17R-Acetyljerantinine A






Names

    • 17R-Acetyljerantinine A

Attributes

  • Canonical SMILES

    OC1=CC3=C(NC2=C(C(OC)=O)[C@H](NC(C)=O)[C@@]5(CC)[C@H]4[C@@]23CCN4CC=C5)C=C1OC

  • InChI

    InChI=1S/C24H29N3O5/c1-5-23-7-6-9-27-10-8-24(22(23)27)14-11-16(29)17(31-3)12-15(14)26-20(24)18(21(30)32-4)19(23)25-13(2)28/h6-7,11-12,19,22,26,29H,5,8-10H2,1-4H3,(H,25,28)/t19-,22-,23-,24+/m0/s1

  • Molecule Class: Alkaloids
  • TPSA: 100.13
  • #RotBonds: 4
  • MW: 439.5120000000003
  • HBD: 3
  • HBA: 7
  • logP: 2.05
  • Chemical Formula: C24H29N3O5


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) -5.16
    Human Oral Bioavailability 20% Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -5.24
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability -2.34
    Distribution Blood-Brain Barrier (Central Nervous System) -2.7
    Blood-Brain Barrier Non-Penetrable
    Fraction Unbound (Human) 0.72
    Plasma Protein Binding 55.95
    Steady State Volume of Distribution 2.83
    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 Substrate
    CYP 2C9 Inhibitor Non-Inhibitor
    CYP 2C9 Substrate Non-Substrate
    CYP 2D6 Inhibitor Inhibitor
    CYP 2D6 Substrate Non-Substrate
    CYP 3A4 Inhibitor Non-Inhibitor
    CYP 3A4 Substrate Non-Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Non-Inhibitor
    Excretion Clearance 10.23
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Safe
    Bee Toxic
    Bioconcentration Factor -1.0
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -0.83
    Liver Injury II Toxic
    hERG Blockers Safe
    Daphnia Maga 4.81
    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 -129.42
    Rat (Acute) 2.6
    Rat (Chronic Oral) 2.37
    Fathead Minnow 4.05
    Respiratory Disease Toxic
    Skin Sensitisation Toxic
    SR-ATAD5 Safe
    SR-ARE Toxic
    SR-HSE Safe
    SR-MMP Safe
    SR-p53 Toxic
    General Properties Boiling Point 486.85
    Hydration Free Energy -3.02
    Log(D) at pH=7.4 2.07
    Log(P) 0.92
    Log S -3.48
    Log(Vapor Pressure) -9.02
    Melting Point 224.94
    pKa Acid 6.17
    pKa Basic 6.95