Taberyunine I






Names

    • Taberyunine I

Attributes

  • Canonical SMILES

    C(OC)(=O)[C@]12C=3[C@@](O)(C=4C(N3)=CC(OC)=C(C4)[C@@H]5C6=C(C=7C(N6)=CC=CC7)C[C@]8([C@@H](C(OC)=O)[C@](C5)([C@H](CC)CN8C)[H])[H])CC[N@@]9[C@]1([C@@H](CC)C[C@@](C2)([C@H]9CC(C)=O)[H])[H]

  • InChI

    InChI=1S/C46H58N4O7/c1-8-25-17-27-22-45(44(53)57-7)41(25)50(36(27)16-24(3)51)15-14-46(54)33-19-30(38(55-5)21-35(33)48-43(45)46)31-18-29-26(9-2)23-49(4)37(39(29)42(52)56-6)20-32-28-12-10-11-13-34(28)47-40(31)32/h10-13,19,21,25-27,29,31,36-37,39,41,47,54H,8-9,14-18,20,22-23H2,1-7H3/t25-,26+,27-,29+,31+,36+,37-,39-,41-,45-,46-/m0/s1

  • Molecule Class: Alkaloids
  • TPSA: 133.76
  • #RotBonds: 8
  • MW: 778.9909999999996
  • HBD: 2
  • HBA: 10
  • logP: 6.3051000000000075
  • Chemical Formula: C46H58N4O7


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) -5.78
    Human Oral Bioavailability 20% Non-Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney 167.87
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability 22715.66
    Distribution Blood-Brain Barrier (Central Nervous System) -3.14
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 1.22
    Plasma Protein Binding 91.25
    Steady State Volume of Distribution 3.04
    Metabolism Breast Cancer Resistance Protein 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 Non-Inhibitor
    CYP 2D6 Substrate Non-Substrate
    CYP 3A4 Inhibitor Non-Inhibitor
    CYP 3A4 Substrate Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Inhibitor
    Excretion Clearance 7.88
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Toxic
    Bee Toxic
    Bioconcentration Factor -530.15
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -0.88
    Liver Injury II Toxic
    hERG Blockers Toxic
    Daphnia Maga 5.08
    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 Safe
    T. Pyriformis -41226346.25
    Rat (Acute) 2.83
    Rat (Chronic Oral) 2.12
    Fathead Minnow 52041.7
    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 4633019.59
    Hydration Free Energy -2.92
    Log(D) at pH=7.4 5.33
    Log(P) 4.46
    Log S -5.12
    Log(Vapor Pressure) -152475.84
    Melting Point 267.7
    pKa Acid -1056.08
    pKa Basic 7.07