Human Metabolome Database Version 3.5

Showing metabocard for (2S,6R,10R)-Trimethyl-2E-hendecenoyl-CoA (HMDB12470)

Record Information
Version 3.5
Creation Date 2009-07-24 18:01:11 -0600
Update Date 2013-02-08 17:29:12 -0700
HMDB ID HMDB12470
Secondary Accession Numbers None
Metabolite Identification
Common Name (2S,6R,10R)-Trimethyl-2E-hendecenoyl-CoA
Description (2S,6R,10R)-trimethyl-2E-hendecenoyl-CoA is an acyl-CoA with (2S,6R,10R)-trimethyl-2E-hendecenoate moiety. Acyl-CoA (or formyl-CoA) is a coenzyme involved in the metabolism of fatty acids. It is a temporary compound formed when coenzyme A (CoA) attaches to the end of a long-chain fatty acid inside living cells. The compound undergoes beta oxidation, forming one or more molecules of acetyl-CoA. This, in turn, enters the citric acid cycle, eventually forming several molecules of ATP.
Structure Thumb
Download: MOL | SDF | PDB | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
  1. (2,6R,10)-trimethyl-(2E)-undecenoyl-CoA
  2. (2,6R,10)-trimethyl-(2E)-undecenoyl-Coenzyme A
  3. (2E,6R)-2,6,10-trimethylhendecenoyl-CoA
  4. (2E,6R)-2,6,10-trimethylhendecenoyl-Coenzyme A
  5. (2E,6R)-2,6,10-trimethylundecanoyl-CoA
  6. (2E,6R)-2,6,10-trimethylundecanoyl-Coenzyme A
  7. (6R)-trimethyl-trans-2-hendecenoyl-CoA
  8. (6R)-trimethyl-trans-2-hendecenoyl-Coenzyme A
Chemical Formula C35H56N7O17P3S
Average Molecular Weight 971.842
Monoisotopic Molecular Weight 971.266623627
IUPAC Name 3-hydroxy-2,2-dimethyl-3-({2-[(2-{[(2E,6S)-2,6,10-trimethylundec-2-enoyl]sulfanyl}ethyl)carbamoyl]ethyl}carbamoyl)propyl ({[(2R,3R,4S,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonatooxy)oxolan-2-yl]methyl phosphonato}oxy)phosphonate
Traditional IUPAC Name 3-hydroxy-2,2-dimethyl-3-({2-[(2-{[(2E,6S)-2,6,10-trimethylundec-2-enoyl]sulfanyl}ethyl)carbamoyl]ethyl}carbamoyl)propyl {[(2R,3R,4S,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonatooxy)oxolan-2-yl]methyl phosphonato}oxyphosphonate
CAS Registry Number Not Available
SMILES CC(C)CCC[C@H](C)CC\C=C(/C)C(=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/C35H60N7O17P3S/c1-21(2)9-7-10-22(3)11-8-12-23(4)34(47)63-16-15-37-25(43)13-14-38-32(46)29(45)35(5,6)18-56-62(53,54)59-61(51,52)55-17-24-28(58-60(48,49)50)27(44)33(57-24)42-20-41-26-30(36)39-19-40-31(26)42/h12,19-22,24,27-29,33,44-45H,7-11,13-18H2,1-6H3,(H,37,43)(H,38,46)(H,51,52)(H,53,54)(H2,36,39,40)(H2,48,49,50)/p-4/b23-12+/t22-,24+,27-,28-,29?,33+/m0/s1
InChI Key IBMCVYHEOHFMLP-SDDAOAITSA-J
Chemical Taxonomy
Kingdom Organic Compounds
Super Class Lipids
Class Fatty Acid Esters
Sub Class Acyl CoAs
Other Descriptors
  • Aromatic Heteropolycyclic Compounds
Substituents
  • 1 Phosphoribosyl Imidazole
  • Aromatic Monoterpene
  • Bicyclic Monoterpene
  • Carboxamide Group
  • Carboxylic Thioester
  • Coenzyme A
  • Enone
  • Glycosyl Compound
  • Imidazole
  • Imidazopyrimidine
  • Isoprene
  • Monosaccharide Phosphate
  • Monoterpene
  • N Glycosyl Compound
  • Organic Hypophosphite
  • Organic Phosphite
  • Organic Pyrophosphate
  • Oxolane
  • Pentose Monosaccharide
  • Phosphoric Acid Ester
  • Purine
  • Purine Ribonucleoside Diphosphate
  • Pyrimidine
  • Saccharide
  • Secondary Alcohol
  • Secondary Carboxylic Acid Amide
  • Terpene Glycoside
  • Thiocarboxylic Acid Ester
Direct Parent Acyl CoAs
Ontology
Status Expected and Not Quantified
Origin
  • Endogenous
  • Food
Biofunction
  • Cell signaling
  • Fuel and energy storage
  • Fuel or energy source
  • Membrane integrity/stability
Application
  • Nutrients
  • Stabilizers
  • Surfactants and Emulsifiers
Cellular locations
  • Extracellular
  • Membrane
Physical Properties
State Solid
Experimental Properties
Property Value Reference
Melting Point Not Available Not Available
Boiling Point Not Available Not Available
Water Solubility Not Available Not Available
LogP Not Available Not Available
Predicted Properties
Property Value Source
Water Solubility 2.39 g/L ALOGPS
LogP 2.45 ALOGPS
LogP -1.5 ChemAxon
LogS -2.64 ALOGPS
pKa (strongest acidic) 0.83 ChemAxon
pKa (strongest basic) 4.95 ChemAxon
Hydrogen Acceptor Count 17 ChemAxon
Hydrogen Donor Count 5 ChemAxon
Polar Surface Area 374.95 A2 ChemAxon
Rotatable Bond Count 28 ChemAxon
Refractivity 223.7 ChemAxon
Polarizability 92.91 ChemAxon
Formal Charge -4 ChemAxon
Physiological Charge -4 ChemAxon
Spectra
Not Available
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
Biofluid Locations Not Available
Tissue Location Not Available
Pathways Not Available
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease References None
Associated OMIM IDs None
DrugBank ID Not Available
DrugBank Metabolite ID Not Available
Phenol Explorer Compound ID Not Available
Phenol Explorer Metabolite ID Not Available
FoodDB ID FDB029080
KNApSAcK ID Not Available
Chemspider ID Not Available
KEGG Compound ID Not Available
BioCyc ID CPD-9439 Link_out
BiGG ID Not Available
Wikipedia Link Not Available
NuGOwiki Link HMDB12470 Link_out
Metagene Link HMDB12470 Link_out
METLIN ID Not Available
PubChem Compound 53481417 Link_out
PDB ID Not Available
ChEBI ID Not Available
References
Synthesis Reference Not Available
Material Safety Data Sheet (MSDS) Not Available
General References Not Available