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Record Information
Version1.0
Creation Date2016-09-30 22:47:08 UTC
Update Date2020-05-11 20:02:12 UTC
BMDB IDBMDB0001521
Secondary Accession Numbers
  • BMDB01521
Metabolite Identification
Common NameTetradecanoyl-CoA
DescriptionTetradecanoyl-CoA , also known as myristoyl-CoA or N-C14:0CoA, belongs to the class of organic compounds known as long-chain fatty acyl coas. These are acyl CoAs where the group acylated to the coenzyme A moiety is a long aliphatic chain of 13 to 21 carbon atoms. Tetradecanoyl-CoA is possibly soluble (in water) and a strong basic compound (based on its pKa). Tetradecanoyl-CoA exists in all living species, ranging from bacteria to humans. Tetradecanoyl-CoA participates in a number of enzymatic reactions, within cattle. In particular, Tetradecanoyl-CoA and glycerol 3-phosphate can be converted into lpa(14:0/0:0) through the action of the enzyme glycerol-3-phosphate acyltransferase. In addition, Lpa(14:0/0:0) and tetradecanoyl-CoA can be converted into PA(14:0/14:0) through its interaction with the enzyme 1-acyl-sn-glycerol-3-phosphate acyltransferase. In cattle, tetradecanoyl-CoA is involved in the metabolic pathway called de novo triacylglycerol biosynthesis TG(14:0/14:0/14:0) pathway.
Structure
Thumb
Synonyms
ValueSource
Myristoyl-CoAHMDB
Myristoyl-coenzyme AHMDB
N-C14:0CoAHMDB
N-C14:0coenzyme AHMDB
S-Tetradecanoyl-coenzyme AHMDB
Tetradecanoyl CoAHMDB
Tetradecanoyl coenzyme AHMDB
Tetradecanoyl-coenzyme AHMDB
Tetradecanoyl-CoAMeSH, HMDB
Chemical FormulaC35H62N7O17P3S
Average Molecular Weight977.89
Monoisotopic Molecular Weight977.313573819
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry Number3130-72-1
SMILESNot Available
InChI Identifier
InChI=1S/C35H62N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-26(44)63-19-18-37-25(43)16-17-38-33(47)30(46)35(2,3)21-56-62(53,54)59-61(51,52)55-20-24-29(58-60(48,49)50)28(45)34(57-24)42-23-41-27-31(36)39-22-40-32(27)42/h22-24,28-30,34,45-46H,4-21H2,1-3H3,(H,37,43)(H,38,47)(H,51,52)(H,53,54)(H2,36,39,40)(H2,48,49,50)/t24-,28-,29-,30?,34-/m1/s1
InChI KeyDUAFKXOFBZQTQE-XVDJLSDJSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as long-chain fatty acyl coas. These are acyl CoAs where the group acylated to the coenzyme A moiety is a long aliphatic chain of 13 to 21 carbon atoms.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acyl thioesters
Direct ParentLong-chain fatty acyl CoAs
Alternative Parents
Substituents
  • Coenzyme a or derivatives
  • Purine ribonucleoside 3',5'-bisphosphate
  • Purine ribonucleoside bisphosphate
  • Purine ribonucleoside diphosphate
  • Ribonucleoside 3'-phosphate
  • Pentose phosphate
  • Pentose-5-phosphate
  • Beta amino acid or derivatives
  • Glycosyl compound
  • N-glycosyl compound
  • 6-aminopurine
  • Monosaccharide phosphate
  • Organic pyrophosphate
  • Pentose monosaccharide
  • Imidazopyrimidine
  • Purine
  • Monoalkyl phosphate
  • Aminopyrimidine
  • Imidolactam
  • N-acyl-amine
  • N-substituted imidazole
  • Organic phosphoric acid derivative
  • Monosaccharide
  • Pyrimidine
  • Alkyl phosphate
  • Fatty amide
  • Phosphoric acid ester
  • Tetrahydrofuran
  • Imidazole
  • Azole
  • Heteroaromatic compound
  • Carbothioic s-ester
  • Secondary alcohol
  • Thiocarboxylic acid ester
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Amino acid or derivatives
  • Sulfenyl compound
  • Thiocarboxylic acid or derivatives
  • Organoheterocyclic compound
  • Azacycle
  • Oxacycle
  • Carboxylic acid derivative
  • Organosulfur compound
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Carbonyl group
  • Organic nitrogen compound
  • Primary amine
  • Organopnictogen compound
  • Organic oxide
  • Organooxygen compound
  • Organonitrogen compound
  • Alcohol
  • Amine
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
  • Exogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cell membrane
  • Cytoplasm
  • Membrane
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted PropertiesNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Biological Properties
Cellular Locations
  • Cell membrane
  • Cytoplasm
  • Membrane
Biospecimen Locations
  • Fibroblasts
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FibroblastsExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
details
Abnormal Concentrations
Not Available
HMDB IDHMDB0001521
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB031010
KNApSAcK IDNot Available
Chemspider ID58623
KEGG Compound IDC02593
BioCyc IDNot Available
BiGG ID40154
Wikipedia LinkNot Available
METLIN ID3707
PubChem Compound65113
PDB IDNot Available
ChEBI ID15532
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

General function:
Involved in glycylpeptide N-tetradecanoyltransferase ac
Specific function:
Adds a myristoyl group to the N-terminal glycine residue of certain cellular proteins.
Gene Name:
NMT1
Uniprot ID:
Q32LK5
Molecular weight:
56714.0
General function:
Involved in glycylpeptide N-tetradecanoyltransferase ac
Specific function:
Adds a myristoyl group to the N-terminal glycine residue of certain cellular and viral proteins.
Gene Name:
NMT1
Uniprot ID:
P31717
Molecular weight:
56919.0
General function:
Involved in glycylpeptide N-tetradecanoyltransferase ac
Specific function:
Adds a myristoyl group to the N-terminal glycine residue of certain cellular proteins.
Gene Name:
Not Available
Uniprot ID:
Q8MKE3
Molecular weight:
48141.0
General function:
Involved in glycylpeptide N-tetradecanoyltransferase ac
Specific function:
Adds a myristoyl group to the N-terminal glycine residue of certain cellular proteins.
Gene Name:
NMT2
Uniprot ID:
Q2KIZ5
Molecular weight:
47702.0
General function:
Involved in glycylpeptide N-tetradecanoyltransferase ac
Specific function:
Adds a myristoyl group to the N-terminal glycine residue of certain cellular proteins.
Gene Name:
Not Available
Uniprot ID:
Q9GL39
Molecular weight:
51185.0
General function:
Involved in glycylpeptide N-tetradecanoyltransferase ac
Specific function:
Adds a myristoyl group to the N-terminal glycine residue of certain cellular and viral proteins.
Gene Name:
NMT2
Uniprot ID:
Q9N181
Molecular weight:
56803.0