16α-Hydroxyl-ibogamine






Names

    • 16α-Hydroxyl-ibogamine

Attributes

  • Canonical SMILES

    CC[C@@]1([H])C[C@@]2([H])C[C@@]([C@@]1([H])N(C2)CC3)(O)C4=C3C5=C(N4)C=CC=C5

  • InChI

    InChI=1S/C19H24N2O/c1-2-13-9-12-10-19(22)17-15(7-8-21(11-12)18(13)19)14-5-3-4-6-16(14)20-17/h3-6,12-13,18,20,22H,2,7-11H2,1H3/t12-,13-,18-,19+/m0/s1

  • Molecule Class: Alkaloids
  • TPSA: 39.26
  • #RotBonds: 1
  • MW: 296.414
  • HBD: 2
  • HBA: 2
  • logP: 3.032000000000001
  • Chemical Formula: C19H24N2O


Species

    Species Place of Collection NCBI Taxonomy Voucher Specimen
    T. divaricata China, Japan, Thailand, Bangladesh, Vienna 52861 BBP0671

External Databases


References

  • Three New Indole Alkaloids from Tabernaemontana divaricata. Nat Prod Bioprospect, 2018 (PMID 29754315).

Compound-Protein Relationships

  • No relationship found

Compound Activities

    • Cidal
    • 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) -4.98
    Human Oral Bioavailability 20% Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -5.01
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability -1.35
    Distribution Blood-Brain Barrier (Central Nervous System) -2.74
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 0.59
    Plasma Protein Binding 67.65
    Steady State Volume of Distribution 2.68
    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 Inhibitor
    CYP 2D6 Substrate Substrate
    CYP 3A4 Inhibitor Non-Inhibitor
    CYP 3A4 Substrate Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Non-Inhibitor
    Excretion Clearance 12.33
    Organic Cation Transporter 2 Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Safe
    Bee Toxic
    Bioconcentration Factor 0.21
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -0.99
    Liver Injury II Toxic
    hERG Blockers Safe
    Daphnia Maga 4.83
    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 -0.5
    Rat (Acute) 2.84
    Rat (Chronic Oral) 2.29
    Fathead Minnow 3.95
    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 400.22
    Hydration Free Energy -7.03
    Log(D) at pH=7.4 2.76
    Log(P) 3.3
    Log S -3.32
    Log(Vapor Pressure) -9.25
    Melting Point 243.44
    pKa Acid 10.6
    pKa Basic 8.2