Tabernabovine C






Names

    • Tabernabovine C

Attributes

  • Canonical SMILES

    O=C1O[C@@](CC)(C2)CN3CC[C@@]4(C5=C(C=CC=C5)NC4=O)[C@@H]3[C@@H]2C1

  • InChI

    InChI=1S/C19H22N2O3/c1-2-18-10-12(9-15(22)24-18)16-19(7-8-21(16)11-18)13-5-3-4-6-14(13)20-17(19)23/h3-6,12,16H,2,7-11H2,1H3,(H,20,23)/t12-,16+,18+,19-/m1/s1

  • Molecule Class: Alkaloids
  • TPSA: 58.64
  • #RotBonds: 1
  • MW: 326.3960000000001
  • HBD: 1
  • HBA: 4
  • logP: 2.0664
  • Chemical Formula: C19H22N2O3


Species

    Species Place of Collection NCBI Taxonomy Voucher Specimen
    T. bovina China, Vietnam 3036760 Cai20150423

External Databases


References

  • Tabernabovines A-C: Three Monoterpenoid Indole Alkaloids from the Leaves of Tabernaemontana bovina. Org Lett, 2019 (PMID 31294995).

Compound-Protein Relationships

  • No relationship found

Compound Activities

    • Inhibitory

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) -4.71
    Human Oral Bioavailability 20% Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -4.85
    Human Oral Bioavailability 50% Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability -2.18
    Distribution Blood-Brain Barrier (Central Nervous System) -2.79
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 0.53
    Plasma Protein Binding 47.46
    Steady State Volume of Distribution 5.29
    Metabolism Breast Cancer Resistance Protein Non-Inhibitor
    CYP 1A2 Inhibitor Non-Inhibitor
    CYP 1A2 substrate Substrate
    CYP 2C19 Inhibitor Non-Inhibitor
    CYP 2C19 substrate Non-Substrate
    CYP 2C9 Inhibitor Non-Inhibitor
    CYP 2C9 Substrate Non-Substrate
    CYP 2D6 Inhibitor Non-Inhibitor
    CYP 2D6 Substrate Substrate
    CYP 3A4 Inhibitor Non-Inhibitor
    CYP 3A4 Substrate Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Non-Inhibitor
    Excretion Clearance 9.33
    Organic Cation Transporter 2 Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Safe
    Bee Toxic
    Bioconcentration Factor -1.07
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Safe
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -1.01
    Liver Injury II Toxic
    hERG Blockers Safe
    Daphnia Maga 5.55
    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 -2.93
    Rat (Acute) 3.07
    Rat (Chronic Oral) 1.92
    Fathead Minnow 3.92
    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 409.05
    Hydration Free Energy -5.6
    Log(D) at pH=7.4 1.5
    Log(P) 0.95
    Log S -2.55
    Log(Vapor Pressure) -8.5
    Melting Point 238.2
    pKa Acid 8.0
    pKa Basic 7.2