Taberbovermine I






Names

    • Taberbovermine I

Attributes

  • Canonical SMILES

    O=C5N2C1=CC(OC)=C(O)C=C1[C@@H]3[C@]([C@@](CC5)(CC)C=CC4)2N4CC3

  • InChI

    InChI=1S/C20H24N2O3/c1-3-19-7-4-9-21-10-6-14-13-11-16(23)17(25-2)12-15(13)22(20(14,19)21)18(24)5-8-19/h4,7,11-12,14,23H,3,5-6,8-10H2,1-2H3/t14-,19+,20-/m1/s1

  • Molecule Class: Alkaloids
  • TPSA: 53.010000000000005
  • #RotBonds: 2
  • MW: 340.42300000000006
  • HBD: 1
  • HBA: 4
  • logP: 2.993000000000001
  • Chemical Formula: C20H24N2O3


Species

    Species Place of Collection NCBI Taxonomy Voucher Specimen
    T. bovina China - Cai20170612

External Databases


References

  • Diverse aspidosperma-type alkaloids from the leaves of Tabernaemontana bovina with anti-hepatoma activity. Fitoterapia, 2023 (PMID 37336417).

Compound-Protein Relationships

  • No relationship found

Compound Activities

    • Antihepatoma
    • 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) -4.67
    Human Oral Bioavailability 20% Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -4.8
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Non-Substrate
    Skin Permeability -2.19
    Distribution Blood-Brain Barrier (Central Nervous System) -2.73
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 0.51
    Plasma Protein Binding 44.44
    Steady State Volume of Distribution 3.64
    Metabolism Breast Cancer Resistance Protein Non-Inhibitor
    CYP 1A2 Inhibitor Non-Inhibitor
    CYP 1A2 substrate 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 Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Non-Inhibitor
    Excretion Clearance 14.89
    Organic Cation Transporter 2 Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Safe
    Bee Toxic
    Bioconcentration Factor -0.49
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -1.18
    Liver Injury II Toxic
    hERG Blockers Safe
    Daphnia Maga 6.04
    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 -3.45
    Rat (Acute) 2.64
    Rat (Chronic Oral) 1.67
    Fathead Minnow 3.92
    Respiratory Disease Toxic
    Skin Sensitisation Toxic
    SR-ATAD5 Safe
    SR-ARE Safe
    SR-HSE Safe
    SR-MMP Safe
    SR-p53 Toxic
    General Properties Boiling Point 447.24
    Hydration Free Energy -5.37
    Log(D) at pH=7.4 1.58
    Log(P) 1.92
    Log S -2.91
    Log(Vapor Pressure) -8.1
    Melting Point 248.22
    pKa Acid 8.3
    pKa Basic 6.42