A β-oxidized metabolite of dietary γ-tocopherol
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Parent Compound(s)
36362(+)-γ-Tocopherol 27193(±)-γ-Tocopherol
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γ-CEHC

Item No. 89630

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3,4-dihydro-6-hydroxy-2,7,8-trimethyl-2H-1-benzopyran-2-propanoic acid
CAS Number
178167-75-4
Synonyms
  • γ-Tocopherol Metabolite
  • GTM
  • 2,7,8-trimethyl-2-(β-Carboxy-Ethyl)-6-Hydroxychroman
Molecular Formula
C15H20O4
Formula Weight
264.3
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlPBS (7.2): 0.1 mg/ml
λmax
296 nm
SMILES
OC(=O)CCC1(C)CCc2cc(O)c(C)c(C)c2O1
InChi Code
InChI=1S/C15H20O4/c1-9-10(2)14-11(8-12(9)16)4-6-15(3,19-14)7-5-13(17)18/h8,16H,4-7H2,1-3H3,(H,17,18)
InChi Key
VMJQLPNCUPGMNQ-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    10 mg

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    25 mg

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    Product Description

    γ-CEHC is a β-oxidized metabolite of dietary γ-tocopherol that functions as a natriuretic hormone.1 It was initially purified and characterized from the urine of uremic patients, but it has since been found in urine from both control patients and those with congestive heart failure.2 γ-CEHC is also anti-inflammatory, reducing 8-isoprostane and inflammatory eicosanoid synthesis in rat models.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Christen, S., Woodall, A.A., Shigenaga, M.K., et al. γ-Tocopherol traps mutagenic electrophiles such as NOx and complements α-tocopherol: Physiological implications. Proc. Natl. Acad. Sci. USA 94, 3217-3222 (1997).

    2. Wechter, W.J., Kantoci, D., Murray, E.D., Jr., et al. A new endogenous natriuretic factor: LLU-α. Proc. Natl. Acad. Sci. USA 93, 6002-6007 (1996).

    3. Jiang, Q., Elson-Schwab, I., Courtemanche, C., et al. γ-Tocopherol and its major metabolite, in contrast to α-tocopherol, inhibit cyclooxygenase activity in macrophages and epithelial cells. Proc. Natl. Acad. Sci. USA 97, 11494-11499 (2000).