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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 20:17:18 UTC
Update Date2022-03-07 02:54:28 UTC
HMDB IDHMDB0035326
Secondary Accession Numbers
  • HMDB35326
Metabolite Identification
Common NameGanoderiol A
DescriptionGanoderiol A belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing 8 isoprene units. Ganoderiol A is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Data?1563862701
Synonyms
ValueSource
(+)-Ganoderiol aHMDB
5alpha-Lanosta-7,9(11)-diene-3beta,24,25,26-tetraolHMDB
Chemical FormulaC30H50O4
Average Molecular Weight474.7156
Monoisotopic Molecular Weight474.370910088
IUPAC Name6-{5-hydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(17),9-dien-14-yl}-2-methylheptane-1,2,3-triol
Traditional Name6-{5-hydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(17),9-dien-14-yl}-2-methylheptane-1,2,3-triol
CAS Registry NumberNot Available
SMILES
CC(CCC(O)C(C)(O)CO)C1CCC2(C)C3=CCC4C(C)(C)C(O)CCC4(C)C3=CCC12C
InChI Identifier
InChI=1S/C30H50O4/c1-19(8-11-25(33)30(7,34)18-31)20-12-16-29(6)22-9-10-23-26(2,3)24(32)14-15-27(23,4)21(22)13-17-28(20,29)5/h9,13,19-20,23-25,31-34H,8,10-12,14-18H2,1-7H3
InChI KeyVMEFPSOTFFVAQJ-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing 8 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 Point232 - 234 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.0057 g/LALOGPS
logP5.89ALOGPS
logP4.16ChemAxon
logS-4.9ALOGPS
pKa (Strongest Acidic)13.19ChemAxon
pKa (Strongest Basic)-0.78ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area80.92 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity139.55 m³·mol⁻¹ChemAxon
Polarizability56.95 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+211.32231661259
DarkChem[M-H]-205.70931661259
DeepCCS[M-2H]-245.26530932474
DeepCCS[M+Na]+220.49230932474
AllCCS[M+H]+218.732859911
AllCCS[M+H-H2O]+217.132859911
AllCCS[M+NH4]+220.232859911
AllCCS[M+Na]+220.632859911
AllCCS[M-H]-213.832859911
AllCCS[M+Na-2H]-216.632859911
AllCCS[M+HCOO]-219.832859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Ganoderiol ACC(CCC(O)C(C)(O)CO)C1CCC2(C)C3=CCC4C(C)(C)C(O)CCC4(C)C3=CCC12C4445.2Standard polar33892256
Ganoderiol ACC(CCC(O)C(C)(O)CO)C1CCC2(C)C3=CCC4C(C)(C)C(O)CCC4(C)C3=CCC12C3617.9Standard non polar33892256
Ganoderiol ACC(CCC(O)C(C)(O)CO)C1CCC2(C)C3=CCC4C(C)(C)C(O)CCC4(C)C3=CCC12C4001.5Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Ganoderiol A,1TMS,isomer #1CC(CCC(O[Si](C)(C)C)C(C)(O)CO)C1CCC2(C)C3=CCC4C(C)(CCC(O)C4(C)C)C3=CCC12C3889.3Semi standard non polar33892256
Ganoderiol A,1TMS,isomer #2CC(CCC(O)C(C)(CO)O[Si](C)(C)C)C1CCC2(C)C3=CCC4C(C)(CCC(O)C4(C)C)C3=CCC12C3897.8Semi standard non polar33892256
Ganoderiol A,1TMS,isomer #3CC(CCC(O)C(C)(O)CO[Si](C)(C)C)C1CCC2(C)C3=CCC4C(C)(CCC(O)C4(C)C)C3=CCC12C3882.8Semi standard non polar33892256
Ganoderiol A,1TMS,isomer #4CC(CCC(O)C(C)(O)CO)C1CCC2(C)C3=CCC4C(C)(CCC(O[Si](C)(C)C)C4(C)C)C3=CCC12C3893.6Semi standard non polar33892256
Ganoderiol A,2TMS,isomer #1CC(CCC(O[Si](C)(C)C)C(C)(CO)O[Si](C)(C)C)C1CCC2(C)C3=CCC4C(C)(CCC(O)C4(C)C)C3=CCC12C3879.2Semi standard non polar33892256
