Showing metabocard for 8-Isoprostane (BMDB0004659)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 23:10:00 UTC
Update Date2020-05-11 20:45:43 UTC
BMDB IDBMDB0004659
Secondary Accession Numbers
  • BMDB04659
Metabolite Identification
Common Name8-Isoprostane
Description8-Isoprostane, also known as (8beta)-prostane, belongs to the class of organic compounds known as cycloalkanes. These are saturated monocyclic hydrocarbons (with or without side chains). Based on a literature review a significant number of articles have been published on 8-Isoprostane.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(1R,2S)-1-Heptyl-2-octylcyclopentaneChEBI
(8beta)-ProstaneChEBI
(8b)-ProstaneGenerator
(8Β)-prostaneGenerator
8-beta-ProstaneHMDB
15-F(2t)-IsoprostaneMeSH, HMDB
8-iso-PGF(2alpha)MeSH, HMDB
15-F(2t)-IsoPMeSH, HMDB
8-Epi-PGF2alphaMeSH, HMDB
8-Epi-prostaglandin F2alphaMeSH, HMDB
8-iso-PGF2alphaMeSH, HMDB
Isoprostaglandin F2alpha type-IIIMeSH, HMDB
8-Isoprostaglandin F2alphaMeSH, HMDB
8-Epiprostaglandin F2alphaMeSH, HMDB
8-F(2t)-IsoprostaneMeSH, HMDB
8-Epi-PGF2 alphaMeSH, HMDB
15-F2t-IsoPMeSH, HMDB
15-F2t-IsoprostaneMeSH, HMDB
Chemical FormulaC20H40
Average Molecular Weight280.5316
Monoisotopic Molecular Weight280.31300128
IUPAC Name(1R,2S)-1-heptyl-2-octylcyclopentane
Traditional Name8β-prostane
CAS Registry Number155976-51-5
SMILES
[H][C@@]1(CCCCCCC)CCC[C@]1([H])CCCCCCCC
InChI Identifier
InChI=1S/C20H40/c1-3-5-7-9-11-13-16-20-18-14-17-19(20)15-12-10-8-6-4-2/h19-20H,3-18H2,1-2H3/t19-,20+/m1/s1
InChI KeyUKVVPDHLUHAJNZ-UXHICEINSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as cycloalkanes. These are saturated monocyclic hydrocarbons (with or without side chains).
KingdomOrganic compounds
Super ClassHydrocarbons
ClassSaturated hydrocarbons
Sub ClassCycloalkanes
Direct ParentCycloalkanes
Alternative ParentsNot Available
Substituents
  • Cycloalkane
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cell membrane
  • Membrane
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP9.29ALOGPS
logP8.58ChemAxon
logS-7.6ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count13ChemAxon
Refractivity91.92 m³·mol⁻¹ChemAxon
Polarizability40.05 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0q3a-5690000000-8578513810f15e2b1675View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-0290000000-a20b197c3e7f1d74f249View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001j-4890000000-eb1a2356a35d532ad8e6View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-059g-9570000000-b243e014ae11d5220934View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0090000000-ea56d8a3a2a3da747c77View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-0090000000-b99d9f57d25c668e68d2View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-03g1-2590000000-7060fdcd4f3536c40ac1View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-2090000000-1aa04390e1979d610a49View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0560-9560000000-24c9aaae80f6353f7332View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4l-9510000000-2a35251ab7150a2a305dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0090000000-bc21dbf6b7d615cdf298View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-0090000000-bc21dbf6b7d615cdf298View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-0090000000-8d49c6985a616961b999View in MoNA
Biological Properties
Cellular Locations
  • Cell membrane
  • Membrane
Biospecimen Locations
  • Adipose Tissue
  • Epidermis
  • Platelet
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
Adipose TissueExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
 details
EpidermisExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
 details
PlateletExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
 details
Abnormal Concentrations
Not Available
HMDB IDHMDB0004659
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB023392
KNApSAcK IDNot Available
Chemspider ID97008
KEGG Compound IDC13809
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkIsoprostane
METLIN ID7067
PubChem Compound107873
PDB IDNot Available
ChEBI ID33023
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available