Ervataminic acid






Names

    • Ervataminic acid

Attributes

  • Canonical SMILES

    C(O)(=O)[C@]12[C@]([C@H](CC)CN(C)C1)(CC(=O)C3=C(C2)C=4C(N3)=CC=CC4)[H]

  • InChI

    InChI=1S/C20H24N2O3/c1-3-12-10-22(2)11-20(19(24)25)9-14-13-6-4-5-7-16(13)21-18(14)17(23)8-15(12)20/h4-7,12,15,21H,3,8-11H2,1-2H3,(H,24,25)/t12-,15+,20+/m1/s1

  • Molecule Class: Alkaloids
  • TPSA: 73.4
  • #RotBonds: 2
  • MW: 340.42299999999994
  • HBD: 2
  • HBA: 3
  • logP: 2.9556000000000013
  • Chemical Formula: C20H24N2O3


Species

    Species Place of Collection NCBI Taxonomy Voucher Specimen
    T. officinalis China - Cai20120227

External Databases


References

  • Cytotoxic indole alkaloids from Tabernaemontana officinalis. Phytochemistry, 2015 (PMID 25687604).

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) -5.06
    Human Oral Bioavailability 20% Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -4.96
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Non-Substrate
    Skin Permeability -1.82
    Distribution Blood-Brain Barrier (Central Nervous System) -2.92
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 0.68
    Plasma Protein Binding 72.1
    Steady State Volume of Distribution 1.43
    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 9.49
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Safe
    Bee Toxic
    Bioconcentration Factor -0.1
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -0.24
    Liver Injury II Toxic
    hERG Blockers Safe
    Daphnia Maga 4.67
    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 -1.97
    Rat (Acute) 2.51
    Rat (Chronic Oral) 1.88
    Fathead Minnow 3.87
    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 441.6
    Hydration Free Energy -6.77
    Log(D) at pH=7.4 0.32
    Log(P) 2.55
    Log S -3.08
    Log(Vapor Pressure) -10.01
    Melting Point 236.94
    pKa Acid 3.93
    pKa Basic 7.46