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Record Information
Version3.6
Creation Date2005-11-16 15:48:42 UTC
Update Date2016-02-11 01:04:47 UTC
HMDB IDHMDB01485
Secondary Accession NumbersNone
Metabolite Identification
Common NameOctane
DescriptionOne of the isomers, 2,2,4-trimethylpentane or isooctane, is of major importance, as it has been selected as the 100 point on the octane rating scale, with n-heptane as the zero point. Octane ratings are ratings used to represent the anti-knock performance of petroleum-based fuels (octane is less likely to prematurely combust under pressure than heptane), given as the percentage of 2,2,4-trimethylpentane in an 2,2,4-trimethylpentane / n-heptane mixture that would have the same performance. It is an important constituent of gasoline. Octane is an alkane with the chemical formula C8H18. It has 18 isomers.
Structure
Thumb
Synonyms
ValueSource
N-OctaneKegg
Chemical FormulaC8H18
Average Molecular Weight114.2285
Monoisotopic Molecular Weight114.140850576
IUPAC Nameoctane
Traditional Nameoctane
CAS Registry Number111-65-9
SMILES
CCCCCCCC
InChI Identifier
InChI=1S/C8H18/c1-3-5-7-8-6-4-2/h3-8H2,1-2H3
InChI KeyInChIKey=TVMXDCGIABBOFY-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as acyclic alkanes. These are acyclic hydrocarbons consisting only of n carbon atoms and m hydrogen atoms where m=2*n + 2.
KingdomOrganic compounds
Super ClassHydrocarbons
ClassAlkanes
Sub ClassAcyclic alkanes
Direct ParentAcyclic alkanes
Alternative ParentsNot Available
Substituents
  • Acyclic alkane
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
StatusDetected but not Quantified
Origin
  • Endogenous
Biofunction
  • Component of Fatty acid metabolism
ApplicationNot Available
Cellular locations
  • Membrane (predicted from logP)
Physical Properties
StateLiquid
Experimental Properties
PropertyValueReference
Melting Point-56.8 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.00066 mg/mLNot Available
LogP5.18MILLER,MM ET AL. (1985)
Predicted Properties
PropertyValueSource
Water Solubility0.0034 mg/mLALOGPS
logP4.73ALOGPS
logP4.02ChemAxon
logS-4.5ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity38.61 m3·mol-1ChemAxon
Polarizability16.42 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, N/A (Annotated)splash10-014i-9200000000-7fa018b6e4635a551621View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, N/A (Annotated)splash10-05mo-9000000000-ad7800923a7f89ae82a7View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, N/A (Annotated)splash10-0aru-9100000000-a5dddfe6f629d1371facView in MoNA
LC-MS/MSLC-MS/MS Spectrum - EI-B (JEOL JMS-D-3000) , Positivesplash10-052o-9000000000-dff2329c36bee36d9e67View in MoNA
LC-MS/MSLC-MS/MS Spectrum - EI-B (HITACHI RMU-6M) , Positivesplash10-0006-9000000000-8dd19c0387246b61990cView in MoNA
LC-MS/MSLC-MS/MS Spectrum - EI-B (HITACHI M-80B) , Positivesplash10-0006-9000000000-0f2c1fefb3562ddd291cView in MoNA
LC-MS/MSLC-MS/MS Spectrum - CI-B (FINNIGAN-MAT 4500) , Positivesplash10-08fr-9600000000-0ad297c5bbdcd8255dfcView in MoNA
MSMass Spectrum (Electron Ionization)splash10-0006-9000000000-6a16a91b5d2378134116View in MoNA
1D NMR1H NMR SpectrumNot Available
1D NMR1H NMR SpectrumNot Available
1D NMR13C NMR SpectrumNot Available
Biological Properties
Cellular Locations
  • Membrane (predicted from logP)
Biofluid Locations
  • Feces
  • Saliva
Tissue LocationNot Available
PathwaysNot Available
Normal Concentrations
BiofluidStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot ApplicableAdult (>18 years old)Both
Normal
details
FecesDetected but not QuantifiedNot ApplicableAdult (>18 years old)Both
Normal
details
SalivaDetected but not QuantifiedNot ApplicableAdult (>18 years old)Not SpecifiedNormal details
Abnormal Concentrations
BiofluidStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot ApplicableAdult (>18 years old)Both
Nonalcoholic fatty liver disease (NAFLD)
details
FecesDetected but not QuantifiedNot ApplicableAdult (>18 years old)Both
Campylobacter jejuni infection
details
FecesDetected but not QuantifiedNot ApplicableAdult (>18 years old)Both
Ulcerative Colitis
details
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
DrugBank Metabolite IDNot Available
Phenol Explorer Compound IDNot Available
Phenol Explorer Metabolite IDNot Available
FoodDB IDFDB000758
KNApSAcK IDNot Available
Chemspider ID349
KEGG Compound IDC01387
BioCyc IDCPD-148
BiGG IDNot Available
Wikipedia LinkOctane
NuGOwiki LinkHMDB01485
Metagene LinkHMDB01485
METLIN ID6270
PubChem Compound356
PDB IDOCT
ChEBI ID17590
References
Synthesis ReferenceLewis, H. F.; Yohe, G. R. The preparation of pure octane. Proceedings of the Iowa Academy of Science (1925), 32 327-8.
