Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 19:14:16 UTC
Update Date2022-03-07 02:54:05 UTC
HMDB IDHMDB0034399
Secondary Accession Numbers
  • HMDB34399
Metabolite Identification
Common Name5alpha-Cholest-7-en-3-one
Description5alpha-Cholest-7-en-3-one is found in milk and milk products. 5alpha-Cholest-7-en-3-one is isolated from butterfa
Structure
Data?1563862557
Synonyms
ValueSource
N2-g-L-Glutamyl-L-ornithineGenerator
N2-Γ-L-glutamyl-L-ornithineGenerator
(5-alpha)-Cholest-7-en-3-oneHMDB
5a-Cholest-7-en-3-oneGenerator
5Α-cholest-7-en-3-oneGenerator
Chemical FormulaC27H44O
Average Molecular Weight384.6377
Monoisotopic Molecular Weight384.33921603
IUPAC Name2,15-dimethyl-14-(6-methylheptan-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-9-en-5-one
Traditional Name2,15-dimethyl-14-(6-methylheptan-2-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-9-en-5-one
CAS Registry Number15459-85-5
SMILES
CC(C)CCCC(C)C1CCC2C3=CCC4CC(=O)CCC4(C)C3CCC12C
InChI Identifier
InChI=1S/C27H44O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h10,18-20,23-25H,6-9,11-17H2,1-5H3
InChI KeyFLRPNSKUGCVRRB-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentDipeptides
Alternative Parents
Substituents
  • Alpha-dipeptide
  • Gamma-glutamyl alpha-amino acid
  • Glutamine or derivatives
  • N-acyl-alpha amino acid or derivatives
  • N-acyl-alpha-amino acid
  • Alpha-amino acid
  • Alpha-amino acid or derivatives
  • Dicarboxylic acid or derivatives
  • Fatty acyl
  • Fatty acid
  • Fatty amide
  • N-acyl-amine
  • Amino acid or derivatives
  • Carboxamide group
  • Amino acid
  • Secondary carboxylic acid amide
  • Carboxylic acid
  • Primary aliphatic amine
  • Organooxygen compound
  • Primary amine
  • Hydrocarbon derivative
  • Organic oxide
  • Carbonyl group
  • Organopnictogen compound
  • Amine
  • Organic oxygen compound
  • Organic nitrogen compound
  • Organonitrogen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Physiological effect
Disposition
Process
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point148 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility3.5e-05 g/LALOGPS
logP7.4ALOGPS
logP7.32ChemAxon
logS-7ALOGPS
pKa (Strongest Basic)-7.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity119.59 m³·mol⁻¹ChemAxon
Polarizability48.82 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
DarkChem[M+H]+193.88931661259
DarkChem[M-H]-190.11631661259
DeepCCS[M-2H]-232.54630932474
DeepCCS[M+Na]+207.89830932474
AllCCS[M+H]+202.732859911
AllCCS[M+H-H2O]+200.532859911
AllCCS[M+NH4]+204.732859911
AllCCS[M+Na]+205.332859911
AllCCS[M-H]-203.132859911
AllCCS[M+Na-2H]-204.832859911
AllCCS[M+HCOO]-206.832859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
5alpha-Cholest-7-en-3-oneCC(C)CCCC(C)C1CCC2C3=CCC4CC(=O)CCC4(C)C3CCC12C3238.8Standard polar33892256
5alpha-Cholest-7-en-3-oneCC(C)CCCC(C)C1CCC2C3=CCC4CC(=O)CCC4(C)C3CCC12C3154.2Standard non polar33892256
5alpha-Cholest-7-en-3-oneCC(C)CCCC(C)C1CCC2C3=CCC4CC(=O)CCC4(C)C3CCC12C3185.1Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
5alpha-Cholest-7-en-3-one,1TMS,isomer #1CC(C)CCCC(C)C1CCC2C3=CCC4CC(O[Si](C)(C)C)=CCC4(C)C3CCC21C3252.2Semi standard non polar33892256
5alpha-Cholest-7-en-3-one,1TMS,isomer #1CC(C)CCCC(C)C1CCC2C3=CCC4CC(O[Si](C)(C)C)=CCC4(C)C3CCC21C3066.8Standard non polar33892256
5alpha-Cholest-7-en-3-one,1TMS,isomer #2CC(C)CCCC(C)C1CCC2C3=CCC4C=C(O[Si](C)(C)C)CCC4(C)C3CCC21C3259.7Semi standard non polar33892256
