05616
3-脱氢莽草酸
≥95.0% (HPLC)
别名:
(4S,5R) -（-）-4,5-二羟基-3-氧代-1-环己烯-1-羧酸, 3-DHS, 5-脱氢莽草酸
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经验公式（希尔记法）:
C7H8O5
化学文摘社编号:
分子量:
172.14
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.25
MDL number:
产品名称
3-脱氢莽草酸, ≥95.0% (HPLC)
SMILES string
O[C@@H]1CC(=CC(=O)[C@H]1O)C(O)=O
O[C@@H]1CC(=CC(=O)[C@H]1O)C(O)=O
InChI
1S/C7H8O5/c8-4-1-3(7(11)12)2-5(9)6(4)10/h1,5-6,9-10H,2H2,(H,11,12)/t5-,6-/m1/s1
InChI key
SLWWJZMPHJJOPH-PHDIDXHHSA-N
assay
≥95.0% (HPLC)
form
powder
optical activity
[α]/D -59.0±3.0°, c = 1 in ethanol
color
white to off-white
storage temp.
2-8°C
Quality Level
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Application
3-脱氢莽草酸是在儿茶酸合成中由D-葡萄糖生成的生化中间体。3-脱氢莽草酸已用于利用D-葡萄糖衍生的β-酮酯对儿茶酸（1）和2,4,5-三羟基苯甲酸乙酯（2）进行合成的研究中。3-脱氢莽草酸也已用于评估莽草生物合成途径，以开发无毒抗菌剂、除草剂和抗寄生虫药物。
Biochem/physiol Actions
莽草酸途径的代谢物，具有适于连续分光光度测定的发色团。微生物中芳香代谢物的前体。
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Namdeo N Bhujbal et al.
Carbohydrate research, 344(6), 734-738 (2009-03-10)
Synthesis of catechuic acid (1) and ethyl 2,4,5-trihydroxybenzoate (2) from D-glucose-derived beta-ketoester is described. The polyhydroxylated beta-ketoester obtained from the hydrolysis of sugar beta-ketoester 3 was subjected to an aldol-type condensation to get 4 that on enolization, dehydration, and hydrogenation
Verónica F V Prazeres et al.
Journal of medicinal chemistry, 53(1), 191-200 (2009-11-17)
The shikimic acid pathway is essential to many pathogens but absent in mammals. Enzymes in its pathway are therefore appropriate targets for the development of novel antibiotics. Dehydroquinase is the third enzyme of the pathway, catalyzing the reversible dehydratation of
Jianhua Gan et al.
Biochemistry, 46(33), 9513-9522 (2007-07-26)
The shikimate biosynthetic pathway is essential to microorganisms, plants, and parasites but absent from mammals. Therefore, shikimate dehydrogenase (SD) and other enzymes in the pathway are attractive targets for developing nontoxic antimicrobial agents, herbicides, and antiparasite drugs. SD catalyzes the
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