Taberdisine F






Names

    • Taberdisine F

Attributes

  • Canonical SMILES

    O=C([C@]12C3=C(C4=CC(CC5=C(C=C6C([C@@]78[C@H]9N(C[C@@H]%10[C@H]([C@]9(CC(C(OC)=O)=C8N6)CC)O%10)CC7)=C5)O)=C(C=C4N3)OC)CCN%11C[C@](C2)([H])C[C@H](CC)[C@]%111[H])OC

  • InChI

    InChI=1S/C44H52N4O7/c1-6-23-12-22-18-44(41(51)54-5)35-26(8-10-47(20-22)37(23)44)27-14-25(33(52-3)17-30(27)45-35)13-24-15-29-31(16-32(24)49)46-36-28(39(50)53-4)19-42(7-2)38-34(55-38)21-48-11-9-43(29,36)40(42)48/h14-17,22-23,34,37-38,40,45-46,49H,6-13,18-21H2,1-5H3/t22-,23+,34-,37+,38-,40+,42-,43+,44-/m1/s1

  • Molecule Class: Alkaloids
  • TPSA: 128.89
  • #RotBonds: 7
  • MW: 748.9209999999998
  • HBD: 3
  • HBA: 10
  • logP: 5.306000000000005
  • Chemical Formula: C44H52N4O7


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 124.9
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability 17075.67
    Distribution Blood-Brain Barrier (Central Nervous System) -2.97
    Blood-Brain Barrier Non-Penetrable
    Fraction Unbound (Human) 1.24
    Plasma Protein Binding 67.26
    Steady State Volume of Distribution 3.11
    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 9.71
    Organic Cation Transporter 2 Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Toxic
    Bee Toxic
    Bioconcentration Factor -399.93
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -1.18
    Liver Injury II Safe
    hERG Blockers Safe
    Daphnia Maga 5.27
    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 -30992446.18
    Rat (Acute) 2.56
    Rat (Chronic Oral) 2.44
    Fathead Minnow 39124.38
    Respiratory Disease Toxic
    Skin Sensitisation Safe
    SR-ATAD5 Toxic
    SR-ARE Safe
    SR-HSE Safe
    SR-MMP Safe
    SR-p53 Toxic
    General Properties Boiling Point 3481916.86
    Hydration Free Energy -2.92
    Log(D) at pH=7.4 5.48
    Log(P) 4.36
    Log S -4.76
    Log(Vapor Pressure) -114573.56
    Melting Point 327.96
    pKa Acid -788.68
    pKa Basic 8.31