Cycloart-23Z-en-3β,25-diol






Names

    • cycloart-23-en-3beta,25-diol
    • Cycloart-23Z-en-3β,25-diol

Attributes

  • Canonical SMILES

    C[C@@H]([C@H]1CC[C@]2(C)[C@]1(C)CC[C@]34[C@@H]2CC[C@@H]5[C@@]3(CC[C@H](O)C5(C)C)C4)C/C=C/C(C)(O)C

  • InChI

    InChI=1S/C30H50O2/c1-20(9-8-14-25(2,3)32)21-12-15-28(7)23-11-10-22-26(4,5)24(31)13-16-29(22)19-30(23,29)18-17-27(21,28)6/h8,14,20-24,31-32H,9-13,15-19H2,1-7H3/b14-8+/t20-,21-,22+,23-,24+,27-,28+,29-,30+/m1/s1

  • Molecule Class: Terpenoids
  • TPSA: 40.46
  • #RotBonds: 4
  • MW: 442.7280000000002
  • HBD: 2
  • HBA: 2
  • logP: 7.13970000000001
  • Chemical Formula: C30H50O2


Species

    Species Place of Collection NCBI Taxonomy Voucher Specimen
    T. bufalina China 403123 Cai20170220

External Databases


References

  • Chemical Constituents from Tabernaemontana bufalina Lour. Chem Biodivers, 2019 (PMID 30411487).

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) -4.77
    Human Oral Bioavailability 20% Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -4.47
    Human Oral Bioavailability 50% Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Non-Substrate
    Skin Permeability -3.08
    Distribution Blood-Brain Barrier (Central Nervous System) -1.54
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 1.62
    Plasma Protein Binding 88.53
    Steady State Volume of Distribution 1.26
    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 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 7.28
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Safe
    Bee Toxic
    Bioconcentration Factor 0.22
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Safe
    Liver Injury I Toxic
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose 0.76
    Liver Injury II Toxic
    hERG Blockers Toxic
    Daphnia Maga 5.93
    Micronucleos Safe
    NR-AhR Safe
    NR-AR Toxic
    NR-AR-LBD Toxic
    NR-Aromatase Safe
    NR-ER Safe
    NR-ER-LBD Safe
    NR-GR Safe
    NR-PPAR-gamma Safe
    NR-TR Toxic
    T. Pyriformis -71.04
    Rat (Acute) 2.74
    Rat (Chronic Oral) 1.86
    Fathead Minnow 3.92
    Respiratory Disease Toxic
    Skin Sensitisation Toxic
    SR-ATAD5 Safe
    SR-ARE Toxic
    SR-HSE Safe
    SR-MMP Safe
    SR-p53 Safe
    General Properties Boiling Point 422.52
    Hydration Free Energy -2.83
    Log(D) at pH=7.4 6.55
    Log(P) 6.83
    Log S -6.72
    Log(Vapor Pressure) -8.22
    Melting Point 227.49
    pKa Acid 12.05
    pKa Basic 8.17