Cononitarine B






Names

    • Cononitarine B

Attributes

  • Canonical SMILES

    C/C=C1[C@@]2([H])C[C@@](C3=C4C(C(CCN(C5)[C@]6([H])[C@@]7(C(OC)=O)C[C@@]5([H])C[C@@H]6CC)=C7[N]4)=CC=C3O)([H])C8=C(C[C@]([C@]2(CO)C(OC)=O)([H])N(C)C\1)C9=C(N8)C=CC=C9

  • InChI

    InChI=1S/C43H51N4O6/c1-6-24-16-23-19-42(40(50)52-4)38-28(14-15-47(20-23)39(24)42)27-12-13-33(49)35(37(27)45-38)30-17-31-25(7-2)21-46(3)34(43(31,22-48)41(51)53-5)18-29-26-10-8-9-11-32(26)44-36(29)30/h7-13,23-24,30-31,34,39,44,48-49H,6,14-22H2,1-5H3/b25-7-/t23-,24+,30-,31-,34+,39+,42-,43-/m1/s1

  • Molecule Class: Alkaloids
  • TPSA: 129.43
  • #RotBonds: 5
  • MW: 719.9030000000001
  • HBD: 3
  • HBA: 8
  • logP: 5.623900000000006
  • Chemical Formula: C43H51N4O6


Species

    Species Place of Collection NCBI Taxonomy Voucher Specimen
    T. corymbosa Malaysia, China 1679252 GK604
    T. divaricata China, Japan, Thailand, Bangladesh, Vienna 52861 BBP0671

External Databases


References

  • Cytotoxic indole alkaloids from Tabernaemontana divaricata. J Nat Prod, 2013 (PMID 23944995).
  • New bisindole alkaloids from Tabernaemontana corymbosa. J Nat Prod, 2003 (PMID 12542336).

Compound-Protein Relationships

  • No relationship found

Compound Activities

    • Cytotoxicity

Predicted NMR Spectral Data

  • No NMR data available.

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) -6.21
    Human Oral Bioavailability 20% Non-Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney 28.05
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability 4435.52
    Distribution Blood-Brain Barrier (Central Nervous System) -3.14
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 1.0
    Plasma Protein Binding 84.01
    Steady State Volume of Distribution 3.93
    Metabolism Breast Cancer Resistance Protein Non-Inhibitor
    CYP 1A2 Inhibitor Inhibitor
    CYP 1A2 substrate 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 Non-Substrate
    CYP 3A4 Inhibitor Non-Inhibitor
    CYP 3A4 Substrate Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Inhibitor
    Excretion Clearance 6.28
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Toxic
    Bee Toxic
    Bioconcentration Factor -108.93
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -0.93
    Liver Injury II Toxic
    hERG Blockers Toxic
    Daphnia Maga 5.19
    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 Safe
    T. Pyriformis -8049276.99
    Rat (Acute) 2.78
    Rat (Chronic Oral) 2.35
    Fathead Minnow 10163.19
    Respiratory Disease Toxic
    Skin Sensitisation Safe
    SR-ATAD5 Safe
    SR-ARE Safe
    SR-HSE Safe
    SR-MMP Safe
    SR-p53 Safe
    General Properties Boiling Point 901636.84
    Hydration Free Energy -2.92
    Log(D) at pH=7.4 4.45
    Log(P) 3.95
    Log S -4.89
    Log(Vapor Pressure) -29606.77
    Melting Point 249.25
    pKa Acid -174.37
    pKa Basic 4.43