γ-Cadinene






Names

    • DTXSID60862005
    • (+)-delta-amorphene
    • γ-Cadinene
    • CHEBI:140564
    • D-Amorphene
    • 16729-01-4
    • 4,7-dimethyl-1-(propan-2-yl)-1,2,3,5,6,8a-hexahydronaphthalene
    • rel-(1R,8aS)-1-isopropyl-4,7-dimethyl-1,2,3,5,6,8a-hexahydronaphthalene
    • delta-Amorphene
    • (+)-?-Cadinene
    • DTXSID80274505
    • cadinene (delta-)
    • Naphthalene, 1,2,3,5,6,8a-hexahydro-4,7-dimethyl-1-(1-methylethyl)-, (1S-cis)-
    • 4,7-dimethyl-1-propan-2-yl-1,2,3,5,6,8a-hexahydronaphthalene
    • FUCYIEXQVQJBKY-UHFFFAOYSA-N
    • Cadina-1(10),4-diene
    • 1-Isopropyl-4,7-dimethyl-1,2,3,5,6,8a-hexahydronaphthalene

Attributes

  • Canonical SMILES

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

  • InChI

    InChI=1S/C15H24/c1-10(2)13-8-6-12(4)14-7-5-11(3)9-15(13)14/h9-10,13-15H,4-8H2,1-3H3/t13-,14-,15-/m0/s1

  • Molecule Class: Terpenoids
  • TPSA: 0.0
  • #RotBonds: 1
  • MW: 204.35699999999997
  • HBD: 0
  • HBA: 0
  • logP: 4.581100000000004
  • Chemical Formula: C15H24


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

  • No relationship found

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) -4.43
    Human Oral Bioavailability 20% Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -4.21
    Human Oral Bioavailability 50% Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Non-Substrate
    Skin Permeability -3.13
    Distribution Blood-Brain Barrier (Central Nervous System) -2.52
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 1.15
    Plasma Protein Binding 51.63
    Steady State Volume of Distribution 2.45
    Metabolism Breast Cancer Resistance Protein Non-Inhibitor
    CYP 1A2 Inhibitor Inhibitor
    CYP 1A2 substrate 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 11.15
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Safe
    Bee Toxic
    Bioconcentration Factor 2.59
    Biodegradation Safe
    Carcinogenesis Toxic
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Toxic
    Maximum Tolerated Dose -0.26
    Liver Injury II Toxic
    hERG Blockers Safe
    Daphnia Maga 5.21
    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 1.94
    Rat (Acute) 1.48
    Rat (Chronic Oral) 1.7
    Fathead Minnow 4.02
    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 258.05
    Hydration Free Energy 0.89
    Log(D) at pH=7.4 3.62
    Log(P) 6.14
    Log S -5.54
    Log(Vapor Pressure) -1.51
    Melting Point 26.79
    pKa Acid 11.77
    pKa Basic 8.59