Hmdb loader
Survey
You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Human Metabolome Database.
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 00:02:37 UTC
Update Date2022-03-07 02:55:53 UTC
HMDB IDHMDB0038707
Secondary Accession Numbers
  • HMDB38707
Metabolite Identification
Common NameGanoderiol F
DescriptionGanoderiol F belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Based on a literature review a significant number of articles have been published on Ganoderiol F.
Structure
Data?1563863244
Synonyms
ValueSource
26,27-Dihydroxylanosta-7,9(11),24-trien-3-oneHMDB
Chemical FormulaC30H46O3
Average Molecular Weight454.6844
Monoisotopic Molecular Weight454.344695338
IUPAC Name14-[7-hydroxy-6-(hydroxymethyl)hept-5-en-2-yl]-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(17),9-dien-5-one
Traditional Name14-[7-hydroxy-6-(hydroxymethyl)hept-5-en-2-yl]-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(17),9-dien-5-one
CAS Registry Number114567-47-4
SMILES
CC(CCC=C(CO)CO)C1CCC2(C)C3=CCC4C(C)(C)C(=O)CCC4(C)C3=CCC12C
InChI Identifier
InChI=1S/C30H46O3/c1-20(8-7-9-21(18-31)19-32)22-12-16-30(6)24-10-11-25-27(2,3)26(33)14-15-28(25,4)23(24)13-17-29(22,30)5/h9-10,13,20,22,25,31-32H,7-8,11-12,14-19H2,1-6H3
InChI KeyJVGJXXNUVVQEIG-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
  • 26-hydroxysteroid
  • Cholane-skeleton
  • Hydroxy bile acid, alcohol, or derivatives
  • Monohydroxy bile acid, alcohol, or derivatives
  • Bile acid, alcohol, or derivatives
  • 3-oxo-delta-7-steroid
  • 3-oxosteroid
  • 14-alpha-methylsteroid
  • 3-oxo-5-alpha-steroid
  • Oxosteroid
  • Delta-7-steroid
  • Steroid
  • Fatty alcohol
  • Fatty acyl
  • Cyclic ketone
  • Ketone
  • Primary alcohol
  • Organic oxygen compound
  • Carbonyl group
  • Hydrocarbon derivative
  • Alcohol
  • Organooxygen compound
  • Organic oxide
  • 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 Point116 - 120 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.0021 g/LALOGPS
logP6.32ALOGPS
logP5.35ChemAxon
logS-5.3ALOGPS
pKa (Strongest Acidic)14.8ChemAxon
pKa (Strongest Basic)-2.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area57.53 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity138.39 m³·mol⁻¹ChemAxon
Polarizability54.53 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+207.78831661259
DarkChem[M-H]-203.95331661259
DeepCCS[M-2H]-246.02830932474
DeepCCS[M+Na]+221.51230932474
AllCCS[M+H]+213.832859911
AllCCS[M+H-H2O]+212.032859911
AllCCS[M+NH4]+215.532859911
AllCCS[M+Na]+216.032859911
AllCCS[M-H]-215.032859911
AllCCS[M+Na-2H]-217.332859911
AllCCS[M+HCOO]-219.932859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Ganoderiol FCC(CCC=C(CO)CO)C1CCC2(C)C3=CCC4C(C)(C)C(=O)CCC4(C)C3=CCC12C3563.2Standard polar33892256
Ganoderiol FCC(CCC=C(CO)CO)C1CCC2(C)C3=CCC4C(C)(C)C(=O)CCC4(C)C3=CCC12C3688.4Standard non polar33892256
Ganoderiol FCC(CCC=C(CO)CO)C1CCC2(C)C3=CCC4C(C)(C)C(=O)CCC4(C)C3=CCC12C3961.3Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Ganoderiol F,1TMS,isomer #1CC(CCC=C(CO)CO[Si](C)(C)C)C1CCC2(C)C3=CCC4C(C)(C)C(=O)CCC4(C)C3=CCC12C3814.3Semi standard non polar33892256
Ganoderiol F,1TMS,isomer #2CC(CCC=C(CO)CO)C1CCC2(C)C3=CCC4C(C)(C)C(O[Si](C)(C)C)=CCC4(C)C3=CCC12C3735.5Semi standard non polar33892256
Ganoderiol F,2TMS,isomer #1CC(CCC=C(CO[Si](C)(C)C)CO[Si](C)(C)C)C1CCC2(C)C3=CCC4C(C)(C)C(=O)CCC4(C)C3=CCC12C3805.4Semi standard non polar33892256
Ganoderiol F,2TMS,isomer #2CC(CCC=C(CO)CO[Si](C)(C)C)C1CCC2(C)C3=CCC4C(C)(C)C(O[Si](C)(C)C)=CCC4(C)C3=CCC12C3717.1Semi standard non polar33892256
