Taberdine M






Names

    • Taberdine M

Attributes

  • Canonical SMILES

    [O-][N+]1([C@](C[C@]/2([H])C3=C4C5=C(C=CC=C5)N=C3)([H])[C@@]4(CC1)O)CC2=C\C

  • InChI

    InChI=1S/C19H20N2O2/c1-2-12-11-21(23)8-7-19(22)17(21)9-14(12)15-10-20-16-6-4-3-5-13(16)18(15)19/h2-6,10,14,17,22H,7-9,11H2,1H3/b12-2-/t14-,17-,19+,21?/m0/s1

  • Molecule Class: Alkaloids
  • TPSA: 56.18000000000001
  • #RotBonds: 0
  • MW: 308.3810000000001
  • HBD: 1
  • HBA: 3
  • logP: 2.956500000000001
  • Chemical Formula: C19H20N2O2


Species

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

External Databases


References

  • Taberdines L and M, two new alkaloids from Tabernaemontana divaricata. Nat Prod Res, 2022 (PMID 34933610).

Compound-Protein Relationships

  • No relationship found

Compound Activities

    • 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) -5.26
    Human Oral Bioavailability 20% Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -4.71
    Human Oral Bioavailability 50% Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability -2.39
    Distribution Blood-Brain Barrier (Central Nervous System) -3.21
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 0.45
    Plasma Protein Binding 76.93
    Steady State Volume of Distribution 1.42
    Metabolism Breast Cancer Resistance Protein Non-Inhibitor
    CYP 1A2 Inhibitor Non-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 Non-Inhibitor
    CYP 2D6 Substrate Non-Substrate
    CYP 3A4 Inhibitor Non-Inhibitor
    CYP 3A4 Substrate Non-Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Non-Inhibitor
    Excretion Clearance 6.68
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Safe
    Bee Toxic
    Bioconcentration Factor 0.97
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -0.34
    Liver Injury II Toxic
    hERG Blockers Safe
    Daphnia Maga 4.31
    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 1.12
    Rat (Acute) 2.9
    Rat (Chronic Oral) 1.95
    Fathead Minnow 4.46
    Respiratory Disease Toxic
    Skin Sensitisation Toxic
    SR-ATAD5 Safe
    SR-ARE Toxic
    SR-HSE Safe
    SR-MMP Safe
    SR-p53 Safe
    General Properties Boiling Point 412.47
    Hydration Free Energy -7.92
    Log(D) at pH=7.4 1.43
    Log(P) 0.86
    Log S -1.27
    Log(Vapor Pressure) -9.02
    Melting Point 229.24
    pKa Acid 6.51
    pKa Basic 2.75