Showing metabocard for Trans-Hexa-dec-2-enoic acid (BMDB0010735)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesenzymes (1) Show 1 proteinXML
Record Information
Version1.0
Creation Date2016-10-03 18:12:46 UTC
Update Date2020-05-21 16:27:15 UTC
BMDB IDBMDB0010735
Secondary Accession Numbers
  • BMDB10735
Metabolite Identification
Common NameTrans-Hexa-dec-2-enoic acid
Descriptiontrans-Hexa-dec-2-enoic acid, also known as (2E)-trans-hexa-dec-2-enoic acid or Trans-hexa-dec-2-enoic acid, belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. trans-Hexa-dec-2-enoic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. trans-Hexa-dec-2-enoic acid exists in all eukaryotes, ranging from yeast to humans. trans-Hexa-dec-2-enoic acid participates in a number of enzymatic reactions, within cattle. In particular, trans-Hexa-dec-2-enoic acid can be biosynthesized from (R)-3-hydroxy-hexadecanoic acid through the action of the enzyme fatty acid synthase. dyhydrase domain. In addition, trans-Hexa-dec-2-enoic acid can be converted into palmitic acid through the action of the enzyme fatty acid synthase. enoyl reductase domain. In cattle, trans-hexa-dec-2-enoic acid is involved in the metabolic pathway called fatty acid biosynthesis pathway.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
trans-Hexa-dec-2-enoateGenerator
(2E)-Hexadecenoic acidChEBI
(e)-2-Hexadecenoic acidChEBI
2-Palmitoleic acidChEBI
2-trans-Hexadecenoic acidChEBI
Gaidic acidChEBI
t-16:1D2ChEBI
t-2-Hexadecenoic acidChEBI
trans-2-Hexadecenoic acidChEBI
trans-Delta(2)-Hexadecenoic acidChEBI
trans-Hexadec-2-enoic acidChEBI
(2E)-HexadecenoateGenerator
(e)-2-HexadecenoateGenerator
2-PalmitoleateGenerator
2-trans-HexadecenoateGenerator
GaidateGenerator
t-2-HexadecenoateGenerator
trans-2-HexadecenoateGenerator
trans-delta(2)-HexadecenoateGenerator
trans-δ(2)-hexadecenoateGenerator
trans-δ(2)-hexadecenoic acidGenerator
trans-Hexadec-2-enoateGenerator
Hexadecenoic acid, (e)-isomerMeSH, HMDB
cis-Hexadecenoic acidMeSH, HMDB
Hexadecenoic acidMeSH, HMDB
Hexadecenoic acid, (Z)-isomerMeSH, HMDB
trans-Hexadecenoic acidMeSH, HMDB
Chemical FormulaC16H30O2
Average Molecular Weight254.4082
Monoisotopic Molecular Weight254.224580204
IUPAC Name(2E)-hexadec-2-enoic acid
Traditional Namehexadecenoic acid
CAS Registry NumberNot Available
SMILES
[H]\C(CCCCCCCCCCCCC)=C(\[H])C(O)=O
InChI Identifier
InChI=1S/C16H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h14-15H,2-13H2,1H3,(H,17,18)/b15-14+
InChI KeyZVRMGCSSSYZGSM-CCEZHUSRSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acids and conjugates
Direct ParentLong-chain fatty acids
Alternative Parents
Substituents
  • Long-chain fatty acid
  • Unsaturated fatty acid
  • Straight chain fatty acid
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
  • Exogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Adiposome
  • 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 Properties
PropertyValueSource
logP6.25ChemAxon
pKa (Strongest Acidic)5.03ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count13ChemAxon
Refractivity78.18 m³·mol⁻¹ChemAxon
Polarizability33.74 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - GC-MS (1 TMS)splash10-017j-5900000000-58442a5c08ea8c4926d0View in MoNA
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-017j-5900000000-58442a5c08ea8c4926d0View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-01p6-9820000000-ca98f4a0dd8ff557bc6cView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-022i-9551000000-39e4b8ad34555c61b4adView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4r-0190000000-1228a4503bc27bed1ebfView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4l-3960000000-1370ead704dcac4cec1fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-9700000000-85e6708e40be2971ffc9View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0090000000-bb3d892e7f48a711d0ceView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0zfr-0090000000-6a46dea6de3429b73374View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9440000000-668a65146f3042b031deView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0090000000-37cfc189faecac3c9577View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0090000000-b570c7cdc86145fba021View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00n0-1960000000-8371cc75a9113569270bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4r-4490000000-61560c3648170efe9274View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0ab9-9520000000-26416932e2aa67751576View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0aor-9100000000-9eed9d946622d4a4c83cView in MoNA
Biological Properties
Cellular Locations
  • Adiposome
  • Cell membrane
  • Cytoplasm
  • Membrane
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0010735
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB004789
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5282743
PDB IDNot Available
ChEBI IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

Enzyme Details
1. Fatty acid synthase
General function:
Secondary metabolites biosynthesis, transport and catabolism
Specific function:
Fatty acid synthetase catalyzes the formation of long-chain fatty acids from acetyl-CoA, malonyl-CoA and NADPH. This multifunctional protein has 7 catalytic activities as an acyl carrier protein.
Gene Name:
FASN
Uniprot ID:
Q71SP7
Molecular weight:
274554.0
Reactions
(R)-3-Hydroxy-hexadecanoic acid → Trans-Hexa-dec-2-enoic aciddetails
Trans-Hexa-dec-2-enoic acid → Palmitic aciddetails