Phytol






Names

    • SCHEMBL22783
    • HY-N3075
    • NS00005387
    • 2-Hexadecen-1-ol, 3,7,11,15-tetramethyl-, (7R,11R)-
    • EF32FF86-42DC-475E-935A-5C0AE6F1CAA0
    • AKOS015841769
    • DTXSID1040586
    • 3R,7R,11R,15-tetramethyl-2E-hexadecen-1-ol
    • EN300-18543961
    • 4-01-00-02208 (Beilstein Handbook Reference)
    • EN300-21585234
    • 3,7,11,15-teramethyl-2-hexadecene-1-ol-, (2E,7R,11R)-
    • DA-76850
    • Q415945
    • BRN 1726098
    • SCHEMBL22785
    • 2-Hexadecen-1-ol, 3,7,11,15-tetramethyl-, (R-(R*,R*-(E)))-
    • AS-18094
    • (2E,7R,11R)-3,7,11,15-tetramethyl-2-hexadecen-1-ol
    • 123164-54-5
    • (7R,11R,E)-3,7,11,15-Tetramethylhexadec-2-en-1-ol
    • AI3-24344
    • EINECS 205-776-6
    • LMPR0104010002
    • 2-Hexadecen-1-ol, 3,7,11,15-tetramethyl-, (2E,7R,11R)-
    • PHYTOL, (E)-
    • 2-Hexadecen-1-ol, 3,7,11,15-tetramethyl-, (theta-(theta,theta-(E)))-
    • MZQ4XE15TP
    • (E)-Phytol
    • DTXCID9020586
    • PHYTOL (CHIRAL NATURAL ISOMER)
    • 2-Hexadecen-1-ol, 3,7,11,15-tetramethyl-, [R-[R*,R*-(E)]]-
    • P0411
    • CHEBI:17327
    • C01389
    • (7R,11R)-3,7,11,15-TETRAMETHYLHEXADEC-2-EN-1-OL
    • (2E,7R,11R)-3,7,11,15-tetramethylhexadec-2-en-1-ol
    • trans-Phytol
    • Phytol, E-
    • Phytol
    • 3,7,11,15-Tetramethylhexadec-2-en-1-ol
    • PHYTOL [MI]
    • UNII-MZQ4XE15TP
    • FEMA NO. 4196, E-
    • (2E)(7R,11R)-3,7,11,15-tetramethylhexadec-2-en-1-ol
    • (E,7R,11R)-3,7,11,15-tetramethylhexadec-2-en-1-ol
    • CS-0023163
    • (7R,11R,2E)-PHYTOL
    • CCRIS 8226
    • BDBM50041288
    • 3,7,11,15-Tetramethyl-2-hexadecen-1-ol-, (2E,7R,11R)-
    • 150-86-7
    • CHEMBL1644111
    • (E,R,R)-PHYTOL

Attributes

  • Canonical SMILES

    C[C@@H](CCC[C@@H](C)CCC/C(=C/CO)/C)CCCC(C)C

  • 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

  • Molecule Class: Terpenoids
  • TPSA: 20.23
  • #RotBonds: 13
  • MW: 296.539
  • HBD: 1
  • HBA: 1
  • logP: 6.364100000000008
  • Chemical Formula: C20H40O


Species

    Species Place of Collection NCBI Taxonomy Voucher Specimen
    T. catharinensis Brazil 403124 UEC117862
    T. coronaria Malaysia 52861 11429

External Databases


References

  • Antituberculosis activity, phytochemical identification of Costus speciosus (J. Koenig) Sm., Cymbopogon citratus (DC. Ex Nees) Stapf., and Tabernaemontana coronaria (L.) Willd. and their effects on the growth kinetics and cellular integrity of Mycobacterium tuberculosis H37Rv. BMC Complement Altern Med, 2018 (PMID 29310671).
  • Chemical composition and antioxidant activity of the essential oil of Tabernaemontana catharinensis A. DC. leaves. Nat Prod Res, 2013 (PMID 22273350).
  • Chromatographic analysis and antioxidant capacity of Tabernaemontana catharinensis. Nat Prod Commun, 2014 (PMID 24660464).

Compound-Protein Relationships


Compound Activities

    • Cidal
    • Antioxidant
    • Antituberculosis

Predicted NMR Spectral Data


Predicted MS Fragmentation Pattern

    N.B.: It is recommended to zoom in on a specific area of an MS plot before hovering on a peak.

Predicted ADMET Properties

    Property Model Name Predicted Value
    Absorption Caco-2 (logPaap) -4.57
    Human Oral Bioavailability 20% Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -4.27
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Inhibitor
    P-Glycoprotein Substrate Non-Substrate
    Skin Permeability -3.4
    Distribution Blood-Brain Barrier (Central Nervous System) -2.35
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 1.07
    Plasma Protein Binding 59.44
    Steady State Volume of Distribution 3.6
    Metabolism Breast Cancer Resistance Protein Non-Inhibitor
    CYP 1A2 Inhibitor Non-Inhibitor
    CYP 1A2 substrate Non-Substrate
    CYP 2C19 Inhibitor Non-Inhibitor
    CYP 2C19 substrate Substrate
    CYP 2C9 Inhibitor Inhibitor
    CYP 2C9 Substrate Non-Substrate
    CYP 2D6 Inhibitor Non-Inhibitor
    CYP 2D6 Substrate Substrate
    CYP 3A4 Inhibitor Non-Inhibitor
    CYP 3A4 Substrate Non-Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Non-Inhibitor
    Excretion Clearance 9.29
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life >= 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Safe
    Bee Toxic
    Bioconcentration Factor 2.22
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Toxic
    Maximum Tolerated Dose 0.92
    Liver Injury II Safe
    hERG Blockers Safe
    Daphnia Maga 5.0
    Micronucleos Safe
    NR-AhR Safe
    NR-AR Safe
    NR-AR-LBD Safe
    NR-Aromatase Safe
    NR-ER Safe
    NR-ER-LBD Safe
    NR-GR Safe
    NR-PPAR-gamma Safe
    NR-TR Safe
    T. Pyriformis -0.94
    Rat (Acute) 1.58
    Rat (Chronic Oral) 2.03
    Fathead Minnow 4.44
    Respiratory Disease Toxic
    Skin Sensitisation Toxic
    SR-ATAD5 Safe
    SR-ARE Safe
    SR-HSE Safe
    SR-MMP Safe
    SR-p53 Safe
    General Properties Boiling Point 314.31
    Hydration Free Energy 0.29
    Log(D) at pH=7.4 5.44
    Log(P) 8.01
    Log S -5.47
    Log(Vapor Pressure) -4.45
    Melting Point -3.23
    pKa Acid 12.39
    pKa Basic 7.22