Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 20:23:09 UTC
Update Date2022-03-07 02:54:29 UTC
HMDB IDHMDB0035406
Secondary Accession Numbers
  • HMDB35406
Metabolite Identification
Common Name3beta-3-Hydroxy-11-oxolanosta-8,24-dien-26-al
Description3beta-3-Hydroxy-11-oxolanosta-8,24-dien-26-al, also known as ganoderic aldehyde a, belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. 3beta-3-Hydroxy-11-oxolanosta-8,24-dien-26-al is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Data?1563862714
Synonyms
ValueSource
3b-3-Hydroxy-11-oxolanosta-8,24-dien-26-alGenerator
3Β-3-hydroxy-11-oxolanosta-8,24-dien-26-alGenerator
(+)-Ganoderic aldehyde aHMDB
Ganoderic aldehyde aHMDB
Chemical FormulaC30H46O3
Average Molecular Weight454.6844
Monoisotopic Molecular Weight454.344695338
IUPAC Name(2Z)-6-{5-hydroxy-2,6,6,11,15-pentamethyl-17-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-14-yl}-2-methylhept-2-enal
Traditional Name(2Z)-6-{5-hydroxy-2,6,6,11,15-pentamethyl-17-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-14-yl}-2-methylhept-2-enal
CAS Registry Number126313-85-7
SMILES
CC(CC\C=C(\C)C=O)C1CCC2(C)C3=C(C(=O)CC12C)C1(C)CCC(O)C(C)(C)C1CC3
InChI Identifier
InChI=1S/C30H46O3/c1-19(18-31)9-8-10-20(2)21-13-16-29(6)22-11-12-24-27(3,4)25(33)14-15-28(24,5)26(22)23(32)17-30(21,29)7/h9,18,20-21,24-25,33H,8,10-17H2,1-7H3/b19-9-
InChI KeyCFBBUWFXWSYJHB-OCKHKDLRSA-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 ParentsNot Available
SubstituentsNot Available
Molecular FrameworkAliphatic homopolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Process
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point131 - 133 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.0018 g/LALOGPS
logP6.14ALOGPS
logP6.07ChemAxon
logS-5.4ALOGPS
pKa (Strongest Acidic)19.55ChemAxon
pKa (Strongest Basic)-0.81ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area54.37 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity136.03 m³·mol⁻¹ChemAxon
Polarizability54.7 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+207.10331661259
DarkChem[M-H]-203.51531661259
DeepCCS[M-2H]-245.1430932474
DeepCCS[M+Na]+220.56530932474
AllCCS[M+H]+216.332859911
AllCCS[M+H-H2O]+214.532859911
AllCCS[M+NH4]+217.932859911
AllCCS[M+Na]+218.432859911
AllCCS[M-H]-215.432859911
AllCCS[M+Na-2H]-217.732859911
AllCCS[M+HCOO]-220.432859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
3beta-3-Hydroxy-11-oxolanosta-8,24-dien-26-alCC(CC\C=C(\C)C=O)C1CCC2(C)C3=C(C(=O)CC12C)C1(C)CCC(O)C(C)(C)C1CC34551.9Standard polar33892256
3beta-3-Hydroxy-11-oxolanosta-8,24-dien-26-alCC(CC\C=C(\C)C=O)C1CCC2(C)C3=C(C(=O)CC12C)C1(C)CCC(O)C(C)(C)C1CC33441.9Standard non polar33892256
3beta-3-Hydroxy-11-oxolanosta-8,24-dien-26-alCC(CC\C=C(\C)C=O)C1CCC2(C)C3=C(C(=O)CC12C)C1(C)CCC(O)C(C)(C)C1CC33855.4Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
3beta-3-Hydroxy-11-oxolanosta-8,24-dien-26-al,1TMS,isomer #1C/C(C=O)=C/CCC(C)C1CCC2(C)C3=C(C(=O)CC12C)C1(C)CCC(O[Si](C)(C)C)C(C)(C)C1CC33804.2Semi standard non polar33892256
3beta-3-Hydroxy-11-oxolanosta-8,24-dien-26-al,1TMS,isomer #2C/C(C=O)=C/CCC(C)C1CCC2(C)C3=C(C(O[Si](C)(C)C)=CC12C)C1(C)CCC(O)C(C)(C)C1CC33683.4Semi standard non polar33892256
3beta-3-Hydroxy-11-oxolanosta-8,24-dien-26-al,2TMS,isomer #1C/C(C=O)=C/CCC(C)C1CCC2(C)C3=C(C(O[Si](C)(C)C)=CC12C)C1(C)CCC(O[Si](C)(C)C)C(C)(C)C1CC33685.3Semi standard non polar33892256
3beta-3-Hydroxy-11-oxolanosta-8,24-dien-26-al,2TMS,isomer #1C/C(C=O)=C/CCC(C)C1CCC2(C)C3=C(C(O[Si](C)(C)C)=CC12C)C1(C)CCC(O[Si](C)(C)C)C(C)(C)C1CC33521.3Standard non polar33892256
