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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 19:53:09 UTC
Update Date2021-10-13 06:44:42 UTC
HMDB IDHMDB0034951
Secondary Accession Numbers
  • HMDB34951
Metabolite Identification
Common NameValerianol
DescriptionValerianol, also known as jinkoh-eremol, belongs to the class of organic compounds known as eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids. These are sesquiterpenoids with a structure based either on the eremophilane skeleton, its 8,9-seco derivative, or the furoeremophilane skeleton. Eremophilanes have been shown to be derived from eudesmanes by migration of the methyl group at C-10 to C-5. Based on a literature review a small amount of articles have been published on Valerianol.
Structure
Data?1563862641
Synonyms
ValueSource
Jinkoh-eremolMeSH
JinkoheremolMeSH
Jinkoheremol, (2R-(2alpha,8alpha,8aalpha))-isomerMeSH
Jinkoheremol, (2R-(2alpha,8beta,8abeta))-isomerMeSH
(+)-ValerianolHMDB
KusenolHMDB
KusunolHMDB
Chemical FormulaC15H26O
Average Molecular Weight222.3663
Monoisotopic Molecular Weight222.198365454
IUPAC Name2-(8,8a-dimethyl-1,2,3,4,6,7,8,8a-octahydronaphthalen-2-yl)propan-2-ol
Traditional Name2-(8,8a-dimethyl-2,3,4,6,7,8-hexahydro-1H-naphthalen-2-yl)propan-2-ol
CAS Registry Number20489-45-6
SMILES
CC1CCC=C2CCC(CC12C)C(C)(C)O
InChI Identifier
InChI=1S/C15H26O/c1-11-6-5-7-12-8-9-13(14(2,3)16)10-15(11,12)4/h7,11,13,16H,5-6,8-10H2,1-4H3
InChI KeyMQWIFDHBNGIVPO-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids. These are sesquiterpenoids with a structure based either on the eremophilane skeleton, its 8,9-seco derivative, or the furoeremophilane skeleton. Eremophilanes have been shown to be derived from eudesmanes by migration of the methyl group at C-10 to C-5.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassSesquiterpenoids
Direct ParentEremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
Alternative Parents
Substituents
  • Eremophilane 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

Source

Route of exposure

Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point309.00 to 310.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility8.51 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP4.637 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.041 g/LALOGPS
logP10(4.69) g/LALOGPS
logP10(3.47) g/LChemAxon
logS10(-3.7) g/LALOGPS
pKa (Strongest Acidic)19.29ChemAxon
pKa (Strongest Basic)-0.92ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity69.43 m³·mol⁻¹ChemAxon
Polarizability27.51 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]+153.37731661259
DarkChem[M-H]-151.92331661259

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
ValerianolCC1CCC=C2CCC(CC12C)C(C)(C)O2238.2Standard polar33892256
ValerianolCC1CCC=C2CCC(CC12C)C(C)(C)O1630.3Standard non polar33892256
ValerianolCC1CCC=C2CCC(CC12C)C(C)(C)O1653.8Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Valerianol,1TMS,isomer #1CC1CCC=C2CCC(C(C)(C)O[Si](C)(C)C)CC21C1804.6Semi standard non polar33892256
Valerianol,1TBDMS,isomer #1CC1CCC=C2CCC(C(C)(C)O[Si](C)(C)C(C)(C)C)CC21C2069.1Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Valerianol GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4i-3920000000-302e7f194bb5c5592cff2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Valerianol GC-MS (1 TMS) - 70eV, Positivesplash10-00b9-5690000000-ae9144ae0681b3064c332017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Valerianol 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 - Valerianol 10V, Positive-QTOFsplash10-0ab9-0390000000-fba11ae22401723b2cdb2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Valerianol 20V, Positive-QTOFsplash10-0609-2930000000-f8b770f1bf00134bd98f2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Valerianol 40V, Positive-QTOFsplash10-00kr-7900000000-b691fc6cc3fd45ff2e5e2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Valerianol 10V, Negative-QTOFsplash10-00di-0090000000-0552c8fe20297df08d792015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Valerianol 20V, Negative-QTOFsplash10-0229-0490000000-a7ab5f2784ca432b94bc2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Valerianol 40V, Negative-QTOFsplash10-08ms-1930000000-b489d33200be2f9279082015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Valerianol 10V, Negative-QTOFsplash10-00di-0090000000-ab61d8a2af41e6ed2e492021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Valerianol 20V, Negative-QTOFsplash10-00di-0090000000-ab61d8a2af41e6ed2e492021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Valerianol 40V, Negative-QTOFsplash10-014i-0390000000-6d7664f4b8d552ceb8302021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Valerianol 10V, Positive-QTOFsplash10-0bt9-0790000000-32b186dbad9d6da3434f2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Valerianol 20V, Positive-QTOFsplash10-0a4i-5940000000-a7aaedf2beeddb0739202021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Valerianol 40V, Positive-QTOFsplash10-006x-9500000000-206929d8dd6b483b52972021-09-24Wishart 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 IDFDB013544
KNApSAcK IDC00016999
Chemspider ID129483
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound146808
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1055571
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.