Phytol

  • GreenMolBD CID : 575
  • Molecular Formula : C20H40O
  • Molecular Weight : 296.539
  • Exact Molecular Mass : 296.308
  • IUPAC Name : (E,7R,11R)-3,7,11,15-tetramethylhexadec-2-en-1-ol
  • InChI : InChI=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+/t18-,19-/m1/s1
  • InChI Key : BOTWFXYSPFMFNR-PYDDKJGSSA-N
  • Canonical SMILES : CC(C)CCCC(C)CCCC(C)CCCC(=CCO)C
  • Isomeric SMILES : CC(C)CCCC(C)CCCC(C)CCC/C(=C/CO)/C
  • Cross Reference  Pubchem

1. Classification

1.1. Description

This compound 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.

1.2. Taxonomy Tree

1.3. Alternative Parent

Long-chain fatty alcohols; Primary alcohols; Hydrocarbon derivatives;

1.4. Molecular Framework

Aliphatic acyclic compounds

1.5. Substituents

Acyclic diterpenoid; Long chain fatty alcohol; Fatty alcohol; Fatty acyl; Organic oxygen compound; Hydrocarbon derivative; Primary alcohol; Organooxygen compound; Alcohol; Aliphatic acyclic compound

2. Physical Properties

SlogP TPSA HBD HBA nHA nRB nAA nAB SMR vdw_vol vdw_area Density
6.3641 20.23 1 1 21 13 0 0 9.55618 505.1 385.907 0.58709

3. Quantum Information

Heat of Formation Dipole Moment Electronegativity Homo Lumo Hardness
-184.182022 1.96 -4.602 -9.9356 0.7313 5.333

4. Compound Reactivity

DLP nRFG nLMR

5. Topkat Properties

WOE Prediction Ames Prediction DTP Prediction Rat Oral LD50 (g/kg body weight) Rat Inhalational LC50 (mg/m3/h) Chronic LOAEL (g/kg body weight) Skin Irritancy Skin Sensitization Ocular Irritancy Aerobic Biodegradability Prediction Fathead Minnow LC50 (g/l) Daphnia EC50 (mg/l)
Carcinogen Non-Mutagen Non-Toxic 9.42935 8911.1 0.267824 Moderate None None Degradable 2.56E-6 0.801945

6. Drug-Likeliness Test

Lipinski's rule of five Jorgensen's rule of three Goshe filter Veber filter PAINS1 PAINS2 PAINS3
Yes No Yes Yes Yes

7. Synonyms

Name
Phytol
trans-Phytol
(E)-Phytol
150-86-7
CHEBI:17327
(E,7R,11R)-3,7,11,15-tetramethylhexadec-2-en-1-ol
EINECS 205-776-6
2-Hexadecen-1-ol, 3,7,11,15-tetramethyl-, (2E,7R,11R)-
BRN 1726098
AI3-24344
(2E,7R,11R)-3,7,11,15-tetramethyl-2-hexadecen-1-ol
3,7,11,15-Tetramethylhexadec-2-en-1-ol
BOTWFXYSPFMFNR-PYDDKJGSSA-N
AK112311
3R,7R,11R,15-tetramethyl-2E-hexadecen-1-ol
(2E,7R,11R)-3,7,11,15-tetramethylhexadec-2-en-1-ol
(7R,11R,E)-3,7,11,15-Tetramethylhexadec-2-en-1-ol
2-Hexadecen-1-ol, 3,7,11,15-tetramethyl-, (theta-(theta,theta-(E)))-
2-Hexadecen-1-ol, 3,7,11,15-tetramethyl-, (R-(R*,R*-(E)))-
UNII-MZQ4XE15TP
CCRIS 8226
2-Hexadecen-1-ol, 3,7,11,15-tetramethyl-, [R-[R*,R*-(E)]]-
Phytol, E-
(Z,E)-phytol
AC1NQX0N
MZQ4XE15TP
AC1Q1PB5
SCHEMBL22783
SCHEMBL22785
3,7,11,15-teramethyl-2-hexadecene-1-ol-, (2E,7R,11R)-
3,7,11,15-Tetramethyl-2-hexadecen-1-ol-, (2E,7R,11R)-
4-01-00-02208 (Beilstein Handbook Reference)
CHEMBL1644111
DTXSID1040586
MolPort-019-992-228
ZINC3861087
BDBM50041288
AKOS015841769
EBD2203590
LMPR0104010002
AJ-46123
AN-23317
LP075358
LS-109572
P0411
ST24041294
W1330
3,7,11,15-tetramethyl-2-hexadecen-1-ol
3267-EP2305825A1
C01389
A809083
EF32FF86-42DC-475E-935A-5C0AE6F1CAA0
(2E)(7R,11R)-3,7,11,15-tetramethylhexadec-2-en-1-ol
(E,7R,11R)-3,7,11,15-tetramethyl-2-hexadecen-1-ol
UNII-5BC2RZ81NG component BOTWFXYSPFMFNR-PYDDKJGSSA-N
2-Hexadecen-1-ol, 3,7,11,15-tetramethyl-, (R-(R*,R*-(E)))- (9CI)
5016-81-9
2-Hexadecen-1-ol,3,7,11,15-tetramethyl-,[R-[R*, R*-(E)]]
Trans phytol
E-Phytol
AS-18094

