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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 19:37:15 UTC
Update Date2022-03-07 02:54:13 UTC
HMDB IDHMDB0034718
Secondary Accession Numbers
  • HMDB34718
Metabolite Identification
Common NameIsospathulenol
DescriptionIsospathulenol belongs to the class of organic compounds known as 5,10-cycloaromadendrane sesquiterpenoids. These are aromadendrane sesquiterpenoids that arise from the C5-C10 cyclization of the aromadendrane skeleton. Based on a literature review a significant number of articles have been published on Isospathulenol.
Structure
Data?1563862609
Synonyms
ValueSource
IsosparthulenolHMDB
Chemical FormulaC15H24O
Average Molecular Weight220.3505
Monoisotopic Molecular Weight220.18271539
IUPAC Name1,1,2,5-tetramethyl-1H,1aH,1bH,2H,3H,4H,6H,7H,7aH-cyclopropa[e]azulen-2-ol
Traditional Name1,1,2,5-tetramethyl-1aH,1bH,3H,4H,6H,7H,7aH-cyclopropa[e]azulen-2-ol
CAS Registry Number88395-46-4
SMILES
CC1=C2CCC(C)(O)C2C2C(CC1)C2(C)C
InChI Identifier
InChI=1S/C15H24O/c1-9-5-6-11-13(14(11,2)3)12-10(9)7-8-15(12,4)16/h11-13,16H,5-8H2,1-4H3
InChI KeyFPRYGNYXOFHMLF-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 5,10-cycloaromadendrane sesquiterpenoids. These are aromadendrane sesquiterpenoids that arise from the C5-C10 cyclization of the aromadendrane skeleton.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassSesquiterpenoids
Direct Parent5,10-cycloaromadendrane sesquiterpenoids
Alternative Parents
Substituents
  • 5,10-cycloaromadendrane sesquiterpenoid
  • Tertiary alcohol
  • Cyclic alcohol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Alcohol
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Biological location

Source

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point69 - 70.5 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility12.44 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.15 g/LALOGPS
logP2.62ALOGPS
logP2.73ChemAxon
logS-3.2ALOGPS
pKa (Strongest Acidic)19.74ChemAxon
pKa (Strongest Basic)-0.72ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity67.18 m³·mol⁻¹ChemAxon
Polarizability26.75 ųChemAxon
Number of Rings3ChemAxon
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]+152.84331661259
DarkChem[M-H]-147.69431661259
DeepCCS[M+H]+156.9430932474
DeepCCS[M-H]-154.58230932474
DeepCCS[M-2H]-187.77830932474
DeepCCS[M+Na]+163.03330932474
AllCCS[M+H]+151.232859911
AllCCS[M+H-H2O]+147.432859911
AllCCS[M+NH4]+154.732859911
AllCCS[M+Na]+155.732859911
AllCCS[M-H]-161.132859911
AllCCS[M+Na-2H]-161.332859911
AllCCS[M+HCOO]-161.832859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
IsospathulenolCC1=C2CCC(C)(O)C2C2C(CC1)C2(C)C2168.9Standard polar33892256
IsospathulenolCC1=C2CCC(C)(O)C2C2C(CC1)C2(C)C1605.8Standard non polar33892256
IsospathulenolCC1=C2CCC(C)(O)C2C2C(CC1)C2(C)C1601.4Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Isospathulenol,1TMS,isomer #1CC1=C2CCC(C)(O[Si](C)(C)C)C2C2C(CC1)C2(C)C1764.8Semi standard non polar33892256
Isospathulenol,1TBDMS,isomer #1CC1=C2CCC(C)(O[Si](C)(C)C(C)(C)C)C2C2C(CC1)C2(C)C2011.0Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Isospathulenol GC-MS (Non-derivatized) - 70eV, Positivesplash10-069u-9720000000-b1f45ea827373a765c892017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isospathulenol GC-MS (1 TMS) - 70eV, Positivesplash10-01ta-7390000000-0d1d94ea69b0c98aa5de2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isospathulenol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isospathulenol 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 - Isospathulenol 10V, Positive-QTOFsplash10-0uk9-0190000000-64608f40884dcabeb6712015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isospathulenol 20V, Positive-QTOFsplash10-0uk9-0690000000-acf9593654e86ca67d212015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isospathulenol 40V, Positive-QTOFsplash10-01p2-6900000000-5b2cc54e3dca096fc85b2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isospathulenol 10V, Negative-QTOFsplash10-014i-0090000000-84d25a63bc4b24bc87752015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isospathulenol 20V, Negative-QTOFsplash10-014i-0190000000-a918377ce2107928f12f2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isospathulenol 40V, Negative-QTOFsplash10-0uki-2930000000-dda937c913f3fdf86d992015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isospathulenol 10V, Negative-QTOFsplash10-014i-0090000000-4af4c4ee1c4acef7e18b2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isospathulenol 20V, Negative-QTOFsplash10-014i-0090000000-4af4c4ee1c4acef7e18b2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isospathulenol 40V, Negative-QTOFsplash10-014j-0790000000-18b349645ca8a56e23ba2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isospathulenol 10V, Positive-QTOFsplash10-0uk9-0190000000-c6ae28103e1d148fb75c2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isospathulenol 20V, Positive-QTOFsplash10-00fr-9540000000-1fdb440d851eb1080d432021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isospathulenol 40V, Positive-QTOFsplash10-017l-9410000000-5bedb2c299fdfad45d122021-09-22Wishart 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 IDFDB013254
KNApSAcK IDC00021236
Chemspider ID35013777
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound14038848
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1565681
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.