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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2006-05-22 14:17:40 UTC
Update Date2021-10-13 04:38:02 UTC
HMDB IDHMDB0002186
Secondary Accession Numbers
  • HMDB02186
Metabolite Identification
Common NameHypogeic acid
DescriptionHypogeic acid is a fatty acids found in human milk Approximately 50% of the dietary calories in human milk are supplied to new-borns as fat. More than 98% of this milk fat is in the form of triglycerides, which contain fatty acid glycerol esters. Fatty acid composition in human milk changes in colostrum, transitional milk and mature milk. Knowledge of fatty acid composition of human milk is of importance for the manufacture of infant formulas, determination of the influence of diet in fatty acid composition of human milk and changes in composition with lactation. (CAN 136:246580, AN 2002:67899).
Structure
Data?1582752234
Synonyms
ValueSource
(Z)-7-Hexadecenoic acidChEBI
16:1 cis7ChEBI
7-Hexadecenoic acidChEBI
C16:1(N=9)ChEBI
(Z)-7-HexadecenoateGenerator
7-HexadecenoateGenerator
HypogeateGenerator
7Z-PalmitoleateHMDB
Hypogeic acidChEBI
Chemical FormulaC16H30O2
Average Molecular Weight254.4082
Monoisotopic Molecular Weight254.224580204
IUPAC Name(7Z)-hexadec-7-enoic acid
Traditional Name7-hexadecenoic acid
CAS Registry Number2416-19-5
SMILES
CCCCCCCC\C=C/CCCCCC(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/h9-10H,2-8,11-15H2,1H3,(H,17,18)/b10-9-
InChI KeyPJHOFUXBXJNUAC-KTKRTIGZSA-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
Physiological effect

Adverse health effect

Disposition

Biological location

Source

Route of exposure

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point374.80 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility0.13 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP6.640 (est)The Good Scents Company Information System
Experimental Spectral PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.00044 g/LALOGPS
logP10(6.74) g/LALOGPS
logP10(5.89) g/LChemAxon
logS10(-5.8) g/LALOGPS
pKa (Strongest Acidic)4.89ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count13ChemAxon
Refractivity78.2 m³·mol⁻¹ChemAxon
Polarizability32.87 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Spectral Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+168.27831661259
DarkChem[M-H]-168.84731661259

Predicted Kovats Retention Indices

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Hypogeic acid,1TMS,#1CCCCCCCC/C=C\CCCCCC(=O)O[Si](C)(C)C2020.1Semi standard non polarhttps://arxiv.org/abs/1905.12712
Hypogeic acid,1TBDMS,#1CCCCCCCC/C=C\CCCCCC(=O)O[Si](C)(C)C(C)(C)C2267.7Semi standard non polarhttps://arxiv.org/abs/1905.12712
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Hypogeic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-0f6x-9510000000-bdce75d8af5ee132cf282017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Hypogeic acid GC-MS (1 TMS) - 70eV, Positivesplash10-0fmr-9320000000-551ab7e6f36944ae8af52017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Hypogeic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Hypogeic 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 - Hypogeic acid 10V, Positive-QTOFsplash10-0a4r-0190000000-2b0ab958644904fa31312016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hypogeic acid 20V, Positive-QTOFsplash10-0a4i-6980000000-9e4893e4f28f372d46f82016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hypogeic acid 40V, Positive-QTOFsplash10-052f-9700000000-07b34dfe9673051c7dd92016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hypogeic acid 10V, Negative-QTOFsplash10-0udi-0090000000-f95c32d87a7c925eb0b62016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hypogeic acid 20V, Negative-QTOFsplash10-0zfr-1090000000-0e53950395e4681a05e72016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hypogeic acid 40V, Negative-QTOFsplash10-0a4i-9220000000-069cdf9a767dd948a6042016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hypogeic acid 10V, Positive-QTOFsplash10-0a4r-5490000000-7120b44fb5857824f9282021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hypogeic acid 20V, Positive-QTOFsplash10-05ur-9300000000-7dad51822519458684102021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hypogeic acid 40V, Positive-QTOFsplash10-0apl-9000000000-0dbf555eda66430abcc22021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hypogeic acid 10V, Negative-QTOFsplash10-0udi-0090000000-59ee0bcbfc44b6d6a52a2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hypogeic acid 20V, Negative-QTOFsplash10-0udr-1090000000-e0dcc20ec70f6b8a1c712021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Hypogeic acid 40V, Negative-QTOFsplash10-0006-9310000000-e0f040eaac68ddf1f77b2021-09-22Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified50.6 +/- 15.8 uMAdult (>18 years old)Not Specified
Normal
details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified67.3 +/- 75.2 uMAdult (>18 years old)Not Specified
Isovaleric acidemia
details
Associated Disorders and Diseases
Disease References
Isovaleric acidemia
  1. Dercksen M, Kulik W, Mienie LJ, Reinecke CJ, Wanders RJ, Duran M: Polyunsaturated fatty acid status in treated isovaleric acidemia patients. Eur J Clin Nutr. 2016 Oct;70(10):1123-1126. doi: 10.1038/ejcn.2016.100. Epub 2016 Jun 22. [PubMed:27329611 ]
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB004011
KNApSAcK IDNot Available
Chemspider ID4476987
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5318393
PDB IDNot Available
ChEBI ID35465
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1439911
References
Synthesis ReferenceFukuba, Hiroyasu; Yamazawa, Nobue; Mitsuzawa, Tokuko. Higher-fatty acid dehydrogenase in plant seeds. IV. Dehydrogenation position in fatty acid molecules. Nippon Nogei Kagaku Kaishi (1957), 31 132-6.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available