10,11-Dimethoxycriocerine






Names

    • 10,11-Dimethoxycriocerine

Attributes

  • Canonical SMILES

    CC[C@@]12[C@H](O3)C([H])=CN4[C@]1([H])C5=C(C6=C(C=C(OC)C(OC)=C6)N5[C@@]3(C(OC)=O)C2)CC4

  • InChI

    InChI=1S/C23H26N2O5/c1-5-22-12-23(21(26)29-4)25-15-11-17(28-3)16(27-2)10-14(15)13-6-8-24(20(22)19(13)25)9-7-18(22)30-23/h7,9-11,18,20H,5-6,8,12H2,1-4H3/t18-,20-,22-,23+/m1/s1

  • Molecule Class: Alkaloids
  • TPSA: 62.160000000000004
  • #RotBonds: 4
  • MW: 410.4700000000002
  • HBD: 0
  • HBA: 7
  • logP: 3.109700000000002
  • Chemical Formula: C23H26N2O5


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) -4.9
    Human Oral Bioavailability 20% 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 Substrate
    Skin Permeability -1.92
    Distribution Blood-Brain Barrier (Central Nervous System) -3.36
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 0.79
    Plasma Protein Binding 55.59
    Steady State Volume of Distribution 4.33
    Metabolism Breast Cancer Resistance Protein Non-Inhibitor
    CYP 1A2 Inhibitor 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 Inhibitor
    CYP 3A4 Substrate Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Non-Inhibitor
    Excretion Clearance 6.84
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Toxic
    Avian Safe
    Bee Toxic
    Bioconcentration Factor 0.83
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -0.97
    Liver Injury II Toxic
    hERG Blockers Safe
    Daphnia Maga 6.15
    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 -77.3
    Rat (Acute) 3.33
    Rat (Chronic Oral) 1.66
    Fathead Minnow 4.34
    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 471.49
    Hydration Free Energy -2.94
    Log(D) at pH=7.4 3.29
    Log(P) 2.64
    Log S -3.73
    Log(Vapor Pressure) -8.19
    Melting Point 209.43
    pKa Acid 9.46
    pKa Basic 7.06