(2E,7R,11R)-2-Phyten-1-ol (CHEM029629)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-26 01:17:47 UTC
Update Date2016-11-09 01:18:55 UTC
Accession NumberCHEM029629
Identification
Common Name(2E,7R,11R)-2-Phyten-1-ol
ClassSmall Molecule
DescriptionA diterpenoid that is hexadec-2-en-1-ol substituted by methyl groups at positions 3, 7, 11 and 15.
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
(2E,7R,11R)-3,7,11,15-Tetramethyl-2-hexadecen-1-olChEBI
trans-PhytolChEBI
3,7,11,15-Tetramethylhexadec-2-en-1-olHMDB
(e)-PhytolHMDB
(7R,11R,2E)-PhytolPhytoBank
(E,R,R)-PhytolPhytoBank
Chemical FormulaC20H40O
Average Molecular Mass296.531 g/mol
Monoisotopic Mass296.308 g/mol
CAS Registry Number7541-49-3
IUPAC Name(2E,7R,11R)-3,7,11,15-tetramethylhexadec-2-en-1-ol
Traditional Namephytol
SMILESCC(C)CCCC(C)CCCC(C)CCC\C(C)=C\CO
InChI IdentifierInChI=1S/C20H40O/c1-17(2)9-6-10-18(3)11-7-12-19(4)13-8-14-20(5)15-16-21/h15,17-19,21H,6-14,16H2,1-5H3/b20-15+
InChI KeyBOTWFXYSPFMFNR-HMMYKYKNSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as acyclic diterpenoids. These are diterpenoids (compounds made of four consecutive isoprene units) that do not contain a cycle.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassDiterpenoids
Direct ParentAcyclic diterpenoids
Alternative Parents
Substituents
  • Acyclic diterpenoid
  • Long chain fatty alcohol
  • Fatty alcohol
  • Fatty acyl
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Primary alcohol
  • Organooxygen compound
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.00011 g/LALOGPS
logP7.89ALOGPS
logP7.04ChemAxon
logS-6.4ALOGPS
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 Count13ChemAxon
Refractivity96.24 m³·mol⁻¹ChemAxon
Polarizability40.33 ųChemAxon
Number of Rings0ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - GC-MS (1 TMS)splash10-0006-4900000000-7447218963eba1d74f20Spectrum
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-006x-9700000000-13462fc1cbd6fd4b40fdSpectrum
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-0006-4900000000-7447218963eba1d74f20Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-000x-6970000000-fdad871a8c1dec20de25Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-0w9u-9754000000-d3d00e401c3881a14e52Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-001i-1190000000-012d6cbb70838da78175Spectrum
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-0002-0190000000-7e0502dddd7079c46c0cSpectrum
LC-MS/MSLC-MS/MS Spectrum - n/a 20V, negativesplash10-014i-0090000000-001e551ca75449e4a3e9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-002b-0190000000-9e856f1b9601cc4574ccSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-6690000000-9b70d911525f7693f51fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0aor-9620000000-156ac00c175028d94455Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0090000000-6eed94e81ee36c04f159Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014j-0090000000-9c27bc3d6b3fdea54584Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-01r7-4490000000-4aaf489201cc9b04c2aaSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0090000000-2f702178cb616025d7f3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-0090000000-5d33ba625719de98593bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004j-1290000000-73d0d7e134d9c2e14d77Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0092-3390000000-2c3b2aa940fa73493607Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-06y9-9610000000-0f7ff3ff5cbf2c1745d0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9000000000-4bff76bff84b349363e1Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0002019
FooDB IDFDB031117
Phenol Explorer IDNot Available
KNApSAcK IDC00003467
BiGG IDNot Available
BioCyc IDPHYTOL
METLIN ID391
PDB IDNot Available
Wikipedia LinkPhytol
Chemspider ID4444094
ChEBI ID17327
PubChem Compound ID5280435
Kegg Compound IDC01389
YMDB IDNot Available
ECMDB IDM2MDB005757
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=17015885
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=24333358
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=24392173
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=24422895
5. Gramatica, Paola; Manitto, Paolo; Monti, Diego; Speranza, Giovanna. Microbial-mediated syntheses of EPC. Part 4. Stereoselective total synthesis of natural phytol via double bond reductions by baker's yeast. Tetrahedron (1987), 43(19), 4481-6.
6. Hase J, Kobashi K, Nakai N, Onosaka S: Binding of retinol-binding protein obtained from human urine with vitamin A derivatives and terpenoids. J Biochem. 1976 Feb;79(2):373-80.
7. Baxter JH: Absorption of chlorophyll phytol in normal man and in patients with Refsum's disease. J Lipid Res. 1968 Sep;9(5):636-41.
8. van den Brink DM, van Miert JM, Wanders RJ: A novel assay for the prenatal diagnosis of Sjogren-Larsson syndrome. J Inherit Metab Dis. 2005;28(6):965-9.
9. van den Brink DM, van Miert JN, Dacremont G, Rontani JF, Jansen GA, Wanders RJ: Identification of fatty aldehyde dehydrogenase in the breakdown of phytol to phytanic acid. Mol Genet Metab. 2004 May;82(1):33-7.