Taberdivarine I






Names

    • CS-0646640
    • Taberdivarine I
    • HY-N11428
    • Taberdivarine H
    • 1662688-34-7

Attributes

  • Canonical SMILES

    C/C=C1C[N+]2(C)CCC3=C4[C@@H]2C[C@@H]/1[C@H](C([O-])=O)N4C5=CC=CC=C35

  • InChI

    InChI=1S/C20H22N2O2/c1-3-12-11-22(2)9-8-14-13-6-4-5-7-16(13)21-18(14)17(22)10-15(12)19(21)20(23)24/h3-7,15,17,19H,8-11H2,1-2H3/b12-3-/t15-,17-,19+,22?/m0/s1

  • Molecule Class: Alkaloids
  • TPSA: 45.059999999999995
  • #RotBonds: 1
  • MW: 322.408
  • HBD: 0
  • HBA: 3
  • logP: 1.9558999999999995
  • Chemical Formula: C20H22N2O2


Species

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

External Databases

    • PubChem CID: 168432148
    • CAS RN: 1662688-34-7

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) -4.98
    Human Oral Bioavailability 20% Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -4.74
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Non-Substrate
    Skin Permeability -2.12
    Distribution Blood-Brain Barrier (Central Nervous System) -3.28
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 0.17
    Plasma Protein Binding 77.87
    Steady State Volume of Distribution 0.57
    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 7.8
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Toxic
    Avian Safe
    Bee Toxic
    Bioconcentration Factor 0.56
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Toxic
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose 0.41
    Liver Injury II Toxic
    hERG Blockers Safe
    Daphnia Maga 4.19
    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 -1.21
    Rat (Acute) 2.78
    Rat (Chronic Oral) 1.19
    Fathead Minnow 4.34
    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 396.35
    Hydration Free Energy -6.09
    Log(D) at pH=7.4 0.17
    Log(P) -0.52
    Log S -1.03
    Log(Vapor Pressure) -9.61
    Melting Point 254.36
    pKa Acid 6.21
    pKa Basic 5.54