Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:35:05 UTC
Update Date2022-03-07 02:52:26 UTC
HMDB IDHMDB0030151
Secondary Accession Numbers
  • HMDB30151
Metabolite Identification
Common Namebeta-Sitosterol acetate
Descriptionbeta-Sitosterol acetate, also known as acetyl-beta -sitosterol or sitosterol,beta, acetate, belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. beta-Sitosterol acetate is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Data?1563861945
Synonyms
ValueSource
b-Sitosterol acetateGenerator
b-Sitosterol acetic acidGenerator
beta-Sitosterol acetic acidGenerator
Β-sitosterol acetateGenerator
Β-sitosterol acetic acidGenerator
3beta -Acetoxystigmast-5-eneHMDB
3beta-Acetoxystigmast-5-eneHMDB
Acetyl-beta -sitosterolHMDB
Acetyl-beta-sitosterolHMDB
beta -Sitosterol 3-acetateHMDB
beta -Sitosterol acetateHMDB
beta -Sitosterol, acetateHMDB
beta -Sitosteryl acetateHMDB
beta -Stitosteryl acetateHMDB
beta-Sitosterol 3-acetateHMDB
beta-Sitosteryl acetateHMDB
Sitosterol acetateHMDB
Sitosterol,beta , acetateHMDB
Sitosterol,beta, acetateHMDB
Sitosteryl acetateHMDB
Stigmast-5-en-3-beta-yl acetateHMDB
Stigmast-5-en-3-ol, acetateHMDB
Stigmast-5-en-3-ol, acetate (8ci)HMDB
Stigmast-5-en-3-ol, acetate, (3beta)- (9ci)HMDB
Stigmast-5-en-3-yl acetateHMDB
Stigmast-5-en-3beta -ol, acetateHMDB
Stigmast-5-en-3beta -yl acetateHMDB
Stigmast-5-en-3beta-ol, acetateHMDB
Stigmast-5-en-3beta-yl acetateHMDB
14-(5-Ethyl-6-methylheptan-2-yl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl acetic acidGenerator
Chemical FormulaC31H52O2
Average Molecular Weight456.7434
Monoisotopic Molecular Weight456.396730908
IUPAC Name14-(5-ethyl-6-methylheptan-2-yl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl acetate
Traditional Name14-(5-ethyl-6-methylheptan-2-yl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl acetate
CAS Registry Number915-05-9
SMILES
CCC(CCC(C)C1CCC2C3CC=C4CC(CCC4(C)C3CCC12C)OC(C)=O)C(C)C
InChI Identifier
InChI=1S/C31H52O2/c1-8-23(20(2)3)10-9-21(4)27-13-14-28-26-12-11-24-19-25(33-22(5)32)15-17-30(24,6)29(26)16-18-31(27,28)7/h11,20-21,23,25-29H,8-10,12-19H2,1-7H3
InChI KeyPBWOIPCULUXTNY-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassTriterpenoids
Direct ParentTriterpenoids
Alternative Parents
Substituents
  • Triterpenoid
  • C24-propyl-sterol-skeleton
  • Steroid ester
  • Steroid
  • Delta-5-steroid
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Process
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point134 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility9.8e-06 g/LALOGPS
logP7.71ALOGPS
logP8.29ChemAxon
logS-7.7ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity138.92 m³·mol⁻¹ChemAxon
Polarizability58.38 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+208.20231661259
DarkChem[M-H]-204.34931661259
DeepCCS[M-2H]-250.14330932474
DeepCCS[M+Na]+225.37230932474
AllCCS[M+H]+219.132859911
AllCCS[M+H-H2O]+217.432859911
AllCCS[M+NH4]+220.632859911
AllCCS[M+Na]+221.032859911
AllCCS[M-H]-209.332859911
AllCCS[M+Na-2H]-212.132859911
AllCCS[M+HCOO]-215.332859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
beta-Sitosterol acetateCCC(CCC(C)C1CCC2C3CC=C4CC(CCC4(C)C3CCC12C)OC(C)=O)C(C)C3383.0Standard polar33892256
beta-Sitosterol acetateCCC(CCC(C)C1CCC2C3CC=C4CC(CCC4(C)C3CCC12C)OC(C)=O)C(C)C3292.3Standard non polar33892256
beta-Sitosterol acetateCCC(CCC(C)C1CCC2C3CC=C4CC(CCC4(C)C3CCC12C)OC(C)=O)C(C)C3433.4Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - beta-Sitosterol acetate GC-MS (Non-derivatized) - 70eV, Positivesplash10-002f-5209800000-eab30f0227f5df09a5972017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - beta-Sitosterol acetate 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 - beta-Sitosterol acetate 10V, Positive-QTOFsplash10-0aor-1003900000-d6aab6800e421ed647842016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - beta-Sitosterol acetate 20V, Positive-QTOFsplash10-0002-5109300000-5654fd945d22f7022e992016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - beta-Sitosterol acetate 40V, Positive-QTOFsplash10-00kb-9168000000-818d9b4fb568e64888102016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - beta-Sitosterol acetate 10V, Negative-QTOFsplash10-0bt9-1000900000-d78d858a779a2258ed0b2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - beta-Sitosterol acetate 20V, Negative-QTOFsplash10-08fr-2001900000-935680945898a166eb972016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - beta-Sitosterol acetate 40V, Negative-QTOFsplash10-06r5-9008300000-a6a1e12bff781dcf795a2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - beta-Sitosterol acetate 10V, Negative-QTOFsplash10-0a4j-4009800000-da068be0b0dfc95547be2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - beta-Sitosterol acetate 20V, Negative-QTOFsplash10-0a4i-9000100000-3e4b5f1dcac56c94678b2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - beta-Sitosterol acetate 40V, Negative-QTOFsplash10-0a4l-9000000000-83186f964537081b52ba2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - beta-Sitosterol acetate 10V, Positive-QTOFsplash10-0aor-0007900000-3bd55f5fa1b3cb8bc01c2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - beta-Sitosterol acetate 20V, Positive-QTOFsplash10-0aor-9127300000-5a2199c7d3715d42f60d2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - beta-Sitosterol acetate 40V, Positive-QTOFsplash10-0a4l-9304000000-bb7d29a46b3f629071282021-09-22Wishart 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 IDFDB001959
KNApSAcK IDNot Available
Chemspider ID454631
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound521199
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. (). 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.