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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 21:49:25 UTC
Update Date2022-03-07 02:55:00 UTC
HMDB IDHMDB0036659
Secondary Accession Numbers
  • HMDB36659
Metabolite Identification
Common Namealpha-Amyrone
Descriptionalpha-Amyrone, also known as a-amyrone, 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 alpha-Amyrone.
Structure
Data?1563862904
Synonyms
ValueSource
a-AmyroneGenerator
Α-amyroneGenerator
12-Ursen-3-oneHMDB
a-AmyrenoneHMDB
alpha-AmirenoneHMDB
alpha-AmyrenoneHMDB, MeSH
Urs-12-en-3-oneHMDB
Chemical FormulaC30H48O
Average Molecular Weight424.7015
Monoisotopic Molecular Weight424.370516158
IUPAC Name4,4,6a,6b,8a,11,12,14b-octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-one
Traditional Name4,4,6a,6b,8a,11,12,14b-octamethyl-1,2,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydropicen-3-one
CAS Registry Number638-96-0
SMILES
CC1CCC2(C)CCC3(C)C(=CCC4C5(C)CCC(=O)C(C)(C)C5CCC34C)C2C1C
InChI Identifier
InChI=1S/C30H48O/c1-19-11-14-27(5)17-18-29(7)21(25(27)20(19)2)9-10-23-28(6)15-13-24(31)26(3,4)22(28)12-16-30(23,29)8/h9,19-20,22-23,25H,10-18H2,1-8H3
InChI KeyDIFWJJFSELKWGA-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 ketone
  • Ketone
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • 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 Point125 - 126 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility8.9e-05 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility3.5e-05 g/LALOGPS
logP7.3ALOGPS
logP7.95ChemAxon
logS-7.1ALOGPS
pKa (Strongest Acidic)19.96ChemAxon
pKa (Strongest Basic)-7.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity131.16 m³·mol⁻¹ChemAxon
Polarizability53.26 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+200.60331661259
DarkChem[M-H]-195.4131661259
DeepCCS[M-2H]-243.28530932474
DeepCCS[M+Na]+218.51330932474
AllCCS[M+H]+212.032859911
AllCCS[M+H-H2O]+210.132859911
AllCCS[M+NH4]+213.732859911
AllCCS[M+Na]+214.232859911
AllCCS[M-H]-211.232859911
AllCCS[M+Na-2H]-212.932859911
AllCCS[M+HCOO]-214.932859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
alpha-AmyroneCC1CCC2(C)CCC3(C)C(=CCC4C5(C)CCC(=O)C(C)(C)C5CCC34C)C2C1C3277.0Standard polar33892256
alpha-AmyroneCC1CCC2(C)CCC3(C)C(=CCC4C5(C)CCC(=O)C(C)(C)C5CCC34C)C2C1C3417.1Standard non polar33892256
alpha-AmyroneCC1CCC2(C)CCC3(C)C(=CCC4C5(C)CCC(=O)C(C)(C)C5CCC34C)C2C1C3417.3Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
alpha-Amyrone,1TMS,isomer #1CC1CCC2(C)CCC3(C)C(=CCC4C5(C)CC=C(O[Si](C)(C)C)C(C)(C)C5CCC43C)C2C1C3402.3Semi standard non polar33892256
alpha-Amyrone,1TMS,isomer #1CC1CCC2(C)CCC3(C)C(=CCC4C5(C)CC=C(O[Si](C)(C)C)C(C)(C)C5CCC43C)C2C1C3152.8Standard non polar33892256
alpha-Amyrone,1TBDMS,isomer #1CC1CCC2(C)CCC3(C)C(=CCC4C5(C)CC=C(O[Si](C)(C)C(C)(C)C)C(C)(C)C5CCC43C)C2C1C3629.0Semi standard non polar33892256
alpha-Amyrone,1TBDMS,isomer #1CC1CCC2(C)CCC3(C)C(=CCC4C5(C)CC=C(O[Si](C)(C)C(C)(C)C)C(C)(C)C5CCC43C)C2C1C3360.9Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - alpha-Amyrone GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4j-0019400000-5215229a25b5ed6aaae32017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - alpha-Amyrone GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - alpha-Amyrone 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 - alpha-Amyrone 10V, Positive-QTOFsplash10-004i-0011900000-d4e13926a7b9bcbf5bb22015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Amyrone 20V, Positive-QTOFsplash10-0pdi-1129500000-305f7ac51fb7ee18764b2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Amyrone 40V, Positive-QTOFsplash10-0pb9-1229200000-9b27f8b4c515a1f162452015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Amyrone 10V, Positive-QTOFsplash10-004i-0011900000-d4e13926a7b9bcbf5bb22015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Amyrone 20V, Positive-QTOFsplash10-0pdi-1129500000-305f7ac51fb7ee18764b2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Amyrone 40V, Positive-QTOFsplash10-0pb9-1229200000-9b27f8b4c515a1f162452015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Amyrone 10V, Negative-QTOFsplash10-00di-0000900000-454332cf248fdfa284ce2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Amyrone 20V, Negative-QTOFsplash10-00di-0000900000-972695e171f33429553d2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Amyrone 40V, Negative-QTOFsplash10-052f-6009600000-91dc9b0e0f10d3e3f1612015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Amyrone 10V, Negative-QTOFsplash10-00di-0000900000-454332cf248fdfa284ce2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Amyrone 20V, Negative-QTOFsplash10-00di-0000900000-972695e171f33429553d2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Amyrone 40V, Negative-QTOFsplash10-052f-6009600000-91dc9b0e0f10d3e3f1612015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Amyrone 10V, Positive-QTOFsplash10-004i-0011900000-3e8ee66d7e2bcef9040c2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Amyrone 20V, Positive-QTOFsplash10-0zfr-0290200000-f52d85962218207e57f52021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Amyrone 40V, Positive-QTOFsplash10-06zi-3960000000-59c274db7d2aff1333c12021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Amyrone 10V, Negative-QTOFsplash10-00di-0000900000-ae374dd49287e6271d4c2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Amyrone 20V, Negative-QTOFsplash10-00di-0000900000-ae374dd49287e6271d4c2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - alpha-Amyrone 40V, Negative-QTOFsplash10-00di-0000900000-34cb4e809cc43792584c2021-09-24Wishart 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 IDFDB015586
KNApSAcK IDC00029665
Chemspider ID532729
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound612828
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1856271
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.