Names

    • 42496-83-3
    • 12-Methoxy-17,18-dehydrovincamine
    • 17,18-Didehydro-12-methoxyvincamine
    • Methyl 14-hydroxy-12-methoxy-17,18-didehydro-14,15-dihydroeburnamenine-14-carboxylate
    • 14,15-Didehydro-12-methoxyvincamine
    • DTXSID20962530

Attributes

  • Canonical SMILES

  • InChI
  • Molecule Class:
  • TPSA:
  • #RotBonds:
  • MW:
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  • HBA:
  • logP:
  • Chemical Formula:


Species

    Species Place of Collection NCBI Taxonomy Voucher Specimen
    T. psorocarpa Ghana, Ivory Coast 761091 8134

External Databases


References

  • [12-Methoxy-17,18-dehydro-vincamine and 16-epi-isositsirikine, alkaloids from Tabernaemontana psorocarpa]. Planta Med, 1982 (PMID 17396949).
  • Alkaloids from Tabernaemontana psorocarpa. Planta Med, 1983 (PMID 17405098).

Compound-Protein Relationships

  • No relationship found

Compound Activities

  • No activity found

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) -4.76
    Human Oral Bioavailability 20% Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -4.76
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability -2.47
    Distribution Blood-Brain Barrier (Central Nervous System) -2.75
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 1.01
    Plasma Protein Binding 48.9
    Steady State Volume of Distribution 2.9
    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 Inhibitor
    CYP 3A4 Substrate Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Non-Inhibitor
    Excretion Clearance 8.35
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Safe
    Bee Toxic
    Bioconcentration Factor 0.67
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -0.39
    Liver Injury II Toxic
    hERG Blockers Safe
    Daphnia Maga 6.05
    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 -20.12
    Rat (Acute) 3.03
    Rat (Chronic Oral) 1.79
    Fathead Minnow 4.15
    Respiratory Disease Toxic
    Skin Sensitisation Toxic
    SR-ATAD5 Toxic
    SR-ARE Safe
    SR-HSE Safe
    SR-MMP Safe
    SR-p53 Toxic
    General Properties Boiling Point 438.75
    Hydration Free Energy -5.58
    Log(D) at pH=7.4 2.72
    Log(P) 2.71
    Log S -2.83
    Log(Vapor Pressure) -8.16
    Melting Point 190.54
    pKa Acid 8.29
    pKa Basic 6.47