Tabernaecorymbosine B






Names

    • Tabernaecorymbosine B

Attributes

  • Canonical SMILES

    C/C=C1[C@H]4CC(C5=C6C(C(CCN([C@@H]9CC(C)=O)C8[C@@]([C@](OC)=O)7C[C@@H]9C[C@@H]8CC)=C7[N]6)=CC=C5OC)C(NC3=CC=CC=C23)=C2C[C@@H]([C@@](CO)4C(OC)=O)N(C)C/1

  • InChI

    InChI=1S/C47H57N4O7/c1-8-26-19-28-22-46(44(54)57-6)42-31(16-17-51(43(26)46)36(28)18-25(3)53)30-14-15-37(56-5)39(41(30)49-42)33-20-34-27(9-2)23-50(4)38(47(34,24-52)45(55)58-7)21-32-29-12-10-11-13-35(29)48-40(32)33/h9-15,26,28,33-34,36,38,43,48,52H,8,16-24H2,1-7H3/b27-9+/t26-,28-,33?,34+,36+,38-,43?,46-,47+/m0/s1

  • Molecule Class: Alkaloids
  • TPSA: 135.5
  • #RotBonds: 8
  • MW: 789.9939999999999
  • HBD: 2
  • HBA: 9
  • logP: 6.2746000000000075
  • Chemical Formula: C47H57N4O7


Species

    Species Place of Collection NCBI Taxonomy Voucher Specimen
    T. corymbosa Malaysia, China 1679252 GK604
    T. divaricata China, Japan, Thailand, Bangladesh, Vienna 52861 BBP0671

External Databases


References

  • Cytotoxic indole alkaloids from Tabernaemontana divaricata. J Nat Prod, 2013 (PMID 23944995).
  • New vobasinyl-ibogan type bisindole alkaloids from Tabernaemontana corymbosa. Fitoterapia, 2015 (PMID 25449423).

Compound-Protein Relationships

  • No relationship found

Compound Activities

    • Inhibitory
    • Cytotoxicity

Predicted NMR Spectral Data

  • No NMR data available.

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) -6.0
    Human Oral Bioavailability 20% Non-Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney 311.97
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability 41533.61
    Distribution Blood-Brain Barrier (Central Nervous System) -3.19
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 1.08
    Plasma Protein Binding 79.38
    Steady State Volume of Distribution 3.58
    Metabolism Breast Cancer Resistance Protein Non-Inhibitor
    CYP 1A2 Inhibitor Non-Inhibitor
    CYP 1A2 substrate Substrate
    CYP 2C19 Inhibitor Non-Inhibitor
    CYP 2C19 substrate 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 7.11
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Toxic
    Bee Toxic
    Bioconcentration Factor -968.51
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -1.0
    Liver Injury II Toxic
    hERG Blockers Toxic
    Daphnia Maga 4.5
    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 -75380698.08
    Rat (Acute) 3.04
    Rat (Chronic Oral) 2.0
    Fathead Minnow 95155.58
    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 8474599.55
    Hydration Free Energy -2.92
    Log(D) at pH=7.4 4.76
    Log(P) 3.85
    Log S -4.94
    Log(Vapor Pressure) -278977.93
    Melting Point 217.12
    pKa Acid -1973.54
    pKa Basic 8.48