A derivative of vitamin E
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Garcinoic Acid

Item No. 28122

Technical Information
Formal Name
(2E,6E,10E)-13-[(2R)-3,4-dihydro-6-hydroxy-2,8-dimethyl-2H-1-benzopyran-2-yl]-2,6,10-trimethyl-2,6,10-tridecatrienoic acid
CAS Number
91893-83-3
Synonyms
  • δ-Garcinoic Acid
  • δ-trans-Tocotrienoloic Acid
Molecular Formula
C27H38O4
Formula Weight
Purity
≥98%
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS (pH 7.2) (1:3): 0.25 mg/mlEthanol: 30 mg/ml
SMILES
OC1=CC(C)=C2C(CC[C@](CC/C=C(C)/CC/C=C(C)/CC/C=C(C)/C(O)=O)(C)O2)=C1
InChi Code
InChI=1S/C27H38O4/c1-19(11-7-13-21(3)26(29)30)9-6-10-20(2)12-8-15-27(5)16-14-23-18-24(28)17-22(4)25(23)31-27/h9,12-13,17-18,28H,6-8,10-11,14-16H2,1-5H3,(H,29,30)/b19-9+,20-12+,21-13+/t27-/m1/s1
InChi Key
QOFWRHWADNWKSU-LRXIOGKNSA-N
Origin
Plant/Garcinia kola nut
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    Garcinoic acid is a derivative of vitamin E originally isolated from C. grandiflora.1 It inhibits IL-1β-induced microsomal prostaglandin E2 synthase-1 (mPGES-1) activity in A549 cells when used at concentrations of 1 and 10 µM.2 It has higher antioxidant activity relative to (±)-α-tocopherol (Item No. 25985) in a cell-free assay when used at a concentration of 0.15 mM.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Monache, F.D., Marta, M., Mac-Quhae, M.M., et alTwo new tocotrienoloic acids from the fruits of Clusia grandiflora Splith. Gazz. Chim. Ital. 114(3-4), 135-137 (1984).

    2. Alsabil, K., Suor-Cherer, S., Koeberle, A., et alSemisynthetic and natural garcinoic acid isoforms as new mPGES-1 inhibitors. Planta Med. 82(11-12), 1110-1116 (2016).

    3. Terashima, K., Takaya, Y., and Niwa, M. Powerful antioxidative agents based on garcinoic acid from Garcinia kola. Bioorg. Med. Chem. 10(5), 1619-1625 (2002).