Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 20:04:07 UTC
Update Date2022-03-07 02:54:22 UTC
HMDB IDHMDB0035124
Secondary Accession Numbers
  • HMDB35124
Metabolite Identification
Common NameMoretenone
DescriptionMoretenone belongs to the class of organic compounds known as hopanoids. These are terpenoids containing hopane skeleton(A'-Neogammacerane), a pentacyclic structure with four cyclohexane rings and one cyclopentane ring (and often, a side chain emerging from C30). Moretenone is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Data?1563862669
Synonyms
ValueSource
21AH-HOP-22(29)-en-3-oneHMDB
Chemical FormulaC30H48O
Average Molecular Weight424.7015
Monoisotopic Molecular Weight424.370516158
IUPAC Name1,2,9,14,18,18-hexamethyl-6-(prop-1-en-2-yl)pentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]henicosan-17-one
Traditional Name1,2,9,14,18,18-hexamethyl-6-(prop-1-en-2-yl)pentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]henicosan-17-one
CAS Registry Number1812-63-1
SMILES
CC(=C)C1CCC2(C)C1CCC1(C)C2CCC2C3(C)CCC(=O)C(C)(C)C3CCC12C
InChI Identifier
InChI=1S/C30H48O/c1-19(2)20-11-15-27(5)21(20)12-17-29(7)23(27)9-10-24-28(6)16-14-25(31)26(3,4)22(28)13-18-30(24,29)8/h20-24H,1,9-18H2,2-8H3
InChI KeyVEVKLOLYYQLRRV-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as hopanoids. These are terpenoids containing hopane skeleton(A'-Neogammacerane), a pentacyclic structure with four cyclohexane rings and one cyclopentane ring (and often, a side chain emerging from C30).
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassHopanoids
Direct ParentHopanoids
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 Point202 - 204 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility9.8e-05 g/LALOGPS
logP6.35ALOGPS
logP8.01ChemAxon
logS-6.6ALOGPS
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 Count1ChemAxon
Refractivity130.09 m³·mol⁻¹ChemAxon
Polarizability53.41 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]+197.15331661259
DarkChem[M-H]-190.89331661259
DeepCCS[M-2H]-238.44230932474
DeepCCS[M+Na]+213.66930932474
AllCCS[M+H]+213.432859911
AllCCS[M+H-H2O]+211.532859911
AllCCS[M+NH4]+215.232859911
AllCCS[M+Na]+215.632859911
AllCCS[M-H]-214.632859911
AllCCS[M+Na-2H]-216.132859911
AllCCS[M+HCOO]-218.032859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
MoretenoneCC(=C)C1CCC2(C)C1CCC1(C)C2CCC2C3(C)CCC(=O)C(C)(C)C3CCC12C2977.2Standard polar33892256
MoretenoneCC(=C)C1CCC2(C)C1CCC1(C)C2CCC2C3(C)CCC(=O)C(C)(C)C3CCC12C3297.0Standard non polar33892256
MoretenoneCC(=C)C1CCC2(C)C1CCC1(C)C2CCC2C3(C)CCC(=O)C(C)(C)C3CCC12C3429.3Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Moretenone,1TMS,isomer #1C=C(C)C1CCC2(C)C1CCC1(C)C2CCC2C3(C)CC=C(O[Si](C)(C)C)C(C)(C)C3CCC21C3393.2Semi standard non polar33892256
Moretenone,1TMS,isomer #1C=C(C)C1CCC2(C)C1CCC1(C)C2CCC2C3(C)CC=C(O[Si](C)(C)C)C(C)(C)C3CCC21C3205.1Standard non polar33892256
Moretenone,1TBDMS,isomer #1C=C(C)C1CCC2(C)C1CCC1(C)C2CCC2C3(C)CC=C(O[Si](C)(C)C(C)(C)C)C(C)(C)C3CCC21C3612.8Semi standard non polar33892256
Moretenone,1TBDMS,isomer #1C=C(C)C1CCC2(C)C1CCC1(C)C2CCC2C3(C)CC=C(O[Si](C)(C)C(C)(C)C)C(C)(C)C3CCC21C3388.3Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Moretenone GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4j-0119400000-e2a951aa8cbc4281b8002017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Moretenone GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Moretenone 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 - Moretenone 10V, Positive-QTOFsplash10-004i-0002900000-79c5d8930871a08feafa2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Moretenone 20V, Positive-QTOFsplash10-057i-0129400000-dd3946be09f9fc264fdd2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Moretenone 40V, Positive-QTOFsplash10-0pwa-1149200000-f4eb661833122ac4751a2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Moretenone 10V, Negative-QTOFsplash10-00di-0000900000-7f8072e52cc82d696f662016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Moretenone 20V, Negative-QTOFsplash10-00di-0000900000-0f7be69216bed67874632016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Moretenone 40V, Negative-QTOFsplash10-0a4l-6009700000-17d97a45e56db0407b7c2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Moretenone 10V, Negative-QTOFsplash10-00di-0000900000-ae374dd49287e6271d4c2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Moretenone 20V, Negative-QTOFsplash10-00di-0000900000-ae374dd49287e6271d4c2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Moretenone 40V, Negative-QTOFsplash10-00di-0000900000-3612f0509c8a8bc2fae12021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Moretenone 10V, Positive-QTOFsplash10-004i-0021900000-d68d045d30d0ed35720c2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Moretenone 20V, Positive-QTOFsplash10-0lfr-3189100000-9edacb0c76f9800c0b792021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Moretenone 40V, Positive-QTOFsplash10-0633-9610000000-7ff42018e3d60aefaa182021-09-23Wishart 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 IDFDB013758
KNApSAcK IDNot Available
Chemspider ID525861
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound604937
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.