14R,15S Voaphyllinediol






Names

    • 14R,15S Voaphyllinediol

Attributes

  • Canonical SMILES

    CCC[C@@]3(CN4CC(O)C3O)CCC2=C(CC4)C1=C(N2)C=CC=C1

  • InChI

    InChI=1S/C20H28N2O2/c1-2-9-20-10-7-17-15(14-5-3-4-6-16(14)21-17)8-11-22(13-20)12-18(23)19(20)24/h3-6,18-19,21,23-24H,2,7-13H2,1H3/t18?,19?,20-/m0/s1

  • Molecule Class: Alkaloids
  • TPSA: 59.49
  • #RotBonds: 2
  • MW: 328.45599999999996
  • HBD: 3
  • HBA: 3
  • logP: 2.4805
  • Chemical Formula: C20H28N2O2


Species

    Species Place of Collection NCBI Taxonomy Voucher Specimen
    T. chippii Ivory Coast - Lg12291

External Databases


References

  • Antimicrobially active alkaloids from Tabernaemontana chippii. J Nat Prod, 1985 (PMID 4031898).

Compound-Protein Relationships

  • No relationship found

Compound Activities

    • Antimicrobial

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) -5.25
    Human Oral Bioavailability 20% Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -5.03
    Human Oral Bioavailability 50% Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability -1.46
    Distribution Blood-Brain Barrier (Central Nervous System) -3.35
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 0.93
    Plasma Protein Binding 43.66
    Steady State Volume of Distribution 2.5
    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 Non-Substrate
    CYP 2C9 Inhibitor Non-Inhibitor
    CYP 2C9 Substrate Non-Substrate
    CYP 2D6 Inhibitor Inhibitor
    CYP 2D6 Substrate Substrate
    CYP 3A4 Inhibitor Non-Inhibitor
    CYP 3A4 Substrate Non-Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Non-Inhibitor
    Excretion Clearance 6.68
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Safe
    Bee Toxic
    Bioconcentration Factor 0.07
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Safe
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -1.23
    Liver Injury II Toxic
    hERG Blockers Toxic
    Daphnia Maga 4.71
    Micronucleos Toxic
    NR-AhR Toxic
    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 -2.88
    Rat (Acute) 3.37
    Rat (Chronic Oral) 2.03
    Fathead Minnow 4.05
    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 418.91
    Hydration Free Energy -9.56
    Log(D) at pH=7.4 2.51
    Log(P) 2.88
    Log S -2.56
    Log(Vapor Pressure) -9.82
    Melting Point 202.52
    pKa Acid 10.73
    pKa Basic 7.38