Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 20:49:50 UTC
Update Date2022-03-07 02:54:38 UTC
HMDB IDHMDB0035808
Secondary Accession Numbers
  • HMDB35808
Metabolite Identification
Common NameTomentosolic acid
DescriptionTomentosolic acid, also known as tomentosolate, 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 Tomentosolic acid.
Structure
Data?1563862775
Synonyms
ValueSource
TomentosolateGenerator
19-Dehydroursolic acidHMDB
SanguisorbigeninHMDB
10-Hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydropicene-4a-carboxylateGenerator
19-DehydroursolateGenerator
Chemical FormulaC30H46O3
Average Molecular Weight454.6844
Monoisotopic Molecular Weight454.344695338
IUPAC Name10-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydropicene-4a-carboxylic acid
Traditional Name10-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-4,5,6,7,8,8a,10,11,12,12b,13,14b-dodecahydro-3H-picene-4a-carboxylic acid
CAS Registry Number6812-98-2
SMILES
CC1=C(C)C2C3=CCC4C5(C)CCC(O)C(C)(C)C5CCC4(C)C3(C)CCC2(CC1)C(O)=O
InChI Identifier
InChI=1S/C30H46O3/c1-18-10-15-30(25(32)33)17-16-28(6)20(24(30)19(18)2)8-9-22-27(5)13-12-23(31)26(3,4)21(27)11-14-29(22,28)7/h8,21-24,31H,9-17H2,1-7H3,(H,32,33)
InChI KeyHKJOHXSLBNLQHF-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
  • Cyclic alcohol
  • Secondary alcohol
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • 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 Point284.5 - 286 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.0029 g/LALOGPS
logP6.41ALOGPS
logP6.13ChemAxon
logS-5.2ALOGPS
pKa (Strongest Acidic)4.71ChemAxon
pKa (Strongest Basic)-0.84ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area57.53 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity134.28 m³·mol⁻¹ChemAxon
Polarizability54.18 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]+206.7231661259
DarkChem[M-H]-199.98931661259
DeepCCS[M+H]+214.6830932474
DeepCCS[M-H]-212.32230932474
DeepCCS[M-2H]-245.55530932474
DeepCCS[M+Na]+220.78330932474
AllCCS[M+H]+214.232859911
AllCCS[M+H-H2O]+212.432859911
AllCCS[M+NH4]+215.832859911
AllCCS[M+Na]+216.332859911
AllCCS[M-H]-214.232859911
AllCCS[M+Na-2H]-216.032859911
AllCCS[M+HCOO]-218.132859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Tomentosolic acidCC1=C(C)C2C3=CCC4C5(C)CCC(O)C(C)(C)C5CCC4(C)C3(C)CCC2(CC1)C(O)=O3313.1Standard polar33892256
Tomentosolic acidCC1=C(C)C2C3=CCC4C5(C)CCC(O)C(C)(C)C5CCC4(C)C3(C)CCC2(CC1)C(O)=O3588.0Standard non polar33892256
Tomentosolic acidCC1=C(C)C2C3=CCC4C5(C)CCC(O)C(C)(C)C5CCC4(C)C3(C)CCC2(CC1)C(O)=O3737.2Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Tomentosolic acid,1TMS,isomer #1CC1=C(C)C2C3=CCC4C5(C)CCC(O[Si](C)(C)C)C(C)(C)C5CCC4(C)C3(C)CCC2(C(=O)O)CC13804.2Semi standard non polar33892256
Tomentosolic acid,1TMS,isomer #2CC1=C(C)C2C3=CCC4C5(C)CCC(O)C(C)(C)C5CCC4(C)C3(C)CCC2(C(=O)O[Si](C)(C)C)CC13675.2Semi standard non polar33892256
Tomentosolic acid,2TMS,isomer #1CC1=C(C)C2C3=CCC4C5(C)CCC(O[Si](C)(C)C)C(C)(C)C5CCC4(C)C3(C)CCC2(C(=O)O[Si](C)(C)C)CC13582.0Semi standard non polar33892256
Tomentosolic acid,1TBDMS,isomer #1CC1=C(C)C2C3=CCC4C5(C)CCC(O[Si](C)(C)C(C)(C)C)C(C)(C)C5CCC4(C)C3(C)CCC2(C(=O)O)CC14024.4Semi standard non polar33892256
Tomentosolic acid,1TBDMS,isomer #2CC1=C(C)C2C3=CCC4C5(C)CCC(O)C(C)(C)C5CCC4(C)C3(C)CCC2(C(=O)O[Si](C)(C)C(C)(C)C)CC13925.7Semi standard non polar33892256
Tomentosolic acid,2TBDMS,isomer #1CC1=C(C)C2C3=CCC4C5(C)CCC(O[Si](C)(C)C(C)(C)C)C(C)(C)C5CCC4(C)C3(C)CCC2(C(=O)O[Si](C)(C)C(C)(C)C)CC14069.2Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Tomentosolic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-004r-0022900000-ebcbe857c30d5a5350782017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Tomentosolic acid GC-MS (2 TMS) - 70eV, Positivesplash10-001i-1001190000-7bd1351d71d41632dd792017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Tomentosolic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Tomentosolic acid 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 - Tomentosolic acid 10V, Positive-QTOFsplash10-0a4r-0001900000-29267cbc8a23c2bd356c2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tomentosolic acid 20V, Positive-QTOFsplash10-052u-0005900000-4ff674c42b749934ff482016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tomentosolic acid 40V, Positive-QTOFsplash10-0fau-5239600000-7299aba50a274fe56e402016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tomentosolic acid 10V, Negative-QTOFsplash10-0udi-0000900000-219d820df253a3e9d15b2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tomentosolic acid 20V, Negative-QTOFsplash10-0pbc-0003900000-994ac6d62c990b17364e2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tomentosolic acid 40V, Negative-QTOFsplash10-0006-2008900000-6636c0c7eae8d3da52af2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tomentosolic acid 10V, Positive-QTOFsplash10-0a4i-0000900000-b513fe9d9f0a9f3015222021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tomentosolic acid 20V, Positive-QTOFsplash10-000i-0692200000-845e9713cd3caf8452512021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tomentosolic acid 40V, Positive-QTOFsplash10-000i-1950000000-b31661ebb3b68ea376ce2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tomentosolic acid 10V, Negative-QTOFsplash10-0udi-0000900000-896a352facf680cb901f2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tomentosolic acid 20V, Negative-QTOFsplash10-0udi-0000900000-29c10783f261f79087972021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tomentosolic acid 40V, Negative-QTOFsplash10-0pb9-0001900000-49941bfa376afc3290f22021-09-24Wishart 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 IDFDB014564
KNApSAcK IDC00052565
Chemspider ID35014025
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound12315243
PDB IDNot Available
ChEBI ID172013
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.