Showing metabocard for Tridecanoyl-CoA (BMDB0109607)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesenzymes (1) Show 1 proteinXML
Record Information
Version1.0
Creation Date2020-03-26 13:18:01 UTC
Update Date2020-05-21 16:29:09 UTC
BMDB IDBMDB0109607
Secondary Accession NumbersNone
Metabolite Identification
Common NameTridecanoyl-CoA
DescriptionTridecanoyl-CoA 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. Based on a literature review a small amount of articles have been published on Tridecanoyl-CoA.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
Tridecanoyl-coenzyme AHMDB
Tridecanoyl coenzyme AMeSH, HMDB
13-Iodotridecanoyl CoA, (125I)-labeledMeSH, HMDB
Tridecanoyl CoAMeSH, HMDB
Chemical FormulaC34H60N7O17P3S
Average Molecular Weight963.863
Monoisotopic Molecular Weight963.297923755
IUPAC Name{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({[hydroxy({3-hydroxy-2,2-dimethyl-3-[(2-{[2-(tridecanoylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]propoxy})phosphoryl]oxy})phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid
Traditional Name[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-({[hydroxy([hydroxy(3-hydroxy-2,2-dimethyl-3-[(2-{[2-(tridecanoylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]propoxy)phosphoryl]oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxyphosphonic acid
CAS Registry NumberNot Available
SMILES
CCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N
InChI Identifier
InChI=1S/C34H60N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-25(43)62-18-17-36-24(42)15-16-37-32(46)29(45)34(2,3)20-55-61(52,53)58-60(50,51)54-19-23-28(57-59(47,48)49)27(44)33(56-23)41-22-40-26-30(35)38-21-39-31(26)41/h21-23,27-29,33,44-45H,4-20H2,1-3H3,(H,36,42)(H,37,46)(H,50,51)(H,52,53)(H2,35,38,39)(H2,47,48,49)/t23-,27-,28-,29?,33-/m1/s1
InChI KeyTZKUYUHMJHEXOQ-XILBVEEWSA-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 DescriptorsNot Available
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
  • Exogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cell membrane
  • Cytoplasm
  • Membrane
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP1.59ALOGPS
logP-0.74ChemAxon
logS-2.6ALOGPS
pKa (Strongest Acidic)0.82ChemAxon
pKa (Strongest Basic)4.01ChemAxon
Physiological Charge-4ChemAxon
Hydrogen Acceptor Count17ChemAxon
Hydrogen Donor Count9ChemAxon
Polar Surface Area363.63 ŲChemAxon
Rotatable Bond Count31ChemAxon
Refractivity222.84 m³·mol⁻¹ChemAxon
Polarizability93.93 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-1911101102-0dbc2be7502f08bba238View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0921300000-a0c9015bf267861bee9bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000i-1900100000-0af805af566f9ca6df87View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-01sj-2922121304-ef1269248862f707ce49View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-3901100000-2b86bfcfa0d089ae35fdView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-057i-5900000000-cc2366161d886d4c1782View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0000000009-e8b3efd96627352043d0View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0901101448-c3e96e1eb5c5f1ffcbf4View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-0101900000-313abc7dfaf69c1b2155View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0000000009-884f59a2a0452e36244fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03fr-4200302409-2577ea01349daf2a4932View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0570-3103601509-217bf5818b8946db92f3View in MoNA
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
Biological Properties
Cellular Locations
  • Cell membrane
  • Cytoplasm
  • Membrane
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0013109
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB029287
KNApSAcK IDNot Available
Chemspider ID35032575
KEGG Compound IDNot Available
BioCyc ID4812-TRIMETHYLTRIDECANOYL-COA
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound53481606
PDB IDNot Available
ChEBI IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

Enzyme Details
1. Diacylglycerol O-acyltransferase 1
General function:
Not Available
Specific function:
Catalyzes the terminal and only committed step in triacylglycerol synthesis by using diacylglycerol and fatty acyl CoA as substrates. In contrast to DGAT2 it is not essential for survival. May be involved in VLDL (very low density lipoprotein) assembly. Functions as the major acyl-CoA retinol acyltransferase (ARAT) in the skin, where it acts to maintain retinoid homeostasis and prevent retinoid toxicity leading to skin and hair disorders. In liver, plays a role in esterifying exogenous fatty acids to glycerol.
