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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:32:43 UTC
Update Date2022-03-07 02:52:17 UTC
HMDB IDHMDB0029800
Secondary Accession Numbers
  • HMDB29800
Metabolite Identification
Common NameMangiferic acid
DescriptionMangiferic acid, also known as mangiferate, 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. Based on a literature review a significant number of articles have been published on Mangiferic acid.
Structure
Data?1582753467
Synonyms
ValueSource
MangiferateGenerator
9,15-Octadecadienoic acidHMDB, MeSH
cis-9,cis-15-Octadecadienoic acidHMDB, MeSH
(9E,15E)-Octadeca-9,15-dienoateGenerator
Mangiferic acidMeSH
Chemical FormulaC18H32O2
Average Molecular Weight280.4455
Monoisotopic Molecular Weight280.240230268
IUPAC Name(9E,15E)-octadeca-9,15-dienoic acid
Traditional Name(9E,15E)-octadeca-9,15-dienoic acid
CAS Registry Number18402-92-1
SMILES
CC\C=C\CCCC\C=C\CCCCCCCC(O)=O
InChI Identifier
InChI=1S/C18H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h3-4,9-10H,2,5-8,11-17H2,1H3,(H,19,20)/b4-3+,10-9+
InChI KeyAWGFYZFANDHELM-SCPMJEMWSA-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 DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Process
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.015 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.00016 g/LALOGPS
logP7.04ALOGPS
logP6.42ChemAxon
logS-6.3ALOGPS
pKa (Strongest Acidic)4.99ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count14ChemAxon
Refractivity88.52 m³·mol⁻¹ChemAxon
Polarizability36.72 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+177.11131661259
DarkChem[M-H]-176.46231661259
DeepCCS[M+H]+171.46930932474
DeepCCS[M-H]-168.54430932474
DeepCCS[M-2H]-204.29730932474
DeepCCS[M+Na]+180.17830932474
AllCCS[M+H]+177.432859911
AllCCS[M+H-H2O]+174.332859911
AllCCS[M+NH4]+180.232859911
AllCCS[M+Na]+181.032859911
AllCCS[M-H]-178.532859911
AllCCS[M+Na-2H]-180.132859911
AllCCS[M+HCOO]-182.032859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Mangiferic acidCC\C=C\CCCC\C=C\CCCCCCCC(O)=O3187.4Standard polar33892256
Mangiferic acidCC\C=C\CCCC\C=C\CCCCCCCC(O)=O2099.8Standard non polar33892256
Mangiferic acidCC\C=C\CCCC\C=C\CCCCCCCC(O)=O2163.9Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Mangiferic acid,1TMS,isomer #1CC/C=C/CCCC/C=C/CCCCCCCC(=O)O[Si](C)(C)C2219.4Semi standard non polar33892256
Mangiferic acid,1TBDMS,isomer #1CC/C=C/CCCC/C=C/CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C2458.2Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Mangiferic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-00kf-9840000000-58f0a01a92777d615b3d2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Mangiferic acid GC-MS (1 TMS) - 70eV, Positivesplash10-00tr-9541000000-925ca04d3c06754a80532017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Mangiferic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mangiferic acid 10V, Positive-QTOFsplash10-01q9-0090000000-498dce4b9fd758faa3af2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mangiferic acid 20V, Positive-QTOFsplash10-022i-3790000000-fb5a2a1a3375eaaf60f52016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mangiferic acid 40V, Positive-QTOFsplash10-01bc-7930000000-803946c52e72ae72b8f72016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mangiferic acid 10V, Negative-QTOFsplash10-004i-0090000000-d59b59824911e35c5d1f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mangiferic acid 20V, Negative-QTOFsplash10-004r-1090000000-0366230cc521dfc93f2b2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mangiferic acid 40V, Negative-QTOFsplash10-0a4l-9230000000-f25c29bdebede8764fb42016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mangiferic acid 10V, Positive-QTOFsplash10-01q9-4490000000-1caab21c8487f5e30d722021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mangiferic acid 20V, Positive-QTOFsplash10-05o1-9610000000-65240b6a6b878a94e3b12021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mangiferic acid 40V, Positive-QTOFsplash10-05o3-9000000000-42b45b543174ecbed2272021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mangiferic acid 10V, Negative-QTOFsplash10-004i-0090000000-03fd7d53d39127d027662021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mangiferic acid 20V, Negative-QTOFsplash10-01t9-1090000000-df1042a74ba7ee7a16022021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Mangiferic acid 40V, Negative-QTOFsplash10-0006-9320000000-ebc00b19bdeda990c9442021-09-23Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB001008
KNApSAcK IDC00052789
Chemspider ID4943463
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound6439027
PDB IDNot Available
ChEBI ID170098
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1811411
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  2. Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
  3. Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
  4. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
  5. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
  6. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.