Ethyl iso-allocholate






Names

    • FPDXMWHJGOCDQJ-HZAMXZRMSA-N
    • Ethyl 3,7,12-trihydroxycholan-24-oate
    • 1AB03YEQ1S
    • UNII-1AB03YEQ1S
    • Ethyl 3alpha,7alpha,12alpha-trihydroxy-5beta-cholan-24-oate
    • Ethyl iso-allocholate
    • Cholan-24-oic acid, 3,7,12-trihydroxy-, ethyl ester, (3a,5ss,7a,12a)-; Cholic acid, ethyl ester (6CI); Ethyl cholate; Cholic Acid Ethyl Ester
    • Q27252154
    • EINECS 256-328-1
    • 5.BETA.-CHOLANIC ACID-3.ALPHA.,7.ALPHA.,12.ALPHA.-TRIOL ETHYL ESTER
    • SCHEMBL5428082
    • ethyl (4R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoate
    • AKOS024278936
    • Ethyl 3,7,12-trihydroxycholan-24-oate #
    • cholic acid ethyl ester
    • DTXSID50963898
    • ethyl 4-((1S,2S,7S,11S,16S,5R,9R,10R,14R,15R)-5,9,16-trihydroxy-2,15-dimethylt etracyclo[8.7.0.0<2,7>.0<11,15>]heptadec-14-yl)pentanoate
    • 47676-48-2
    • 5BETA-CHOLANIC ACID-3ALPHA,7ALPHA,12ALPHA-TRIOL ETHYL ESTER
    • ethyl cholate
    • NS00058235

Attributes

  • Canonical SMILES

    CCOC(CC[C@@H](C)[C@]1([H])[C@]2(C)[C@@]([C@]3([H])[C@@H](C[C@@]4([H])C[C@@H](O)CC[C@]4(C)[C@@]3([H])C[C@@H]2O)O)([H])CC1)=O

  • InChI

    InChI=1S/C26H44O5/c1-5-31-23(30)9-6-15(2)18-7-8-19-24-20(14-22(29)26(18,19)4)25(3)11-10-17(27)12-16(25)13-21(24)28/h15-22,24,27-29H,5-14H2,1-4H3/t15-,16-,17+,18-,19+,20+,21-,22+,24+,25+,26-/m1/s1

  • Molecule Class: Minor compounds
  • TPSA: 86.99000000000001
  • #RotBonds: 5
  • MW: 436.63300000000027
  • HBD: 3
  • HBA: 5
  • logP: 3.9272000000000045
  • Chemical Formula: C26H44O5


Species

    Species Place of Collection NCBI Taxonomy Voucher Specimen
    T. catharinensis Brazil 403124 UEC117862

External Databases


References

  • Chromatographic analysis and antioxidant capacity of Tabernaemontana catharinensis. Nat Prod Commun, 2014 (PMID 24660464).

Compound-Protein Relationships


Compound Activities

    • Antioxidant

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) -4.72
    Human Oral Bioavailability 20% Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -4.76
    Human Oral Bioavailability 50% Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability -2.46
    Distribution Blood-Brain Barrier (Central Nervous System) -2.47
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 0.79
    Plasma Protein Binding 75.06
    Steady State Volume of Distribution 0.87
    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 8.01
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life >= 3hs
    Toxicity AMES Mutagenesis Toxic
    Avian Safe
    Bee Toxic
    Bioconcentration Factor -1.53
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Safe
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -0.18
    Liver Injury II Toxic
    hERG Blockers Toxic
    Daphnia Maga 5.51
    Micronucleos Safe
    NR-AhR Safe
    NR-AR Toxic
    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 -48.66
    Rat (Acute) 2.48
    Rat (Chronic Oral) 1.94
    Fathead Minnow 3.83
    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 486.22
    Hydration Free Energy -3.16
    Log(D) at pH=7.4 3.61
    Log(P) 3.92
    Log S -4.35
    Log(Vapor Pressure) -8.67
    Melting Point 160.64
    pKa Acid 10.86
    pKa Basic 7.8