Taberdisine B






Names

    • Taberdisine B

Attributes

  • Canonical SMILES

    O=C([C@]12C3=C(C4=C(C(CC5=C(NC6=C5C=CC=C6)C([C@@]7(/C(C(NCC7)=O)=C\C)[H])=C)=C(C=C4)OC)N3)CCN8C[C@]([H])(C2)CC([C@@H](C)O)[C@]81[H])OC

  • InChI

    InChI=1S/C40H46N4O5/c1-6-24-25(13-15-41-38(24)46)21(2)34-30(26-9-7-8-10-32(26)42-34)18-31-33(48-4)12-11-27-28-14-16-44-20-23-17-29(22(3)45)37(44)40(19-23,39(47)49-5)36(28)43-35(27)31/h6-12,22-23,25,29,37,42-43,45H,2,13-20H2,1,3-5H3,(H,41,46)/b24-6+/t22-,23+,25-,29?,37+,40-/m1/s1

  • Molecule Class: Alkaloids
  • TPSA: 119.67999999999999
  • #RotBonds: 7
  • MW: 662.8310000000002
  • HBD: 4
  • HBA: 6
  • logP: 5.402300000000006
  • Chemical Formula: C40H46N4O5


Species

    Species Place of Collection NCBI Taxonomy Voucher Specimen
    T.divaricata Thailand - Cai20181114

External Databases


References

  • Insecticidal bisindole alkaloids from leaves of Tabernaemontana divaricata 'Dwaft'. Phytochemistry, 2024 (PMID 38570006).

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) -5.94
    Human Oral Bioavailability 20% Non-Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -1.33
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability 575.94
    Distribution Blood-Brain Barrier (Central Nervous System) -3.01
    Blood-Brain Barrier Non-Penetrable
    Fraction Unbound (Human) 1.52
    Plasma Protein Binding 94.21
    Steady State Volume of Distribution 3.42
    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 Inhibitor
    CYP 2C9 Substrate Non-Substrate
    CYP 2D6 Inhibitor Non-Inhibitor
    CYP 2D6 Substrate Substrate
    CYP 3A4 Inhibitor Inhibitor
    CYP 3A4 Substrate Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Inhibitor
    Excretion Clearance 8.29
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Safe
    Bee Toxic
    Bioconcentration Factor -13.49
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -1.17
    Liver Injury II Toxic
    hERG Blockers Toxic
    Daphnia Maga 8.73
    Micronucleos Toxic
    NR-AhR Safe
    NR-AR Safe
    NR-AR-LBD Safe
    NR-Aromatase Safe
    NR-ER Safe
    NR-ER-LBD Safe
    NR-GR Toxic
    NR-PPAR-gamma Safe
    NR-TR Toxic
    T. Pyriformis -1043337.86
    Rat (Acute) 3.05
    Rat (Chronic Oral) 2.38
    Fathead Minnow 1320.66
    Respiratory Disease Toxic
    Skin Sensitisation Safe
    SR-ATAD5 Safe
    SR-ARE Safe
    SR-HSE Safe
    SR-MMP Toxic
    SR-p53 Toxic
    General Properties Boiling Point 112654.88
    Hydration Free Energy -2.92
    Log(D) at pH=7.4 4.43
    Log(P) 4.15
    Log S -5.01
    Log(Vapor Pressure) -3706.07
    Melting Point 277.54
    pKa Acid -1.47
    pKa Basic 6.07