Ganoderiol F,3TMS,isomer #1CC(CCC=C(CO[Si](C)(C)C)CO[Si](C)(C)C)C1CCC2(C)C3=CCC4C(C)(C)C(O[Si](C)(C)C)=CCC4(C)C3=CCC12C3710.2Semi standard non polar33892256
Ganoderiol F,3TMS,isomer #1CC(CCC=C(CO[Si](C)(C)C)CO[Si](C)(C)C)C1CCC2(C)C3=CCC4C(C)(C)C(O[Si](C)(C)C)=CCC4(C)C3=CCC12C3585.7Standard non polar33892256
Ganoderiol F,1TBDMS,isomer #1CC(CCC=C(CO)CO[Si](C)(C)C(C)(C)C)C1CCC2(C)C3=CCC4C(C)(C)C(=O)CCC4(C)C3=CCC12C4052.6Semi standard non polar33892256
Ganoderiol F,1TBDMS,isomer #2CC(CCC=C(CO)CO)C1CCC2(C)C3=CCC4C(C)(C)C(O[Si](C)(C)C(C)(C)C)=CCC4(C)C3=CCC12C3968.6Semi standard non polar33892256
Ganoderiol F,2TBDMS,isomer #1CC(CCC=C(CO[Si](C)(C)C(C)(C)C)CO[Si](C)(C)C(C)(C)C)C1CCC2(C)C3=CCC4C(C)(C)C(=O)CCC4(C)C3=CCC12C4280.2Semi standard non polar33892256
Ganoderiol F,2TBDMS,isomer #2CC(CCC=C(CO)CO[Si](C)(C)C(C)(C)C)C1CCC2(C)C3=CCC4C(C)(C)C(O[Si](C)(C)C(C)(C)C)=CCC4(C)C3=CCC12C4199.9Semi standard non polar33892256
Ganoderiol F,3TBDMS,isomer #1CC(CCC=C(CO[Si](C)(C)C(C)(C)C)CO[Si](C)(C)C(C)(C)C)C1CCC2(C)C3=CCC4C(C)(C)C(O[Si](C)(C)C(C)(C)C)=CCC4(C)C3=CCC12C4405.4Semi standard non polar33892256
Ganoderiol F,3TBDMS,isomer #1CC(CCC=C(CO[Si](C)(C)C(C)(C)C)CO[Si](C)(C)C(C)(C)C)C1CCC2(C)C3=CCC4C(C)(C)C(O[Si](C)(C)C(C)(C)C)=CCC4(C)C3=CCC12C4140.6Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Ganoderiol F GC-MS (Non-derivatized) - 70eV, Positivesplash10-002r-0127900000-d0a771cf3de7fe88168e2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Ganoderiol F GC-MS (2 TMS) - 70eV, Positivesplash10-0089-1021190000-342defd23ecd00b8c0502017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Ganoderiol F GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Ganoderiol F 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 F 10V, Positive-QTOFsplash10-0a4r-0001900000-a68d1bc8610d3b3c97be2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ganoderiol F 20V, Positive-QTOFsplash10-0170-2109600000-9b800c36faf6c95d75092015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ganoderiol F 40V, Positive-QTOFsplash10-029i-2239100000-10e095ce652c744dbad72015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ganoderiol F 10V, Negative-QTOFsplash10-0udi-0000900000-2c417ec02ae3a11aed052015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ganoderiol F 20V, Negative-QTOFsplash10-0fk9-0001900000-bb3bb549f293aa384d662015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ganoderiol F 40V, Negative-QTOFsplash10-0a4i-3003900000-0fc96f3945563c93a57f2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ganoderiol F 10V, Positive-QTOFsplash10-0bt9-2901100000-56c70c9453413ede99d32021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ganoderiol F 20V, Positive-QTOFsplash10-0730-2439500000-31aab69965d2a41382d22021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ganoderiol F 40V, Positive-QTOFsplash10-0btc-9686000000-aeb19392f83e7660bcc82021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ganoderiol F 10V, Negative-QTOFsplash10-014i-0000900000-b61c9c3d850eaeb22bb02021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ganoderiol F 20V, Negative-QTOFsplash10-0a4i-0000900000-d6dbddac8afe2a4b4b682021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ganoderiol F 40V, Negative-QTOFsplash10-0pbc-0106900000-dad4aa96eeba46456aba2021-09-22Wishart 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 IDNot Available
KNApSAcK IDC00023862
Chemspider ID413674
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound471008
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.