Record Information
Version1.0
Creation date2010-04-08 22:11:17 UTC
Update date2015-07-20 23:08:16 UTC
Primary IDFDB014472
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name(2E,7R,11R)-2-Phyten-1-ol
DescriptionPhytol is a key acyclic diterpene alcohol that is a precursor for vitamins E and K1. Phytol is an extremely common terpenoid, found in all plants esterified to Chlorophyll to confer lipid solubility[citation needed].; Phytol is a natural linear diterpene alcohol which is used in the preparation of vitamins E and K1. It is also a decomposition product of chlorophyll. It is an oily liquid that is nearly insoluble in water, but soluble in most organic solvents. -- Wikipedia
CAS Number7541-49-3
Structure
Thumb
Synonyms
SynonymSource
(2e,7R,11R)-3,7,11,15-Tetramethyl-2-hexadecen-1-olChEBI
(2E,7R,11R)-3,7,11,15-tetramethylhexadec-2-en-1-olbiospider
(2E)-3,7,11,15-Tetramethyl-2-hexadecen-1-olbiospider
(2E)(7R,11R)-3,7,11,15-tetramethylhexadec-2-en-1-olbiospider
(e)-phytolbiospider
2-Hexadecen-1-ol, 3,7,11,15-tetramethyl-, (2E,7R,11R)-biospider
2-Hexadecen-1-ol, 3,7,11,15-tetramethyl-, (R-(R*,R*-(E)))-biospider
2-Hexadecen-1-ol, 3,7,11,15-tetramethyl-, [R-[R*,R*-(E)]]-biospider
3,7,11,15-teramethyl-2-hexadecene-1-olbiospider
3,7,11,15-Tetramethyl-2-hexadecen-1-olbiospider
3,7,11,15-Tetramethylhexadec-2-en-1-olbiospider
Phytolbiospider
Trans-phytolbiospider
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
Polarizability40.39 ųChemAxon
Number of Rings0ChemAxon
Bioavailability0ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC20H40O
IUPAC name(2E)-3,7,11,15-tetramethylhexadec-2-en-1-ol
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 KeyInChIKey=BOTWFXYSPFMFNR-HMMYKYKNSA-N
Isomeric SMILESCC(C)CCCC(C)CCCC(C)CCC\C(C)=C\CO
Average Molecular Weight297
Monoisotopic Molecular Weight296
Classification
DescriptionThis compound belongs to the class of chemical entities known as acyclic diterpenoids. These are diterpenoids (compounds made of four consecutive isoprene units) that do not contain a cycle.
KingdomChemical entities
Super ClassOrganic compounds
ClassLipids and lipid-like molecules
Sub ClassPrenol lipids
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 DescriptorsNot Available
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateLiquid
Physical DescriptionNot Available
Mass CompositionC 81.01%; H 13.60%; O 5.40%DFC
Melting Point< 25 oC
Boiling PointBp0.02 132°DFC
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical Rotation[a]18D +0.2DFC
Spectroscopic UV Data[neutral] lmax 240 () (MeOH) (Berdy)DFC
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-002b-0190000000-9e856f1b9601cc4574ccView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-6690000000-9b70d911525f7693f51fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0aor-9620000000-156ac00c175028d94455View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0090000000-6eed94e81ee36c04f159View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014j-0090000000-9c27bc3d6b3fdea54584View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-01r7-4490000000-4aaf489201cc9b04c2aaView in MoNA
ChemSpider ID4444094
ChEMBL IDCHEMBL1644111
KEGG Compound IDC01389
Pubchem Compound ID5280435
Pubchem Substance IDNot Available
ChEBI ID17327
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB02019
CRC / DFC (Dictionary of Food Compounds) IDJGX15-B:JRB38-D
EAFUS ID3036
Dr. Duke IDPHYTOL
BIGG IDNot Available
KNApSAcK IDC00003467
HET IDNot Available
Flavornet ID150-86-7
GoodScent IDrw1040391
SuperScent IDNot Available
Wikipedia IDPhytol
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / Bioactivities
DescriptorIDDefinitionReference
cancer preventive35610 A substance that inhibits or prevents the proliferation of neoplasms.DUKE
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
flower
  1. Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
delicate
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
floral
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
balsam
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
powdery
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
waxy
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).