Gene Name:
DGAT1
Uniprot ID:
Q8MK44
Molecular weight:
55602.0
Reactions
DG(19:0/22:0/0:0) + Tridecanoyl-CoA → TG(19:0/22:0/13:0) + Coenzyme Adetails
DG(20:0/17:0/0:0) + Tridecanoyl-CoA → TG(20:0/17:0/13:0) + Coenzyme Adetails
DG(20:0/19:0/0:0) + Tridecanoyl-CoA → TG(20:0/19:0/13:0) + Coenzyme Adetails
DG(20:0/14:0/0:0) + Tridecanoyl-CoA → TG(20:0/14:0/13:0) + Coenzyme Adetails
DG(20:0/18:0/0:0) + Tridecanoyl-CoA → TG(20:0/18:0/13:0) + Coenzyme Adetails
DG(19:0/21:0/0:0) + Tridecanoyl-CoA → TG(19:0/21:0/13:0) + Coenzyme Adetails
DG(20:0/12:0/0:0) + Tridecanoyl-CoA → TG(20:0/12:0/13:0) + Coenzyme Adetails
DG(20:0/13:0/0:0) + Tridecanoyl-CoA → TG(20:0/13:0/13:0) + Coenzyme Adetails
DG(20:0/20:0/0:0) + Tridecanoyl-CoA → TG(20:0/20:0/13:0) + Coenzyme Adetails
DG(21:0/10:0/0:0) + Tridecanoyl-CoA → TG(21:0/10:0/13:0) + Coenzyme Adetails
DG(21:0/14:0/0:0) + Tridecanoyl-CoA → TG(21:0/14:0/13:0) + Coenzyme Adetails
DG(21:0/12:0/0:0) + Tridecanoyl-CoA → TG(21:0/12:0/13:0) + Coenzyme Adetails
DG(21:0/8:0/0:0) + Tridecanoyl-CoA → TG(21:0/8:0/13:0) + Coenzyme Adetails
DG(21:0/15:0/0:0) + Tridecanoyl-CoA → TG(21:0/15:0/13:0) + Coenzyme Adetails
DG(21:0/13:0/0:0) + Tridecanoyl-CoA → TG(21:0/13:0/13:0) + Coenzyme Adetails
DG(22:0/12:0/0:0) + Tridecanoyl-CoA → TG(22:0/12:0/13:0) + Coenzyme Adetails
DG(22:0/14:0/0:0) + Tridecanoyl-CoA → TG(22:0/14:0/13:0) + Coenzyme Adetails
DG(22:0/10:0/0:0) + Tridecanoyl-CoA → TG(22:0/10:0/13:0) + Coenzyme Adetails
DG(22:0/22:0/0:0) + Tridecanoyl-CoA → TG(22:0/22:0/13:0) + Coenzyme Adetails
DG(22:0/13:0/0:0) + Tridecanoyl-CoA → TG(22:0/13:0/13:0) + Coenzyme Adetails
DG(10:0/17:0/0:0) + Tridecanoyl-CoA → TG(10:0/17:0/13:0) + Coenzyme Adetails
DG(10:0/13:0/0:0) + Tridecanoyl-CoA → TG(10:0/13:0/13:0) + Coenzyme Adetails
DG(10:0/19:0/0:0) + Tridecanoyl-CoA → TG(10:0/19:0/13:0) + Coenzyme Adetails
DG(10:0/18:0/0:0) + Tridecanoyl-CoA → TG(10:0/18:0/13:0) + Coenzyme Adetails
DG(8:0/13:0/0:0) + Tridecanoyl-CoA → TG(8:0/13:0/13:0) + Coenzyme Adetails
DG(10:0/12:0/0:0) + Tridecanoyl-CoA → TG(10:0/12:0/13:0) + Coenzyme Adetails
DG(8:0/16:0/0:0) + Tridecanoyl-CoA → TG(8:0/16:0/13:0) + Coenzyme Adetails
DG(8:0/18:0/0:0) + Tridecanoyl-CoA → TG(8:0/18:0/13:0) + Coenzyme Adetails
