Tabercrassine C






Names

    • Tabercrassine C

Attributes

  • Canonical SMILES

    O=C(N1[C@H]2[C@@](C=O)(CC(C(OC)=O)=C(NC3=C4C=CC=C3)[C@@]24CC1)CC)C

  • InChI

    InChI=1S/C21H24N2O4/c1-4-20(12-24)11-14(18(26)27-3)17-21(9-10-23(13(2)25)19(20)21)15-7-5-6-8-16(15)22-17/h5-8,12,19,22H,4,9-11H2,1-3H3/t19-,20+,21-/m0/s1

  • Molecule Class: Alkaloids
  • TPSA: 75.71
  • #RotBonds: 3
  • MW: 368.43300000000016
  • HBD: 1
  • HBA: 5
  • logP: 2.3968000000000007
  • Chemical Formula: C21H24N2O4


Species

    Species Place of Collection NCBI Taxonomy Voucher Specimen
    T. crassa Ghana 761062 20161116

External Databases


References

  • New Monoterpenoid Indole Alkaloids from Tabernaemontana crassa Inhibit β-Amyloid42 Production and Phospho-Tau (Thr217). Int J Mol Sci, 2023 (PMID 36675001).

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) -4.81
    Human Oral Bioavailability 20% Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -4.69
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Non-Substrate
    Skin Permeability -1.92
    Distribution Blood-Brain Barrier (Central Nervous System) -2.02
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 0.49
    Plasma Protein Binding 49.63
    Steady State Volume of Distribution 1.75
    Metabolism Breast Cancer Resistance Protein Non-Inhibitor
    CYP 1A2 Inhibitor Non-Inhibitor
    CYP 1A2 substrate Non-Substrate
    CYP 2C19 Inhibitor 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 Inhibitor
    CYP 3A4 Substrate Non-Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Non-Inhibitor
    Excretion Clearance 8.29
    Organic Cation Transporter 2 Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Safe
    Bee Toxic
    Bioconcentration Factor -0.23
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -0.22
    Liver Injury II Toxic
    hERG Blockers Safe
    Daphnia Maga 6.48
    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 -10.12
    Rat (Acute) 3.16
    Rat (Chronic Oral) 1.88
    Fathead Minnow 3.99
    Respiratory Disease Toxic
    Skin Sensitisation Safe
    SR-ATAD5 Safe
    SR-ARE Safe
    SR-HSE Safe
    SR-MMP Safe
    SR-p53 Toxic
    General Properties Boiling Point 412.98
    Hydration Free Energy -7.64
    Log(D) at pH=7.4 2.13
    Log(P) 1.96
    Log S -3.58
    Log(Vapor Pressure) -7.94
    Melting Point 171.01
    pKa Acid 7.24
    pKa Basic 6.6