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Showing Compound 12(S)-HPETE (FDB023348)

Record Information
Version1.0
Creation date2011-09-21 00:28:28 UTC
Update date2018-05-28 18:36:28 UTC
Primary IDFDB023348
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name12(S)-HPETE
Description12-HPETE is one of the six monohydroperoxy fatty acids produced by the non-enzymatic oxidation of arachidonic acid (Leukotrienes). Reduction of the hydroperoxide yields the more stable hydroxyl fatty acid (+/-)12-HETE. A family of biologically active compounds derived from arachidonic acid by oxidative metabolism through the 5-lipoxygenase pathway. They participate in host defense reactions and pathophysiological conditions such as immediate hypersensitivity and inflammation. They have potent actions on many essential organs and systems, including the cardiovascular, pulmonary, and central nervous system as well as the gastrointestinal tract and the immune system. [HMDB]
CAS Number71774-10-2
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
12-OOHETEMeSH
Omega-9-hydroperoxyarachidonic acidMeSH
12-Hydroperoxy-5,8,10,14-icosatetraenoic acidMeSH
Omega-9 hpaaMeSH
12-HPETE, (S-(e,Z,Z,Z))-isomerMeSH
Arachidonic acid omega-9 hydroperoxideMeSH
12-HPETE, (e,Z,Z,Z)-isomerMeSH
12-HPETE, (S-(e,e,e))-isomerMeSH
12-L-Hydroperoxy-5,8,10,14-eicosatetraenoic acidMeSH
(5Z,8Z,10e,12S,14Z)-12-Hydroperoxyicosa-5,8,10,14-tetraenoateGenerator
(5Z,8Z,10e,12S,14Z)-12-Hydroperoxyicosa-5,8,10,14-tetraenoic acidChEBI
(5Z,8Z,10e,14Z)-(12S)-12-Hydroperoxyeicosa-5,8,10,14-tetraenoateChEBI
(5Z,8Z,10e,14Z)-(12S)-12-Hydroperoxyeicosa-5,8,10,14-tetraenoic acidGenerator
(5Z,8z,10e,14Z)-(12S)-12-hydroperoxyicosa-5,8,10,14-tetraenoatehmdb
(5Z,8z,10e,14Z)-(12S)-12-hydroperoxyicosa-5,8,10,14-tetraenoic acidhmdb
12-hpetehmdb
12-hydroperoxyeicosatetraenoatehmdb
12-hydroperoxyeicosatetraenoic acidhmdb
12-hydroperoxyicosatetraenoatehmdb
12-hydroperoxyicosatetraenoic acidhmdb
12-OoheteChEBI
Arachidonate omega-9 hydroperoxideGenerator
Omega-9-hydroperoxyarachidonateGenerator
Predicted Properties
PropertyValueSource
Water Solubility0.0017 g/LALOGPS
logP5.9ALOGPS
logP5.81ChemAxon
logS-5.3ALOGPS
pKa (Strongest Acidic)4.89ChemAxon
pKa (Strongest Basic)-4.2ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area66.76 ŲChemAxon
Rotatable Bond Count15ChemAxon
Refractivity102.82 m³·mol⁻¹ChemAxon
Polarizability41.07 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC20H32O4
IUPAC name(12S)-12-hydroperoxyicosa-5,8,10,14-tetraenoic acid
InChI IdentifierInChI=1S/C20H32O4/c1-2-3-4-5-10-13-16-19(24-23)17-14-11-8-6-7-9-12-15-18-20(21)22/h7-11,13-14,17,19,23H,2-6,12,15-16,18H2,1H3,(H,21,22)/t19-/m0/s1
InChI KeyZIOZYRSDNLNNNJ-IBGZPJMESA-N
Isomeric SMILES[H][C@@](CC=CCCCCC)(OO)C=CC=CCC=CCCCC(O)=O
Average Molecular Weight336.4657
Monoisotopic Molecular Weight336.230059512
Classification
Description Belongs to the class of organic compounds known as hydroperoxyeicosatetraenoic acids. These are eicosanoic acids with an attached hydroperoxyl group and four CC double bonds.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassEicosanoids
Direct ParentHydroperoxyeicosatetraenoic acids
Alternative Parents
Substituents
  • Hydroperoxyeicosatetraenoic acid
  • Long-chain fatty acid
  • Hydroperoxy fatty acid
  • Fatty acid
  • Unsaturated fatty acid
  • Allylic hydroperoxide
  • Hydroperoxide
  • Alkyl hydroperoxide
  • Peroxol
  • 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
OntologyNo ontology term
Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateLiquid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
SpectraNot Available
ChemSpider ID4444415
ChEMBL IDCHEMBL1447811
KEGG Compound IDC05965
Pubchem Compound ID5280892
Pubchem Substance IDNot Available
ChEBI ID15626
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB04243
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG ID44618
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
Pathways
NameSMPDB LinkKEGG Link
Arachidonic Acid MetabolismSMP00075 map00590
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference