14-Formylcriocerine






Names

    • 14-Formylcriocerine

Attributes

  • Canonical SMILES

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

  • InChI

    InChI=1S/C22H22N2O4/c1-3-21-12-22(20(26)27-2)24-16-7-5-4-6-14(16)15-8-9-23(18(21)17(15)24)10-13(11-25)19(21)28-22/h4-7,10-11,18-19H,3,8-9,12H2,1-2H3/t18-,19-,21+,22+/m1/s1

  • Molecule Class: Alkaloids
  • TPSA: 60.77
  • #RotBonds: 3
  • MW: 378.4280000000002
  • HBD: 0
  • HBA: 6
  • logP: 2.661600000000001
  • Chemical Formula: C22H22N2O4


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) -4.91
    Human Oral Bioavailability 20% Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -4.53
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Non-Substrate
    Skin Permeability -1.36
    Distribution Blood-Brain Barrier (Central Nervous System) -2.75
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 0.63
    Plasma Protein Binding 56.19
    Steady State Volume of Distribution 2.78
    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 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 7.35
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Toxic
    Avian Safe
    Bee Toxic
    Bioconcentration Factor 0.14
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -0.67
    Liver Injury II Toxic
    hERG Blockers Safe
    Daphnia Maga 5.73
    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 Toxic
    T. Pyriformis -30.26
    Rat (Acute) 3.75
    Rat (Chronic Oral) 1.39
    Fathead Minnow 4.32
    Respiratory Disease Safe
    Skin Sensitisation Toxic
    SR-ATAD5 Toxic
    SR-ARE Safe
    SR-HSE Safe
    SR-MMP Safe
    SR-p53 Safe
    General Properties Boiling Point 463.69
    Hydration Free Energy -4.47
    Log(D) at pH=7.4 2.93
    Log(P) 2.85
    Log S -3.9
    Log(Vapor Pressure) -8.61
    Melting Point 197.41
    pKa Acid 7.16
    pKa Basic 6.45