Taberine H






Names

    • Taberine H

Attributes

  • Canonical SMILES

    C/C=C1[C@@]2([H])C[C@H](OC)C3=C(C[C@]([C@@]2(CO)C(OC)=O)([H])N(C)C\1)C4=C(N3)C=CC=C4

  • InChI

    InChI=1S/C23H30N2O4/c1-5-14-12-25(2)20-10-16-15-8-6-7-9-18(15)24-21(16)19(28-3)11-17(14)23(20,13-26)22(27)29-4/h5-9,17,19-20,24,26H,10-13H2,1-4H3/b14-5-/t17-,19+,20+,23+/m1/s1

  • Molecule Class: Alkaloids
  • TPSA: 74.78999999999999
  • #RotBonds: 3
  • MW: 398.5030000000001
  • HBD: 2
  • HBA: 5
  • logP: 2.8298000000000005
  • Chemical Formula: C23H30N2O4


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 -4.99
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability -1.52
    Distribution Blood-Brain Barrier (Central Nervous System) -2.54
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 0.79
    Plasma Protein Binding 50.31
    Steady State Volume of Distribution 5.52
    Metabolism Breast Cancer Resistance Protein Non-Inhibitor
    CYP 1A2 Inhibitor Non-Inhibitor
    CYP 1A2 substrate Substrate
    CYP 2C19 Inhibitor Inhibitor
    CYP 2C19 substrate Substrate
    CYP 2C9 Inhibitor 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 14.87
    Organic Cation Transporter 2 Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Safe
    Bee Toxic
    Bioconcentration Factor 1.31
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -1.27
    Liver Injury II Toxic
    hERG Blockers Toxic
    Daphnia Maga 6.9
    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 -27.74
    Rat (Acute) 3.03
    Rat (Chronic Oral) 2.11
    Fathead Minnow 4.38
    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 444.49
    Hydration Free Energy -4.7
    Log(D) at pH=7.4 2.76
    Log(P) 2.41
    Log S -3.23
    Log(Vapor Pressure) -9.61
    Melting Point 170.91
    pKa Acid 8.3
    pKa Basic 6.26