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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:34:21 UTC
Update Date2022-03-07 02:52:24 UTC
HMDB IDHMDB0030037
Secondary Accession Numbers
  • HMDB30037
Metabolite Identification
Common NameEuglobal VII
DescriptionEuglobal VII belongs to the class of organic compounds known as germacrane sesquiterpenoids. These are sesquiterpenoids having the germacrane skeleton, with a structure characterized by a cyclodecane ring substituted with an isopropyl and two methyl groups. Euglobal VII is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Data?1563861927
SynonymsNot Available
Chemical FormulaC28H38O5
Average Molecular Weight454.5983
Monoisotopic Molecular Weight454.271924326
IUPAC Name(7Z)-14,16-dihydroxy-3,3,7,11-tetramethyl-15-(3-methylbutanoyl)-19-oxatetracyclo[9.8.0.0²,⁴.0¹³,¹⁸]nonadeca-7,13(18),14,16-tetraene-17-carbaldehyde
Traditional Name(7Z)-14,16-dihydroxy-3,3,7,11-tetramethyl-15-(3-methylbutanoyl)-19-oxatetracyclo[9.8.0.0²,⁴.0¹³,¹⁸]nonadeca-7,13(18),14,16-tetraene-17-carbaldehyde
CAS Registry Number77794-64-0
SMILES
CC(C)CC(=O)C1=C(O)C2=C(OC3C4C(CC\C(C)=C/CCC3(C)C2)C4(C)C)C(C=O)=C1O
InChI Identifier
InChI=1S/C28H38O5/c1-15(2)12-20(30)21-23(31)17-13-28(6)11-7-8-16(3)9-10-19-22(27(19,4)5)26(28)33-25(17)18(14-29)24(21)32/h8,14-15,19,22,26,31-32H,7,9-13H2,1-6H3/b16-8-
InChI KeyJIUCFHYHXVNZMU-PXNMLYILSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as germacrane sesquiterpenoids. These are sesquiterpenoids having the germacrane skeleton, with a structure characterized by a cyclodecane ring substituted with an isopropyl and two methyl groups.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassSesquiterpenoids
Direct ParentGermacrane sesquiterpenoids
Alternative Parents
Substituents
  • Germacrane sesquiterpenoid
  • Butyrophenone
  • Chromane
  • Benzopyran
  • 1-benzopyran
  • Aryl ketone
  • Aryl alkyl ketone
  • Alkyl aryl ether
  • Aryl-aldehyde
  • Benzenoid
  • Vinylogous acid
  • Ketone
  • Organoheterocyclic compound
  • Oxacycle
  • Ether
  • Aldehyde
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic 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 Solubility0.0057 g/LALOGPS
logP5.26ALOGPS
logP8ChemAxon
logS-4.9ALOGPS
pKa (Strongest Acidic)8.44ChemAxon
pKa (Strongest Basic)-3.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area83.83 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity131.21 m³·mol⁻¹ChemAxon
Polarizability51.79 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]+205.47231661259
DarkChem[M-H]-202.09831661259
DeepCCS[M+H]+219.95330932474
DeepCCS[M-H]-217.55730932474
DeepCCS[M-2H]-250.4430932474
DeepCCS[M+Na]+225.93330932474
AllCCS[M+H]+212.132859911
AllCCS[M+H-H2O]+210.132859911
AllCCS[M+NH4]+214.032859911
AllCCS[M+Na]+214.532859911
AllCCS[M-H]-218.932859911
AllCCS[M+Na-2H]-220.232859911
AllCCS[M+HCOO]-221.732859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Euglobal VIICC(C)CC(=O)C1=C(O)C2=C(OC3C4C(CC\C(C)=C/CCC3(C)C2)C4(C)C)C(C=O)=C1O3870.5Standard polar33892256
Euglobal VIICC(C)CC(=O)C1=C(O)C2=C(OC3C4C(CC\C(C)=C/CCC3(C)C2)C4(C)C)C(C=O)=C1O3317.8Standard non polar33892256
