Taberbovermine H






Names

    • Taberbovermine H

Attributes

  • Canonical SMILES

    OC1=CC3=C(NC2=C(C(OC)=O)C[C@@]([C@H](O)C5)(CC)[C@H]4[C@@]23CCN4C5=O)C=C1OC

  • InChI

    InChI=1S/C22H26N2O6/c1-4-21-10-11(19(28)30-3)18-22(5-6-24(20(21)22)17(27)9-16(21)26)12-7-14(25)15(29-2)8-13(12)23-18/h7-8,16,20,23,25-26H,4-6,9-10H2,1-3H3/t16-,20+,21-,22-/m1/s1

  • Molecule Class: Alkaloids
  • TPSA: 108.33
  • #RotBonds: 3
  • MW: 414.4580000000002
  • HBD: 3
  • HBA: 7
  • logP: 1.6567999999999998
  • Chemical Formula: C22H26N2O6


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) -5.51
    Human Oral Bioavailability 20% Non-Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -5.3
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability -1.59
    Distribution Blood-Brain Barrier (Central Nervous System) -2.93
    Blood-Brain Barrier Non-Penetrable
    Fraction Unbound (Human) 0.68
    Plasma Protein Binding 56.33
    Steady State Volume of Distribution 1.76
    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 Non-Inhibitor
    CYP 3A4 Substrate Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Non-Inhibitor
    Excretion Clearance 8.44
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Safe
    Bee Toxic
    Bioconcentration Factor -1.48
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -0.65
    Liver Injury II Toxic
    hERG Blockers Toxic
    Daphnia Maga 4.07
    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 -49.0
    Rat (Acute) 2.52
    Rat (Chronic Oral) 2.69
    Fathead Minnow 4.08
    Respiratory Disease Toxic
    Skin Sensitisation Safe
    SR-ATAD5 Safe
    SR-ARE Safe
    SR-HSE Safe
    SR-MMP Safe
    SR-p53 Toxic
    General Properties Boiling Point 491.49
    Hydration Free Energy -3.56
    Log(D) at pH=7.4 1.64
    Log(P) 0.92
    Log S -2.81
    Log(Vapor Pressure) -8.73
    Melting Point 219.59
    pKa Acid 6.6
    pKa Basic 6.06