3beta-3-Hydroxy-11-oxolanosta-8,24-dien-26-al,1TBDMS,isomer #1C/C(C=O)=C/CCC(C)C1CCC2(C)C3=C(C(=O)CC12C)C1(C)CCC(O[Si](C)(C)C(C)(C)C)C(C)(C)C1CC34021.1Semi standard non polar33892256
3beta-3-Hydroxy-11-oxolanosta-8,24-dien-26-al,1TBDMS,isomer #2C/C(C=O)=C/CCC(C)C1CCC2(C)C3=C(C(O[Si](C)(C)C(C)(C)C)=CC12C)C1(C)CCC(O)C(C)(C)C1CC33916.7Semi standard non polar33892256
3beta-3-Hydroxy-11-oxolanosta-8,24-dien-26-al,2TBDMS,isomer #1C/C(C=O)=C/CCC(C)C1CCC2(C)C3=C(C(O[Si](C)(C)C(C)(C)C)=CC12C)C1(C)CCC(O[Si](C)(C)C(C)(C)C)C(C)(C)C1CC34114.0Semi standard non polar33892256
3beta-3-Hydroxy-11-oxolanosta-8,24-dien-26-al,2TBDMS,isomer #1C/C(C=O)=C/CCC(C)C1CCC2(C)C3=C(C(O[Si](C)(C)C(C)(C)C)=CC12C)C1(C)CCC(O[Si](C)(C)C(C)(C)C)C(C)(C)C1CC33947.3Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 3beta-3-Hydroxy-11-oxolanosta-8,24-dien-26-al GC-MS (Non-derivatized) - 70eV, Positivesplash10-004r-0016900000-a6fe5d4986a1fcbd38c92017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3beta-3-Hydroxy-11-oxolanosta-8,24-dien-26-al GC-MS (1 TMS) - 70eV, Positivesplash10-03di-4114890000-dff327308157f2de5c4f2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3beta-3-Hydroxy-11-oxolanosta-8,24-dien-26-al GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3beta-3-Hydroxy-11-oxolanosta-8,24-dien-26-al 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 - 3beta-3-Hydroxy-11-oxolanosta-8,24-dien-26-al 10V, Positive-QTOFsplash10-052r-0001900000-e33b1e632f89e2dc8f7b2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3beta-3-Hydroxy-11-oxolanosta-8,24-dien-26-al 20V, Positive-QTOFsplash10-05ns-1219700000-f6bc49c662426db11c9e2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3beta-3-Hydroxy-11-oxolanosta-8,24-dien-26-al 40V, Positive-QTOFsplash10-014i-2529500000-19d18ef568139e1e4bda2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3beta-3-Hydroxy-11-oxolanosta-8,24-dien-26-al 10V, Negative-QTOFsplash10-0udi-0000900000-1d0e00d46ec347ccb39f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3beta-3-Hydroxy-11-oxolanosta-8,24-dien-26-al 20V, Negative-QTOFsplash10-0udi-0000900000-ab34d11d377473474d3a2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3beta-3-Hydroxy-11-oxolanosta-8,24-dien-26-al 40V, Negative-QTOFsplash10-05g0-3012900000-12a711d311942771fec52016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3beta-3-Hydroxy-11-oxolanosta-8,24-dien-26-al 10V, Positive-QTOFsplash10-052b-9102200000-ebc512a8269e3667fda32021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3beta-3-Hydroxy-11-oxolanosta-8,24-dien-26-al 20V, Positive-QTOFsplash10-054k-9107100000-ad30b677ff51550bf2b52021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3beta-3-Hydroxy-11-oxolanosta-8,24-dien-26-al 40V, Positive-QTOFsplash10-066r-9527000000-6d1c3ea180f9ee145eb22021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3beta-3-Hydroxy-11-oxolanosta-8,24-dien-26-al 10V, Negative-QTOFsplash10-0f79-0000900000-ad5de3c829479306707f2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3beta-3-Hydroxy-11-oxolanosta-8,24-dien-26-al 20V, Negative-QTOFsplash10-0fi0-0001900000-fd33b7b18ff5f9d1cbf32021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3beta-3-Hydroxy-11-oxolanosta-8,24-dien-26-al 40V, Negative-QTOFsplash10-0udi-1004900000-5448ac30ebc4e480a5dc2021-09-25Wishart 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 IDFDB014081
KNApSAcK IDC00033852
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound131751740
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.