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Record Information
Version4.0
Creation Date2012-09-11 21:48:39 UTC
Update Date2017-09-27 08:31:27 UTC
HMDB IDHMDB0036648
Secondary Accession Numbers
  • HMDB36648
Metabolite Identification
Common Name7-Isopropyl-1,4-dimethylazulene
Description7-Isopropyl-1,4-dimethylazulene is found in fats and oils. 7-Isopropyl-1,4-dimethylazulene is obtained from essential oils, e.g. chamomile oil.
Structure
Thumb
Synonyms
ValueSource
1,4-Dimethyl-7-(1-methylethyl)azuleneChEBI
1,4-Dimethyl-7-isopropylazuleneChEBI
3,8-Dimethyl-5-(2-propyl)azuleneChEBI
1, 4-Dimethyl-7-isopropylazuleneHMDB
1,3,5,7,9-GuaiapentaeneHMDB
1,4-Dimethyl-7-(1-methyl)-azulene (azulon)HMDB
1,4-Dimethyl-7-(1-methylethyl)-azuleneHMDB
1,4-Dimethyl-7-(1-methylethyl)azulene, 9ciHMDB
1,4-Dimethyl-7-(propan-2-yl)azuleneHMDB
1,4-Dimethyl-7-isopropyl-azuleneHMDB
7-Isopropyl- 1,4-dimethylazuleneHMDB
7-Isopropyl-1,4-dimethyl-azuleneHMDB
AZ-8 berisHMDB
Azulen-berisHMDB
Azulene, 7-isopropyl-1,4-dimethyl- (8ci)HMDB
AzulolHMDB
AzulonHMDB
AzunolHMDB
CuteazulHMDB
EucazulenHMDB
EucazuleneHMDB
GuaiazuleneHMDB
GuajazuleneHMDB
GuiazuleneHMDB
GurjunazulenHMDB
HepatoprotectantHMDB
KessazulenHMDB
KessazuleneHMDB
PurazulenHMDB
S-GuaiazuleneHMDB
SilazulonHMDB
UroazulenHMDB
VaumiganHMDB
VetivazulenHMDB
Chemical FormulaC15H18
Average Molecular Weight198.3034
Monoisotopic Molecular Weight198.140850576
IUPAC Name1,4-dimethyl-7-(propan-2-yl)azulene
Traditional Nameazulon
CAS Registry Number489-84-9
SMILES
CC(C)C1=CC2=C(C)C=CC2=C(C)C=C1
InChI Identifier
InChI=1S/C15H18/c1-10(2)13-7-5-11(3)14-8-6-12(4)15(14)9-13/h5-10H,1-4H3
InChI KeyFWKQNCXZGNBPFD-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of chemical entities known as guaianes. These are sesquiterpenoids with a structure based on the guaiane skeleton. Guaiane is a bicyclic compound consisting of a decahydroazulene moiety, substituted with two methyl groups and a 1-methylethyl group at the 1-, 4-, and 7-position, respectively.
KingdomChemical entities
Super ClassOrganic compounds
ClassLipids and lipid-like molecules
Sub ClassPrenol lipids
Direct ParentGuaianes
Alternative Parents
Substituents
  • Guaiane sesquiterpenoid
  • Azulene
  • Aromatic hydrocarbon
  • Polycyclic hydrocarbon
  • Unsaturated hydrocarbon
  • Hydrocarbon
  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic compounds
External Descriptors
Ontology
Disposition

Biological Location:

  Subcellular:

  Biofluid and excreta:

Source:

Route of exposure:

  Enteral:

Role

Biological role:

Industrial application:

  Pharmaceutical industry:

Process

Naturally occurring process:

  Biological process:

    Cellular process:

    Biochemical pathway:

    Chemical reaction:

    Biochemical process:

Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting Point31.5 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.00066 mg/mL at 25 °CNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.14 g/LALOGPS
logP4.99ALOGPS
logP5.23ChemAxon
logS-3.1ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity66.78 m³·mol⁻¹ChemAxon
Polarizability25.03 ųChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
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, PositiveNot AvailableView in JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0900000000-3339d5b27a9967e9c5daView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-0900000000-44d06797d9da8aaae9dcView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-05o0-1900000000-6fe86a22e14c459ce6d6View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0900000000-48f7566ceaa93d43c699View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-0900000000-ee4c5f9ee7e99d6db7ffView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-05o1-1900000000-e4e77ed98ea343b05eb3View in MoNA
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
Biofluid Locations
  • Urine
Tissue LocationNot Available
PathwaysNot Available
NameSMPDB/PathwhizKEGG
No entries found
Normal Concentrations
BiofluidStatusValueAgeSexConditionReferenceDetails
UrineDetected but not Quantified Adult (>18 years old)BothNormal details
Abnormal Concentrations
Not Available
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 IDFDB015573
KNApSAcK IDC00003138
Chemspider ID3395
KEGG Compound IDC09675
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound3515
PDB IDNot Available
ChEBI ID5550
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  2. Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
  3. Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
  4. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
  5. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .