β-Cubebene






Names

    • NS00114127
    • alpha-Cubebene, (-)-
    • DTXSID3058325
    • C09647
    • .ALPHA.-CUBEBENE, (-)-
    • a-cubebene
    • alpha-cubenene
    • alpha-cubeben
    • (-)-alpha-Cubebene
    • 1H-CYCLOPENTA(1,3)CYCLOPROPA(1,2)BENZENE, 3A.ALPHA.,3B.ALPHA.,4,5,6,7-HEXAHYDRO-4.ALPHA.-ISOPROPYL-3,7.BETA.-DIMETHYL-, (-)-
    • EPA Pesticide Chemical Code 117901
    • 1H-Cyclopenta(1,3)cyclopropa(1,2)benzene, 3a,3b,4,5,6,7-hexahydro-3,7-dimethyl-4-(1-methyl-ethyl)-, (3aS-(3aalpha,3bbeta,4beta,7alpha,7aS*))-
    • Caswell No. 264AB
    • 438H9S5RG9
    • (1R,5S,6R,7S,10R)-4,10-dimethyl-7-(propan-2-yl)tricyclo[4.4.0.0(1,5)]dec-3-ene
    • XUEHVOLRMXNRKQ-KHMAMNHCSA-N
    • alpha-Cubebene
    • (1R,5S,6R,7S,10R)-4,10-dimethyl-7-propan-2-yltricyclo[4.4.0.01,5]dec-3-ene
    • 31141-66-9
    • (+/-)-alpha-Cubebene
    • UNII-438H9S5RG9
    • 1H-CYCLOPENTA(1,3)CYCLOPROPA(1,2)BENZENE, 3A,3B,4,5,6,7-HEXAHYDRO-3,7-DIMETHYL-4-(1-METHYL-ETHYL)-, (3AS-(3A.ALPHA.,3B.BETA.,4.BETA.,7.ALPHA.,7AS*))-
    • 17699-14-8
    • β-Cubebene
    • 1H-Cyclopenta(1,3)cyclopropa(1,2)benzene, 3a,3b,4,5,6,7-hexahydro-3,7-dimethyl-4-(1-methylethyl)-, (3aS,3bR,4S,7R,7aR)-
    • Q27108605
    • CHEBI:10224
    • DTXSID901335859
    • (3aS,3bR,4S,7R,7aR)-3,7-dimethyl-4-(propan-2-yl)-3a,3b,4,5,6,7-hexahydro-1H-cyclopenta[1,3]cyclopropa[1,2]benzene

Attributes

  • Canonical SMILES

    C[C@@H]1CC[C@H]([C@H]2[C@]13[C@@H]2C(=C)CC3)C(C)C

  • InChI

    InChI=1S/C15H24/c1-9(2)12-6-5-11(4)15-8-7-10(3)13(15)14(12)15/h9,11-14H,3,5-8H2,1-2,4H3/t11-,12+,13-,14-,15+/m1/s1

  • Molecule Class: Terpenoids
  • TPSA: 0.0
  • #RotBonds: 1
  • MW: 204.35699999999994
  • HBD: 0
  • HBA: 0
  • logP: 4.270900000000004
  • 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) -4.54
    Human Oral Bioavailability 20% Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -4.4
    Human Oral Bioavailability 50% Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Non-Substrate
    Skin Permeability -3.19
    Distribution Blood-Brain Barrier (Central Nervous System) -2.32
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 1.32
    Plasma Protein Binding 54.82
    Steady State Volume of Distribution 1.66
    Metabolism Breast Cancer Resistance Protein Non-Inhibitor
    CYP 1A2 Inhibitor Non-Inhibitor
    CYP 1A2 substrate Substrate
    CYP 2C19 Inhibitor Non-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 12.21
    Organic Cation Transporter 2 Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Toxic
    Avian Safe
    Bee Toxic
    Bioconcentration Factor 2.1
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Toxic
    Maximum Tolerated Dose -0.36
    Liver Injury II Toxic
    hERG Blockers Safe
    Daphnia Maga 4.77
    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 2.51
    Rat (Acute) 1.49
    Rat (Chronic Oral) 1.58
    Fathead Minnow 3.92
    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 246.62
    Hydration Free Energy 1.01
    Log(D) at pH=7.4 4.06
    Log(P) 5.61
    Log S -5.15
    Log(Vapor Pressure) -1.87
    Melting Point 60.46
    pKa Acid 11.84
    pKa Basic 8.85