Taberine B






Names

    • Taberine B

Attributes

  • Canonical SMILES

    C/C=C1[C@@]2([H])C[C@H](C3=C(OC)C=CC4=C3NC5=C4[C@H](OC)C[N@@](C6)[C@@H]7[C@@]5(C(OC)=O)C[C@@]6([H])C[C@@H]7CC)C8=C(C[C@]([C@@]2(CO)C(OC)=O)([H])N(C)C\1)C9=C(N8)C=CC=C9

  • InChI

    InChI=1S/C45H56N4O7/c1-8-25-16-24-19-44(42(51)55-6)40-37(34(54-5)22-49(20-24)41(25)44)28-14-15-33(53-4)36(39(28)47-40)30-17-31-26(9-2)21-48(3)35(45(31,23-50)43(52)56-7)18-29-27-12-10-11-13-32(27)46-38(29)30/h9-15,24-25,30-31,34-35,41,46-47,50H,8,16-23H2,1-7H3/b26-9-/t24-,25+,30-,31-,34-,35+,41+,44-,45+/m1/s1

  • Molecule Class: Alkaloids
  • TPSA: 129.35
  • #RotBonds: 7
  • MW: 764.9640000000002
  • HBD: 3
  • HBA: 9
  • logP: 5.9964000000000075
  • Chemical Formula: C45H56N4O7


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) -5.96
    Human Oral Bioavailability 20% Non-Bioavailable
    Human Intestinal Absorption Non-Absorbed
    Madin-Darby Canine Kidney 137.84
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability 18798.74
    Distribution Blood-Brain Barrier (Central Nervous System) -3.37
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 1.02
    Plasma Protein Binding 85.3
    Steady State Volume of Distribution 3.97
    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 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 Inhibitor
    Excretion Clearance 9.22
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Toxic
    Bee Toxic
    Bioconcentration Factor -439.76
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -1.35
    Liver Injury II Toxic
    hERG Blockers Toxic
    Daphnia Maga 5.04
    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 Toxic
    T. Pyriformis -34116078.97
    Rat (Acute) 2.84
    Rat (Chronic Oral) 2.56
    Fathead Minnow 43066.41
    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 3833145.72
    Hydration Free Energy -2.92
    Log(D) at pH=7.4 5.11
    Log(P) 4.95
    Log S -5.52
    Log(Vapor Pressure) -126141.82
    Melting Point 267.01
    pKa Acid -868.86
    pKa Basic 7.13