Criocerine






Names

    • Criocerine

Attributes

  • Canonical SMILES

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

  • InChI

    InChI=1S/C21H22N2O3/c1-3-20-12-21(19(24)25-2)23-15-7-5-4-6-13(15)14-8-10-22(18(20)17(14)23)11-9-16(20)26-21/h4-7,9,11,16,18H,3,8,10,12H2,1-2H3/t16-,18-,20-,21+/m1/s1

  • Molecule Class: Alkaloids
  • TPSA: 43.7
  • #RotBonds: 2
  • MW: 350.4180000000002
  • HBD: 0
  • HBA: 5
  • logP: 3.092500000000001
  • Chemical Formula: C21H22N2O3


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) -4.88
    Human Oral Bioavailability 20% Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -4.54
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Inhibitor
    P-Glycoprotein Substrate Non-Substrate
    Skin Permeability -1.86
    Distribution Blood-Brain Barrier (Central Nervous System) -2.84
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 1.11
    Plasma Protein Binding 55.73
    Steady State Volume of Distribution 7.28
    Metabolism Breast Cancer Resistance Protein Non-Inhibitor
    CYP 1A2 Inhibitor Inhibitor
    CYP 1A2 substrate Substrate
    CYP 2C19 Inhibitor Inhibitor
    CYP 2C19 substrate Non-Substrate
    CYP 2C9 Inhibitor Non-Inhibitor
    CYP 2C9 Substrate 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 7.72
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Toxic
    Avian Safe
    Bee Toxic
    Bioconcentration Factor 0.8
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -1.14
    Liver Injury II Toxic
    hERG Blockers Safe
    Daphnia Maga 5.17
    Micronucleos Toxic
    NR-AhR Toxic
    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 -10.64
    Rat (Acute) 3.03
    Rat (Chronic Oral) 1.52
    Fathead Minnow 4.06
    Respiratory Disease Toxic
    Skin Sensitisation Toxic
    SR-ATAD5 Toxic
    SR-ARE Safe
    SR-HSE Safe
    SR-MMP Safe
    SR-p53 Safe
    General Properties Boiling Point 435.31
    Hydration Free Energy -6.18
    Log(D) at pH=7.4 3.33
    Log(P) 3.28
    Log S -3.69
    Log(Vapor Pressure) -8.09
    Melting Point 196.89
    pKa Acid 9.91
    pKa Basic 6.9