Voafinine






Names

    • Voafinine

Attributes

  • Canonical SMILES

    CC[C@]12C[C@](O)([H])C3=C(C4=CC=CC=C4N3)CCN(C[C@@H]5[C@H]2O5)C1

  • InChI

    InChI=1S/C19H24N2O2/c1-2-19-9-15(22)17-13(12-5-3-4-6-14(12)20-17)7-8-21(11-19)10-16-18(19)23-16/h3-6,15-16,18,20,22H,2,7-11H2,1H3/t15-,16-,18-,19+/m1/s1

  • Molecule Class: Alkaloids
  • TPSA: 51.79
  • #RotBonds: 1
  • MW: 312.41300000000007
  • HBD: 2
  • HBA: 3
  • logP: 2.626900000000001
  • Chemical Formula: C19H24N2O2


Species

    Species Place of Collection NCBI Taxonomy Voucher Specimen
    T. corymbosa Malaysia, China 1679252 GK604
    T. divaricata China, Japan, Thailand, Bangladesh, Vienna 52861 BBP0671

External Databases


References

  • Antioxidant Activity of Methanol Extract of Tinospora crispa and Tabernaemontana corymbosa Sains Malaysiana, 2013 (DOI).
  • Biologically active ibogan and vallesamine derivatives from Tabernaemontana divaricata. Chem Biodivers, 2004 (PMID 17191876).
  • Biologically active indole and bisindole alkaloids from Tabernaemontana divaricata. Org Biomol Chem, 2003 (PMID 12929658).

Compound-Protein Relationships

  • No relationship found

Compound Activities

    • Antioxidant
    • 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) -4.99
    Human Oral Bioavailability 20% Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -4.89
    Human Oral Bioavailability 50% Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability -1.85
    Distribution Blood-Brain Barrier (Central Nervous System) -3.29
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 0.46
    Plasma Protein Binding 35.63
    Steady State Volume of Distribution 2.79
    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 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 14.6
    Organic Cation Transporter 2 Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Toxic
    Avian Safe
    Bee Toxic
    Bioconcentration Factor 0.52
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Safe
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -0.98
    Liver Injury II Toxic
    hERG Blockers Safe
    Daphnia Maga 5.82
    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 -3.84
    Rat (Acute) 2.67
    Rat (Chronic Oral) 1.94
    Fathead Minnow 4.07
    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 400.42
    Hydration Free Energy -6.69
    Log(D) at pH=7.4 1.78
    Log(P) 2.06
    Log S -2.72
    Log(Vapor Pressure) -8.45
    Melting Point 173.65
    pKa Acid 9.04
    pKa Basic 7.38