Ganoderiol A,2TMS,isomer #2CC(CCC(O[Si](C)(C)C)C(C)(O)CO[Si](C)(C)C)C1CCC2(C)C3=CCC4C(C)(CCC(O)C4(C)C)C3=CCC12C3866.3Semi standard non polar33892256
Ganoderiol A,2TMS,isomer #3CC(CCC(O[Si](C)(C)C)C(C)(O)CO)C1CCC2(C)C3=CCC4C(C)(CCC(O[Si](C)(C)C)C4(C)C)C3=CCC12C3830.8Semi standard non polar33892256
Ganoderiol A,2TMS,isomer #4CC(CCC(O)C(C)(CO[Si](C)(C)C)O[Si](C)(C)C)C1CCC2(C)C3=CCC4C(C)(CCC(O)C4(C)C)C3=CCC12C3897.0Semi standard non polar33892256
Ganoderiol A,2TMS,isomer #5CC(CCC(O)C(C)(CO)O[Si](C)(C)C)C1CCC2(C)C3=CCC4C(C)(CCC(O[Si](C)(C)C)C4(C)C)C3=CCC12C3837.9Semi standard non polar33892256
Ganoderiol A,2TMS,isomer #6CC(CCC(O)C(C)(O)CO[Si](C)(C)C)C1CCC2(C)C3=CCC4C(C)(CCC(O[Si](C)(C)C)C4(C)C)C3=CCC12C3812.9Semi standard non polar33892256
Ganoderiol A,3TMS,isomer #1CC(CCC(O[Si](C)(C)C)C(C)(CO[Si](C)(C)C)O[Si](C)(C)C)C1CCC2(C)C3=CCC4C(C)(CCC(O)C4(C)C)C3=CCC12C3900.2Semi standard non polar33892256
Ganoderiol A,3TMS,isomer #2CC(CCC(O[Si](C)(C)C)C(C)(CO)O[Si](C)(C)C)C1CCC2(C)C3=CCC4C(C)(CCC(O[Si](C)(C)C)C4(C)C)C3=CCC12C3778.6Semi standard non polar33892256
Ganoderiol A,3TMS,isomer #3CC(CCC(O[Si](C)(C)C)C(C)(O)CO[Si](C)(C)C)C1CCC2(C)C3=CCC4C(C)(CCC(O[Si](C)(C)C)C4(C)C)C3=CCC12C3741.9Semi standard non polar33892256
Ganoderiol A,3TMS,isomer #4CC(CCC(O)C(C)(CO[Si](C)(C)C)O[Si](C)(C)C)C1CCC2(C)C3=CCC4C(C)(CCC(O[Si](C)(C)C)C4(C)C)C3=CCC12C3801.7Semi standard non polar33892256
Ganoderiol A,4TMS,isomer #1CC(CCC(O[Si](C)(C)C)C(C)(CO[Si](C)(C)C)O[Si](C)(C)C)C1CCC2(C)C3=CCC4C(C)(CCC(O[Si](C)(C)C)C4(C)C)C3=CCC12C3796.6Semi standard non polar33892256
Ganoderiol A,1TBDMS,isomer #1CC(CCC(O[Si](C)(C)C(C)(C)C)C(C)(O)CO)C1CCC2(C)C3=CCC4C(C)(CCC(O)C4(C)C)C3=CCC12C4116.6Semi standard non polar33892256
Ganoderiol A,1TBDMS,isomer #2CC(CCC(O)C(C)(CO)O[Si](C)(C)C(C)(C)C)C1CCC2(C)C3=CCC4C(C)(CCC(O)C4(C)C)C3=CCC12C4123.5Semi standard non polar33892256
Ganoderiol A,1TBDMS,isomer #3CC(CCC(O)C(C)(O)CO[Si](C)(C)C(C)(C)C)C1CCC2(C)C3=CCC4C(C)(CCC(O)C4(C)C)C3=CCC12C4104.1Semi standard non polar33892256
Ganoderiol A,1TBDMS,isomer #4CC(CCC(O)C(C)(O)CO)C1CCC2(C)C3=CCC4C(C)(CCC(O[Si](C)(C)C(C)(C)C)C4(C)C)C3=CCC12C4102.5Semi standard non polar33892256
Ganoderiol A,2TBDMS,isomer #1CC(CCC(O[Si](C)(C)C(C)(C)C)C(C)(CO)O[Si](C)(C)C(C)(C)C)C1CCC2(C)C3=CCC4C(C)(CCC(O)C4(C)C)C3=CCC12C4337.2Semi standard non polar33892256
Ganoderiol A,2TBDMS,isomer #2CC(CCC(O[Si](C)(C)C(C)(C)C)C(C)(O)CO[Si](C)(C)C(C)(C)C)C1CCC2(C)C3=CCC4C(C)(CCC(O)C4(C)C)C3=CCC12C4321.1Semi standard non polar33892256
Ganoderiol A,2TBDMS,isomer #3CC(CCC(O[Si](C)(C)C(C)(C)C)C(C)(O)CO)C1CCC2(C)C3=CCC4C(C)(CCC(O[Si](C)(C)C(C)(C)C)C4(C)C)C3=CCC12C4275.6Semi standard non polar33892256
Ganoderiol A,2TBDMS,isomer #4CC(CCC(O)C(C)(CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C1CCC2(C)C3=CCC4C(C)(CCC(O)C4(C)C)C3=CCC12C4348.6Semi standard non polar33892256
Ganoderiol A,2TBDMS,isomer #5CC(CCC(O)C(C)(CO)O[Si](C)(C)C(C)(C)C)C1CCC2(C)C3=CCC4C(C)(CCC(O[Si](C)(C)C(C)(C)C)C4(C)C)C3=CCC12C4274.3Semi standard non polar33892256
