Taberdisine C






Names

    • Taberdisine C

Attributes

  • Canonical SMILES

    O=C([C@]12C3=C(C4=CC5=C(C=C4N3)O[C@@H]6[C@@H]5N7CC[C@]89[C@H]7[C@](CC)([C@H]6O)CC(C(OC)=O)=C8NC%10=C(OC)C(OC)=C(O)C=C9%10)CCN%11C[C@@](C2)([H])C[C@@H](CC)[C@]%111[H])OC

  • InChI

    InChI=1S/C44H52N4O9/c1-7-21-13-20-17-44(41(52)56-6)35-22(9-11-47(19-20)37(21)44)23-14-24-29(16-27(23)45-35)57-34-31(24)48-12-10-43-26-15-28(49)32(53-3)33(54-4)30(26)46-36(43)25(39(51)55-5)18-42(8-2,38(34)50)40(43)48/h14-16,20-21,31,34,37-38,40,45-46,49-50H,7-13,17-19H2,1-6H3/t20-,21+,31+,34+,37-,38-,40+,42-,43+,44+/m0/s1

  • Molecule Class: Alkaloids
  • TPSA: 155.05
  • #RotBonds: 6
  • MW: 780.9189999999999
  • HBD: 4
  • HBA: 12
  • logP: 4.819600000000005
  • Chemical Formula: C44H52N4O9


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) -6.03
    Human Oral Bioavailability 20% Non-Bioavailable
    Human Intestinal Absorption Non-Absorbed
    Madin-Darby Canine Kidney 364.28
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability 48413.81
    Distribution Blood-Brain Barrier (Central Nervous System) -3.7
    Blood-Brain Barrier Non-Penetrable
    Fraction Unbound (Human) 0.75
    Plasma Protein Binding 68.97
    Steady State Volume of Distribution 3.46
    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 Non-Substrate
    CYP 3A4 Inhibitor Non-Inhibitor
    CYP 3A4 Substrate Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Inhibitor
    Excretion Clearance 4.95
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Toxic
    Bee Toxic
    Bioconcentration Factor -1127.85
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -1.66
    Liver Injury II Toxic
    hERG Blockers Toxic
    Daphnia Maga 4.59
    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 -87866733.61
    Rat (Acute) 2.62
    Rat (Chronic Oral) 2.22
    Fathead Minnow 110914.51
    Respiratory Disease Toxic
    Skin Sensitisation Safe
    SR-ATAD5 Toxic
    SR-ARE Toxic
    SR-HSE Safe
    SR-MMP Toxic
    SR-p53 Toxic
    General Properties Boiling Point 9877883.21
    Hydration Free Energy -2.92
    Log(D) at pH=7.4 4.32
    Log(P) 3.25
    Log S -5.11
    Log(Vapor Pressure) -325196.02
    Melting Point 320.58
    pKa Acid -2314.59
    pKa Basic 9.95