A diterpenoid with anticancer properties
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Isomer(s)
36042α-Cembrenediol
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β-Cembrenediol

Item No. 21031

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(1R,3R,4E,8E,12S,13E)-1,5,9-trimethyl-12-(1-methylethyl)-4,8,13-cyclotetradecatriene-1,3-diol
CAS Number
57605-81-9
Synonyms
  • β-CBD
Molecular Formula
C20H34O2
Formula Weight
306.5
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlEthanol:PBS (pH 7.2) (1:4): 0.2 mg/ml
SMILES
C/C1=C\CC/C(C)=C\[C@H](O)C[C@@](C)(O)/C=C/[C@H](C(C)C)CC1
InChi Code
InChI=1S/C20H34O2/c1-15(2)18-10-9-16(3)7-6-8-17(4)13-19(21)14-20(5,22)12-11-18/h7,11-13,15,18-19,21-22H,6,8-10,14H2,1-5H3/b12-11+,16-7+,17-13-/t18-,19+,20+/m1/s1
InChi Key
RIVKDDXPCFBMOV-YQXVXCPCSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    β-Cembrenediol (β-CBD) is a diterpenoid from tobacco plants that is found in cigarette smoke condensate.1 β-CBD inhibits induction of the early antigen of Epstein-Barr virus (EA-EBV) by 12-O-tetradecanoylphorbol-13-acetate (TPA) in vitro (IC50 = 21.9 μM). It inhibits tumor promoting effects of TPA on 7,12-demethylbenz[a]anthracene-induced papilloma formation in vivo.1,2 β-CBD is also released into soil by flue-cured tobacco plants and exerts autotoxicity as well as phytotoxic activity against L. sativa seedlings.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Saito, Y., Takizawa, H., Konishi, S., et al. Identification of cembratriene-4,6-diol as antitumor-promoting agent from cigarette smoke condensate. Carcinogenesis 6(8), 1189-1194 (1985).

    2. Saito, Y., Tsujino, Y., Kaneko, H., et al. Inhibitory effects of cembratriene-4,6-diol derivatives on the induction of Epstein-Barr virus early antigen by 12-O-tetradecanoylphorbol-13-acetate. Agric. Biol. Chem. 51(3), 941-943 (1987).

    3. Ren, X., He, X., Zhang, Z., et al. Isolation, identification, and autotoxicity effect of allelochemicals from rhizosphere soils of flue-cured tobacco. J. Agric. Food Chem. 63(41), 8975-8980 (2015).