Taberyunine G






Names

    • Taberyunine G

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@H](O)[C@@H](O)C[N@+]%10([O-])CC9)(CC)CC7)C8=C6)([H])[C@@H]%11[C@H]4O%11)=C1

  • InChI

    InChI=1S/C42H52N4O7/c1-6-39-13-12-30-41(15-17-46(50,38(39)41)21-29(47)34(39)48)26-18-22(8-11-28(26)44(30)3)31-32-35(53-32)40(7-2)20-24(36(49)52-5)33-42(14-16-45(31)37(40)42)25-10-9-23(51-4)19-27(25)43-33/h8-11,18-19,29-32,34-35,37-38,43,47-48H,6-7,12-17,20-21H2,1-5H3/t29-,30-,31+,32+,34+,35+,37-,38-,39+,40+,41-,42-,46+/m0/s1

  • Molecule Class: Alkaloids
  • TPSA: 130.09
  • #RotBonds: 5
  • MW: 724.8989999999998
  • HBD: 3
  • HBA: 10
  • logP: 4.251000000000003
  • Chemical Formula: C42H52N4O7


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) -5.92
    Human Oral Bioavailability 20% Non-Bioavailable
    Human Intestinal Absorption Non-Absorbed
    Madin-Darby Canine Kidney 32.81
    Human Oral Bioavailability 50% Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability 5018.8
    Distribution Blood-Brain Barrier (Central Nervous System) -3.38
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 0.81
    Plasma Protein Binding 76.29
    Steady State Volume of Distribution 1.92
    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 5.38
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Toxic
    Avian Toxic
    Bee Toxic
    Bioconcentration Factor -120.4
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -0.69
    Liver Injury II Toxic
    hERG Blockers Toxic
    Daphnia Maga 6.37
    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 -9112627.97
    Rat (Acute) 3.28
    Rat (Chronic Oral) 2.56
    Fathead Minnow 11505.1
    Respiratory Disease Toxic
    Skin Sensitisation Safe
    SR-ATAD5 Safe
    SR-ARE Toxic
    SR-HSE Safe
    SR-MMP Safe
    SR-p53 Safe
    General Properties Boiling Point 1022171.87
    Hydration Free Energy -2.92
    Log(D) at pH=7.4 3.2
    Log(P) 2.25
    Log S -2.76
    Log(Vapor Pressure) -33550.96
    Melting Point 263.56
    pKa Acid -205.0
    pKa Basic 5.59