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Showing Compound 8(S)-HPETE (FDB023412)

Record Information
Version1.0
Creation date2011-09-21 00:29:31 UTC
Update date2015-07-21 06:57:41 UTC
Primary IDFDB023412
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name8(S)-HPETE
Description8(S)-HPETE 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. 8(S)-HPETE is an extremely weak basic (essentially neutral) compound (based on its pKa).
CAS NumberNot Available
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
(5Z,9e,11Z,14Z)-(8S)-8-Hydroperoxyeicosa-5,9,11,14-tetraenoateGenerator
(5Z,9e,11Z,14Z)-(8S)-8-Hydroperoxyeicosa-5,9,11,14-tetraenoic acidChEBI
(5Z,9e,11Z,14Z)-(8S)-8-Hydroperoxyicosa-5,9,11,14-tetraenoateGenerator
(5Z,9e,11Z,14Z)-(8S)-8-Hydroperoxyicosa-5,9,11,14-tetraenoic acidChEBI
8-peroxy-5Z,9E,11Z,14Z-eicosatetraenoatehmdb
8-peroxy-5Z,9E,11Z,14Z-eicosatetraenoic acidhmdb
8S-HpETEhmdb
8S-hydoperoxy-5Z,9E,11Z,14Z-eicosatetraenoatehmdb
8S-hydoperoxy-5Z,9E,11Z,14Z-eicosatetraenoic acidhmdb
Predicted Properties
PropertyValueSource
Water Solubility0.0017 g/LALOGPS
logP5.91ALOGPS
logP5.81ChemAxon
logS-5.3ALOGPS
pKa (Strongest Acidic)4.39ChemAxon
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
Polarizability40.03 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC20H32O4
IUPAC name(8S,9E)-8-hydroperoxyicosa-5,9,11,14-tetraenoic acid
InChI IdentifierInChI=1S/C20H32O4/c1-2-3-4-5-6-7-8-9-10-13-16-19(24-23)17-14-11-12-15-18-20(21)22/h6-7,9-11,13-14,16,19,23H,2-5,8,12,15,17-18H2,1H3,(H,21,22)/b7-6?,10-9?,14-11?,16-13+/t19-/m1/s1
InChI KeyQQUFCXFFOZDXLA-XVZCTOAFSA-N
Isomeric SMILES[H][C@@](CC=CCCCC(O)=O)(OO)\C=C\C=CCC=CCCCCC
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 - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
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 ID7827803
ChEMBL IDNot Available
KEGG Compound IDC14823
Pubchem Compound ID9548880
Pubchem Substance IDNot Available
ChEBI ID34487
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB04699
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
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
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference