Conolodinine C






Names

    • Conolodinine C

Attributes

  • Canonical SMILES

    O[C@H]4[C@@]3(CC)CC(C(OC)=O)=C([C@](CC7)2C3N7[C@H]6[C@@H]4OC5=CC8=C(C[C@@]9%12C(C(C(OC)=O)C[C@@]%10(CC)C9N(CC%12)C[C@@H]%11[C@H]%10O%11)N8)C=[C@@]56)N=C(C2=C1)C(OC)=C(OC)C1=O

  • InChI

    InChI=1S/C45H52N4O10/c1-7-42-17-23(39(53)57-6)35-45(24-14-26(50)31(54-3)32(55-4)29(24)47-35)10-12-49(41(42)45)30-21-13-20-16-44-9-11-48-19-28-37(59-28)43(8-2,40(44)48)18-22(38(52)56-5)34(44)46-25(20)15-27(21)58-33(30)36(42)51/h13-15,22,28,30,33-34,36-37,40-41,46,51H,7-12,16-19H2,1-6H3/t22?,28-,30-,33+,34?,36-,37-,40?,41?,42-,43-,44+,45+/m1/s1

  • Molecule Class: Alkaloids
  • TPSA: 160.98999999999998
  • #RotBonds: 6
  • MW: 808.929
  • HBD: 2
  • HBA: 14
  • logP: 3.3868000000000036
  • Chemical Formula: C45H52N4O10


Species

    Species Place of Collection NCBI Taxonomy Voucher Specimen
    T. corymbosa Malaysia, China 1679252 GK604

External Databases


References

  • Conolodinines A-D, Aspidosperma- Aspidosperma Bisindole Alkaloids with Antiproliferative Activity from Tabernaemontana corymbosa. J Nat Prod, 2019 (PMID 30869890).

Compound-Protein Relationships

  • No relationship found

Compound Activities

    • Antiproliferative
    • Growth inhibitory

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) -5.46
    Human Oral Bioavailability 20% Non-Bioavailable
    Human Intestinal Absorption Non-Absorbed
    Madin-Darby Canine Kidney 792.85
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability 104385.47
    Distribution Blood-Brain Barrier (Central Nervous System) -3.29
    Blood-Brain Barrier Non-Penetrable
    Fraction Unbound (Human) 0.74
    Plasma Protein Binding 59.14
    Steady State Volume of Distribution 1.83
    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 Non-Inhibitor
    Excretion Clearance 5.18
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Toxic
    Bee Toxic
    Bioconcentration Factor -2429.78
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -1.04
    Liver Injury II Safe
    hERG Blockers Safe
    Daphnia Maga 4.04
    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 -189456823.98
    Rat (Acute) 3.01
    Rat (Chronic Oral) 2.38
    Fathead Minnow 239152.61
    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 21304170.95
    Hydration Free Energy -2.92
    Log(D) at pH=7.4 -0.2
    Log(P) 2.6
    Log S -4.72
    Log(Vapor Pressure) -701462.15
    Melting Point 287.41
    pKa Acid -5050.12
    pKa Basic -3.57