Taberbovcamine D






Names

    • Taberbovcamine D

Attributes

  • Canonical SMILES

    COC1=CC(N2[C@@](C(OC)=O)(C[C@]3([C@@H]4N(CC=C3)CC[C@]245)CC)O)=C(C=C1OC)C5=O

  • InChI

    InChI=1S/C23H28N2O6/c1-5-21-7-6-9-24-10-8-22(19(21)24)18(26)14-11-16(29-2)17(30-3)12-15(14)25(22)23(28,13-21)20(27)31-4/h6-7,11-12,19,28H,5,8-10,13H2,1-4H3/t19-,21-,22+,23-/m0/s1

  • Molecule Class: Alkaloids
  • TPSA: 88.54000000000002
  • #RotBonds: 4
  • MW: 428.4850000000003
  • HBD: 1
  • HBA: 8
  • logP: 1.7511
  • Chemical Formula: C23H28N2O6


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) -5.0
    Human Oral Bioavailability 20% Non-Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -4.84
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability -2.17
    Distribution Blood-Brain Barrier (Central Nervous System) -3.27
    Blood-Brain Barrier Non-Penetrable
    Fraction Unbound (Human) 0.65
    Plasma Protein Binding 54.29
    Steady State Volume of Distribution 1.1
    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 Non-Inhibitor
    CYP 3A4 Substrate Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Non-Inhibitor
    Excretion Clearance 4.4
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Safe
    Bee Toxic
    Bioconcentration Factor -0.65
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -0.14
    Liver Injury II Toxic
    hERG Blockers Safe
    Daphnia Maga 5.98
    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 -78.9
    Rat (Acute) 2.82
    Rat (Chronic Oral) 1.72
    Fathead Minnow 4.0
    Respiratory Disease Toxic
    Skin Sensitisation Safe
    SR-ATAD5 Toxic
    SR-ARE Safe
    SR-HSE Safe
    SR-MMP Safe
    SR-p53 Safe
    General Properties Boiling Point 458.9
    Hydration Free Energy -2.73
    Log(D) at pH=7.4 1.99
    Log(P) 1.65
    Log S -2.75
    Log(Vapor Pressure) -8.38
    Melting Point 220.87
    pKa Acid 5.61
    pKa Basic 4.99