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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 00:31:25 UTC
Update Date2022-03-07 02:56:05 UTC
HMDB IDHMDB0039155
Secondary Accession Numbers
  • HMDB39155
Metabolite Identification
Common Namear-Artemisene
Descriptionar-Artemisene belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Based on a literature review a small amount of articles have been published on ar-Artemisene.
Structure
Thumb
SynonymsNot Available
Chemical FormulaC20H30
Average Molecular Weight270.4522
Monoisotopic Molecular Weight270.23475096
IUPAC Name1-methyl-4-[(8E)-10-methyl-6-methylideneundec-8-en-2-yl]benzene
Traditional Name1-methyl-4-[(8E)-10-methyl-6-methylideneundec-8-en-2-yl]benzene
CAS Registry Number6089-98-1
SMILES
CC(C)\C=C\CC(=C)CCCC(C)C1=CC=C(C)C=C1
InChI Identifier
InChI=1S/C20H30/c1-16(2)8-6-9-17(3)10-7-11-19(5)20-14-12-18(4)13-15-20/h6,8,12-16,19H,3,7,9-11H2,1-2,4-5H3/b8-6+
InChI KeyKVCMFLFVCBKBMA-SOFGYWHQSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassSesquiterpenoids
Direct ParentSesquiterpenoids
Alternative Parents
Substituents
  • Bisabolane sesquiterpenoid
  • Sesquiterpenoid
  • P-cymene
  • Toluene
  • Benzenoid
  • Monocyclic benzene moiety
  • Aromatic hydrocarbon
  • Branched unsaturated hydrocarbon
  • Cyclic olefin
  • Unsaturated hydrocarbon
  • Olefin
  • Hydrocarbon
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Process
Role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility4.6e-05 g/LALOGPS
logP7.51ALOGPS
logP7.15ChemAxon
logS-6.8ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity92.09 m³·mol⁻¹ChemAxon
Polarizability35.2 ųChemAxon
Number of Rings1ChemAxon
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]+171.71931661259
DarkChem[M-H]-170.41731661259
DeepCCS[M+H]+181.09230932474
DeepCCS[M-H]-178.73430932474
DeepCCS[M-2H]-211.6230932474
DeepCCS[M+Na]+187.18530932474
AllCCS[M+H]+172.432859911
AllCCS[M+H-H2O]+168.932859911
AllCCS[M+NH4]+175.632859911
AllCCS[M+Na]+176.532859911
AllCCS[M-H]-175.732859911
AllCCS[M+Na-2H]-176.432859911
AllCCS[M+HCOO]-177.332859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
ar-ArtemiseneCC(C)\C=C\CC(=C)CCCC(C)C1=CC=C(C)C=C12285.8Standard polar33892256
ar-ArtemiseneCC(C)\C=C\CC(=C)CCCC(C)C1=CC=C(C)C=C11911.6Standard non polar33892256
ar-ArtemiseneCC(C)\C=C\CC(=C)CCCC(C)C1=CC=C(C)C=C11849.7Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - ar-Artemisene GC-MS (Non-derivatized) - 70eV, Positivesplash10-014i-1920000000-705eda5f6c02f9d5ee5a2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - ar-Artemisene GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - ar-Artemisene 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 - ar-Artemisene 10V, Positive-QTOFsplash10-00di-1290000000-cb5b721064e6b49ea6e82016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - ar-Artemisene 20V, Positive-QTOFsplash10-00xr-3930000000-1bd409dbb409fa4ec12a2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - ar-Artemisene 40V, Positive-QTOFsplash10-0gb9-9700000000-83d42e2dbe39b6732aac2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - ar-Artemisene 10V, Negative-QTOFsplash10-014i-0090000000-8fb990c62000212859102016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - ar-Artemisene 20V, Negative-QTOFsplash10-014i-0090000000-a0e19a8f0bf861f329762016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - ar-Artemisene 40V, Negative-QTOFsplash10-1009-4970000000-8169a2b3a1583f2802262016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - ar-Artemisene 10V, Positive-QTOFsplash10-00sl-4930000000-b02fb6d3bf95949ce0f22021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - ar-Artemisene 20V, Positive-QTOFsplash10-0006-9600000000-e187ac5dfcfe1e1cf28c2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - ar-Artemisene 40V, Positive-QTOFsplash10-00kf-9800000000-001e121fc3cbbf7ec9b72021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - ar-Artemisene 10V, Negative-QTOFsplash10-014i-0090000000-6e8153dfb4c02b21ea4a2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - ar-Artemisene 20V, Negative-QTOFsplash10-014i-0290000000-072ac02d5b512cb456862021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - ar-Artemisene 40V, Negative-QTOFsplash10-00kf-8920000000-bbe22a99814b499e23362021-09-25Wishart 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 IDFDB018675
KNApSAcK IDC00055291
Chemspider ID35014754
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound131752566
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.