Ganoderiol A,2TBDMS,isomer #6CC(CCC(O)C(C)(O)CO[Si](C)(C)C(C)(C)C)C1CCC2(C)C3=CCC4C(C)(CCC(O[Si](C)(C)C(C)(C)C)C4(C)C)C3=CCC12C4257.8Semi standard non polar33892256
Ganoderiol A,3TBDMS,isomer #1CC(CCC(O[Si](C)(C)C(C)(C)C)C(C)(CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C1CCC2(C)C3=CCC4C(C)(CCC(O)C4(C)C)C3=CCC12C4562.3Semi standard non polar33892256
Ganoderiol A,3TBDMS,isomer #2CC(CCC(O[Si](C)(C)C(C)(C)C)C(C)(CO)O[Si](C)(C)C(C)(C)C)C1CCC2(C)C3=CCC4C(C)(CCC(O[Si](C)(C)C(C)(C)C)C4(C)C)C3=CCC12C4432.5Semi standard non polar33892256
Ganoderiol A,3TBDMS,isomer #3CC(CCC(O[Si](C)(C)C(C)(C)C)C(C)(O)CO[Si](C)(C)C(C)(C)C)C1CCC2(C)C3=CCC4C(C)(CCC(O[Si](C)(C)C(C)(C)C)C4(C)C)C3=CCC12C4414.1Semi standard non polar33892256
Ganoderiol A,3TBDMS,isomer #4CC(CCC(O)C(C)(CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C1CCC2(C)C3=CCC4C(C)(CCC(O[Si](C)(C)C(C)(C)C)C4(C)C)C3=CCC12C4464.0Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Ganoderiol A GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a6v-4004900000-06181931fa12fe31832d2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Ganoderiol A GC-MS (3 TMS) - 70eV, Positivesplash10-004i-0021019000-2a1f87a447b99707e3522017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Ganoderiol A 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 - Ganoderiol A 10V, Positive-QTOFsplash10-0a6r-0001900000-b8188d13a7d6b04ff7f02016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ganoderiol A 20V, Positive-QTOFsplash10-0a4r-3107900000-2b5360a9798638a68f592016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ganoderiol A 40V, Positive-QTOFsplash10-0pbi-6029300000-5d5b61514990a40cf2e02016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ganoderiol A 10V, Negative-QTOFsplash10-00di-1000900000-d832ef04355fac7081b22016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ganoderiol A 20V, Negative-QTOFsplash10-05dl-4003900000-4f078b62419217864c532016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ganoderiol A 40V, Negative-QTOFsplash10-00fr-9102300000-c8e0e389f32038a219192016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ganoderiol A 10V, Negative-QTOFsplash10-00di-0000900000-7bfa75468afbf488ef572021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ganoderiol A 20V, Negative-QTOFsplash10-05g0-3102900000-8856d8884c74851e36222021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ganoderiol A 40V, Negative-QTOFsplash10-05tr-4006900000-01c6bdc07a215bf2887d2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ganoderiol A 10V, Positive-QTOFsplash10-000f-0601900000-802c0472fc705f33ed202021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ganoderiol A 20V, Positive-QTOFsplash10-001c-9835600000-9f5fd9d0fc81324bf5f42021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ganoderiol A 40V, Positive-QTOFsplash10-00kf-8489000000-3461de4ab7169c7f42132021-09-24Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Extracellular
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 IDFDB013996
KNApSAcK IDC00023857
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound14395297
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.