10-Hydroxygeissoschizol






Names

    • 10-Hydroxygeissoschizol
    • 10-hydroxygeissoschizol
    • CHEBI:141857

Attributes

  • Canonical SMILES

    C/C=C(C1)\[C@](CCO)([H])C[C@@](N1CC2)([H])C3=C2C4=CC(O)=CC=C4N3

  • InChI

    InChI=1S/C19H24N2O2/c1-2-12-11-21-7-5-15-16-10-14(23)3-4-17(16)20-19(15)18(21)9-13(12)6-8-22/h2-4,10,13,18,20,22-23H,5-9,11H2,1H3/b12-2-/t13-,18-/m0/s1

  • Molecule Class: Alkaloids
  • TPSA: 59.49
  • #RotBonds: 2
  • MW: 312.41299999999995
  • HBD: 3
  • HBA: 3
  • logP: 3.1213000000000015
  • 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) -5.36
    Human Oral Bioavailability 20% Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -5.27
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability -1.66
    Distribution Blood-Brain Barrier (Central Nervous System) -2.62
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 0.25
    Plasma Protein Binding 55.13
    Steady State Volume of Distribution 4.02
    Metabolism Breast Cancer Resistance Protein Non-Inhibitor
    CYP 1A2 Inhibitor 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 14.97
    Organic Cation Transporter 2 Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Safe
    Bee Toxic
    Bioconcentration Factor 0.22
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -0.59
    Liver Injury II Toxic
    hERG Blockers Toxic
    Daphnia Maga 5.13
    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 -2.01
    Rat (Acute) 2.49
    Rat (Chronic Oral) 2.38
    Fathead Minnow 4.26
    Respiratory Disease Toxic
    Skin Sensitisation Toxic
    SR-ATAD5 Safe
    SR-ARE Safe
    SR-HSE Safe
    SR-MMP Safe
    SR-p53 Safe
    General Properties Boiling Point 430.64
    Hydration Free Energy -9.07
    Log(D) at pH=7.4 2.14
    Log(P) 2.39
    Log S -2.94
    Log(Vapor Pressure) -9.31
    Melting Point 226.69
    pKa Acid 11.13
    pKa Basic 7.97