Taberyunine F






Names

    • Taberyunine F

Attributes

  • Canonical SMILES

    COC1=CC=C2C(NC3=C(C(OC)=O)C[C@@]4(CC)[C@H]5[C@]32CCN5[C@@](C6=CC=C(N(C)[C@]7([H])[C@@]89[C@@H]%10[C@](C[C@H](O%11)[C@H]%11N%10CC9)(CC)CC7)C8=C6)([H])[C@@H]%12[C@H]4O%12)=C1OC

  • InChI

    InChI=1S/C43H52N4O6/c1-7-40-14-13-29-42(15-18-47(38(40)42)36-28(21-40)52-36)25-19-22(9-11-26(25)45(29)3)31-33-35(53-33)41(8-2)20-23(37(48)51-6)34-43(16-17-46(31)39(41)43)24-10-12-27(49-4)32(50-5)30(24)44-34/h9-12,19,28-29,31,33,35-36,38-39,44H,7-8,13-18,20-21H2,1-6H3/t28-,29-,31+,33+,35+,36-,38-,39-,40+,41+,42-,43-/m0/s1

  • Molecule Class: Alkaloids
  • TPSA: 91.57000000000001
  • #RotBonds: 6
  • MW: 720.9109999999998
  • HBD: 1
  • HBA: 10
  • logP: 5.640200000000006
  • Chemical Formula: C43H52N4O6


Species

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

External Databases


References

  • Bisindole alkaloids from Tabernaemontana corymbosa. Phytochemistry, 2018 (PMID 29758521).

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) -5.27
    Human Oral Bioavailability 20% Non-Bioavailable
    Human Intestinal Absorption Non-Absorbed
    Madin-Darby Canine Kidney 82.19
    Human Oral Bioavailability 50% Bioavailable
    P-Glycoprotein Inhibitor Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability 11466.19
    Distribution Blood-Brain Barrier (Central Nervous System) -2.94
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 1.0
    Plasma Protein Binding 56.44
    Steady State Volume of Distribution 2.41
    Metabolism Breast Cancer Resistance Protein Non-Inhibitor
    CYP 1A2 Inhibitor Non-Inhibitor
    CYP 1A2 substrate Non-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 7.16
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Toxic
    Avian Toxic
    Bee Toxic
    Bioconcentration Factor -269.96
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -0.86
    Liver Injury II Safe
    hERG Blockers Toxic
    Daphnia Maga 7.08
    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 -20812879.65
    Rat (Acute) 3.01
    Rat (Chronic Oral) 1.37
    Fathead Minnow 26272.53
    Respiratory Disease Toxic
    Skin Sensitisation Safe
    SR-ATAD5 Safe
    SR-ARE Toxic
    SR-HSE Safe
    SR-MMP Safe
    SR-p53 Toxic
    General Properties Boiling Point 2337971.42
    Hydration Free Energy -2.92
    Log(D) at pH=7.4 5.5
    Log(P) 4.25
    Log S -5.06
    Log(Vapor Pressure) -76884.78
    Melting Point 210.85
    pKa Acid -516.77
    pKa Basic 8.48