Showing metabocard for Calendic acid (BMDB0030962)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-10-03 18:40:59 UTC
Update Date2020-06-04 20:34:00 UTC
BMDB IDBMDB0030962
Secondary Accession Numbers
  • BMDB30962
Metabolite Identification
Common NameCalendic acid
DescriptionCalendic acid, also known as a-calendate or C18:3N-6,8,10, belongs to the class of organic compounds known as lineolic acids and derivatives. These are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions. Calendic acid exists as a solid, very hydrophobic, practically insoluble (in water), and relatively neutral molecule.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
8E,10E,12Z-Octadecatrienoic acidChEBI
alpha-Calendic acidChEBI
C18:3N-6,8,10ChEBI
Calendulic acidChEBI
trans-8, trans-10, cis-12-Octadecatrienoic acidChEBI
8E,10E,12Z-OctadecatrienoateGenerator
a-CalendateGenerator
a-Calendic acidGenerator
alpha-CalendateGenerator
Α-calendateGenerator
Α-calendic acidGenerator
CalendulateGenerator
trans-8, trans-10, cis-12-OctadecatrienoateGenerator
CalendateGenerator
Calendic acidChEBI
Chemical FormulaC18H30O2
Average Molecular Weight278.4296
Monoisotopic Molecular Weight278.224580204
IUPAC Name(8E,10E,12Z)-octadeca-8,10,12-trienoic acid
Traditional Namecalendic acid
CAS Registry Number28872-28-8
SMILES
CCCCC\C=C/C=C/C=C/CCCCCCC(O)=O
InChI Identifier
InChI=1S/C18H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h6-11H,2-5,12-17H2,1H3,(H,19,20)/b7-6-,9-8+,11-10+
InChI KeyDQGMPXYVZZCNDQ-KBPWROHVSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as lineolic acids and derivatives. These are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassLineolic acids and derivatives
Direct ParentLineolic acids and derivatives
Alternative Parents
Substituents
  • Octadecanoid
  • Long-chain fatty acid
  • 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
StatusDetected and Quantified
Origin
  • Endogenous
  • Exogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cell membrane
  • Cytoplasm
  • Membrane
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point40 - 40.5 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP6.66ALOGPS
logP6.06ChemAxon
logS-6.1ALOGPS
pKa (Strongest Acidic)4.96ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count13ChemAxon
Refractivity89.64 m³·mol⁻¹ChemAxon
Polarizability36 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Biological Properties
Cellular Locations
  • Cell membrane
  • Cytoplasm
  • Membrane
Biospecimen Locations
  • Milk
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
MilkDetected and Quantified2837.338 +/- 682.398 uMNot SpecifiedNot Specified
Normal
    • M. Ferrand et al....
 details
MilkDetected and Quantified2693.675 +/- 574.651 uMNot SpecifiedNot Specified
Normal
    • M. Ferrand et al....
 details
Abnormal Concentrations
Not Available
HMDB IDHMDB0030962
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB002944
KNApSAcK IDC00054959
Chemspider ID4445945
KEGG Compound IDNot Available
BioCyc IDCPD-8228
BiGG IDNot Available
Wikipedia LinkCalendic_acid
METLIN IDNot Available
PubChem Compound5282818
PDB IDNot Available
ChEBI ID86148
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. van Gastelen S, Antunes-Fernandes EC, Hettinga KA, Dijkstra J: Relationships between methane emission of Holstein Friesian dairy cows and fatty acids, volatile metabolites and non-volatile metabolites in milk. Animal. 2017 Sep;11(9):1539-1548. doi: 10.1017/S1751731117000295. Epub 2017 Feb 21. [PubMed:28219465 ]
  2. M. Ferrand, B. Huquet. S. Barbey, F. Barillet, F. Faucon, H. Larroque, O. Leray, J.M. Trommenschlager, M. Brochard (2011). M. Ferrand et al. Determination of fatty acid profile in cow's milk using mid-infrared spectrometry: Interest of applying a variable selection by genetic algorithms before a PLS regression. Chemometrics and Intelligent Laboratory Systems 106 (2011) 183?189. Chemometrics and Intelligent Laboratory Systems.