A phenylpropanoid hydroxycinnamic acid with diverse biological activities
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Sinapic Acid

Item No. 25457

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-(4-hydroxy-3,5-dimethoxyphenyl)-2-propenoic acid
CAS Number
530-59-6
Synonyms
  • NSC 59261
  • Sinapinic Acid
Molecular Formula
C11H12O5
Formula Weight
224.2
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 10 mg/mlDMSO:PBS (pH 7.2) (1:3): 0.25 mg/ml
λmax
240, 326 nm
SMILES
COC1=C(O)C(OC)=CC(/C=C/C(O)=O)=C1
InChi Code
InChI=1S/C11H12O5/c1-15-8-5-7(3-4-10(12)13)6-9(16-2)11(8)14/h3-6,14H,1-2H3,(H,12,13)/b4-3+
InChi Key
PCMORTLOPMLEFB-ONEGZZNKSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 g

    $36

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    5 g

    $103

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    10 g

    $186

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    25 g

    $378

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    Cayman Chemical
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    Product Description

    Sinapic acid is a phenylpropanoid hydroxycinnamic acid with diverse biological activities.1 Sinapic acid inhibits collagen-induced human platelet aggregation by up to 70% in vitro (IC50 = 1.03 mM).2 It scavenges 2,2-diphenyl-1-picrylhydrazyl (DPPH; Item No. 14805) and 2,2'-azino-bis-(3-ethylbenzothiazoline-6-sulfonate) (ABTS) free radicals with IC50 values of 8.3 and 5.4 μg/ml, respectively.3 Sinapic acid (200 μM) reduces colony formation of SW480 human colon carcinoma cells by 4-fold.4 It also inhibits colony formation of E. coli, S. enteritidis, and S. aureus on agar (MICs = 2.2, 2, and 1.8 mM, respectively).5 In vivo, sinapic acid (4 mg/kg, p.o.) increases the time spent in the open arms of the elevated plus maze by approximately 15% in mice, an effect that can be blocked by the GABAA receptor antagonists flumazenil (Item No. 14252) and bicuculline (Item No. 11727).1 Sinapic acid is also commonly used as a matrix in protein mass spectrometry.6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Yoon, B.H., Jung, J.W., Lee, J.J., et al. Anxiolytic-like effects of sinapic acid in mice. Life Sci. 81(3), 234-240 (2007).

    2. Kim, M.-S., Shin, W.-C., Kang, D.-K., et al. Anti-thrombosis activity of sinapic acid isolated from the lees of bokbunja wine. J. Microbiol. Biotechnol. 26(1), 61-65 (2016).

    3. Lee, K.J., Oh, Y.C., Cho, W.K., et al. Antioxidant and anti-inflammatory activity determination of one hundred kinds of pure chemical compounds using offline and online screening HPLC assay. Evid. Based Complement. Alternat. Med. 165457 (2015).

    4. Hudson, E.A., Dinh, P.A., Kokubun, T., et al. Characterization of potentially chemopreventive phenols in extracts of brown rice that inhibit the growth of human breast and colon cancer cells. Cancer Epidemiol. Biomarkers Prev. 9(11), 1163-1170 (2000).

    5. Tesaki, S., Tanabe, S., Ono, H., et al. 4-Hydroxy-3-nitrophenylacetic and sinapic acids as antibacterial compounds from mustard seeds. Biosci. Biotechnol. Biochem. 62(5), 998-1000 (1998).

    6. Jonsson, A.P. Mass spectrometry for protein and peptide characterisation. Cell. Mol. Life Sci. 58(7), 868-884 (2001).