Taberbovcamine A






Names

    • Taberbovcamine A

Attributes

  • Canonical SMILES

    OC[C@H]1N2CCC3=C4[C@]2([H])[C@@](CC)([C@@H]1O)C[C@H](OC)N4C5=C3C=CC=C5OC

  • InChI

    InChI=1S/C21H28N2O4/c1-4-21-10-16(27-3)23-17-12(6-5-7-15(17)26-2)13-8-9-22(19(21)18(13)23)14(11-24)20(21)25/h5-7,14,16,19-20,24-25H,4,8-11H2,1-3H3/t14-,16+,19-,20-,21+/m1/s1

  • Molecule Class: Alkaloids
  • TPSA: 67.09
  • #RotBonds: 4
  • MW: 372.4650000000001
  • HBD: 2
  • HBA: 6
  • logP: 2.2296000000000005
  • Chemical Formula: C21H28N2O4


Species

    Species Place of Collection NCBI Taxonomy Voucher Specimen
    T. bovina China, Vietnam 3036760 Cai20150423

External Databases


References

  • Vincan- and eburnan-type alkaloids from Tabernaemontana bovina and their hypoglycemic activity. Phytochemistry, 2021 (PMID 34218044).

Compound-Protein Relationships

  • No relationship found

Compound Activities

    • Hypoglycemic

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) -4.93
    Human Oral Bioavailability 20% Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -4.85
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability -1.66
    Distribution Blood-Brain Barrier (Central Nervous System) -3.48
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 0.84
    Plasma Protein Binding 48.15
    Steady State Volume of Distribution 2.26
    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 Substrate
    CYP 2D6 Inhibitor Inhibitor
    CYP 2D6 Substrate Non-Substrate
    CYP 3A4 Inhibitor Non-Inhibitor
    CYP 3A4 Substrate Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Non-Inhibitor
    Excretion Clearance 5.28
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Toxic
    Avian Safe
    Bee Toxic
    Bioconcentration Factor 0.45
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -0.18
    Liver Injury II Toxic
    hERG Blockers Toxic
    Daphnia Maga 7.74
    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 -17.93
    Rat (Acute) 3.14
    Rat (Chronic Oral) 2.24
    Fathead Minnow 4.07
    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 434.01
    Hydration Free Energy -7.87
    Log(D) at pH=7.4 2.02
    Log(P) 1.94
    Log S -2.36
    Log(Vapor Pressure) -9.19
    Melting Point 175.91
    pKa Acid 11.47
    pKa Basic 7.12