3-Ketopropyl-19R-heyneanine






Names

    • 3-Ketopropyl-19R-heyneanine

Attributes

  • Canonical SMILES

    C(OC)(=O)[C@]12[C@]3([N@]([C@@H](CC(C)=O)[C@@](C1)(C[C@]3([C@@H](C)O)[H])[H])CCC4=C2NC=5C4=CC=CC5)[H]

  • InChI

    InChI=1S/C24H30N2O4/c1-13(27)10-20-15-11-18(14(2)28)22-24(12-15,23(29)30-3)21-17(8-9-26(20)22)16-6-4-5-7-19(16)25-21/h4-7,14-15,18,20,22,25,28H,8-12H2,1-3H3/t14-,15-,18+,20+,22+,24-/m1/s1

  • Molecule Class: Alkaloids
  • TPSA: 82.63
  • #RotBonds: 4
  • MW: 410.5140000000002
  • HBD: 2
  • HBA: 5
  • logP: 2.5737000000000005
  • Chemical Formula: C24H30N2O4


Species

    Species Place of Collection NCBI Taxonomy Voucher Specimen
    T. bufalina China 403123 Cai20170220

External Databases


References

  • Alkaloids isolated from Tabernaemontana bufalina display xanthine oxidase inhibitory activity. Phytochemistry, 2019 (PMID 31302343).

Compound-Protein Relationships

  • No relationship found

Compound Activities

    • Xanthine oxidase inhibitory

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) -4.89
    Human Oral Bioavailability 20% Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -4.81
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability -0.55
    Distribution Blood-Brain Barrier (Central Nervous System) -3.01
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 0.85
    Plasma Protein Binding 69.87
    Steady State Volume of Distribution 5.0
    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 Non-Substrate
    CYP 2D6 Inhibitor Non-Inhibitor
    CYP 2D6 Substrate Non-Substrate
    CYP 3A4 Inhibitor Non-Inhibitor
    CYP 3A4 Substrate Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Non-Inhibitor
    Excretion Clearance 7.86
    Organic Cation Transporter 2 Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Safe
    Bee Toxic
    Bioconcentration Factor -0.91
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -0.7
    Liver Injury II Toxic
    hERG Blockers Toxic
    Daphnia Maga 6.09
    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 -46.47
    Rat (Acute) 3.21
    Rat (Chronic Oral) 2.03
    Fathead Minnow 4.09
    Respiratory Disease Toxic
    Skin Sensitisation Safe
    SR-ATAD5 Safe
    SR-ARE Safe
    SR-HSE Safe
    SR-MMP Safe
    SR-p53 Safe
    General Properties Boiling Point 446.73
    Hydration Free Energy -4.27
    Log(D) at pH=7.4 2.2
    Log(P) 1.29
    Log S -3.3
    Log(Vapor Pressure) -9.38
    Melting Point 209.88
    pKa Acid 7.62
    pKa Basic 6.9