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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 20:58:41 UTC
Update Date2022-03-07 02:54:42 UTC
HMDB IDHMDB0035930
Secondary Accession Numbers
  • HMDB35930
Metabolite Identification
Common Namegamma-Taraxastane-3,20-diol
Descriptiongamma-Taraxastane-3,20-diol belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Based on a literature review a small amount of articles have been published on gamma-Taraxastane-3,20-diol.
Structure
Data?1563862794
Synonyms
ValueSource
g-Taraxastane-3,20-diolGenerator
Γ-taraxastane-3,20-diolGenerator
3,5-dibromo-4-HydroxyphenylalanineHMDB
3,5-dibromo-L-TyrosineHMDB
3,5-dibromo-TyrosineHMDB
3,5-DibromotyrosineHMDB
BiotirenHMDB
BromotirenHMDB
DBTHMDB
DibromotirinaHMDB
DibromotyrosineHMDB
Y-taraxastane-3,20-diolHMDB
Chemical FormulaC30H52O2
Average Molecular Weight444.7327
Monoisotopic Molecular Weight444.396730908
IUPAC Name1,2,4a,6a,6b,9,9,12a-octamethyl-docosahydropicene-2,10-diol
Traditional Name1,2,4a,6a,6b,9,9,12a-octamethyl-hexadecahydropicene-2,10-diol
CAS Registry Number10376-47-3
SMILES
CC1C2C3CCC4C5(C)CCC(O)C(C)(C)C5CCC4(C)C3(C)CCC2(C)CCC1(C)O
InChI Identifier
InChI=1S/C30H52O2/c1-19-24-20-9-10-22-27(5)13-12-23(31)25(2,3)21(27)11-14-29(22,7)28(20,6)17-15-26(24,4)16-18-30(19,8)32/h19-24,31-32H,9-18H2,1-8H3
InChI KeyFDNWHCZIHBJRLP-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
  • Tertiary alcohol
  • Cyclic alcohol
  • Secondary alcohol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Alcohol
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Biological location

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point270 - 272 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.00018 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility6.6e-05 g/LALOGPS
logP5.55ALOGPS
logP6.48ChemAxon
logS-6.8ALOGPS
pKa (Strongest Acidic)19.49ChemAxon
pKa (Strongest Basic)-0.49ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area40.46 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity132.81 m³·mol⁻¹ChemAxon
Polarizability55.22 ųChemAxon
Number of Rings5ChemAxon
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]+202.0331661259
DarkChem[M-H]-195.88631661259
DeepCCS[M+H]+218.41630932474
DeepCCS[M-H]-216.05830932474
DeepCCS[M-2H]-250.02330932474
DeepCCS[M+Na]+225.25230932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
gamma-Taraxastane-3,20-diolCC1C2C3CCC4C5(C)CCC(O)C(C)(C)C5CCC4(C)C3(C)CCC2(C)CCC1(C)O2573.1Standard polar33892256
gamma-Taraxastane-3,20-diolCC1C2C3CCC4C5(C)CCC(O)C(C)(C)C5CCC4(C)C3(C)CCC2(C)CCC1(C)O3507.8Standard non polar33892256
gamma-Taraxastane-3,20-diolCC1C2C3CCC4C5(C)CCC(O)C(C)(C)C5CCC4(C)C3(C)CCC2(C)CCC1(C)O3635.5Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
gamma-Taraxastane-3,20-diol,1TMS,isomer #1CC1C2C3CCC4C5(C)CCC(O[Si](C)(C)C)C(C)(C)C5CCC4(C)C3(C)CCC2(C)CCC1(C)O3650.2Semi standard non polar33892256
gamma-Taraxastane-3,20-diol,1TMS,isomer #2CC1C2C3CCC4C5(C)CCC(O)C(C)(C)C5CCC4(C)C3(C)CCC2(C)CCC1(C)O[Si](C)(C)C3658.3Semi standard non polar33892256
gamma-Taraxastane-3,20-diol,2TMS,isomer #1CC1C2C3CCC4C5(C)CCC(O[Si](C)(C)C)C(C)(C)C5CCC4(C)C3(C)CCC2(C)CCC1(C)O[Si](C)(C)C3597.7Semi standard non polar33892256
gamma-Taraxastane-3,20-diol,1TBDMS,isomer #1CC1C2C3CCC4C5(C)CCC(O[Si](C)(C)C(C)(C)C)C(C)(C)C5CCC4(C)C3(C)CCC2(C)CCC1(C)O3862.2Semi standard non polar33892256
gamma-Taraxastane-3,20-diol,1TBDMS,isomer #2CC1C2C3CCC4C5(C)CCC(O)C(C)(C)C5CCC4(C)C3(C)CCC2(C)CCC1(C)O[Si](C)(C)C(C)(C)C3865.5Semi standard non polar33892256
