Erythrodiol






Names

    • UNII-3VWF903FSS
    • HY-N2419
    • 3VWF903FSS
    • 3beta,28-dihydroxy-ole-12-ene
    • (3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-ol
    • 3.BETA.,28-DIHYDROXYOLEAN-12-ENE
    • MFCD00017294
    • CS-0022626
    • BS-32544
    • 3beta-Erythrodiol
    • SCHEMBL610723
    • Olean-12-ene-3.beta.,28-diol
    • CHEMBL400074
    • C20945
    • ERYTHRODIOL, (+)-
    • EINECS 208-890-4
    • DTXSID401015931
    • Olean-12-ene-3,28-diol, (3b)-
    • Olean-12-ene-3,28-diol, (3beta)-
    • Erythrodiol (Standard)
    • HY-N2419R
    • Olean-12-ene-3beta,28-diol
    • Erythrodiol
    • DTXCID801474094
    • BDBM50218200
    • 3.BETA.-ERYTHRODIOL
    • (3beta)-Olean-12-ene-3,28-diol
    • CHEBI:67939
    • (3.beta.)-Olean-12-ene-3,28-diol
    • 1ST001407
    • 118204-21-0
    • Olean-12-ene-3,28-diol, (3.beta.)-
    • NS00043364
    • (3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-ol
    • (3ss)-Olean-12-ene-3,28-diol; (+)-Erythrodiol; 3ss-Erythrodiol
    • oleanolic alcohol
    • 3beta,28-DIHYDROXYOLEAN-12-ENE
    • 3b-Erythrodiol
    • 545-48-2
    • Erythrodiol, analytical standard
    • AKOS016036259
    • Q27136414

Attributes

  • Canonical SMILES

    C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(CC[C@@]5([C@H]4CC(CC5)(C)C)CO)C)C)(C)C)O

  • InChI

    InChI=1S/C30H50O2/c1-25(2)14-16-30(19-31)17-15-28(6)20(21(30)18-25)8-9-23-27(5)12-11-24(32)26(3,4)22(27)10-13-29(23,28)7/h8,21-24,31-32H,9-19H2,1-7H3/t21-,22-,23+,24-,27-,28+,29+,30+/m0/s1

  • Molecule Class: Terpenoids
  • TPSA: 40.46
  • #RotBonds: 1
  • MW: 442.7280000000003
  • HBD: 2
  • HBA: 2
  • logP: 7.14130000000001
  • Chemical Formula: C30H50O2


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) -4.84
    Human Oral Bioavailability 20% Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -4.45
    Human Oral Bioavailability 50% Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Non-Substrate
    Skin Permeability -2.7
    Distribution Blood-Brain Barrier (Central Nervous System) -1.75
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 1.47
    Plasma Protein Binding 81.11
    Steady State Volume of Distribution 1.63
    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 12.84
    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 Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose 1.29
    Liver Injury II Safe
    hERG Blockers Toxic
    Daphnia Maga 5.68
    Micronucleos Safe
    NR-AhR Safe
    NR-AR Toxic
    NR-AR-LBD Safe
    NR-Aromatase Safe
    NR-ER Safe
    NR-ER-LBD Safe
    NR-GR Toxic
    NR-PPAR-gamma Safe
    NR-TR Toxic
    T. Pyriformis -56.09
    Rat (Acute) 2.35
    Rat (Chronic Oral) 1.34
    Fathead Minnow 3.92
    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 409.86
    Hydration Free Energy -2.94
    Log(D) at pH=7.4 6.62
    Log(P) 7.28
    Log S -6.68
    Log(Vapor Pressure) -8.34
    Melting Point 244.76
    pKa Acid 12.37
    pKa Basic 7.7