Taberbovermine A






Names

    • Taberbovermine A

Attributes

  • Canonical SMILES

    O=C(C(OC)5OC)C=C2[C@]5(C(OC)=O)NC1=C(C(OC)=O)C[C@@]4(CC)[C@H]3[C@]12CCN3CC=C4

  • InChI

    InChI=1S/C24H30N2O7/c1-6-21-8-7-10-26-11-9-22(19(21)26)15-12-16(27)24(32-4,33-5)23(15,20(29)31-3)25-17(22)14(13-21)18(28)30-2/h7-8,12,19,25H,6,9-11,13H2,1-5H3/t19-,21-,22-,23+/m0/s1

  • Molecule Class: Alkaloids
  • TPSA: 103.39999999999999
  • #RotBonds: 5
  • MW: 458.51100000000037
  • HBD: 1
  • HBA: 9
  • logP: 0.8573000000000017
  • Chemical Formula: C24H30N2O7


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) -4.94
    Human Oral Bioavailability 20% Non-Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -4.92
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability -2.61
    Distribution Blood-Brain Barrier (Central Nervous System) -3.38
    Blood-Brain Barrier Non-Penetrable
    Fraction Unbound (Human) 0.51
    Plasma Protein Binding 45.96
    Steady State Volume of Distribution 1.03
    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 Non-Substrate
    CYP 3A4 Inhibitor Non-Inhibitor
    CYP 3A4 Substrate Non-Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Non-Inhibitor
    Excretion Clearance 6.6
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Safe
    Bee Toxic
    Bioconcentration Factor -1.38
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -0.06
    Liver Injury II Toxic
    hERG Blockers Safe
    Daphnia Maga 6.51
    Micronucleos Toxic
    NR-AhR Safe
    NR-AR Safe
    NR-AR-LBD Safe
    NR-Aromatase Safe
    NR-ER Safe
    NR-ER-LBD Safe
    NR-GR Toxic
    NR-PPAR-gamma Safe
    NR-TR Safe
    T. Pyriformis -210.11
    Rat (Acute) 3.43
    Rat (Chronic Oral) 2.3
    Fathead Minnow 3.98
    Respiratory Disease Safe
    Skin Sensitisation Toxic
    SR-ATAD5 Toxic
    SR-ARE Safe
    SR-HSE Safe
    SR-MMP Safe
    SR-p53 Safe
    General Properties Boiling Point 424.07
    Hydration Free Energy -2.81
    Log(D) at pH=7.4 2.27
    Log(P) 1.76
    Log S -2.63
    Log(Vapor Pressure) -7.74
    Melting Point 206.98
    pKa Acid 4.39
    pKa Basic 5.69