Taberdisine E






Names

    • Taberdisine E

Attributes

  • Canonical SMILES

    O=C([C@@]12C3=C(C4=CC(OC)=C(C=C4N3)[C@@H]5[C@@H]6[C@H]([C@@]7([C@@H]8N5CC[C@@]89C%10=CC(O)=C(C(OC)=C%10NC9=C(C7)C(OC)=O)OC)CC)O6)CCN%11C[C@@](C2)([H])C[C@@H](CC)[C@@]%111[H])OC

  • InChI

    InChI=1S/C45H54N4O9/c1-8-22-14-21-18-45(42(52)57-7)36-23(10-12-48(20-21)38(22)45)24-16-30(53-3)25(15-28(24)46-36)32-35-39(58-35)43(9-2)19-26(40(51)56-6)37-44(11-13-49(32)41(43)44)27-17-29(50)33(54-4)34(55-5)31(27)47-37/h15-17,21-22,32,35,38-39,41,46-47,50H,8-14,18-20H2,1-7H3/t21-,22+,32+,35+,38+,39+,41-,43+,44-,45-/m0/s1

  • Molecule Class: Alkaloids
  • TPSA: 147.35
  • #RotBonds: 8
  • MW: 794.9459999999998
  • HBD: 3
  • HBA: 12
  • logP: 5.473700000000006
  • Chemical Formula: C45H54N4O9


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) -5.77
    Human Oral Bioavailability 20% Non-Bioavailable
    Human Intestinal Absorption Non-Absorbed
    Madin-Darby Canine Kidney 518.78
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability 68578.53
    Distribution Blood-Brain Barrier (Central Nervous System) -3.15
    Blood-Brain Barrier Non-Penetrable
    Fraction Unbound (Human) 0.73
    Plasma Protein Binding 54.39
    Steady State Volume of Distribution 2.75
    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 Substrate
    CYP 3A4 Inhibitor Non-Inhibitor
    CYP 3A4 Substrate Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Inhibitor
    Excretion Clearance 7.41
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Toxic
    Avian Toxic
    Bee Toxic
    Bioconcentration Factor -1596.12
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -1.71
    Liver Injury II Safe
    hERG Blockers Safe
    Daphnia Maga 4.07
    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 Toxic
    T. Pyriformis -124467121.39
    Rat (Acute) 2.62
    Rat (Chronic Oral) 2.31
    Fathead Minnow 157116.06
    Respiratory Disease Toxic
    Skin Sensitisation Toxic
    SR-ATAD5 Toxic
    SR-ARE Toxic
    SR-HSE Safe
    SR-MMP Safe
    SR-p53 Toxic
    General Properties Boiling Point 13994725.3
    Hydration Free Energy -2.92
    Log(D) at pH=7.4 3.76
    Log(P) 4.1
    Log S -5.09
    Log(Vapor Pressure) -460757.74
    Melting Point 279.29
    pKa Acid -3306.83
    pKa Basic 4.88