Taberine F






Names

    • Taberine F

Attributes

  • Canonical SMILES

    COC([C@]([C@H]1[N@@]([C@@H]2CC(C)=O)CC3)(C[C@@]2([H])C[C@]1([H])[C@@H](O)C)C4=C3C(C=CC(OC)=C5)=C5N4)=O

  • InChI

    InChI=1S/C25H32N2O5/c1-13(28)9-21-15-10-19(14(2)29)23-25(12-15,24(30)32-4)22-18(7-8-27(21)23)17-6-5-16(31-3)11-20(17)26-22/h5-6,11,14-15,19,21,23,26,29H,7-10,12H2,1-4H3/t14-,15+,19+,21+,23-,25+/m0/s1

  • Molecule Class: Alkaloids
  • TPSA: 91.85999999999999
  • #RotBonds: 5
  • MW: 440.54000000000013
  • HBD: 2
  • HBA: 6
  • logP: 2.5823
  • Chemical Formula: C25H32N2O5


Species

    Species Place of Collection NCBI Taxonomy Voucher Specimen
    T. corymbosa Malaysia, China 1679252 GK604

External Databases


References

  • Cytotoxic Monoterpenoid Indole Alkaloids from Tabernaemontana corymbosa as Potent Autophagy Inhibitors by the Attenuation of Lysosomal Acidification. J Nat Prod, 2020 (PMID 32356659).

Compound-Protein Relationships

  • No relationship found

Compound Activities

    • Lysosomal acidification
    • 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) -4.98
    Human Oral Bioavailability 20% Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -4.88
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability -0.48
    Distribution Blood-Brain Barrier (Central Nervous System) -3.2
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 0.71
    Plasma Protein Binding 65.91
    Steady State Volume of Distribution 4.62
    Metabolism Breast Cancer Resistance Protein Non-Inhibitor
    CYP 1A2 Inhibitor 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 Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Non-Inhibitor
    Excretion Clearance 8.2
    Organic Cation Transporter 2 Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Safe
    Bee Toxic
    Bioconcentration Factor -1.09
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -0.78
    Liver Injury II Toxic
    hERG Blockers Toxic
    Daphnia Maga 6.38
    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 -115.25
    Rat (Acute) 3.01
    Rat (Chronic Oral) 2.1
    Fathead Minnow 4.1
    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 467.76
    Hydration Free Energy -2.77
    Log(D) at pH=7.4 2.27
    Log(P) 1.52
    Log S -3.47
    Log(Vapor Pressure) -9.58
    Melting Point 213.57
    pKa Acid 8.17
    pKa Basic 6.72