Taberbovine A






Names

    • Taberbovine A

Attributes

  • Canonical SMILES

    CC[C@@H]1[C@H]([C@]2([H])C3=NC4=CC=C(C=C4C5=C3N(C[C@]2([H])C1)CC5)OC)O

  • InChI

    InChI=1S/C20H24N2O2/c1-3-11-8-12-10-22-7-6-14-15-9-13(24-2)4-5-16(15)21-18(19(14)22)17(12)20(11)23/h4-5,9,11-12,17,20,23H,3,6-8,10H2,1-2H3/t11-,12-,17-,20+/m0/s1

  • Molecule Class: Alkaloids
  • TPSA: 45.59
  • #RotBonds: 2
  • MW: 324.4240000000001
  • HBD: 1
  • HBA: 4
  • logP: 3.1101000000000023
  • Chemical Formula: C20H24N2O2


Species

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

External Databases


References

  • Four Yellow Monoterpenoid Quinoline Alkaloids from the Stem of Tabernaemontana bovina. Org Lett, 2019 (PMID 31179705).

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) -4.84
    Human Oral Bioavailability 20% Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -4.54
    Human Oral Bioavailability 50% Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Non-Substrate
    Skin Permeability -2.57
    Distribution Blood-Brain Barrier (Central Nervous System) -2.69
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 1.15
    Plasma Protein Binding 74.15
    Steady State Volume of Distribution 1.93
    Metabolism Breast Cancer Resistance Protein Non-Inhibitor
    CYP 1A2 Inhibitor 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 Non-Inhibitor
    CYP 2D6 Substrate Substrate
    CYP 3A4 Inhibitor Non-Inhibitor
    CYP 3A4 Substrate Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Non-Inhibitor
    Excretion Clearance 6.7
    Organic Cation Transporter 2 Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Toxic
    Avian Safe
    Bee Toxic
    Bioconcentration Factor 1.59
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose 0.3
    Liver Injury II Toxic
    hERG Blockers Toxic
    Daphnia Maga 4.84
    Micronucleos Toxic
    NR-AhR Toxic
    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 Toxic
    T. Pyriformis -1.36
    Rat (Acute) 2.55
    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 453.61
    Hydration Free Energy -6.38
    Log(D) at pH=7.4 3.18
    Log(P) 3.86
    Log S -3.89
    Log(Vapor Pressure) -8.38
    Melting Point 191.61
    pKa Acid 12.36
    pKa Basic 7.59