Taberbovcamine B






Names

    • Taberbovcamine B

Attributes

  • Canonical SMILES

    CC[C@@]12C=CCN3[C@]1([H])C4=C(C5=C(C=C(C(O)=C5)OC)N4[C@@](C(O)=O)(C2)O)CC3

  • InChI

    InChI=1S/C21H24N2O5/c1-3-20-6-4-7-22-8-5-12-13-9-15(24)16(28-2)10-14(13)23(17(12)18(20)22)21(27,11-20)19(25)26/h4,6,9-10,18,24,27H,3,5,7-8,11H2,1-2H3,(H,25,26)/t18-,20+,21+/m1/s1

  • Molecule Class: Alkaloids
  • TPSA: 95.16000000000001
  • #RotBonds: 3
  • MW: 384.4320000000002
  • HBD: 3
  • HBA: 6
  • logP: 2.3543000000000003
  • Chemical Formula: C21H24N2O5


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) -6.01
    Human Oral Bioavailability 20% Non-Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -4.72
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Non-Substrate
    Skin Permeability -4.97
    Distribution Blood-Brain Barrier (Central Nervous System) -3.97
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 0.86
    Plasma Protein Binding 69.51
    Steady State Volume of Distribution 0.97
    Metabolism Breast Cancer Resistance Protein Non-Inhibitor
    CYP 1A2 Inhibitor Non-Inhibitor
    CYP 1A2 substrate Non-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 Non-Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Non-Inhibitor
    Excretion Clearance 6.17
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Toxic
    Avian Safe
    Bee Toxic
    Bioconcentration Factor -1.04
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose 0.44
    Liver Injury II Toxic
    hERG Blockers Safe
    Daphnia Maga 4.61
    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 -13.5
    Rat (Acute) 2.45
    Rat (Chronic Oral) 2.23
    Fathead Minnow 3.9
    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 463.15
    Hydration Free Energy -5.7
    Log(D) at pH=7.4 0.8
    Log(P) 1.39
    Log S -2.63
    Log(Vapor Pressure) -12.89
    Melting Point 292.52
    pKa Acid 3.69
    pKa Basic 8.05