Desacetyltacraline






Names

    • Desacetyltacraline

Attributes

  • Canonical SMILES

    C/C=C1[C@@]2([H])C[C@@H]3C4(N5)NC6=CC=CC=C6[C@@]4([C@@]2(C(OC)=O)CO)CC5N3C/1

  • InChI

    InChI=1S/C21H25N3O3/c1-3-12-10-24-16-8-14(12)19(11-25,18(26)27-2)20-9-17(24)23-21(16,20)22-15-7-5-4-6-13(15)20/h3-7,14,16-17,22-23,25H,8-11H2,1-2H3/b12-3+/t14-,16-,17?,19+,20-,21?/m1/s1

  • Molecule Class: Alkaloids
  • TPSA: 73.83
  • #RotBonds: 2
  • MW: 367.4490000000002
  • HBD: 3
  • HBA: 6
  • logP: 1.1813000000000002
  • Chemical Formula: C21H25N3O3


Species

    Species Place of Collection NCBI Taxonomy Voucher Specimen
    T. chippii Ivory Coast - Lg12291

External Databases


References

  • Antimicrobially active alkaloids from Tabernaemontana chippii. J Nat Prod, 1985 (PMID 4031898).

Compound-Protein Relationships

  • No relationship found

Compound Activities

    • Antimicrobial

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) -5.39
    Human Oral Bioavailability 20% Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -5.18
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability -0.84
    Distribution Blood-Brain Barrier (Central Nervous System) -2.57
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 0.76
    Plasma Protein Binding 43.69
    Steady State Volume of Distribution 3.32
    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 Inhibitor
    CYP 2D6 Substrate Non-Substrate
    CYP 3A4 Inhibitor Non-Inhibitor
    CYP 3A4 Substrate Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Non-Inhibitor
    Excretion Clearance 5.39
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Safe
    Bee Toxic
    Bioconcentration Factor -1.18
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -0.61
    Liver Injury II Toxic
    hERG Blockers Toxic
    Daphnia Maga 5.67
    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 -23.58
    Rat (Acute) 3.67
    Rat (Chronic Oral) 2.32
    Fathead Minnow 4.11
    Respiratory Disease Toxic
    Skin Sensitisation Toxic
    SR-ATAD5 Safe
    SR-ARE Safe
    SR-HSE Safe
    SR-MMP Safe
    SR-p53 Safe
    General Properties Boiling Point 406.8
    Hydration Free Energy -8.29
    Log(D) at pH=7.4 1.39
    Log(P) 0.51
    Log S -2.98
    Log(Vapor Pressure) -9.16
    Melting Point 209.99
    pKa Acid 7.91
    pKa Basic 4.92