DG(10:0/14:0/0:0) + Tridecanoyl-CoA → TG(10:0/14:0/13:0) + Coenzyme Adetails
DG(19:0/a-21:0/0:0) + Tridecanoyl-CoA → TG(19:0/a-21:0/13:0) + Coenzyme Adetails
DG(19:0/a-25:0/0:0) + Tridecanoyl-CoA → TG(19:0/a-25:0/13:0) + Coenzyme Adetails
DG(19:0/i-21:0/0:0) + Tridecanoyl-CoA → TG(19:0/i-21:0/13:0) + Coenzyme Adetails
DG(19:0/i-22:0/0:0) + Tridecanoyl-CoA → TG(19:0/i-22:0/13:0) + Coenzyme Adetails
DG(19:0/i-24:0/0:0) + Tridecanoyl-CoA → TG(19:0/i-24:0/13:0) + Coenzyme Adetails
DG(a-21:0/12:0/0:0) + Tridecanoyl-CoA → TG(a-21:0/12:0/13:0)[rac] + Coenzyme Adetails
DG(a-21:0/13:0/0:0) + Tridecanoyl-CoA → TG(a-21:0/13:0/13:0)[rac] + Coenzyme Adetails
DG(a-21:0/a-21:0/0:0) + Tridecanoyl-CoA → TG(a-21:0/a-21:0/13:0)[rac] + Coenzyme Adetails
DG(a-25:0/12:0/0:0) + Tridecanoyl-CoA → TG(a-25:0/12:0/13:0)[rac] + Coenzyme Adetails
DG(a-25:0/13:0/0:0) + Tridecanoyl-CoA → TG(a-25:0/13:0/13:0)[rac] + Coenzyme Adetails
DG(a-25:0/a-25:0/0:0) + Tridecanoyl-CoA → TG(a-25:0/a-25:0/13:0)[rac] + Coenzyme Adetails
DG(i-19:0/i-21:0/0:0) + Tridecanoyl-CoA → TG(i-19:0/i-21:0/13:0) + Coenzyme Adetails
DG(i-19:0/i-22:0/0:0) + Tridecanoyl-CoA → TG(i-19:0/i-22:0/13:0) + Coenzyme Adetails
DG(i-19:0/i-24:0/0:0) + Tridecanoyl-CoA → TG(i-19:0/i-24:0/13:0) + Coenzyme Adetails
DG(i-20:0/12:0/0:0) + Tridecanoyl-CoA → TG(i-20:0/12:0/13:0) + Coenzyme Adetails
DG(i-20:0/13:0/0:0) + Tridecanoyl-CoA → TG(i-20:0/13:0/13:0) + Coenzyme Adetails
DG(i-20:0/i-20:0/0:0) + Tridecanoyl-CoA → TG(i-20:0/i-20:0/13:0) + Coenzyme Adetails
DG(i-21:0/12:0/0:0) + Tridecanoyl-CoA → TG(i-21:0/12:0/13:0) + Coenzyme Adetails
DG(i-21:0/13:0/0:0) + Tridecanoyl-CoA → TG(i-21:0/13:0/13:0) + Coenzyme Adetails
DG(i-21:0/i-21:0/0:0) + Tridecanoyl-CoA → TG(i-21:0/i-21:0/13:0) + Coenzyme Adetails
DG(i-22:0/12:0/0:0) + Tridecanoyl-CoA → TG(i-22:0/12:0/13:0) + Coenzyme Adetails
DG(i-22:0/13:0/0:0) + Tridecanoyl-CoA → TG(i-22:0/13:0/13:0) + Coenzyme Adetails
DG(i-22:0/i-22:0/0:0) + Tridecanoyl-CoA → TG(i-22:0/i-22:0/13:0) + Coenzyme Adetails
DG(i-24:0/12:0/0:0) + Tridecanoyl-CoA → TG(i-24:0/12:0/13:0) + Coenzyme Adetails
DG(i-24:0/13:0/0:0) + Tridecanoyl-CoA → TG(i-24:0/13:0/13:0) + Coenzyme Adetails
DG(i-24:0/i-24:0/0:0) + Tridecanoyl-CoA → TG(i-24:0/i-24:0/13:0) + Coenzyme Adetails