10-HydroxyAntirhine






Names

    • 10-HydroxyAntirhine

Attributes

  • Canonical SMILES

    C=C[C@H]([C@H]1CCN2CCC3=C(NC4=CC=C(O)C=C34)[C@@H]2C1)CO

  • InChI

    InChI=1S/C19H24N2O2/c1-2-12(11-22)13-5-7-21-8-6-15-16-10-14(23)3-4-17(16)20-19(15)18(21)9-13/h2-4,10,12-13,18,20,22-23H,1,5-9,11H2/t12-,13-,18-/m0/s1

  • Molecule Class: Alkaloids
  • TPSA: 59.49000000000001
  • #RotBonds: 3
  • MW: 312.4130000000001
  • HBD: 3
  • HBA: 3
  • logP: 2.977200000000001
  • Chemical Formula: C19H24N2O2


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) -5.44
    Human Oral Bioavailability 20% Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -5.26
    Human Oral Bioavailability 50% Bioavailable
    P-Glycoprotein Inhibitor Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability -1.08
    Distribution Blood-Brain Barrier (Central Nervous System) -2.48
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 0.28
    Plasma Protein Binding 55.01
    Steady State Volume of Distribution 3.29
    Metabolism Breast Cancer Resistance Protein Non-Inhibitor
    CYP 1A2 Inhibitor Non-Inhibitor
    CYP 1A2 substrate 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 Substrate
    CYP 3A4 Inhibitor Non-Inhibitor
    CYP 3A4 Substrate Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Non-Inhibitor
    Excretion Clearance 17.88
    Organic Cation Transporter 2 Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Safe
    Bee Toxic
    Bioconcentration Factor 0.47
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -0.78
    Liver Injury II Toxic
    hERG Blockers Toxic
    Daphnia Maga 5.98
    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 0.09
    Rat (Acute) 2.71
    Rat (Chronic Oral) 1.99
    Fathead Minnow 4.0
    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 423.74
    Hydration Free Energy -9.5
    Log(D) at pH=7.4 2.28
    Log(P) 2.43
    Log S -2.83
    Log(Vapor Pressure) -9.17
    Melting Point 213.64
    pKa Acid 9.89
    pKa Basic 7.62