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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 23:51:38 UTC
Update Date2022-03-07 02:55:48 UTC
HMDB IDHMDB0038538
Secondary Accession Numbers
  • HMDB38538
Metabolite Identification
Common NameGlycinoprenol 9
DescriptionGlycinoprenol 9 belongs to the class of organic compounds known as polyprenols. These are prenols with more than 4 consecutive isoprene units. Based on a literature review a small amount of articles have been published on Glycinoprenol 9.
Structure
Data?1563863214
SynonymsNot Available
Chemical FormulaC45H80O
Average Molecular Weight637.1161
Monoisotopic Molecular Weight636.620917182
IUPAC Name(2E,6E,10Z,14Z,18Z,22E)-3,7,11,15,19,23,27,31,35-nonamethylhexatriaconta-2,6,10,14,18,22-hexaen-1-ol
Traditional Name(2E,6E,10Z,14Z,18Z,22E)-3,7,11,15,19,23,27,31,35-nonamethylhexatriaconta-2,6,10,14,18,22-hexaen-1-ol
CAS Registry Number121254-96-4
SMILES
CC(C)CCCC(C)CCCC(C)CCC\C(C)=C\CC\C(C)=C/CC\C(C)=C/CC\C(C)=C/CC\C(C)=C\CC\C(C)=C\CO
InChI Identifier
InChI=1S/C45H80O/c1-37(2)19-11-20-38(3)21-12-22-39(4)23-13-24-40(5)25-14-26-41(6)27-15-28-42(7)29-16-30-43(8)31-17-32-44(9)33-18-34-45(10)35-36-46/h25,27,29,31,33,35,37-39,46H,11-24,26,28,30,32,34,36H2,1-10H3/b40-25+,41-27-,42-29-,43-31-,44-33+,45-35+
InChI KeyFWVIPKAFIXXKIW-NSAJWJIGSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as polyprenols. These are prenols with more than 4 consecutive isoprene units.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassPolyprenols
Direct ParentPolyprenols
Alternative Parents
Substituents
  • Polyterpenoid
  • Bactoprenol
  • Polyprenol skeleton
  • Fatty alcohol
  • Fatty acyl
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Primary alcohol
  • Organooxygen compound
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic 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 Solubility3.6e-15 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility7.5e-05 g/LALOGPS
logP10.52ALOGPS
logP15.34ChemAxon
logS-6.9ALOGPS
pKa (Strongest Acidic)16.33ChemAxon
pKa (Strongest Basic)-2.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count28ChemAxon
Refractivity215.25 m³·mol⁻¹ChemAxon
Polarizability84.63 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityNoChemAxon
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]+255.14431661259
DarkChem[M-H]-237.53331661259
DeepCCS[M+H]+271.20730932474
DeepCCS[M-H]-268.81230932474
DeepCCS[M-2H]-301.72630932474
DeepCCS[M+Na]+277.0330932474
AllCCS[M+H]+275.432859911
AllCCS[M+H-H2O]+274.232859911
AllCCS[M+NH4]+276.532859911
AllCCS[M+Na]+276.832859911
AllCCS[M-H]-246.532859911
AllCCS[M+Na-2H]-252.632859911
AllCCS[M+HCOO]-259.432859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Glycinoprenol 9CC(C)CCCC(C)CCCC(C)CCC\C(C)=C\CC\C(C)=C/CC\C(C)=C/CC\C(C)=C/CC\C(C)=C\CC\C(C)=C\CO3754.9Standard polar33892256
Glycinoprenol 9CC(C)CCCC(C)CCCC(C)CCC\C(C)=C\CC\C(C)=C/CC\C(C)=C/CC\C(C)=C/CC\C(C)=C\CC\C(C)=C\CO4166.3Standard non polar33892256
Glycinoprenol 9CC(C)CCCC(C)CCCC(C)CCC\C(C)=C\CC\C(C)=C/CC\C(C)=C/CC\C(C)=C/CC\C(C)=C\CC\C(C)=C\CO4366.2Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Glycinoprenol 9,1TMS,isomer #1C/C(=C/CC/C(C)=C\CC/C(C)=C/CC/C(C)=C/CO[Si](C)(C)C)CC/C=C(/C)CC/C=C(\C)CCCC(C)CCCC(C)CCCC(C)C4348.3Semi standard non polar33892256
Glycinoprenol 9,1TBDMS,isomer #1C/C(=C/CC/C(C)=C\CC/C(C)=C/CC/C(C)=C/CO[Si](C)(C)C(C)(C)C)CC/C=C(/C)CC/C=C(\C)CCCC(C)CCCC(C)CCCC(C)C4570.2Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Glycinoprenol 9 GC-MS (Non-derivatized) - 70eV, Positivesplash10-00di-6894626000-c6bc477965757542563e2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Glycinoprenol 9 GC-MS (TMS_1_1) - 70eV, PositiveNot Available2021-10-17Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Glycinoprenol 9 GC-MS (TBDMS_1_1) - 70eV, PositiveNot Available2021-10-17Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Glycinoprenol 9 GC-MS ("Glycinoprenol 9,1TMS,#1" TMS) - 70eV, PositiveNot Available2021-11-02Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glycinoprenol 9 10V, Positive-QTOFsplash10-014r-0012139000-2d5fef002ee7c38e9eff2016-06-20Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glycinoprenol 9 20V, Positive-QTOFsplash10-014l-4477972000-2f087db062781d4be15f2016-06-20Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glycinoprenol 9 40V, Positive-QTOFsplash10-0fxx-8676891000-fbb09ccf4629257169a42016-06-20Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glycinoprenol 9 10V, Negative-QTOFsplash10-000i-0000009000-18ddfcc465f00c86db792016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glycinoprenol 9 20V, Negative-QTOFsplash10-0a4r-0000009000-e48c5ff6c680f398eca72016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glycinoprenol 9 40V, Negative-QTOFsplash10-0frf-5111198000-3842c5d2ed00c2971d6d2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glycinoprenol 9 10V, Negative-QTOFsplash10-000i-0000009000-89aae5790bd2e80bcf122021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glycinoprenol 9 20V, Negative-QTOFsplash10-000i-0000019000-0479f8f4e7718e7fe6872021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glycinoprenol 9 40V, Negative-QTOFsplash10-01b9-0000291000-5bc9d0cae831a5a5ee952021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glycinoprenol 9 10V, Positive-QTOFsplash10-00kr-1100049000-d8a33d5a7a57cb5adf432021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glycinoprenol 9 20V, Positive-QTOFsplash10-05g0-2101190000-12585492c7643f128fbf2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glycinoprenol 9 40V, Positive-QTOFsplash10-0072-4859550000-85f9e3ba05e4556d8d412021-09-25Wishart 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 IDFDB017924
KNApSAcK IDC00056649
Chemspider ID35014598
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound131752395
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1869221
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.