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经验公式(希尔记法):
C7H10O5
化学文摘社编号:
分子量:
174.15
NACRES:
NA.25
PubChem Substance ID:
UNSPSC Code:
12352106
EC Number:
205-334-2
MDL number:
Beilstein/REAXYS Number:
2210055
产品名称
莽草酸, ≥99%
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 key
JXOHGGNKMLTUBP-HSUXUTPPSA-N
SMILES string
O[C@@H]1CC(=C[C@@H](O)[C@H]1O)C(O)=O
assay
≥99%
form
powder
technique(s)
ligand binding assay: suitable
color
white to off-white
mp
185-187 °C (lit.)
Quality Level
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Application
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。它还被用作莽草酸激酶测定的底物。
Biochem/physiol Actions
给药后在大鼠模型中观察到莽草酸具有致癌性。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。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。
signalword
Danger
hcodes
Hazard Classifications
Eye Dam. 1
存储类别
11 - Combustible Solids
wgk
WGK 3
ppe
Eyeshields, Gloves, type N95 (US)
Efficient elimination of nonstoichiometric enzyme inhibitors from HTS hit lists.
Habig M
Journal of Biomolecular Screening, 14(6), 679-689 (2009)
Glyphosate inhibition of ferric reductase activity in iron deficient sunflower roots.
Ozturk L
The New phytologist, 177(4), 899-906 (2008)
Inhibitory effects of shikimic acid on platelet aggragation and blood coagulation.
Ma Yi
Acta Pharmaceutica Sinica. B, 35, 1-3 (2000)
Garima Rawat et al.
Applied microbiology and biotechnology, 97(10), 4277-4287 (2013-04-05)
Shikimic acid is an industrially important chiral compound used as a key ingredient in formulation of drug Oseltamivir phosphate (Tamiflu) for the treatment of swine/avian flu. The high cost and limited availability of shikimic acid isolated from plants has detained
Saptarshi Ghosh et al.
Biotechnology advances, 30(6), 1425-1431 (2012-03-27)
Shikimic acid is a key intermediate for the synthesis of the antiviral drug oseltamivir (Tamiflu®). Shikimic acid can be produced via chemical synthesis, microbial fermentation and extraction from certain plants. An alternative production route is via biotransformation of the more
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