Tabercorymine B






Names

    • Tabercorymine B

Attributes

  • Canonical SMILES

    C[C@H](O1)[C@]21[C@@]3([H])C[C@@](C4=C(OC)C=CC5=C4NC6=C5CCN(C7)[C@]8([H])[C@@]6(C(OC)=O)C[C@@]7([H])C[C@]8([H])CC)(O)C9=C(C[C@]%10([H])N(C)[C@H]2OC[C@@]%103C(OC)=O)C%11=C(N9)C=CC=C%11

  • InChI

    InChI=1S/C44H52N4O8/c1-7-24-16-23-18-41(39(49)53-5)35-27(14-15-48(20-23)37(24)41)26-12-13-30(52-4)33(34(26)46-35)43(51)19-31-42(40(50)54-6)21-55-38(44(31)22(2)56-44)47(3)32(42)17-28-25-10-8-9-11-29(25)45-36(28)43/h8-13,22-24,31-32,37-38,45-46,51H,7,14-21H2,1-6H3/t22-,23+,24-,31-,32-,37-,38-,41+,42-,43-,44-/m0/s1

  • Molecule Class: Alkaloids
  • TPSA: 141.88
  • #RotBonds: 5
  • MW: 764.9200000000001
  • HBD: 3
  • HBA: 10
  • logP: 4.530600000000003
  • Chemical Formula: C44H52N4O8


Species

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

External Databases


References

  • Tabercorymines A and B, Two Vobasinyl-Ibogan-Type Bisindole Alkaloids from Tabernaemontana corymbosa. Org Lett, 2017 (PMID 28876071).

Compound-Protein Relationships

  • No relationship found

Compound Activities

    • Antiproliferative

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) -5.72
    Human Oral Bioavailability 20% Non-Bioavailable
    Human Intestinal Absorption Non-Absorbed
    Madin-Darby Canine Kidney 176.27
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability 23799.02
    Distribution Blood-Brain Barrier (Central Nervous System) -3.34
    Blood-Brain Barrier Non-Penetrable
    Fraction Unbound (Human) 0.88
    Plasma Protein Binding 66.52
    Steady State Volume of Distribution 4.56
    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 Substrate
    CYP 3A4 Inhibitor Non-Inhibitor
    CYP 3A4 Substrate Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Inhibitor
    Excretion Clearance 8.79
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Toxic
    Avian Toxic
    Bee Toxic
    Bioconcentration Factor -554.69
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -1.53
    Liver Injury II Safe
    hERG Blockers Safe
    Daphnia Maga 4.53
    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 -43192645.2
    Rat (Acute) 3.4
    Rat (Chronic Oral) 2.65
    Fathead Minnow 54524.19
    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 4853996.09
    Hydration Free Energy -2.92
    Log(D) at pH=7.4 5.02
    Log(P) 4.15
    Log S -4.94
    Log(Vapor Pressure) -159765.01
    Melting Point 243.38
    pKa Acid -1117.84
    pKa Basic 7.25