Albifloranine






Names

    • UNII-WD3MZG9WTB
    • DTXSID60228147
    • Ibogamine-18-carboxylic acid, 21-hydroxy-, methyl ester
    • METHYL 21-HYDROXYIBOGAMINE-18-CARBOXYLATE
    • albifloranine
    • WD3MZG9WTB
    • DTXCID80150638
    • 77431-58-4
    • Albifloranine
    • 167696-84-6
    • 18-hydroxycoronaridine

Attributes

  • Canonical SMILES

    [H][C@@]12[C@@H](CCO)C[C@H]3C[N@@]1CCC4=C(NC5=CC=CC=C45)[C@@]2(C3)C(=O)OC

  • InChI

    InChI=1S/C21H26N2O3/c1-26-20(25)21-11-13-10-14(7-9-24)19(21)23(12-13)8-6-16-15-4-2-3-5-17(15)22-18(16)21/h2-5,13-14,19,22,24H,6-12H2,1H3/t13-,14+,19+,21-/m1/s1

  • Molecule Class: Alkaloids
  • TPSA: 65.56
  • #RotBonds: 3
  • MW: 354.45000000000016
  • HBD: 2
  • HBA: 4
  • logP: 2.2276
  • Chemical Formula: C21H26N2O3


Species

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

External Databases


References

  • [Determination of structures by H NMR at 400 MHz: albifloranine, a new alkaloid from Tabernaemontana albiflora]. Planta Med, 1981 (PMID 17401820).
  • Virtual Screening of compounds from Tabernaemontana divaricata for potential anti-bacterial activity. Bioinformation, 2014 (PMID 24748755).

Compound-Protein Relationships


Compound Activities

    • Antibacterial

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) -4.87
    Human Oral Bioavailability 20% Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -4.94
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability -1.1
    Distribution Blood-Brain Barrier (Central Nervous System) -2.65
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 0.81
    Plasma Protein Binding 61.57
    Steady State Volume of Distribution 6.51
    Metabolism Breast Cancer Resistance Protein Non-Inhibitor
    CYP 1A2 Inhibitor Inhibitor
    CYP 1A2 substrate Non-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 Inhibitor
    CYP 3A4 Substrate Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Non-Inhibitor
    Excretion Clearance 9.59
    Organic Cation Transporter 2 Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Safe
    Bee Toxic
    Bioconcentration Factor -0.76
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -0.71
    Liver Injury II Toxic
    hERG Blockers Toxic
    Daphnia Maga 5.9
    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 -9.31
    Rat (Acute) 2.94
    Rat (Chronic Oral) 2.22
    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 422.86
    Hydration Free Energy -6.13
    Log(D) at pH=7.4 2.23
    Log(P) 1.82
    Log S -3.11
    Log(Vapor Pressure) -8.45
    Melting Point 203.33
    pKa Acid 8.73
    pKa Basic 7.73