Record Information
Version3.6
Creation Date2006-08-13 15:25:23 UTC
Update Date2013-02-09 00:13:08 UTC
HMDB IDHMDB04257
Secondary Accession Numbers
  • HMDB11645
Metabolite Identification
Common Name3Z-dodecenoyl-CoA
Description3Z-dodecenoyl-CoA is an intermediate in fatty acid metabolism. 3Z-dodecenoyl-CoA is converted from trans-Dodec-2-enoyl-CoA via acyl-CoA oxidase, acyl-CoA dehydrogenase, and long-chain-acyl-CoA dehydrogenase [EC:1.3.3.6, 1.3.99.3, 1.3.99.13].
Structure
Thumb
Synonyms
  1. (3Z)-dodec-3-enoyl-CoA
  2. (3Z)-dodec-3-enoyl-Coenzyme A
  3. S-[2-[3-[[(2R)-4-[[[(2R,3R,5R)-5-(6-Aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxy-2-hydroxy-3,3-dimethylbutanoyl]amino]propanoylamino]ethyl] (Z)-dodec-3-enethioate
  4. S-[2-[3-[[(2R)-4-[[[(2R,3R,5R)-5-(6-Aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxy-2-hydroxy-3,3-dimethylbutanoyl]amino]propanoylamino]ethyl] (Z)-dodec-3-enethioic acid
Chemical FormulaC33H56N7O17P3S
Average Molecular Weight947.821
Monoisotopic Molecular Weight947.266623627
IUPAC Name{[(2R,3R,5R)-5-(6-amino-9H-purin-9-yl)-2-({[({[(3R)-3-{[2-({2-[(3Z)-dodec-3-enoylsulfanyl]ethyl}carbamoyl)ethyl]carbamoyl}-3-hydroxy-2,2-dimethylpropoxy](hydroxy)phosphoryl}oxy)(hydroxy)phosphoryl]oxy}methyl)-4-hydroxyoxolan-3-yl]oxy}phosphonic acid
Traditional IUPAC Name[(2R,3R,5R)-5-(6-aminopurin-9-yl)-2-[({[(3R)-3-{[2-({2-[(3Z)-dodec-3-enoylsulfanyl]ethyl}carbamoyl)ethyl]carbamoyl}-3-hydroxy-2,2-dimethylpropoxy(hydroxy)phosphoryl]oxy(hydroxy)phosphoryl}oxy)methyl]-4-hydroxyoxolan-3-yl]oxyphosphonic acid
CAS Registry Number2152-91-2
SMILES
CCCCCCCC\C=C/CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H](C(O)[C@H]1OP(O)(O)=O)N1C=NC2=C(N)N=CN=C12
InChI Identifier
InChI=1S/C33H56N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-24(42)61-17-16-35-23(41)14-15-36-31(45)28(44)33(2,3)19-54-60(51,52)57-59(49,50)53-18-22-27(56-58(46,47)48)26(43)32(55-22)40-21-39-25-29(34)37-20-38-30(25)40/h11-12,20-22,26-28,32,43-44H,4-10,13-19H2,1-3H3,(H,35,41)(H,36,45)(H,49,50)(H,51,52)(H2,34,37,38)(H2,46,47,48)/b12-11-/t22-,26?,27+,28+,32-/m1/s1
InChI KeyXEMIVMKTVGRFTD-BFJLDWRUSA-N
Chemical Taxonomy
KingdomOrganic Compounds
Super ClassLipids
ClassFatty Acid Esters
Sub ClassAcyl CoAs
Other Descriptors
  • Aromatic Heteropolycyclic Compounds
Substituents
  • 1 Phosphoribosyl Imidazole
  • Aminopyrimidine
  • Carboxamide Group
  • Carboxylic Thioester
  • Coenzyme A
  • Glycosyl Compound
  • Imidazole
  • Imidazopyrimidine
  • Monosaccharide Phosphate
  • N Glycosyl Compound
  • Organic Hypophosphite
  • Organic Phosphite
  • Organic Pyrophosphate
  • Oxolane
  • Pentose Monosaccharide
  • Phosphoric Acid Ester
  • Purine
  • Purine Ribonucleoside 3',5' Bisphosphate
  • Pyrimidine
  • Saccharide
  • Secondary Alcohol
  • Secondary Carboxylic Acid Amide
  • Thiocarboxylic Acid Ester
Direct ParentAcyl CoAs
Ontology
StatusExpected and Not Quantified
Origin
  • Endogenous
  • Food
Biofunction
  • Cell signaling
  • Fuel and energy storage
  • Fuel or energy source
  • Lipid biosynthesis, Fatty acid transport
  • Membrane integrity/stability
Application
  • Nutrients
  • Stabilizers
  • Surfactants and Emulsifiers
Cellular locations
  • Extracellular
  • Membrane
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP-3.264Not Available
Predicted Properties
PropertyValueSource
water solubility2.33 g/LALOGPS
logP1.44ALOGPS
logP-2.6ChemAxon
logS-2.6ALOGPS
pKa (strongest acidic)0.83ChemAxon
pKa (strongest basic)4.95ChemAxon
physiological charge-4ChemAxon
hydrogen acceptor count17ChemAxon
hydrogen donor count9ChemAxon
polar surface area363.63ChemAxon
rotatable bond count29ChemAxon
refractivity219.36ChemAxon
polarizability90.04ChemAxon
Spectra
SpectraNot Available
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
Biofluid LocationsNot Available
Tissue LocationNot Available
PathwaysNot Available
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
DrugBank Metabolite IDNot Available
Phenol Explorer Compound IDNot Available
Phenol Explorer Metabolite IDNot Available
FoodDB IDFDB023353
KNApSAcK IDNot Available
Chemspider ID17220833
KEGG Compound IDC02944
BioCyc IDCPD-7221
BiGG IDNot Available
Wikipedia LinkNot Available
NuGOwiki LinkHMDB04257
Metagene LinkHMDB04257
METLIN IDNot Available
PubChem Compound16061154
PDB IDNot Available
ChEBI IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Only showing the first 50 proteins. There are 114 proteins in total.

Enzymes

Gene Name:
ACAA1
Uniprot ID:
P09110
Gene Name:
ACOX3
Uniprot ID:
O15254
Gene Name:
LIPC
Uniprot ID:
P11150
Gene Name:
DGAT1
Uniprot ID:
O75907
Gene Name:
SCD
Uniprot ID:
O00767
Gene Name:
EHHADH
Uniprot ID:
Q08426
Gene Name:
SOAT2
Uniprot ID:
O75908
Gene Name:
SOAT1
Uniprot ID:
P35610
Gene Name:
ACSL4
Uniprot ID:
O60488
Gene Name:
ACSL1
Uniprot ID:
P33121
Gene Name:
ACSL6
Uniprot ID:
Q9UKU0
Gene Name:
ACSL5
Uniprot ID:
Q9ULC5
Gene Name:
ACSL3
Uniprot ID:
O95573
Gene Name:
ACOT4
Uniprot ID:
Q8N9L9
Gene Name:
ACOT8
Uniprot ID:
O14734
Gene Name:
SLC27A2
Uniprot ID:
O14975
Gene Name:
DBI
Uniprot ID:
P07108
Gene Name:
FABP3
Uniprot ID:
P05413
Gene Name:
SLC27A5
Uniprot ID:
Q9Y2P5
Gene Name:
MOGAT2
Uniprot ID:
Q3SYC2
Gene Name:
SLC27A3
Uniprot ID:
Q5K4L6

Transporters

Only showing the first 50 proteins. There are 114 proteins in total.