Taberbovine D






Names

    • Taberbovine D

Attributes

  • Canonical SMILES

    CC[C@@H](C5)[C@@H](O)C(C2=NC1=CC=C(OC)C=C1C4=C2N3C=C4)=C5C3=O

  • InChI

    InChI=1S/C20H18N2O3/c1-3-10-8-14-16(19(10)23)17-18-12(6-7-22(18)20(14)24)13-9-11(25-2)4-5-15(13)21-17/h4-7,9-10,19,23H,3,8H2,1-2H3/t10-,19+/m0/s1

  • Molecule Class: Alkaloids
  • TPSA: 63.830000000000005
  • #RotBonds: 2
  • MW: 334.37500000000006
  • HBD: 1
  • HBA: 5
  • logP: 3.0630000000000015
  • Chemical Formula: C20H18N2O3


Species

    Species Place of Collection NCBI Taxonomy Voucher Specimen
    T. bovina China, Vietnam 3036760 Cai20150423

External Databases


References

  • Four Yellow Monoterpenoid Quinoline Alkaloids from the Stem of Tabernaemontana bovina. Org Lett, 2019 (PMID 31179705).

Compound-Protein Relationships

  • No relationship found

Compound Activities

    • Inhibitory

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) -4.43
    Human Oral Bioavailability 20% Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -4.3
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability -1.87
    Distribution Blood-Brain Barrier (Central Nervous System) -2.57
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 1.18
    Plasma Protein Binding 74.58
    Steady State Volume of Distribution 1.82
    Metabolism Breast Cancer Resistance Protein Inhibitor
    CYP 1A2 Inhibitor Inhibitor
    CYP 1A2 substrate Non-Substrate
    CYP 2C19 Inhibitor Inhibitor
    CYP 2C19 substrate Non-Substrate
    CYP 2C9 Inhibitor Inhibitor
    CYP 2C9 Substrate Non-Substrate
    CYP 2D6 Inhibitor Non-Inhibitor
    CYP 2D6 Substrate Non-Substrate
    CYP 3A4 Inhibitor Inhibitor
    CYP 3A4 Substrate Non-Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Non-Inhibitor
    Excretion Clearance 3.21
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Toxic
    Avian Safe
    Bee Safe
    Bioconcentration Factor 1.43
    Biodegradation Safe
    Carcinogenesis Toxic
    Crustacean Toxic
    Liver Injury I Toxic
    Eye Corrosion Safe
    Eye irritation Toxic
    Maximum Tolerated Dose 1.06
    Liver Injury II Toxic
    hERG Blockers Safe
    Daphnia Maga 4.09
    Micronucleos Toxic
    NR-AhR Toxic
    NR-AR Safe
    NR-AR-LBD Toxic
    NR-Aromatase Safe
    NR-ER Safe
    NR-ER-LBD Safe
    NR-GR Toxic
    NR-PPAR-gamma Safe
    NR-TR Toxic
    T. Pyriformis -3.5
    Rat (Acute) 1.95
    Rat (Chronic Oral) 2.11
    Fathead Minnow 4.64
    Respiratory Disease Toxic
    Skin Sensitisation Toxic
    SR-ATAD5 Safe
    SR-ARE Toxic
    SR-HSE Safe
    SR-MMP Toxic
    SR-p53 Safe
    General Properties Boiling Point 525.72
    Hydration Free Energy -8.23
    Log(D) at pH=7.4 1.98
    Log(P) 3.01
    Log S -4.58
    Log(Vapor Pressure) -8.27
    Melting Point 269.17
    pKa Acid 6.1
    pKa Basic 5.73