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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 20:54:33 UTC
Update Date2022-03-07 02:54:40 UTC
HMDB IDHMDB0035868
Secondary Accession Numbers
  • HMDB35868
Metabolite Identification
Common NameRosifoliol
DescriptionRosifoliol belongs to the class of organic compounds known as eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids. These are sesquiterpenoids with a structure based on the eudesmane skeleton. Based on a literature review a small amount of articles have been published on Rosifoliol.
Structure
Data?1563862784
Synonyms
ValueSource
(+)-RosifoliolHMDB
[2R-(2alpha,4Abeta,8beta)]- 2,3,4,4a,5,6,7,8-octahydro-alpha,alpha,4a,8-tetramethyl-2-naphthalenemethanolHMDB
Chemical FormulaC15H26O
Average Molecular Weight222.3663
Monoisotopic Molecular Weight222.198365454
IUPAC Name2-(4a,8-dimethyl-2,3,4,4a,5,6,7,8-octahydronaphthalen-2-yl)propan-2-ol
Traditional Name2-(4a,8-dimethyl-3,4,5,6,7,8-hexahydro-2H-naphthalen-2-yl)propan-2-ol
CAS Registry Number63891-61-2
SMILES
CC1CCCC2(C)CCC(C=C12)C(C)(C)O
InChI Identifier
InChI=1S/C15H26O/c1-11-6-5-8-15(4)9-7-12(10-13(11)15)14(2,3)16/h10-12,16H,5-9H2,1-4H3
InChI KeySRHDLIDOZXPROB-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids. These are sesquiterpenoids with a structure based on the eudesmane skeleton.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassSesquiterpenoids
Direct ParentEudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
Alternative Parents
Substituents
  • Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoid
  • Tertiary alcohol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Alcohol
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Biological location

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point84 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility8.51 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.04 g/LALOGPS
logP4.8ALOGPS
logP3.47ChemAxon
logS-3.8ALOGPS
pKa (Strongest Acidic)19.17ChemAxon
pKa (Strongest Basic)-0.97ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity69.43 m³·mol⁻¹ChemAxon
Polarizability27.34 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]+154.5331661259
DarkChem[M-H]-150.94931661259
DeepCCS[M-2H]-193.11230932474
DeepCCS[M+Na]+168.25130932474
AllCCS[M+H]+153.332859911
AllCCS[M+H-H2O]+149.532859911
AllCCS[M+NH4]+156.832859911
AllCCS[M+Na]+157.832859911
AllCCS[M-H]-161.832859911
AllCCS[M+Na-2H]-162.532859911
AllCCS[M+HCOO]-163.432859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
RosifoliolCC1CCCC2(C)CCC(C=C12)C(C)(C)O2231.2Standard polar33892256
RosifoliolCC1CCCC2(C)CCC(C=C12)C(C)(C)O1605.0Standard non polar33892256
RosifoliolCC1CCCC2(C)CCC(C=C12)C(C)(C)O1610.3Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Rosifoliol,1TMS,isomer #1CC1CCCC2(C)CCC(C(C)(C)O[Si](C)(C)C)C=C121755.9Semi standard non polar33892256
Rosifoliol,1TBDMS,isomer #1CC1CCCC2(C)CCC(C(C)(C)O[Si](C)(C)C(C)(C)C)C=C122029.0Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Rosifoliol GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4i-4920000000-b23b3f5273f3b7e55c922017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Rosifoliol GC-MS (1 TMS) - 70eV, Positivesplash10-00ai-2790000000-1e16aa5aaeb7c433e3e22017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Rosifoliol 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 - Rosifoliol 10V, Positive-QTOFsplash10-0ab9-0290000000-a224107bcc54f252f9d52016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Rosifoliol 20V, Positive-QTOFsplash10-0avr-3950000000-8dfb2481a3655448d13b2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Rosifoliol 40V, Positive-QTOFsplash10-0673-9800000000-3bff9cdc7333706681282016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Rosifoliol 10V, Negative-QTOFsplash10-00di-0190000000-a5ed41671666d7bd6e2f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Rosifoliol 20V, Negative-QTOFsplash10-0229-0590000000-0f146f9bdae1dbc92a932016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Rosifoliol 40V, Negative-QTOFsplash10-03dj-2920000000-a3008de9394c9cd476132016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Rosifoliol 10V, Negative-QTOFsplash10-00di-0090000000-ab61d8a2af41e6ed2e492021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Rosifoliol 20V, Negative-QTOFsplash10-00di-0090000000-ab61d8a2af41e6ed2e492021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Rosifoliol 40V, Negative-QTOFsplash10-00xr-0290000000-7ccd3b783727160d7f182021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Rosifoliol 10V, Positive-QTOFsplash10-00di-0390000000-bcfcbce9b04f96fcdf662021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Rosifoliol 20V, Positive-QTOFsplash10-00di-5920000000-9e285c26f323e70a92512021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Rosifoliol 40V, Positive-QTOFsplash10-0a4l-6900000000-a7662b3f73ac87174c362021-09-24Wishart 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 IDFDB014648
KNApSAcK IDC00012810
Chemspider ID459536
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound527256
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1058741
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.