Tabercorine A






Names

    • Tabercorine A

Attributes

  • Canonical SMILES

    O=C([C@]12C3=C(C4=CC=C(C([C@@H]5C[C@@]6([H])C(CN(COC[C@@]67C(OC)=O)C7CC8=C5NC9=C8C=CC=C9)C=C)=C4N3)OC)CCN([C@@]1([H])[C@](C[C@@]%10([H])C2)([H])CC)[C@@]%10(CC(C)=O)[H])OC

  • InChI

    InChI=1S/C47H56N4O7/c1-7-26-18-28-21-46(44(53)56-5)42-31(15-16-51(43(26)46)36(28)17-25(3)52)30-13-14-37(55-4)39(41(30)49-42)33-19-34-27(8-2)22-50-24-58-23-47(34,45(54)57-6)38(50)20-32-29-11-9-10-12-35(29)48-40(32)33/h8-14,26-28,33-34,36,38,43,48-49H,2,7,15-24H2,1,3-6H3/t26-,27?,28+,33+,34+,36-,38?,43+,46-,47-/m1/s1

  • Molecule Class: Alkaloids
  • TPSA: 126.18999999999998
  • #RotBonds: 8
  • MW: 788.9859999999998
  • HBD: 2
  • HBA: 9
  • logP: 6.420600000000007
  • Chemical Formula: C47H56N4O7


Species

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

External Databases


References

  • 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


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) -5.87
    Human Oral Bioavailability 20% Non-Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney 453.78
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability 60078.64
    Distribution Blood-Brain Barrier (Central Nervous System) -3.38
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 1.2
    Plasma Protein Binding 80.45
    Steady State Volume of Distribution 4.05
    Metabolism Breast Cancer Resistance Protein Non-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 10.44
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Toxic
    Bee Toxic
    Bioconcentration Factor -1400.08
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -1.14
    Liver Injury II Toxic
    hERG Blockers Toxic
    Daphnia Maga 4.44
    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 -109036554.09
    Rat (Acute) 2.99
    Rat (Chronic Oral) 2.44
    Fathead Minnow 137637.83
    Respiratory Disease Toxic
    Skin Sensitisation Safe
    SR-ATAD5 Safe
    SR-ARE Safe
    SR-HSE Safe
    SR-MMP Toxic
    SR-p53 Safe
    General Properties Boiling Point 12259626.95
    Hydration Free Energy -2.92
    Log(D) at pH=7.4 4.56
    Log(P) 5.18
    Log S -5.47
    Log(Vapor Pressure) -403614.79
    Melting Point 248.96
    pKa Acid -2883.82
    pKa Basic 6.0