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 Date2012-09-11 20:31:15 UTC
Update Date2022-03-07 02:54:32 UTC
HMDB IDHMDB0035511
Secondary Accession Numbers
  • HMDB35511
Metabolite Identification
Common NameTrametenolic acid B
DescriptionTrametenolic acid B, also known as trametenolate b, belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Trametenolic acid B is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Data?1563862732
Synonyms
ValueSource
Trametenolate bGenerator
(+)-Trametenolic acid bHMDB
3-Hydroxy-(3beta)-lanosta-8,24-dien-21-Oic acidHMDB
3beta-Hydroxylanosta-8,24-dien-21-Oic acidHMDB
Trametenolic acidHMDB
(2R)-2-[(2S,5S,7R,11R,14R,15R)-5-Hydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-14-yl]-6-methylhept-5-enoateGenerator
Trametenolic acid bMeSH
Chemical FormulaC30H48O3
Average Molecular Weight456.7003
Monoisotopic Molecular Weight456.360345402
IUPAC Name(2R)-2-[(2S,5S,7R,11R,14R,15R)-5-hydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-14-yl]-6-methylhept-5-enoic acid
Traditional Name(2R)-2-[(2S,5S,7R,11R,14R,15R)-5-hydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-14-yl]-6-methylhept-5-enoic acid
CAS Registry Number24160-36-9
SMILES
[H][C@@]1(CC[C@@]2(C)C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)C(C)(C)[C@]1([H])CC3)[C@@H](CCC=C(C)C)C(O)=O
InChI Identifier
InChI=1S/C30H48O3/c1-19(2)9-8-10-20(26(32)33)21-13-17-30(7)23-11-12-24-27(3,4)25(31)15-16-28(24,5)22(23)14-18-29(21,30)6/h9,20-21,24-25,31H,8,10-18H2,1-7H3,(H,32,33)/t20-,21-,24+,25+,28-,29-,30+/m1/s1
InChI KeyNBSBUIQBEPROBM-GIICLEHTSA-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 Point258 - 261 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.0025 g/LALOGPS
logP6.62ALOGPS
logP6.64ChemAxon
logS-5.3ALOGPS
pKa (Strongest Acidic)4.85ChemAxon
pKa (Strongest Basic)-0.81ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area57.53 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity136.24 m³·mol⁻¹ChemAxon
Polarizability55.7 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]+213.8231661259
DarkChem[M-H]-206.73131661259
DeepCCS[M-2H]-253.96430932474
DeepCCS[M+Na]+228.39930932474
AllCCS[M+H]+216.532859911
AllCCS[M+H-H2O]+214.832859911
AllCCS[M+NH4]+218.132859911
AllCCS[M+Na]+218.632859911
AllCCS[M-H]-217.632859911
AllCCS[M+Na-2H]-219.932859911
AllCCS[M+HCOO]-222.532859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Trametenolic acid B[H][C@@]1(CC[C@@]2(C)C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)C(C)(C)[C@]1([H])CC3)[C@@H](CCC=C(C)C)C(O)=O3455.1Standard polar33892256
Trametenolic acid B[H][C@@]1(CC[C@@]2(C)C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)C(C)(C)[C@]1([H])CC3)[C@@H](CCC=C(C)C)C(O)=O3485.1Standard non polar33892256
Trametenolic acid B[H][C@@]1(CC[C@@]2(C)C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)C(C)(C)[C@]1([H])CC3)[C@@H](CCC=C(C)C)C(O)=O3619.4Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Trametenolic acid B,1TMS,isomer #1CC(C)=CCC[C@@H](C(=O)O)[C@H]1CC[C@@]2(C)C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O[Si](C)(C)C)C(C)(C)[C@@H]1CC33691.1Semi standard non polar33892256
Trametenolic acid B,1TMS,isomer #2CC(C)=CCC[C@@H](C(=O)O[Si](C)(C)C)[C@H]1CC[C@@]2(C)C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)C(C)(C)[C@@H]1CC33592.0Semi standard non polar33892256
Trametenolic acid B,2TMS,isomer #1CC(C)=CCC[C@@H](C(=O)O[Si](C)(C)C)[C@H]1CC[C@@]2(C)C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O[Si](C)(C)C)C(C)(C)[C@@H]1CC33556.4Semi standard non polar33892256
Trametenolic acid B,1TBDMS,isomer #1CC(C)=CCC[C@@H](C(=O)O)[C@H]1CC[C@@]2(C)C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O[Si](C)(C)C(C)(C)C)C(C)(C)[C@@H]1CC33910.4Semi standard non polar33892256
Trametenolic acid B,1TBDMS,isomer #2CC(C)=CCC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@@]2(C)C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)C(C)(C)[C@@H]1CC33846.3Semi standard non polar33892256
Trametenolic acid B,2TBDMS,isomer #1CC(C)=CCC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@@]2(C)C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O[Si](C)(C)C(C)(C)C)C(C)(C)[C@@H]1CC34063.1Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Trametenolic acid B GC-MS (Non-derivatized) - 70eV, Positivesplash10-002f-2014900000-d0edac78ae2288812cd82017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Trametenolic acid B GC-MS (2 TMS) - 70eV, Positivesplash10-000i-3001290000-59253c4cd87b3df009952017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Trametenolic acid B 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 - Trametenolic acid B 10V, Positive-QTOFsplash10-052r-0002900000-46c4e188726fb6aa19442016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Trametenolic acid B 20V, Positive-QTOFsplash10-02h4-3019700000-679925aba5326a23c2222016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Trametenolic acid B 40V, Positive-QTOFsplash10-00ke-6289200000-1ad09b380b95a0118c792016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Trametenolic acid B 10V, Negative-QTOFsplash10-0a4i-0001900000-d2995a06d3427ca9af9c2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Trametenolic acid B 20V, Negative-QTOFsplash10-06r6-1104900000-3fe3589db6c913a8fb0a2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Trametenolic acid B 40V, Negative-QTOFsplash10-0002-4129300000-ed66d17bdf849d4843232016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Trametenolic acid B 10V, Negative-QTOFsplash10-0a4i-0000900000-7fa08252a20d575365e02021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Trametenolic acid B 20V, Negative-QTOFsplash10-03di-0003900000-f72a2892d45908a2f3bf2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Trametenolic acid B 40V, Negative-QTOFsplash10-03dj-4009600000-e8ec9f285dc13bb2adb02021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Trametenolic acid B 10V, Positive-QTOFsplash10-00kb-1049200000-bc5dce91a28f1b059a092021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Trametenolic acid B 20V, Positive-QTOFsplash10-05ot-9211000000-00517d76946f095c97c82021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Trametenolic acid B 40V, Positive-QTOFsplash10-0005-9101000000-9696ffa7d9cd3dffceca2021-09-25Wishart 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 IDFDB014201
KNApSAcK IDC00023783
Chemspider ID10193870
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound12309443
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.