Tabercarpamine B






Names

    • Tabercarpamine B

Attributes

  • Canonical SMILES

    COC([C@]1([C@]([C@H](CC)C2)([H])NCC3)C4=C3C(C=C([C@@H](C[C@@]/5([H])[C@]6(CO)C(OC)=O)C7=C(C[C@]6([H])N(C)CC5=C\C)C8=CC=CC=C8N7)C(OC)=C9)=C9N4C[C@@]2([H])C1)=O

  • InChI

    InChI=1S/C44H54N4O6/c1-7-25-15-24-20-43(41(50)53-5)39(25)45-14-13-28-29-16-30(36(52-4)19-35(29)48(21-24)40(28)43)31-17-33-26(8-2)22-47(3)37(44(33,23-49)42(51)54-6)18-32-27-11-9-10-12-34(27)46-38(31)32/h8-12,16,19,24-25,31,33,37,39,45-46,49H,7,13-15,17-18,20-23H2,1-6H3/b26-8-/t24-,25-,31-,33-,37+,39-,43-,44+/m1/s1

  • Molecule Class: Alkaloids
  • TPSA: 118.04999999999998
  • #RotBonds: 6
  • MW: 734.9380000000001
  • HBD: 3
  • HBA: 9
  • logP: 5.612400000000005
  • Chemical Formula: C44H54N4O6


Species

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

External Databases


References

  • Tabercarpamines A-J, apoptosis-inducing indole alkaloids from the leaves of Tabernaemontana corymbosa. J Nat Prod, 2014 (PMID 24773071).

Compound-Protein Relationships

  • No relationship found

Compound Activities

    • Growth inhibitory

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) -5.85
    Human Oral Bioavailability 20% Non-Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney 45.73
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability 6720.24
    Distribution Blood-Brain Barrier (Central Nervous System) -3.19
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 1.24
    Plasma Protein Binding 80.52
    Steady State Volume of Distribution 3.45
    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 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 11.64
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Toxic
    Bee Toxic
    Bioconcentration Factor -161.08
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -0.67
    Liver Injury II Toxic
    hERG Blockers Toxic
    Daphnia Maga 5.97
    Micronucleos Toxic
    NR-AhR Safe
    NR-AR Safe
    NR-AR-LBD Safe
    NR-Aromatase Safe
    NR-ER Safe
    NR-ER-LBD Safe
    NR-GR Toxic
    NR-PPAR-gamma Safe
    NR-TR Toxic
    T. Pyriformis -12197534.82
    Rat (Acute) 2.85
    Rat (Chronic Oral) 2.29
    Fathead Minnow 15400.74
    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 1368327.19
    Hydration Free Energy -2.92
    Log(D) at pH=7.4 4.98
    Log(P) 4.57
    Log S -4.99
    Log(Vapor Pressure) -44980.5
    Melting Point 262.77
    pKa Acid -278.94
    pKa Basic 5.76