Voaphyllinediol






Names

    • Voaphyllinediol

Attributes

  • Canonical SMILES

    OC(C)[C@]1(CCC2=C(C3=C(C=CC=C3)N2)CC4)CN4C[C@@H]([C@@]1([H])O)O

  • InChI

    InChI=1S/C19H26N2O3/c1-12(22)19-8-6-16-14(13-4-2-3-5-15(13)20-16)7-9-21(11-19)10-17(23)18(19)24/h2-5,12,17-18,20,22-24H,6-11H2,1H3/t12?,17-,18+,19-/m0/s1

  • Molecule Class: Alkaloids
  • TPSA: 79.72
  • #RotBonds: 1
  • MW: 330.42800000000005
  • HBD: 4
  • HBA: 4
  • logP: 1.0611999999999995
  • Chemical Formula: C19H26N2O3


Species

    Species Place of Collection NCBI Taxonomy Voucher Specimen
    T. chippii Ivory Coast - Lg12291
    T. divaricata China, Japan, Thailand, Bangladesh, Vienna 52861 BBP0671

External Databases


References

  • Antimicrobially active alkaloids from Tabernaemontana chippii. J Nat Prod, 1985 (PMID 4031898).
  • Cytotoxic indole alkaloids from Tabernaemontana divaricata. J Nat Prod, 2013 (PMID 23944995).

Compound-Protein Relationships

  • No relationship found

Compound Activities

    • Antimicrobial
    • Cytotoxicity

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) -5.47
    Human Oral Bioavailability 20% Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -5.28
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability -0.44
    Distribution Blood-Brain Barrier (Central Nervous System) -3.65
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 0.8
    Plasma Protein Binding 45.55
    Steady State Volume of Distribution 2.3
    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 Non-Substrate
    CYP 3A4 Inhibitor Non-Inhibitor
    CYP 3A4 Substrate Non-Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Non-Inhibitor
    Excretion Clearance 8.74
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Safe
    Bee Toxic
    Bioconcentration Factor -0.81
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Safe
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -0.41
    Liver Injury II Toxic
    hERG Blockers Safe
    Daphnia Maga 4.41
    Micronucleos Toxic
    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 -4.41
    Rat (Acute) 3.69
    Rat (Chronic Oral) 2.46
    Fathead Minnow 4.02
    Respiratory Disease Toxic
    Skin Sensitisation Safe
    SR-ATAD5 Safe
    SR-ARE Safe
    SR-HSE Safe
    SR-MMP Safe
    SR-p53 Safe
    General Properties Boiling Point 436.81
    Hydration Free Energy -10.87
    Log(D) at pH=7.4 1.35
    Log(P) 0.74
    Log S -2.24
    Log(Vapor Pressure) -10.42
    Melting Point 209.82
    pKa Acid 8.56
    pKa Basic 7.4