Tabervarine A






Names

    • Tabervarine A

Attributes

  • Canonical SMILES

    O=C(OC)[C@]12C3=NC4=CC=C(OC)C=C4[C@@]3(O)CCN([C@@H]5CC(C)=O)[C@@]1([H])[C@@H](CC)C[C@]5([H])C2

  • InChI

    InChI=1S/C25H32N2O5/c1-5-15-11-16-13-24(23(29)32-4)21(15)27(20(16)10-14(2)28)9-8-25(30)18-12-17(31-3)6-7-19(18)26-22(24)25/h6-7,12,15-16,20-21,30H,5,8-11,13H2,1-4H3/t15-,16+,20+,21-,24-,25-/m0/s1

  • Molecule Class: Alkaloids
  • TPSA: 88.43
  • #RotBonds: 5
  • MW: 440.5400000000003
  • HBD: 1
  • HBA: 7
  • logP: 3.0001000000000015
  • Chemical Formula: C25H32N2O5


Species

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

External Databases


References

  • Two new monoterpenoid indole alkaloids from Tabernaemontana divaricata. Nat Prod Res, 2019 (PMID 30445827).

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) -5.07
    Human Oral Bioavailability 20% Non-Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -4.74
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability -0.57
    Distribution Blood-Brain Barrier (Central Nervous System) -2.94
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 0.78
    Plasma Protein Binding 63.45
    Steady State Volume of Distribution 1.57
    Metabolism Breast Cancer Resistance Protein Non-Inhibitor
    CYP 1A2 Inhibitor Inhibitor
    CYP 1A2 substrate Substrate
    CYP 2C19 Inhibitor 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 Inhibitor
    CYP 3A4 Substrate Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Non-Inhibitor
    Excretion Clearance 3.13
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Safe
    Bee Toxic
    Bioconcentration Factor -1.09
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -0.41
    Liver Injury II Toxic
    hERG Blockers Safe
    Daphnia Maga 9.1
    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 -112.0
    Rat (Acute) 2.79
    Rat (Chronic Oral) 1.48
    Fathead Minnow 4.09
    Respiratory Disease Toxic
    Skin Sensitisation Safe
    SR-ATAD5 Toxic
    SR-ARE Safe
    SR-HSE Safe
    SR-MMP Safe
    SR-p53 Safe
    General Properties Boiling Point 446.59
    Hydration Free Energy -2.52
    Log(D) at pH=7.4 2.47
    Log(P) 1.73
    Log S -2.71
    Log(Vapor Pressure) -9.66
    Melting Point 216.81
    pKa Acid 7.39
    pKa Basic 5.55