Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 01:21:52 UTC
Update Date2022-03-07 02:56:21 UTC
HMDB IDHMDB0039827
Secondary Accession Numbers
  • HMDB39827
Metabolite Identification
Common NameSerratol
DescriptionSerratol belongs to the class of organic compounds known as cembrane diterpenoids. These are diterpenoids with a structure based a cembrane skeleton, which is characterized by the presence of an isopropyl group at C-1 and by three symmetrically disposed methyl groups a the t C-4, -8 and -12 positions. Based on a literature review a small amount of articles have been published on Serratol.
Structure
Data?1563863444
Synonyms
ValueSource
CembrenolHMDB
SerratolMeSH
Chemical FormulaC20H34O
Average Molecular Weight290.4834
Monoisotopic Molecular Weight290.26096571
IUPAC Name(3Z,7Z,11Z)-4,8,12-trimethyl-1-(propan-2-yl)cyclotetradeca-3,7,11-trien-1-ol
Traditional Name(3Z,7Z,11Z)-1-isopropyl-4,8,12-trimethylcyclotetradeca-3,7,11-trien-1-ol
CAS Registry Number67814-27-1
SMILES
CC(C)C1(O)CC\C(C)=C/CC\C(C)=C/CC\C(C)=C/C1
InChI Identifier
InChI=1S/C20H34O/c1-16(2)20(21)14-12-18(4)10-6-8-17(3)9-7-11-19(5)13-15-20/h8,11-12,16,21H,6-7,9-10,13-15H2,1-5H3/b17-8-,18-12-,19-11-
InChI KeyZVWXZFYWLABNOW-XBMWAWDJSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as cembrane diterpenoids. These are diterpenoids with a structure based a cembrane skeleton, which is characterized by the presence of an isopropyl group at C-1 and by three symmetrically disposed methyl groups a the t C-4, -8 and -12 positions.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassDiterpenoids
Direct ParentCembrane diterpenoids
Alternative Parents
Substituents
  • Cembrane diterpenoid
  • Tertiary alcohol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Alcohol
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Process
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.0077 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.0074 g/LALOGPS
logP6.11ALOGPS
logP5.65ChemAxon
logS-4.6ALOGPS
pKa (Strongest Basic)-0.41ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity95.91 m³·mol⁻¹ChemAxon
Polarizability36.21 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+169.66931661259
DarkChem[M-H]-165.97531661259
DeepCCS[M+H]+186.50730932474
DeepCCS[M-H]-184.14930932474
DeepCCS[M-2H]-217.06830932474
DeepCCS[M+Na]+192.630932474
AllCCS[M+H]+174.532859911
AllCCS[M+H-H2O]+171.232859911
AllCCS[M+NH4]+177.632859911
AllCCS[M+Na]+178.532859911
AllCCS[M-H]-183.132859911
AllCCS[M+Na-2H]-183.932859911
AllCCS[M+HCOO]-184.932859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
SerratolCC(C)C1(O)CC\C(C)=C/CC\C(C)=C/CC\C(C)=C/C12667.6Standard polar33892256
SerratolCC(C)C1(O)CC\C(C)=C/CC\C(C)=C/CC\C(C)=C/C12062.6Standard non polar33892256
SerratolCC(C)C1(O)CC\C(C)=C/CC\C(C)=C/CC\C(C)=C/C12114.5Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Serratol,1TMS,isomer #1C/C1=C/CC/C(C)=C\CC(O[Si](C)(C)C)(C(C)C)CC/C(C)=C\CC12250.6Semi standard non polar33892256
Serratol,1TBDMS,isomer #1C/C1=C/CC/C(C)=C\CC(O[Si](C)(C)C(C)(C)C)(C(C)C)CC/C(C)=C\CC12492.7Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Serratol GC-MS (Non-derivatized) - 70eV, Positivesplash10-0002-3090000000-7e70a5329a32793c17ad2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Serratol GC-MS (1 TMS) - 70eV, Positivesplash10-00rf-9014000000-ba94dd9beb3c7ad69fb32017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Serratol 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 - Serratol 10V, Positive-QTOFsplash10-00dl-0090000000-6c9bb38ed652817bfd452016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Serratol 20V, Positive-QTOFsplash10-00dl-1290000000-6db763bdd459fd867c4d2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Serratol 40V, Positive-QTOFsplash10-00y0-2960000000-d9fd67c94405830bb7712016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Serratol 10V, Negative-QTOFsplash10-000i-0090000000-16ed1ad103c5844ab6852016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Serratol 20V, Negative-QTOFsplash10-000i-0090000000-d48c30965699fdd740b12016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Serratol 40V, Negative-QTOFsplash10-02mi-0190000000-3406dbd1fbb9898f18412016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Serratol 10V, Positive-QTOFsplash10-0006-0090000000-b931371c1cc4c264fd872021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Serratol 20V, Positive-QTOFsplash10-0006-0090000000-effedb46e1119019d4232021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Serratol 40V, Positive-QTOFsplash10-001i-1090000000-c2a2a9fb21760f4ab66f2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Serratol 10V, Negative-QTOFsplash10-000i-0090000000-e782630883d1b41306742021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Serratol 20V, Negative-QTOFsplash10-000i-0090000000-7f11abc2e88a42595bf12021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Serratol 40V, Negative-QTOFsplash10-0002-0090000000-5cc25b7c94e2033a50442021-09-24Wishart 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 IDFDB019480
KNApSAcK IDC00055092
Chemspider ID34998598
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound101618281
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1568831
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.