Cathafoline






Names

    • Cathafoline

Attributes

  • Canonical SMILES

    CN1C2=CC=CC=C2[C@]3([C@@H]4C(OC)=O)CCN5[C@](C[C@H]4/C(C5)=C\C)([H])[C@]13[H]

  • InChI

    InChI=1S/C21H26N2O2/c1-4-13-12-23-10-9-21-15-7-5-6-8-16(15)22(2)19(21)17(23)11-14(13)18(21)20(24)25-3/h4-8,14,17-19H,9-12H2,1-3H3/b13-4-/t14-,17-,18-,19-,21-/m0/s1

  • Molecule Class: Alkaloids
  • TPSA: 32.78
  • #RotBonds: 1
  • MW: 338.4510000000001
  • HBD: 0
  • HBA: 4
  • logP: 2.586100000000001
  • Chemical Formula: C21H26N2O2


Species

    Species Place of Collection NCBI Taxonomy Voucher Specimen
    T. dichotoma Sri Lanka, Malaysia - -

External Databases


References

  • Vasorelaxant activity of indole alkaloids from Tabernaemontana dichotoma. J Nat Med, 2013 (PMID 22350216).

Compound-Protein Relationships

  • No relationship found

Compound Activities

    • Vasorelaxant

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) -4.65
    Human Oral Bioavailability 20% Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -4.88
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability -2.29
    Distribution Blood-Brain Barrier (Central Nervous System) -1.98
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 0.93
    Plasma Protein Binding 56.58
    Steady State Volume of Distribution 3.9
    Metabolism Breast Cancer Resistance Protein Non-Inhibitor
    CYP 1A2 Inhibitor Non-Inhibitor
    CYP 1A2 substrate 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 Substrate
    CYP 3A4 Inhibitor Non-Inhibitor
    CYP 3A4 Substrate Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Non-Inhibitor
    Excretion Clearance 7.84
    Organic Cation Transporter 2 Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Toxic
    Avian Toxic
    Bee Toxic
    Bioconcentration Factor 1.11
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -0.05
    Liver Injury II Toxic
    hERG Blockers Toxic
    Daphnia Maga 5.7
    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 -3.17
    Rat (Acute) 3.67
    Rat (Chronic Oral) 1.68
    Fathead Minnow 4.17
    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 420.13
    Hydration Free Energy -2.78
    Log(D) at pH=7.4 2.29
    Log(P) 2.68
    Log S -2.82
    Log(Vapor Pressure) -7.6
    Melting Point 175.63
    pKa Acid 8.31
    pKa Basic 7.66