Tabernaricatine F






Names

    • Tabernaricatine F

Attributes

  • Canonical SMILES

    CC[C@]1([H])[C@@]2([H])[C@]3([H])C4=NC5=C([C@@]4(O)CCN2[C@@](CC(C)=O)([H])[C@](C1)([H])C3)C=C(OC)C=C5

  • InChI

    InChI=1S/C23H30N2O3/c1-4-14-10-15-11-17-21(14)25(20(15)9-13(2)26)8-7-23(27)18-12-16(28-3)5-6-19(18)24-22(17)23/h5-6,12,14-15,17,20-21,27H,4,7-11H2,1-3H3/t14-,15-,17+,20+,21-,23-/m0/s1

  • Molecule Class: Alkaloids
  • TPSA: 62.13000000000001
  • #RotBonds: 4
  • MW: 382.50400000000013
  • HBD: 1
  • HBA: 5
  • logP: 3.4569000000000027
  • Chemical Formula: C23H30N2O3


Species

    Species Place of Collection NCBI Taxonomy Voucher Specimen
    T. divaricata China, Japan, Thailand, Bangladesh, Vienna 52861 BBP0671

External Databases


References

  • Cytotoxic indole alkaloids from Tabernaemontana divaricata. J Nat Prod, 2013 (PMID 23944995).

Compound-Protein Relationships

  • No relationship found

Compound Activities

    • 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) -4.67
    Human Oral Bioavailability 20% Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -4.71
    Human Oral Bioavailability 50% Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability -1.17
    Distribution Blood-Brain Barrier (Central Nervous System) -2.8
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 0.67
    Plasma Protein Binding 62.83
    Steady State Volume of Distribution 1.91
    Metabolism Breast Cancer Resistance Protein Non-Inhibitor
    CYP 1A2 Inhibitor Non-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 Inhibitor
    CYP 2D6 Substrate Substrate
    CYP 3A4 Inhibitor Non-Inhibitor
    CYP 3A4 Substrate Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Non-Inhibitor
    Excretion Clearance 6.57
    Organic Cation Transporter 2 Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Safe
    Bee Toxic
    Bioconcentration Factor -0.64
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -0.2
    Liver Injury II Toxic
    hERG Blockers Toxic
    Daphnia Maga 8.65
    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 -17.78
    Rat (Acute) 2.92
    Rat (Chronic Oral) 1.32
    Fathead Minnow 4.03
    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 429.64
    Hydration Free Energy -4.49
    Log(D) at pH=7.4 2.42
    Log(P) 2.06
    Log S -2.45
    Log(Vapor Pressure) -8.84
    Melting Point 202.49
    pKa Acid 8.91
    pKa Basic 6.87