Taberbovermine D






Names

    • Taberbovermine D

Attributes

  • Canonical SMILES

    CC[C@]34CC(C(OC)=O)=C([C@]62[C@H]3N(CC6)C[C@H]5[C@@H]4O5)NC1=C2C=C(N=CO7)C7=C1

  • InChI

    InChI=1S/C22H23N3O4/c1-3-21-8-11(19(26)27-2)17-22(4-5-25(20(21)22)9-16-18(21)29-16)12-6-14-15(28-10-23-14)7-13(12)24-17/h6-7,10,16,18,20,24H,3-5,8-9H2,1-2H3/t16-,18-,20-,21+,22-/m0/s1

  • Molecule Class: Alkaloids
  • TPSA: 80.13000000000001
  • #RotBonds: 2
  • MW: 393.4430000000001
  • HBD: 1
  • HBA: 7
  • logP: 2.5736000000000008
  • Chemical Formula: C22H23N3O4


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) -5.01
    Human Oral Bioavailability 20% Non-Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -4.91
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability -2.5
    Distribution Blood-Brain Barrier (Central Nervous System) -3.17
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 0.75
    Plasma Protein Binding 36.83
    Steady State Volume of Distribution 4.33
    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 Non-Inhibitor
    CYP 2D6 Substrate Non-Substrate
    CYP 3A4 Inhibitor Inhibitor
    CYP 3A4 Substrate Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Non-Inhibitor
    Excretion Clearance 13.45
    Organic Cation Transporter 2 Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Toxic
    Bee Toxic
    Bioconcentration Factor 0.56
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Toxic
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -0.27
    Liver Injury II Safe
    hERG Blockers Safe
    Daphnia Maga 8.63
    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 -58.84
    Rat (Acute) 2.74
    Rat (Chronic Oral) 1.7
    Fathead Minnow 4.15
    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 466.15
    Hydration Free Energy -3.64
    Log(D) at pH=7.4 2.64
    Log(P) 1.89
    Log S -3.3
    Log(Vapor Pressure) -8.91
    Melting Point 226.43
    pKa Acid 6.1
    pKa Basic 5.56