Tabercarpamine G






Names

    • Tabercarpamine G

Attributes

  • Canonical SMILES

    CC([H])([H])[C@]1([H])C(NCC2)[C@]3(C(OC)=O)C4=C2C5=CC=C(OC)C=C5N4C(C(C1)C3)=C

  • InChI

    InChI=1S/C23H28N2O3/c1-5-14-10-15-12-23(22(26)28-4)20(14)24-9-8-18-17-7-6-16(27-3)11-19(17)25(13(15)2)21(18)23/h6-7,11,14-15,20,24H,2,5,8-10,12H2,1,3-4H3/t14-,15?,20?,23-/m0/s1

  • Molecule Class: Alkaloids
  • TPSA: 52.49
  • #RotBonds: 3
  • MW: 380.4880000000002
  • HBD: 1
  • HBA: 5
  • logP: 3.4955000000000025
  • Chemical Formula: C23H28N2O3


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) -4.85
    Human Oral Bioavailability 20% Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -4.73
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability -2.52
    Distribution Blood-Brain Barrier (Central Nervous System) -2.2
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 1.11
    Plasma Protein Binding 61.14
    Steady State Volume of Distribution 3.48
    Metabolism Breast Cancer Resistance Protein Non-Inhibitor
    CYP 1A2 Inhibitor Inhibitor
    CYP 1A2 substrate Substrate
    CYP 2C19 Inhibitor Non-Inhibitor
    CYP 2C19 substrate Substrate
    CYP 2C9 Inhibitor Inhibitor
    CYP 2C9 Substrate Non-Substrate
    CYP 2D6 Inhibitor Non-Inhibitor
    CYP 2D6 Substrate Substrate
    CYP 3A4 Inhibitor Inhibitor
    CYP 3A4 Substrate Non-Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Non-Inhibitor
    Excretion Clearance 10.88
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Toxic
    Avian Safe
    Bee Toxic
    Bioconcentration Factor 1.34
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -0.05
    Liver Injury II Toxic
    hERG Blockers Toxic
    Daphnia Maga 7.04
    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 -18.57
    Rat (Acute) 3.01
    Rat (Chronic Oral) 1.79
    Fathead Minnow 4.33
    Respiratory Disease Toxic
    Skin Sensitisation Toxic
    SR-ATAD5 Safe
    SR-ARE Safe
    SR-HSE Safe
    SR-MMP Safe
    SR-p53 Safe
    General Properties Boiling Point 459.61
    Hydration Free Energy -5.85
    Log(D) at pH=7.4 3.71
    Log(P) 3.3
    Log S -3.81
    Log(Vapor Pressure) -7.57
    Melting Point 179.49
    pKa Acid 10.93
    pKa Basic 7.17