α-Cadinol






Names

    • CS-1050903
    • 10betaH-Cadin-4-en-10-ol (8CI)
    • epi-alpha-Cadinol
    • 10-Epicadinol
    • α-Cadinol
    • C21695
    • (1S,4S,4aR,8aR)-1,6-dimethyl-4-(propan-2-yl)-1,2,3,4,4a,7,8,8a-octahydronaphthalen-1-ol
    • CHEBI:138042
    • HY-N12788
    • CHEMBL2228955
    • Q67865683
    • Cedrelanol
    • 5937-11-1
    • tau-Cadinol
    • epi-Cadinol
    • (1S,4S,4aR,8aR)-1,6-dimethyl-4-propan-2-yl-3,4,4a,7,8,8a-hexahydro-2H-naphthalen-1-ol
    • SCHEMBL3679160
    • G89208
    • 1-Naphthalenol, 1,2,3,4,4a,7,8,8a-octahydro-1,6-dimethyl-4-(1-methylethyl)-, (1S-(1alpha,4alpha,4aalpha,8abeta))-
    • 10-Epi-alpha-Cadinol
    • T Cadinol
    • T-Cadinol
    • 10beta-cadin-4-en-10-ol

Attributes

  • Canonical SMILES

    CC1=CC([C@@H](C(C)C)CC[C@@]2(O)C)C2CC1

  • InChI

    InChI=1S/C15H26O/c1-10(2)12-7-8-15(4,16)14-6-5-11(3)9-13(12)14/h9-10,12-14,16H,5-8H2,1-4H3/t12-,13?,14?,15+/m1/s1

  • Molecule Class: Terpenoids
  • TPSA: 20.23
  • #RotBonds: 1
  • MW: 222.37199999999996
  • HBD: 1
  • HBA: 1
  • logP: 3.7759000000000027
  • Chemical Formula: C15H26O


Species

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

External Databases


References

  • Chemical composition and antioxidant activity of the essential oil of Tabernaemontana catharinensis A. DC. leaves. Nat Prod Res, 2013 (PMID 22273350).

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) -4.65
    Human Oral Bioavailability 20% Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -4.15
    Human Oral Bioavailability 50% Non-Bioavailable
    P-Glycoprotein Inhibitor Inhibitor
    P-Glycoprotein Substrate Non-Substrate
    Skin Permeability -2.92
    Distribution Blood-Brain Barrier (Central Nervous System) -2.7
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 0.61
    Plasma Protein Binding 43.05
    Steady State Volume of Distribution 1.42
    Metabolism Breast Cancer Resistance Protein Non-Inhibitor
    CYP 1A2 Inhibitor Non-Inhibitor
    CYP 1A2 substrate Non-Substrate
    CYP 2C19 Inhibitor Inhibitor
    CYP 2C19 substrate Non-Substrate
    CYP 2C9 Inhibitor Inhibitor
    CYP 2C9 Substrate Substrate
    CYP 2D6 Inhibitor Non-Inhibitor
    CYP 2D6 Substrate Substrate
    CYP 3A4 Inhibitor Non-Inhibitor
    CYP 3A4 Substrate Non-Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Non-Inhibitor
    Excretion Clearance 13.41
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Safe
    Bee Toxic
    Bioconcentration Factor 1.77
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose 0.23
    Liver Injury II Toxic
    hERG Blockers Safe
    Daphnia Maga 4.36
    Micronucleos Safe
    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 0.91
    Rat (Acute) 1.58
    Rat (Chronic Oral) 1.52
    Fathead Minnow 3.86
    Respiratory Disease Safe
    Skin Sensitisation Toxic
    SR-ATAD5 Safe
    SR-ARE Safe
    SR-HSE Safe
    SR-MMP Safe
    SR-p53 Safe
    General Properties Boiling Point 280.28
    Hydration Free Energy -2.85
    Log(D) at pH=7.4 3.72
    Log(P) 4.93
    Log S -4.25
    Log(Vapor Pressure) -2.48
    Melting Point 84.25
    pKa Acid 11.94
    pKa Basic 8.78