Euglobal VIICC(C)CC(=O)C1=C(O)C2=C(OC3C4C(CC\C(C)=C/CCC3(C)C2)C4(C)C)C(C=O)=C1O3389.7Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Euglobal VII,1TMS,isomer #1C/C1=C/CCC2(C)CC3=C(OC2C2C(CC1)C2(C)C)C(C=O)=C(O)C(C(=O)CC(C)C)=C3O[Si](C)(C)C3369.0Semi standard non polar33892256
Euglobal VII,1TMS,isomer #2C/C1=C/CCC2(C)CC3=C(O)C(C(=O)CC(C)C)=C(O[Si](C)(C)C)C(C=O)=C3OC2C2C(CC1)C2(C)C3378.2Semi standard non polar33892256
Euglobal VII,2TMS,isomer #1C/C1=C/CCC2(C)CC3=C(OC2C2C(CC1)C2(C)C)C(C=O)=C(O[Si](C)(C)C)C(C(=O)CC(C)C)=C3O[Si](C)(C)C3399.6Semi standard non polar33892256
Euglobal VII,1TBDMS,isomer #1C/C1=C/CCC2(C)CC3=C(OC2C2C(CC1)C2(C)C)C(C=O)=C(O)C(C(=O)CC(C)C)=C3O[Si](C)(C)C(C)(C)C3588.8Semi standard non polar33892256
Euglobal VII,1TBDMS,isomer #2C/C1=C/CCC2(C)CC3=C(O)C(C(=O)CC(C)C)=C(O[Si](C)(C)C(C)(C)C)C(C=O)=C3OC2C2C(CC1)C2(C)C3598.7Semi standard non polar33892256
Euglobal VII,2TBDMS,isomer #1C/C1=C/CCC2(C)CC3=C(OC2C2C(CC1)C2(C)C)C(C=O)=C(O[Si](C)(C)C(C)(C)C)C(C(=O)CC(C)C)=C3O[Si](C)(C)C(C)(C)C3795.8Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Euglobal VII GC-MS (Non-derivatized) - 70eV, Positivesplash10-01p6-5114900000-d8a245120dccdaf3b1102017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Euglobal VII GC-MS (2 TMS) - 70eV, Positivesplash10-001l-4210090000-9f116ab674c360db978a2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Euglobal VII 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 - Euglobal VII 10V, Positive-QTOFsplash10-0a4r-1092800000-9fea923e332d6597d64e2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Euglobal VII 20V, Positive-QTOFsplash10-052v-7595300000-15c28a5413a2000a93a72016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Euglobal VII 40V, Positive-QTOFsplash10-0aor-9380100000-d99be8939ca40339278a2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Euglobal VII 10V, Negative-QTOFsplash10-0udi-0012900000-efcb9ee921c7eeef127c2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Euglobal VII 20V, Negative-QTOFsplash10-0gb9-4039700000-1627736f3db60d0fe1242016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Euglobal VII 40V, Negative-QTOFsplash10-000j-9472200000-01c1ce1ea7a4382954d92016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Euglobal VII 10V, Negative-QTOFsplash10-0udi-0000900000-0db53eae8610a0e47ec32021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Euglobal VII 20V, Negative-QTOFsplash10-0udi-0004900000-aa0a0952bede4a42d16e2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Euglobal VII 40V, Negative-QTOFsplash10-0006-9014300000-7977e8ee4be3498e97682021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Euglobal VII 10V, Positive-QTOFsplash10-0a4i-0000900000-76cc1ece83f9c07d0f802021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Euglobal VII 20V, Positive-QTOFsplash10-0a4i-0002900000-cb52b55a18453c38a6402021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Euglobal VII 40V, Positive-QTOFsplash10-0pvm-2009000000-b373f02d1700a3c5a7ee2021-09-25Wishart 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 IDFDB001339
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound131750947
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.