gamma-Taraxastane-3,20-diol,2TBDMS,isomer #1CC1C2C3CCC4C5(C)CCC(O[Si](C)(C)C(C)(C)C)C(C)(C)C5CCC4(C)C3(C)CCC2(C)CCC1(C)O[Si](C)(C)C(C)(C)C4057.1Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - gamma-Taraxastane-3,20-diol GC-MS (Non-derivatized) - 70eV, Positivesplash10-016r-0125900000-3d6176d63a0466b51b302017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - gamma-Taraxastane-3,20-diol GC-MS (2 TMS) - 70eV, Positivesplash10-00di-0021290000-a132446399a4024c9bdd2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - gamma-Taraxastane-3,20-diol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - gamma-Taraxastane-3,20-diol 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 - gamma-Taraxastane-3,20-diol 10V, Positive-QTOFsplash10-004j-0000900000-e9d7cb768f34a250ab072015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - gamma-Taraxastane-3,20-diol 20V, Positive-QTOFsplash10-056r-0225900000-0bfb2bd29ced74936e132015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - gamma-Taraxastane-3,20-diol 40V, Positive-QTOFsplash10-0fb9-0559300000-c0cdcfcdd6bcc017c52f2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - gamma-Taraxastane-3,20-diol 10V, Positive-QTOFsplash10-004j-0000900000-e9d7cb768f34a250ab072015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - gamma-Taraxastane-3,20-diol 20V, Positive-QTOFsplash10-056r-0225900000-0bfb2bd29ced74936e132015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - gamma-Taraxastane-3,20-diol 40V, Positive-QTOFsplash10-0fb9-0559300000-c0cdcfcdd6bcc017c52f2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - gamma-Taraxastane-3,20-diol 10V, Negative-QTOFsplash10-0006-0000900000-5ca83a92d4e9fe4f88862015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - gamma-Taraxastane-3,20-diol 20V, Negative-QTOFsplash10-002f-0000900000-29065b1e308ec8c79d5a2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - gamma-Taraxastane-3,20-diol 40V, Negative-QTOFsplash10-03fr-1002900000-7ef737cce20121a8314c2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - gamma-Taraxastane-3,20-diol 10V, Negative-QTOFsplash10-0006-0000900000-5ca83a92d4e9fe4f88862015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - gamma-Taraxastane-3,20-diol 20V, Negative-QTOFsplash10-002f-0000900000-29065b1e308ec8c79d5a2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - gamma-Taraxastane-3,20-diol 40V, Negative-QTOFsplash10-03fr-1002900000-7ef737cce20121a8314c2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - gamma-Taraxastane-3,20-diol 10V, Negative-QTOFsplash10-0006-0000900000-3701998aaafee1bdb6092021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - gamma-Taraxastane-3,20-diol 20V, Negative-QTOFsplash10-0006-0000900000-3701998aaafee1bdb6092021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - gamma-Taraxastane-3,20-diol 40V, Negative-QTOFsplash10-0006-0000900000-3701998aaafee1bdb6092021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - gamma-Taraxastane-3,20-diol 10V, Positive-QTOFsplash10-056s-0001900000-80cb5aea49eef18023492021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - gamma-Taraxastane-3,20-diol 20V, Positive-QTOFsplash10-0a71-0796600000-a0038e754f3334f7f1c52021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - gamma-Taraxastane-3,20-diol 40V, Positive-QTOFsplash10-0pbi-0922000000-f86968cc5ed47df756482021-09-24Wishart 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 IDFDB014732
KNApSAcK IDC00057748
Chemspider ID35014050
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound14313597
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1852611
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.