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S5375

Sigma-Aldrich

莽草酸

≥99%, suitable for ligand binding assays

同義詞:

(3R,4S,5R)-(-)-3,4,5-三羟基-1-环己烯羧酸

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About This Item

經驗公式（希爾表示法）:
C7H10O5
CAS號碼:
138-59-0
分子量：:
174.15
Beilstein:
2210055
EC號碼:
205-334-2
MDL號碼:
MFCD00066278
分類程式碼代碼:
12352106
PubChem物質ID:
24899647
NACRES:
NA.25
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產品名稱

莽草酸, ≥99%

化驗

≥99%

形狀

powder

技術

ligand binding assay: suitable

顏色

white to off-white

mp

185-187 °C (lit.)

SMILES 字串

O[C@@H]1CC(=C[C@@H](O)[C@H]1O)C(O)=O

InChI

1S/C7H10O5/c8-4-1-3(7(11)12)2-5(9)6(4)10/h1,4-6,8-10H,2H2,(H,11,12)/t4-,5-,6-/m1/s1

InChI 密鑰

JXOHGGNKMLTUBP-HSUXUTPPSA-N

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應用

莽草酸已被用作定量测定根部顶端部分莽草酸含量的标准品。[1]它还被用作莽草酸激酶测定的底物。[2]

生化／生理作用

给药后在大鼠模型中观察到莽草酸具有致癌性。[3]它可用作微生物中芳香族氨基酸、生物碱和其他芳香族代谢物的生物合成的前体。[4]现已确知莽草酸可以抑制二磷酸腺苷（ADP）诱导的兔血小板聚集和血液凝固。[5]

象形圖

Corrosion
GHS05

訊號詞

Danger

危險聲明

H318

危險分類

Eye Dam. 1

儲存類別代碼

11 - Combustible Solids

水污染物質分類（WGK）

WGK 3

個人防護裝備

Eyeshields, Gloves, type N95 (US)

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分析證明 (COA)

Lot/Batch Number
0000427550
0000427549
0000427549
0000427550
0000397946

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Inhibitory effects of shikimic acid on platelet aggragation and blood coagulation.
Ma Yi
Acta Pharmaceutica Sinica. B, 35, 1-3 (2000)
Efficient elimination of nonstoichiometric enzyme inhibitors from HTS hit lists.
Habig M
Journal of Biomolecular Screening, 14(6), 679-689 (2009)
Marco Krämer et al.
Metabolic engineering, 5(4), 277-283 (2003-12-04)
Shikimic acid is a high valued compound used as a key starting material for the synthesis of the neuramidase inhibitor GS4104, which was developed under the name Tamiflu for treatment of antiviral infections. An excellent alternative to the isolation of
Ruben Vanholme et al.
Science (New York, N.Y.), 341(6150), 1103-1106 (2013-08-21)
Lignin is a major component of plant secondary cell walls. Here we describe caffeoyl shikimate esterase (CSE) as an enzyme central to the lignin biosynthetic pathway. Arabidopsis thaliana cse mutants deposit less lignin than do wild-type plants, and the remaining
Amalia M Estévez et al.
Mini reviews in medicinal chemistry, 12(14), 1443-1454 (2012-07-26)
Shikimic acid, a natural compound is a key intermediate in the biosynthesis of amino acids. Consequently, this derivative is widely present in many plants and has interesting biological properties. But besides the pharmacological relevance of shikimic acid itself, it is
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  1. How can I determine the shelf life / expiration / retest date of this product?

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    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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