17-Acetyl-tabernaecorymbosine A






Names

    • 17-Acetyl-tabernaecorymbosine A

Attributes

  • Canonical SMILES

    C/C=C1[C@@]2([H])C[C@H](C3=C(OC)C=CC4=C3NC5=C4CCN(C6)[C@]7([H])[C@@]5(C(OC)=O)C[C@]6([H])C[C@]7([H])CC)C8=C(C[C@]([C@@]2(COC(C)=O)C(OC)=O)([H])N(C)C\1)C9=C(N8)C=CC=C9

  • InChI

    InChI=1S/C46H56N4O7/c1-8-27-18-26-21-45(43(52)55-6)41-31(16-17-50(22-26)42(27)45)30-14-15-36(54-5)38(40(30)48-41)33-19-34-28(9-2)23-49(4)37(46(34,44(53)56-7)24-57-25(3)51)20-32-29-12-10-11-13-35(29)47-39(32)33/h9-15,26-27,33-34,37,42,47-48H,8,16-24H2,1-7H3/b28-9-/t26-,27-,33+,34+,37-,42-,45+,46-/m0/s1

  • Molecule Class: Alkaloids
  • TPSA: 126.19
  • #RotBonds: 7
  • MW: 776.9750000000001
  • HBD: 2
  • HBA: 9
  • logP: 6.422200000000007
  • Chemical Formula: C46H56N4O7


Species

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

External Databases


References

  • New vobasinyl-ibogan type bisindole alkaloids from Tabernaemontana corymbosa. Fitoterapia, 2015 (PMID 25449423).

Compound-Protein Relationships

  • No relationship found

Compound Activities

    • Inhibitory
    • 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) -5.87
    Human Oral Bioavailability 20% Non-Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney 202.83
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability 27281.03
    Distribution Blood-Brain Barrier (Central Nervous System) -3.22
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 1.15
    Plasma Protein Binding 83.2
    Steady State Volume of Distribution 4.62
    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 Non-Inhibitor
    CYP 2C9 Substrate Non-Substrate
    CYP 2D6 Inhibitor Non-Inhibitor
    CYP 2D6 Substrate Non-Substrate
    CYP 3A4 Inhibitor Inhibitor
    CYP 3A4 Substrate Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Inhibitor
    Excretion Clearance 10.63
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Toxic
    Bee Toxic
    Bioconcentration Factor -636.96
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -1.23
    Liver Injury II Safe
    hERG Blockers Toxic
    Daphnia Maga 4.65
    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 -49511948.25
    Rat (Acute) 2.86
    Rat (Chronic Oral) 2.36
    Fathead Minnow 62500.92
    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 5564567.11
    Hydration Free Energy -2.92
    Log(D) at pH=7.4 5.37
    Log(P) 5.37
    Log S -5.59
    Log(Vapor Pressure) -183171.07
    Melting Point 272.32
    pKa Acid -1282.38
    pKa Basic 8.28