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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-09-11 21:48:39 UTC
Update Date2021-10-13 06:57:54 UTC
HMDB IDHMDB0036648
Secondary Accession Numbers
  • HMDB36648
Metabolite Identification
Common Name7-Isopropyl-1,4-dimethylazulene
Description7-Isopropyl-1,4-dimethylazulene, also known as 1,4-dimethyl-7-isopropylazulene or 1,4-dimethyl-7-(1-methylethyl)azulene, belongs to the class of organic compounds 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. Thus, 7-isopropyl-1,4-dimethylazulene is considered to be an isoprenoid. Based on a literature review a significant number of articles have been published on 7-Isopropyl-1,4-dimethylazulene.
Structure
Data?1563862903
Synonyms
ValueSource
1,4-Dimethyl-7-(1-methylethyl)azuleneChEBI
1,4-Dimethyl-7-isopropylazuleneChEBI
3,8-Dimethyl-5-(2-propyl)azuleneChEBI
GuaiazuleneKegg
AzunolKegg
GuajazuleneMeSH
AzulonMeSH
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
CuteazulHMDB
EucazulenHMDB
EucazuleneHMDB
GuiazuleneHMDB
GurjunazulenHMDB
HepatoprotectantHMDB
KessazulenHMDB
KessazuleneHMDB
PurazulenHMDB
S-GuaiazuleneHMDB
SilazulonHMDB
UroazulenHMDB
VaumiganHMDB
VetivazulenHMDB
7-Isopropyl-1,4-dimethylazuleneChEBI
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
Description Belongs to the class of organic compounds 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.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassSesquiterpenoids
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

Source

Route of exposure

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point31.5 °CNot Available
Boiling Point152.00 to 154.00 °C. @ 7.00 mm HgThe Good Scents Company Information System
Water Solubility0.00066 mg/mL at 25 °CNot Available
LogP5.590 (est)The Good Scents Company Information System
Experimental Spectral PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.14 g/LALOGPS
logP10(4.99) g/LALOGPS
logP10(5.23) g/LChemAxon
logS10(-3.2) g/LALOGPS
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
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Spectral Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+145.75431661259
DarkChem[M-H]-147.10431661259

Predicted Kovats Retention Indices

Not Available
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 7-Isopropyl-1,4-dimethylazulene GC-MS (Non-derivatized) - 70eV, Positivesplash10-053r-1900000000-be4c0960d06735436fe82017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 7-Isopropyl-1,4-dimethylazulene GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 7-Isopropyl-1,4-dimethylazulene GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-Isopropyl-1,4-dimethylazulene 10V, Positive-QTOFsplash10-0002-0900000000-3339d5b27a9967e9c5da2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-Isopropyl-1,4-dimethylazulene 20V, Positive-QTOFsplash10-0002-0900000000-44d06797d9da8aaae9dc2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-Isopropyl-1,4-dimethylazulene 40V, Positive-QTOFsplash10-05o0-1900000000-6fe86a22e14c459ce6d62016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-Isopropyl-1,4-dimethylazulene 10V, Negative-QTOFsplash10-0002-0900000000-48f7566ceaa93d43c6992016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-Isopropyl-1,4-dimethylazulene 20V, Negative-QTOFsplash10-0002-0900000000-ee4c5f9ee7e99d6db7ff2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-Isopropyl-1,4-dimethylazulene 40V, Negative-QTOFsplash10-05o1-1900000000-e4e77ed98ea343b05eb32016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-Isopropyl-1,4-dimethylazulene 10V, Positive-QTOFsplash10-0002-0900000000-5b7ed2802511ed884e202021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-Isopropyl-1,4-dimethylazulene 20V, Positive-QTOFsplash10-052b-0900000000-0415b7647d084754c1b72021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-Isopropyl-1,4-dimethylazulene 40V, Positive-QTOFsplash10-0fc0-3900000000-4121eb3d95203bd3b5ba2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-Isopropyl-1,4-dimethylazulene 10V, Negative-QTOFsplash10-0002-0900000000-77af6775e009aeaad0512021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-Isopropyl-1,4-dimethylazulene 20V, Negative-QTOFsplash10-0002-0900000000-724c6ec495f7c5a30ebc2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-Isopropyl-1,4-dimethylazulene 40V, Negative-QTOFsplash10-0a4i-0900000000-998e7ebc0a1ed3713a462021-09-24Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
Biospecimen Locations
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB13329
Phenol Explorer Compound IDNot Available
FooDB 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
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1248821
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.. .
  6. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.