Taberyunine H






Names

    • Taberyunine H

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)(C9)[H])[H]

  • InChI

    InChI=1S/C43H54N4O6/c1-7-24-15-23-20-42(41(49)53-6)38(24)47(21-23)14-13-43(50)31-17-28(35(51-4)19-33(31)45-40(42)43)29-16-27-25(8-2)22-46(3)34(36(27)39(48)52-5)18-30-26-11-9-10-12-32(26)44-37(29)30/h9-12,17,19,23-25,27,29,34,36,38,44,50H,7-8,13-16,18,20-22H2,1-6H3/t23-,24-,25+,27+,29+,34-,36-,38-,42-,43-/m0/s1

  • Molecule Class: Alkaloids
  • TPSA: 116.69
  • #RotBonds: 6
  • MW: 722.9269999999997
  • HBD: 2
  • HBA: 9
  • logP: 5.957400000000007
  • Chemical Formula: C43H54N4O6


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) -5.86
    Human Oral Bioavailability 20% Non-Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney 25.8
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability 4132.46
    Distribution Blood-Brain Barrier (Central Nervous System) -2.88
    Blood-Brain Barrier Non-Penetrable
    Fraction Unbound (Human) 1.27
    Plasma Protein Binding 88.13
    Steady State Volume of Distribution 3.44
    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 Inhibitor
    CYP 3A4 Substrate Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Inhibitor
    Excretion Clearance 7.36
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Safe
    Bee Toxic
    Bioconcentration Factor -100.66
    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 6.4
    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 -7499459.57
    Rat (Acute) 2.78
    Rat (Chronic Oral) 2.08
    Fathead Minnow 9468.73
    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 839888.39
    Hydration Free Energy -2.92
    Log(D) at pH=7.4 5.32
    Log(P) 4.84
    Log S -5.08
    Log(Vapor Pressure) -27578.31
    Melting Point 274.13
    pKa Acid -160.18
    pKa Basic 5.45