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Showing Compound 4a-Methyl-5a-cholesta-8,24-dien-3-one (FDB022350)

Record Information
Version1.0
Creation date2011-09-21 00:12:35 UTC
Update date2015-07-21 06:57:10 UTC
Primary IDFDB022350
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name4a-Methyl-5a-cholesta-8,24-dien-3-one
Description4a-Methyl-5a-cholesta-8,24-dien-3-one, also known as 3-keto-4alpha-methyl-zymosterol, belongs to the class of organic compounds known as cholesterols and derivatives. Cholesterols and derivatives are compounds containing a 3-hydroxylated cholestane core. Thus, 4a-methyl-5a-cholesta-8,24-dien-3-one is considered to be a sterol. Based on a literature review a significant number of articles have been published on 4a-Methyl-5a-cholesta-8,24-dien-3-one.
CAS Number7377-73-3
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
SynonymSource
(4alpha,5alpha)-4-Methylcholesta-8,24-dien-3-oneChEBI
3-Keto-4alpha-methyl-zymosterolChEBI
3-Keto-4alpha-methylzymosterolChEBI
(4a,5a)-4-Methylcholesta-8,24-dien-3-oneGenerator
(4Α,5α)-4-methylcholesta-8,24-dien-3-oneGenerator
3-Keto-4a-methyl-zymosterolGenerator
3-Keto-4α-methyl-zymosterolGenerator
3-Keto-4a-methylzymosterolGenerator
3-Keto-4α-methylzymosterolGenerator
4alpha-Methyl-5alpha-cholesta-8,24-dien-3-oneHMDB
4alpha-Methyl-(5alpha)-cholesta-8,24-dien-3-oneChEBI
4a-Methyl-(5a)-cholesta-8,24-dien-3-oneGenerator
4Α-methyl-(5α)-cholesta-8,24-dien-3-oneGenerator
4alpha-methyl-5alpha-cholesta-8,24-dien-3-onehmdb
Predicted Properties
PropertyValueSource
Water Solubility0.00056 g/LALOGPS
logP7.22ALOGPS
logP7.41ChemAxon
logS-5.8ALOGPS
pKa (Strongest Acidic)19.83ChemAxon
pKa (Strongest Basic)-7.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity124.75 m³·mol⁻¹ChemAxon
Polarizability50.94 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC28H44O
IUPAC name(2S,6S,7S,11R,14R,15R)-2,6,15-trimethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-5-one
InChI IdentifierInChI=1S/C28H44O/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/h8,19-20,22-24H,7,9-17H2,1-6H3/t19-,20+,22-,23+,24+,27-,28+/m1/s1
InChI KeyDBPZYKHQDWKORQ-SINUOACOSA-N
Isomeric SMILES[H][C@@]1(CC[C@@]2([H])C3=C(CC[C@]12C)[C@@]1(C)CCC(=O)[C@@H](C)[C@]1([H])CC3)[C@H](C)CCC=C(C)C
Average Molecular Weight396.6484
Monoisotopic Molecular Weight396.33921603
Classification
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
  • 3-oxo-5-alpha-steroid
  • Oxosteroid
  • 3-oxosteroid
  • Cyclic ketone
  • Ketone
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External Descriptors
Ontology
Physiological effect

Health effect:

Disposition

Route of exposure:

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Source:

Process

Naturally occurring process:

Role

Biological role:

Industrial application:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MS4a-Methyl-5a-cholesta-8,24-dien-3-one, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-02au-1019000000-74f38f1f24d48a20f4b0Spectrum
Predicted GC-MS4a-Methyl-5a-cholesta-8,24-dien-3-one, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0009000000-1225e33fc8dbc85e29fd2017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0174-2009000000-71b5c36c965fb209ee162017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0ap0-2119000000-e1899d14bd1d0142d0f12017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0009000000-133fa32ff7ba267c45fd2017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-0009000000-61f0749dd8a63d07401e2017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-02di-3009000000-3b2e5d918411006b6e762017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-002b-0009000000-dabf3142c40a4512bbdc2021-09-21View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-05p9-5589000000-dc34720a786d693f5d5e2021-09-21View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-8942000000-801d53df4f599d0ae81b2021-09-21View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0009000000-2f6aa9af0bd8878fb6c62021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-0009000000-2f6aa9af0bd8878fb6c62021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-0009000000-ec12d6f6902d6552044d2021-09-25View Spectrum
NMRNot Available
ChemSpider ID20059529
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID22298939
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB00981
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference