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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 03:08:51 UTC
Update Date2022-03-07 02:57:01 UTC
HMDB IDHMDB0041460
Secondary Accession Numbers
  • HMDB41460
Metabolite Identification
Common NameDeterrol
DescriptionDeterrol 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. Based on a literature review a small amount of articles have been published on Deterrol.
Structure
Data?1563863666
Synonyms
ValueSource
4-Methyl-7-(1-methylethenyl)-1-azulenemethanolHMDB
4-Methyl-7-(1-methylethenyl)-1-azulenemethanol, 9ciHMDB
7-Isopropenyl-4-methyl-1-azulenemethanolHMDB
Chemical FormulaC15H16O
Average Molecular Weight212.2869
Monoisotopic Molecular Weight212.120115134
IUPAC Name[4-methyl-7-(prop-1-en-2-yl)azulen-1-yl]methanol
Traditional Name[4-methyl-7-(prop-1-en-2-yl)azulen-1-yl]methanol
CAS Registry Number113393-59-2
SMILES
CC(=C)C1=CC2=C(CO)C=CC2=C(C)C=C1
InChI Identifier
InChI=1S/C15H16O/c1-10(2)12-5-4-11(3)14-7-6-13(9-16)15(14)8-12/h4-8,16H,1,9H2,2-3H3
InChI KeyUELYVRHCROBZCL-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
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Aromatic alcohol
  • Primary alcohol
  • Organooxygen compound
  • Alcohol
  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Process
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point100 - 101 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility28.81 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.27 g/LALOGPS
logP3.32ALOGPS
logP3.74ChemAxon
logS-2.9ALOGPS
pKa (Strongest Acidic)15.13ChemAxon
pKa (Strongest Basic)-2.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity68.33 m³·mol⁻¹ChemAxon
Polarizability25.28 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+149.23231661259
DarkChem[M-H]-149.21431661259
DeepCCS[M+H]+155.0730932474
DeepCCS[M-H]-152.67530932474
DeepCCS[M-2H]-185.6430932474
DeepCCS[M+Na]+161.11630932474
AllCCS[M+H]+145.332859911
AllCCS[M+H-H2O]+141.132859911
AllCCS[M+NH4]+149.132859911
AllCCS[M+Na]+150.232859911
AllCCS[M-H]-151.832859911
AllCCS[M+Na-2H]-151.732859911
AllCCS[M+HCOO]-151.732859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
DeterrolCC(=C)C1=CC2=C(CO)C=CC2=C(C)C=C12965.8Standard polar33892256
DeterrolCC(=C)C1=CC2=C(CO)C=CC2=C(C)C=C11988.7Standard non polar33892256
DeterrolCC(=C)C1=CC2=C(CO)C=CC2=C(C)C=C12101.5Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Deterrol,1TMS,isomer #1C=C(C)C1=CC=C(C)C2=CC=C(CO[Si](C)(C)C)C2=C12044.5Semi standard non polar33892256
Deterrol,1TBDMS,isomer #1C=C(C)C1=CC=C(C)C2=CC=C(CO[Si](C)(C)C(C)(C)C)C2=C12286.2Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Deterrol GC-MS (Non-derivatized) - 70eV, Positivesplash10-000t-0910000000-e86bd70c2e80420692c62017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Deterrol GC-MS (1 TMS) - 70eV, Positivesplash10-00xr-9370000000-327621261fb354a447ec2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Deterrol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Deterrol 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 - Deterrol 10V, Positive-QTOFsplash10-03dj-0970000000-e0d375b7ad91d68c98172015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Deterrol 20V, Positive-QTOFsplash10-0002-0910000000-46960f1d5388d4cebc0e2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Deterrol 40V, Positive-QTOFsplash10-0002-0900000000-382a205bc4912d7a03872015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Deterrol 10V, Negative-QTOFsplash10-03di-0390000000-8a2a1d6781dbaf1516d82015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Deterrol 20V, Negative-QTOFsplash10-03e9-0950000000-799be260ab1ca7586f1c2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Deterrol 40V, Negative-QTOFsplash10-001i-0900000000-1782f63f00ab2e55b6072015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Deterrol 10V, Positive-QTOFsplash10-03di-0390000000-4dff8fa992bcef203c702021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Deterrol 20V, Positive-QTOFsplash10-01ot-0940000000-c2265d9aa42c8bd2f1152021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Deterrol 40V, Positive-QTOFsplash10-014i-0900000000-3af82ae61317afbf388a2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Deterrol 10V, Negative-QTOFsplash10-001i-0900000000-3dd5fdc5006a76977fa22021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Deterrol 20V, Negative-QTOFsplash10-001i-0910000000-07e3e2a3444d60a953a62021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Deterrol 40V, Negative-QTOFsplash10-014i-0900000000-3346e56487f36dd7bf582021-09-25Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB021417
KNApSAcK IDC00054577
Chemspider ID135863
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound154186
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1465671
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.