Hmdb loader
Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-10 23:31:29 UTC
Update Date2021-09-26 22:55:38 UTC
HMDB IDHMDB0246507
Secondary Accession NumbersNone
Metabolite Identification
Common Name4-Methylcholest-7-en-3-ol
Description2,6,15-trimethyl-14-(6-methylheptan-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-9-en-5-ol belongs to the class of organic compounds known as cholesterols and derivatives. Cholesterols and derivatives are compounds containing a 3-hydroxylated cholestane core. Based on a literature review very few articles have been published on 2,6,15-trimethyl-14-(6-methylheptan-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-9-en-5-ol. This compound has been identified in human blood as reported by (PMID: 31557052 ). 4-methylcholest-7-en-3-ol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 4-Methylcholest-7-en-3-ol is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.
Structure
Thumb
Synonyms
ValueSource
4-alpha-Methyl-5-alpha-cholest-7-en-3-beta-olMeSH
4-Methylcholest-7-en-3-ol, (3beta,4alpha)-isomerMeSH
MethostenolMeSH
Chemical FormulaC28H48O
Average Molecular Weight400.691
Monoisotopic Molecular Weight400.370516166
IUPAC Name2,6,15-trimethyl-14-(6-methylheptan-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-9-en-5-ol
Traditional Name2,6,15-trimethyl-14-(6-methylheptan-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-9-en-5-ol
CAS Registry NumberNot Available
SMILES
CC(C)CCCC(C)C1CCC2C3=CCC4C(C)C(O)CCC4(C)C3CCC12C
InChI Identifier
InChI=1S/C28H48O/c1-18(2)8-7-9-19(3)22-12-13-24-21-10-11-23-20(4)26(29)15-17-28(23,6)25(21)14-16-27(22,24)5/h10,18-20,22-26,29H,7-9,11-17H2,1-6H3
InChI KeyLMYZQUNLYGJIHI-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as cholesterols and derivatives. Cholesterols and derivatives are compounds containing a 3-hydroxylated cholestane core.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
Sub ClassCholestane steroids
Direct ParentCholesterols and derivatives
Alternative Parents
Substituents
  • Cholesterol-skeleton
  • Cholesterol
  • Hydroxysteroid
  • 3-hydroxysteroid
  • 3-hydroxy-delta-7-steroid
  • Delta-7-steroid
  • Cyclic alcohol
  • Secondary alcohol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Alcohol
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP7.34ALOGPS
logP7.48ChemAxon
logS-7.1ALOGPS
pKa (Strongest Acidic)18.96ChemAxon
pKa (Strongest Basic)-1.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity125.09 m³·mol⁻¹ChemAxon
Polarizability51.16 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M-2H]-238.00430932474
DeepCCS[M+Na]+213.35630932474
AllCCS[M+H]+206.832859911
AllCCS[M+H-H2O]+204.832859911
AllCCS[M+NH4]+208.732859911
AllCCS[M+Na]+209.332859911
AllCCS[M-H]-204.232859911
AllCCS[M+Na-2H]-206.232859911
AllCCS[M+HCOO]-208.632859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
4-Methylcholest-7-en-3-olCC(C)CCCC(C)C1CCC2C3=CCC4C(C)C(O)CCC4(C)C3CCC12C3197.7Standard non polar33892256
4-Methylcholest-7-en-3-olCC(C)CCCC(C)C1CCC2C3=CCC4C(C)C(O)CCC4(C)C3CCC12C3197.6Standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
4-Methylcholest-7-en-3-ol,1TBDMS,isomer #1CC(C)CCCC(C)C1CCC2C3=CCC4C(C)C(O[Si](C)(C)C(C)(C)C)CCC4(C)C3CCC21C3525.2Semi standard non polar33892256
4-Methylcholest-7-en-3-ol,1TBDMS,isomer #1CC(C)CCCC(C)C1CCC2C3=CCC4C(C)C(O[Si](C)(C)C(C)(C)C)CCC4(C)C3CCC21C3453.6Standard non polar33892256
4-Methylcholest-7-en-3-ol,1TBDMS,isomer #1CC(C)CCCC(C)C1CCC2C3=CCC4C(C)C(O[Si](C)(C)C(C)(C)C)CCC4(C)C3CCC21C3452.7Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 4-Methylcholest-7-en-3-ol GC-MS (Non-derivatized) - 70eV, Positivesplash10-00dr-1019000000-406e302a0fed610f4d232021-09-23Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 4-Methylcholest-7-en-3-ol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 4-Methylcholest-7-en-3-ol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 4-Methylcholest-7-en-3-ol GC-MS (TMS_1_1) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Methylcholest-7-en-3-ol 10V, Positive-QTOFsplash10-0ue9-0029600000-c72d2aefbb039a65486a2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Methylcholest-7-en-3-ol 20V, Positive-QTOFsplash10-0006-9238100000-cc0713d59989dd92cd532021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Methylcholest-7-en-3-ol 40V, Positive-QTOFsplash10-0a4l-9840000000-2de954efdbb8168bbb802021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Methylcholest-7-en-3-ol 10V, Negative-QTOFsplash10-0002-0009000000-e5e9af9914ac05de1a5c2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Methylcholest-7-en-3-ol 20V, Negative-QTOFsplash10-0002-0009000000-e5e9af9914ac05de1a5c2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Methylcholest-7-en-3-ol 40V, Negative-QTOFsplash10-0002-0009000000-339223d3e941dd1221f02021-10-12Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID550402
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound634024
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]