Hainanervatasine






Names

    • Hainanervatasine

Attributes

  • Canonical SMILES

    CC[C@H]1C[C@H]([C@H](CC(OC)=O)N(CC4)CCC3=C4C2=CC=CC=C2N3)CCC1

  • InChI

    InChI=1S/C24H34N2O2/c1-3-17-7-6-8-18(15-17)23(16-24(27)28-2)26-13-11-20-19-9-4-5-10-21(19)25-22(20)12-14-26/h4-5,9-10,17-18,23,25H,3,6-8,11-16H2,1-2H3/t17-,18-,23+/m1/s1

  • Molecule Class: Alkaloids
  • TPSA: 45.33
  • #RotBonds: 5
  • MW: 382.5480000000001
  • HBD: 1
  • HBA: 3
  • logP: 4.716600000000004
  • Chemical Formula: C24H34N2O2


Species

    Species Place of Collection NCBI Taxonomy Voucher Specimen
    T. bufalina China 403123 Cai20170220

External Databases


References

  • Three New Cytotoxic Monoterpenoid Bisindole Alkaloids from Tabernaemontana bufalina. Planta Med, 2018 (PMID 29689587).

Compound-Protein Relationships

  • No relationship found

Compound Activities

    • Cytotoxicity
    • Antiinflammatory
    • Acetylcholinesterase 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) -4.76
    Human Oral Bioavailability 20% Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -4.76
    Human Oral Bioavailability 50% Bioavailable
    P-Glycoprotein Inhibitor Inhibitor
    P-Glycoprotein Substrate Non-Substrate
    Skin Permeability -2.72
    Distribution Blood-Brain Barrier (Central Nervous System) -2.24
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 1.21
    Plasma Protein Binding 77.37
    Steady State Volume of Distribution 4.07
    Metabolism Breast Cancer Resistance Protein Inhibitor
    CYP 1A2 Inhibitor Non-Inhibitor
    CYP 1A2 substrate Substrate
    CYP 2C19 Inhibitor Inhibitor
    CYP 2C19 substrate Non-Substrate
    CYP 2C9 Inhibitor Non-Inhibitor
    CYP 2C9 Substrate Substrate
    CYP 2D6 Inhibitor Inhibitor
    CYP 2D6 Substrate Non-Substrate
    CYP 3A4 Inhibitor Inhibitor
    CYP 3A4 Substrate Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Non-Inhibitor
    Excretion Clearance 9.58
    Organic Cation Transporter 2 Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Safe
    Bee Toxic
    Bioconcentration Factor 1.4
    Biodegradation Safe
    Carcinogenesis Toxic
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -0.68
    Liver Injury II Toxic
    hERG Blockers Toxic
    Daphnia Maga 7.49
    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 -17.03
    Rat (Acute) 2.97
    Rat (Chronic Oral) 1.56
    Fathead Minnow 3.98
    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 423.48
    Hydration Free Energy -4.96
    Log(D) at pH=7.4 4.49
    Log(P) 4.8
    Log S -4.23
    Log(Vapor Pressure) -8.03
    Melting Point 148.27
    pKa Acid 10.73
    pKa Basic 7.66