 - tetradecanoic acid

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ChEBI Name tetradecanoic acid
ChEBI ID CHEBI:28875
Definition A straight-chain, fourteen-carbon, long-chain saturated fatty acid mostly found in milk fat.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Johnny Lloyd
Secondary ChEBI IDs CHEBI:278516, CHEBI:44232, CHEBI:73168, CHEBI:26897, CHEBI:7056
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Formula C14H28O2
Net Charge 0
Average Mass 228.37090
Monoisotopic Mass 228.209
InChI InChI=1S/C14H28O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14(15)16/h2-13H2,1H3,(H,15,16)
InChIKey TUNFSRHWOTWDNC-UHFFFAOYSA-N
SMILES CCCCCCCCCCCCCC(O)=O
Metabolite of Species Details
Chlamydomonas reinhardtii (NCBI:3055) See: PubMed
Daphnia magna (NCBI:35525) 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:9606) Found in blood serum (BTO:0000133). See: MetaboLights Study
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): Daphnia magna metabolite
A Daphnia metabolite produced by the species Daphnia magna.
algal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in algae including unicellular organisms like chlorella and diatoms to multicellular organisms like giant kelps and brown algae.
EC 3.1.1.1 (carboxylesterase) inhibitor
Any EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that inhibits the action of carboxylesterase (EC 3.1.1.1 ).
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing tetradecanoic acid (CHEBI:28875) has role Daphnia magna metabolite (CHEBI:83056)
tetradecanoic acid (CHEBI:28875) has role algal metabolite (CHEBI:84735)
tetradecanoic acid (CHEBI:28875) has role EC 3.1.1.1 (carboxylesterase) inhibitor (CHEBI:78444)
tetradecanoic acid (CHEBI:28875) has role human metabolite (CHEBI:77746)
tetradecanoic acid (CHEBI:28875) is a long-chain fatty acid (CHEBI:15904)
tetradecanoic acid (CHEBI:28875) is a straight-chain saturated fatty acid (CHEBI:39418)
tetradecanoic acid (CHEBI:28875) is conjugate acid of tetradecanoate (CHEBI:30807)
Incoming β-D-galactosyl-(1→4)-β-D-glucosyl-(1↔1)-N-tetradecanoylsphingosine (CHEBI:91034) has functional parent tetradecanoic acid (CHEBI:28875)
(13R)-13-hydroxymyristic acid (CHEBI:78989) has functional parent tetradecanoic acid (CHEBI:28875)
(3R)-3-hydroxytetradecanoic acid (CHEBI:42539) has functional parent tetradecanoic acid (CHEBI:28875)
(S)-3-hydroxytetradecanoic acid (CHEBI:37374) has functional parent tetradecanoic acid (CHEBI:28875)
1,2-ditetradecanoyl-sn-glycero-3-cytidine 5'-diphosphate (CHEBI:103211) has functional parent tetradecanoic acid (CHEBI:28875)
1-(1Z-hexadecenyl)-2-tetradecanoyl-sn-glycero-3-phosphocholine (CHEBI:133669) has functional parent tetradecanoic acid (CHEBI:28875)
1-O-(α-D-galactopyranosyl)-N-tetradecanoylphytosphingosine (CHEBI:84158) has functional parent tetradecanoic acid (CHEBI:28875)
1-tetradecanoyl-2,3-dihexadecanoyl-sn-glycerol (CHEBI:108517) has functional parent tetradecanoic acid (CHEBI:28875)
10-methyltetradecanoic acid (CHEBI:132910) has functional parent tetradecanoic acid (CHEBI:28875)
13-hydroxytetradecanoic acid (CHEBI:132473) has functional parent tetradecanoic acid (CHEBI:28875)
14-hydroxymyristic acid (CHEBI:77168) has functional parent tetradecanoic acid (CHEBI:28875)
3-hydroxytetradecanoic acid (CHEBI:85148) has functional parent tetradecanoic acid (CHEBI:28875)