8. Compound in Different Plants

Compound Name Plant Name Compound in Plant Parts Ref
Phytol
Acalypha indica L. Leaf 9
Ageratum conyzoides L 22
Ammannia baccifera L. Aerial 1
Argemone maxicana L. Whole Plant 3 , 6
Combretum latifolium Leaf 1
Commelina benghalensis L Leaf 1
Coriandrum sativumĀ Linn. Stem; Leaf 18
Crinum latifolium L.Ā  Leaf 1
Cuscuta reflexa Leaf 1
Ipomoea aquatica Whole Plant 6
Lantana camara L Seed 4
Leea indica Flower 1
Marsilea quadrifolia Leaf 1
Ricinus communis Aerial 4 , 30
Tamarindus indica Leaf 1

9. Targets

ID Target Name Gene Symbol Organism Protein Crystal Complex Activity Values Reference
Potency (nM) Ki (nM) IC50 (nM) Kd (nM) EC50 (nM) kon (M-1-s-1) koff (s-1) Biological Assay DOI Article PMID PubChem AID
420 protein tyrosine phosphatase, non-receptor type 1 PTPN1 Homo sapiens 32.6 1176097

10. Chemical Vendors

SID Source Name Source URL Source Detail Registry ID Source Record URL
316963798ParchemSource URLSource Detail18894Source Record URL
316964490ParchemSource URLSource Detail21525Source Record URL
355046658Yuhao ChemicalSource URLSource DetailLQ0613Source Record URL
300417549Aurora Fine Chemicals LLCSource URLSource DetailA24.088.216Source Record URL
274950523ChemFacesSource URLSource DetailCFN99630Source Record URL
354320364iChemical Technology USA IncSource URLSource DetailEBD2203590Source Record URL
3631187401717 CheMall CorporationSource URLSource DetailBG04306005Source Record URL
3609314291717 CheMall CorporationSource URLSource DetailBG07744096Source Record URL
223659958AN PharmaTechSource URLSource DetailAN-23317Source Record URL
252068296Bide Pharmatech Ltd.Source URLSource DetailBD147977Source Record URL
113853250ABI ChemSource URLSource DetailAC1NQX0NSource Record URL
117367472ABI ChemSource URLSource DetailAC1Q1PB5Source Record URL
321932790AcadechemSource URLSource DetailACDS-061596Source Record URL
374095343Combi-BlocksSource URLSource DetailQV-6979Source Record URL
373568124AmbinterSource URLSource DetailAmb22168683Source Record URL
249860698SyntreeSource URLSource DetailST24041294Source Record URL
162223278Chembase.cnSource URLSource Detail128976Source Record URL
346552247LabNetwork, a WuXi AppTec CompanySource URLSource DetailLN01327663Source Record URL
162190191AK Scientific, Inc. (AKSCI)Source URLSource DetailW1330Source Record URL
151981188AKos Consulting & SolutionsSource URLSource DetailAKOS015841769Source Record URL
57357733NovoSeekSource URLSource Detail5280435Source Record URL
223485130Wolves R&D chemicalSource URLSource DetailEBD2203590Source Record URL
318358164CambridgeChemSource URLSource DetailCB21486Source Record URL
354271063Key Organics/BIONETSource URLSource DetailAS-18094Source Record URL
188932356MolPortSource URLSource DetailMolPort-019-992-228Source Record URL
223555294A&J Pharmtech CO., LTD.Source URLSource DetailAJ-46123Source Record URL
348790437Chemieliva Pharmaceutical Co., LtdSource URLSource DetailPBCM0308588Source Record URL
131299837Amadis ChemicalSource URLSource DetailA809083Source Record URL
318981795Chem-Space.com DatabaseSource URLSource DetailCSC016990506Source Record URL
342526385Wubei-BiochemSource URLSource DetailWB046501SUSource Record URL
257079912ZINCSource URLSource DetailZINC3861087Source Record URL
87574617TCI (Tokyo Chemical Industry)Source URLSource DetailP0411Source Record URL
29204482R&D ChemicalsSource URLSource Detail5057Source Record URL