N4 -Oxidejerantinine E






Names

    • N4 -Oxidejerantinine E

Attributes

  • Canonical SMILES

    OC1=CC2=C(C=C1OC)NC3=C(C[C@@](CC)(C4[C@@]32CC[N+]54[O-])CCC5[H])C(OC)=O

  • InChI

    InChI=1S/C22H28N2O5/c1-4-21-6-5-8-24(27)9-7-22(20(21)24)14-10-16(25)17(28-2)11-15(14)23-18(22)13(12-21)19(26)29-3/h10-11,20,23,25H,4-9,12H2,1-3H3/t20?,21-,22+,24?/m0/s1

  • Molecule Class: Alkaloids
  • TPSA: 90.85
  • #RotBonds: 3
  • MW: 400.4750000000002
  • HBD: 2
  • HBA: 6
  • logP: 3.1720000000000015
  • Chemical Formula: C22H28N2O5


Species

    Species Place of Collection NCBI Taxonomy Voucher Specimen
    T. bovina China - Cai20170612

External Databases


References

  • Diverse aspidosperma-type alkaloids from the leaves of Tabernaemontana bovina with anti-hepatoma activity. Fitoterapia, 2023 (PMID 37336417).

Compound-Protein Relationships

  • No relationship found

Compound Activities

    • Antihepatoma
    • Cytotoxicity

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) -5.79
    Human Oral Bioavailability 20% Bioavailable
    Human Intestinal Absorption Non-Absorbed
    Madin-Darby Canine Kidney -4.95
    Human Oral Bioavailability 50% Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability -2.69
    Distribution Blood-Brain Barrier (Central Nervous System) -3.61
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 0.55
    Plasma Protein Binding 69.84
    Steady State Volume of Distribution 0.99
    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 8.27
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Safe
    Bee Toxic
    Bioconcentration Factor -0.09
    Biodegradation Toxic
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -0.76
    Liver Injury II Toxic
    hERG Blockers Safe
    Daphnia Maga 5.39
    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 -27.82
    Rat (Acute) 2.51
    Rat (Chronic Oral) 1.91
    Fathead Minnow 4.04
    Respiratory Disease Toxic
    Skin Sensitisation Toxic
    SR-ATAD5 Toxic
    SR-ARE Toxic
    SR-HSE Safe
    SR-MMP Safe
    SR-p53 Safe
    General Properties Boiling Point 461.61
    Hydration Free Energy -4.48
    Log(D) at pH=7.4 2.06
    Log(P) 1.35
    Log S -1.61
    Log(Vapor Pressure) -9.03
    Melting Point 246.2
    pKa Acid 5.56
    pKa Basic 4.59