3-oxotetradecanoic acid (CHEBI:37270) has functional parent tetradecanoic acid (CHEBI:28875)
N-(tetradecanoyl)ethanolamine (CHEBI:85262) has functional parent tetradecanoic acid (CHEBI:28875)
N-myristoyl-1,2-dioleoyl-sn-glycero-3-phosphoethanolamine (CHEBI:85793) has functional parent tetradecanoic acid (CHEBI:28875)
N-myristoylglycine (CHEBI:87142) has functional parent tetradecanoic acid (CHEBI:28875)
N-myristoylsphingosine-1-phosphocholine (CHEBI:64486) has functional parent tetradecanoic acid (CHEBI:28875)
N-tetradecanoylsphingosine (CHEBI:72957) has functional parent tetradecanoic acid (CHEBI:28875)
N-tetradecanoylsphingosine 1-phosphate (CHEBI:73146) has functional parent tetradecanoic acid (CHEBI:28875)
N-tetradecanoyltaurine (CHEBI:132476) has functional parent tetradecanoic acid (CHEBI:28875)
S-tetradecanoyl-4ʼ-phosphopantetheine (CHEBI:132319) has functional parent tetradecanoic acid (CHEBI:28875)
klymollin F (CHEBI:68956) has functional parent tetradecanoic acid (CHEBI:28875)
monoacylglycerol 14:0 (CHEBI:87249) has functional parent tetradecanoic acid (CHEBI:28875)
myristoyl-CoA (CHEBI:15532) has functional parent tetradecanoic acid (CHEBI:28875)
tetradecanoate ester (CHEBI:87691) has functional parent tetradecanoic acid (CHEBI:28875)
tetradecanoyl-AMP (CHEBI:84412) has functional parent tetradecanoic acid (CHEBI:28875)
tetradecanoate (CHEBI:30807) is conjugate base of tetradecanoic acid (CHEBI:28875)
tetradecanoyl group (CHEBI:25456) is substituent group from tetradecanoic acid (CHEBI:28875)
IUPAC Name
myristic acid
Synonyms Sources
1-tetradecanecarboxylic acid ChEBI
14 ChEBI
14:0 ChEBI
14:00 ChEBI
acide tétradécanoïque ChEBI
C14 ChEBI
CH3‒[CH2]12‒COOH IUPAC
Myristic acid KEGG COMPOUND
MYRISTIC ACID PDBeChem
Myristic acid KEGG COMPOUND
Myristinsäure ChEBI
n-Tetradecan-1-oic acid ChemIDplus
n-tetradecanoic acid NIST Chemistry WebBook
n-Tetradecoic acid ChemIDplus
Tetradecanoic acid KEGG COMPOUND
tetradecoic acid ChEBI
Database Links Databases
C00001228 KNApSAcK
C06424 KEGG COMPOUND
CPD-7836 MetaCyc
DB08231 DrugBank
HMDB00806 HMDB
LMFA01010014 LIPID MAPS
MYR PDBeChem
Myristic_acid Wikipedia
View more database links
Registry Numbers Types Sources
242115 Gmelin Registry Number Gmelin
508624 Beilstein Registry Number Beilstein
508624 Reaxys Registry Number Reaxys
544-63-8 CAS Registry Number KEGG COMPOUND
544-63-8 CAS Registry Number ChemIDplus
544-63-8 CAS Registry Number NIST Chemistry WebBook
Citations Waiting for Citations Types Sources
13129458 PubMed citation Europe PMC
15149689 PubMed citation ChEMBL
16509590 PubMed citation ChEMBL
16554156 PubMed citation ChEMBL
19154695 PubMed citation Europe PMC
19761868 PubMed citation Europe PMC
19786012 PubMed citation Europe PMC
19902021 PubMed citation Europe PMC
19955401 PubMed citation Europe PMC
20634506 PubMed citation Europe PMC
20920594 PubMed citation Europe PMC
21955528 PubMed citation Europe PMC
22030224 PubMed citation Europe PMC
27206979 PubMed citation Europe PMC
6802973 PubMed citation ChEMBL
Last Modified
06 October 2016
General Comment
2010-04-22 Additional citation (no PMID) -- Kawahara K et al., (1994): Isolation of Sphingomonas Strains from Ears of Rice and Other Plants of Family Gramineae - Biosci. Biotech. Biochem. 58(3): 600-601.