5alpha-Cholest-7-en-3-one,1TMS,isomer #2CC(C)CCCC(C)C1CCC2C3=CCC4C=C(O[Si](C)(C)C)CCC4(C)C3CCC21C3101.5Standard non polar33892256
5alpha-Cholest-7-en-3-one,1TBDMS,isomer #1CC(C)CCCC(C)C1CCC2C3=CCC4CC(O[Si](C)(C)C(C)(C)C)=CCC4(C)C3CCC21C3494.5Semi standard non polar33892256
5alpha-Cholest-7-en-3-one,1TBDMS,isomer #1CC(C)CCCC(C)C1CCC2C3=CCC4CC(O[Si](C)(C)C(C)(C)C)=CCC4(C)C3CCC21C3262.1Standard non polar33892256
5alpha-Cholest-7-en-3-one,1TBDMS,isomer #2CC(C)CCCC(C)C1CCC2C3=CCC4C=C(O[Si](C)(C)C(C)(C)C)CCC4(C)C3CCC21C3495.7Semi standard non polar33892256
5alpha-Cholest-7-en-3-one,1TBDMS,isomer #2CC(C)CCCC(C)C1CCC2C3=CCC4C=C(O[Si](C)(C)C(C)(C)C)CCC4(C)C3CCC21C3309.8Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 5alpha-Cholest-7-en-3-one GC-MS (Non-derivatized) - 70eV, Positivesplash10-0aou-2029000000-8109ad0132e737587dcc2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5alpha-Cholest-7-en-3-one 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 - 5alpha-Cholest-7-en-3-one 10V, Positive-QTOFsplash10-000i-0019000000-e7df79f44e8ef4e692732016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5alpha-Cholest-7-en-3-one 20V, Positive-QTOFsplash10-06tr-3119000000-23ba83626537780f97082016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5alpha-Cholest-7-en-3-one 40V, Positive-QTOFsplash10-0ar0-5129000000-cbbbc7ae403fc66537182016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5alpha-Cholest-7-en-3-one 10V, Negative-QTOFsplash10-001i-0009000000-2d7023cd1d3e6763c0f22016-08-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5alpha-Cholest-7-en-3-one 20V, Negative-QTOFsplash10-001i-0009000000-ca8dd34fcc59269b9e5f2016-08-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5alpha-Cholest-7-en-3-one 40V, Negative-QTOFsplash10-0gb9-3019000000-916f0da4109b25f1357a2016-08-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5alpha-Cholest-7-en-3-one 10V, Positive-QTOFsplash10-000i-0009000000-bf2daeb9d484db5467142021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5alpha-Cholest-7-en-3-one 20V, Positive-QTOFsplash10-066r-6239000000-642f694209b2c7b1df1a2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5alpha-Cholest-7-en-3-one 40V, Positive-QTOFsplash10-0a4l-9810000000-1019e86af3d120978a452021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5alpha-Cholest-7-en-3-one 10V, Negative-QTOFsplash10-001i-0009000000-4d7a5f3b63c0fb62f1d72021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5alpha-Cholest-7-en-3-one 20V, Negative-QTOFsplash10-001i-0009000000-4d7a5f3b63c0fb62f1d72021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5alpha-Cholest-7-en-3-one 40V, Negative-QTOFsplash10-001i-0019000000-552551a8419aa0880e782021-09-24Wishart 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 IDFDB019015
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound16657135
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. 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. Dietschy JM, Turley SD: Thematic review series: brain Lipids. Cholesterol metabolism in the central nervous system during early development and in the mature animal. J Lipid Res. 2004 Aug;45(8):1375-97. [PubMed:15254070 ]
  6. O'Byrne SM, Blaner WS: Retinol and retinyl esters: biochemistry and physiology. J Lipid Res. 2013 Jul;54(7):1731-43. doi: 10.1194/jlr.R037648. Epub 2013 Apr 26. [PubMed:23625372 ]
  7. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
  8. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.
  9. Linda T. Welson (2006). Triglycerides and Cholesterol Research. Nova Science Publishers Inc..