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Kiso Y: Antioxidative roles of sesamin, a functional lignan in sesame seed, and it's effect on lipid- and alcohol-metabolism in the liver: a DNA microarray study. Biofactors. 2004;21(1-4):191-6. [15630196 ]
  2. Claes C, Zivojnovic R: The use of perfluorocarbon liquids in vitreous surgery. Bull Soc Belge Ophtalmol. 1990;238:145-50. [2131117 ]
  3. Kramer KE, Andrews AR: Screening method for 11-nor-delta9-tetrahydrocannabinol-9-carboxylic acid in urine using hollow fiber membrane solvent microextraction with in-tube derivatization. J Chromatogr B Biomed Sci Appl. 2001 Aug 25;760(1):27-36. [11522063 ]
  4. Ivanova M, Piunti A, Marziali E, Komarova N, Raggi MA, Kenndler E: Microemulsion electrokinetic chromatography applied for separation of levetiracetam from other antiepileptic drugs in polypharmacy. Electrophoresis. 2003 Mar;24(6):992-8. [12658687 ]
  5. Le Mer Y, Haut J: [Use of perfluoro-octane liquid in the treatment of giant tears with inversion of the retina: preliminary results] J Fr Ophtalmol. 1990;13(5):247-51. [2258547 ]
  6. Watzer B, Reinalter S, Seyberth HW, Schweer H: Determination of free and glucuronide conjugated 20-hydroxyarachidonic acid (20-HETE) in urine by gas chromatography/negative ion chemical ionization mass spectrometry. Prostaglandins Leukot Essent Fatty Acids. 2000 Mar;62(3):175-81. [10841040 ]
  7. Hahn I, Scherer PW, Mozell MM: A mass transport model of olfaction. J Theor Biol. 1994 Mar 21;167(2):115-28. [8207942 ]
  8. Stone WL: Hydrophobic interaction of alkanes with liposomes and lipoproteins. J Biol Chem. 1975 Jun 10;250(11):4368-70. [165199 ]

Enzymes

General function:
Involved in monooxygenase activity
Specific function:
Catalyzes the omega- and (omega-1)-hydroxylation of various fatty acids such as laurate, myristate and palmitate. Has little activity toward prostaglandins A1 and E1. Oxidizes arachidonic acid to 20-hydroxyeicosatetraenoic acid (20-HETE).
Gene Name:
CYP4A11
Uniprot ID:
Q02928
Molecular weight:
59347.31
Reactions
Octane + reduced rubredoxin + Oxygen → Octanol + oxidized rubredoxin + Waterdetails
General function:
Involved in monooxygenase activity
Specific function:
Catalyzes the omega- and (omega-1)-hydroxylation of various fatty acids such as laurate and palmitate. Shows no activity towards arachidonic acid and prostaglandin A1. Lacks functional activity in the kidney and does not contribute to renal 20-hydroxyeicosatetraenoic acid (20-HETE) biosynthesis.
Gene Name:
CYP4A22
Uniprot ID:
Q5TCH4
Molecular weight:
59245.28
Reactions
Octane + reduced rubredoxin + Oxygen → Octanol + oxidized rubredoxin + Waterdetails