莽草酸 | 138-59-0
中文名称:
莽草酸
英文名称:
Shikimic acid
CAS No.:
138-59-0
分子式:
C7 H1 0 O5
分子量:
174.1513
如需查看该化合物的详细结构式,mol文件,smile,InChi 请点击:莽草酸结构式
名称和标识符
MDL
MFCD00066278
InChIKey
JXOHGGNKMLTUBP-HSUXUTPPSA-N
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
SMILES
O([H])[C@]1([H])[C@@]([H])(C([H])=C(C(=O)O[H])C([H])([H])[C@@]1([H])O[H])O[H]
BRN
4782717
别名信息
- 中文别名 -
莽草酸
3,4,5-三羟基-1-环己烯-1-甲酸
(-)-莽草酸
3A,4A,5Β-三羟基环已烯羧酸
蟒草酸
3,4,5-三羥-1-環己烯甲酸
卡瓦根提取物
Shikimic Acid 莽草酸
Shikimic acid 莽草酸 标准品
八角提取物
玻尿酸(透明质酸钠)
莽草酸 Star anise extract( Illicium verum extract) Shikimic Acid
莽草酸(shikimic acid )
莽草酸(标准品)
莽草酸(抗肿瘤药物)
莽草酸(蟒草酸)
莽草酸,3,4,5-三羟基-1-环己烯-1-甲酸
莽草酸,Shikimic Acid,植物提取物,标准品,对照品
莽草酸Shikimic acid
莽草酸对照品
(3R,4S,5R)-(-)-3,4,5-三羟基-1-环己烯-1-甲酸
(3R,4S,5R)-(-)-3,4,5-三羟基-1-环己烯羧酸
饲料添加剂
茴香子
八角植物提取物
莽草酸,98%
莽草酸 ≥99%
莽草酸茴香八角提取物
莽草酸(蟒草酸)
- 英文别名 -
3,4,5-Trihydroxycyclohex-1-enecarboxylic acid
1-CYCLOHEXENE-1-CARBOXYLIC ACID, 3,4,5-TRIHYDROXY-, (3R,4S,5R)
3,4,5-TRIHYDROXY-1-CYCLOHEXENE-1-CARBOXYLIC ACID
(-)3ALPHA,4ALPHA,5BETA-TRIHYDROXY-1-CYCLOHEXENE-1-CARBOXYLIC ACID
(3R,4S,5R)-3,4,5-TRIHYDROXY-1-CYCLOHEXENECARBOXYLIC ACID
(3R,4S,5R)-3,4,5-TRIHYDROXY-CYCLOHEX-1-ENECARBOXYLIC ACID
(3R,4S,5R)-3,4,5-TRIHYDROXYL-1-CYCLOHEXENE-1-CARBOXYLIC ACID
(3R,4S,5R)-TRIHYDROXY-1-CYCLOHEXENE-1-CARBOXYLIC ACID
L-SHIKIMIC ACID
(-)-SHIKIMIC ACID
1-Cyclohexene-1-carboxylic acid, 3,4,5-trihydroxy-
1-Cyclohexene-1-carboxylic acid, 3,4,5-trihydroxy-, [3R-(3alpha,4alpha,5beta)]-
Bracken fern toxic component
Shikimate
Skikimic acid
Kava Kava Extract
3,4,5-Trihydroxy-1-Cyclohexene-1-Carboxylic Acid (Shikimic acid)
Shikimic
(3R,4S,5R)-3,4,5-trihydroxycyclohexene-1-carboxylic acid
Shikimic acid
(3R,4S,5R)-3,4,5-Trihydroxycyclohex-1-enecarboxylic acid
SHIKIMIC ACID(RG)
(3R,4S,5R)-(-)-3,4,5-Trihydroxy-1-cyclohexene-1-carboxylic Acid
(3R,4S,5R)-(?)-3,4,5-Trihydroxy-1-cyclohexenecarboxylic acid
(3R,4S,5R)-(−)-3,4,5-Trihydroxy-1-cyclohexenecarboxylic acid
(3R,4S,5R)-(-)-3,4,5-Trihydroxy-1-cyclohexenecarboxylic acid
[
""
]
NSC 59257
sikimic acid
Shikimik Acid
(3R,4S,5R)-3,4,5-TRIHYDROXYCYCLOHEX-1-ENE-1-CARBOXYLIC ACID
3alpha,4alpha,5beta-Trihydroxy-1-cyclohexene-1-carboxylic acid
(-)-Shikimate
1-cyclohexene-1-carboxylic acid, 3,4,5-trihydroxy-, (3R,4S,5R)-
29MS2WI2NU
1-Cyclohexene-1-carboxylic acid, 3,4,5-trihydroxy-, (3R-(3alpha,4alpha,
3,4,5-Trihydroxy-1-cyclohexene-1-carboxylic acid
3,4,5-Trihydroxy-1-cyclohexene-1-carboxylic acid
SHIKIMIC ACID
SHIKIMIC ACID
shikimate
L-shikimic acid
ConMedNP.2484
ConMedNP.2485
shikimic acid
[3R-(3alpha,4alpha,5beta)]-3,4,5-trihydroxy-1-cyclohexene-1-carboxylic acid
3,4,5-Trihydroxy-1-cyclohexenecarboxylic acid
[138-59-0]
3alpha,4alpha,5beta-trihydroxy-1-cyclohexene-1-carboxylic acid
物化性质
实验特性
LogP
-1.51620
PSA
97.99000
Merck
8480
折射率
-180 ° (C=1, H2O)
水溶性
18 g/100 mL (20 ºC)
沸点
400.5°C at 760 mmHg
熔点
185-187 °C (lit.)
闪点
210.1 oC
FEMA
2205
溶解度
180g/l
颜色与性状
Powder
溶解性
在20ºC水中溶解度为18%,微溶于乙醇、乙醚,几乎不溶于氯仿、苯。
敏感性
Hygroscopic
酸度系数(pKa)
pK (14.1°) 5.19
比旋光度
-180 º (c=4, H2O 25 ºC)
光学活性
[α]/D -180.0±5.0°, c = 4 in H2O
密度
1.52 g/cm3 (27.2℃)
计算特性
精确分子量
174.05300
氢键供体数量
4
氢键受体数量
5
可旋转化学键数量
1
同位素质量
174.052823
重原子数量
12
复杂度
222
同位素原子数量
0
确定原子立构中心数量
3
不确定原子立构中心数量
0
确定化学键立构中心数量
0
不确定化学键立构中心数量
0
共价键单元数量
1
疏水参数计算参考值(XlogP)
-1.7
表面电荷
0
拓扑分子极性表面积
98
分子量
174.15
海关数据
海关编码
29181980
海关数据
中国海关编码:
2918199090
概述:
HS: 2918199090. 其他含醇基但不含其他含氧基羧酸(包括其酸酐、酰卤化物、过氧化物和过氧酸及该税号的衍生物). 增值税率:17.0%. 退税率:9.0%. 监管条件:无. 最惠国关税:6.5%. 普通关税:30.0%
申报要素:
品名, 成分含量, 用途
Summary:
2918199090 other carboxylic acids with alcohol function but without other oxygen function, their anhydrides, halides, peroxides, peroxyacids and their derivatives。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:6.5%。General tariff:30.0%
生产方法和用途
方法
HPLC
用途
是一种抗肿瘤药物,同时也是二恶霉素、乙二醛酶抑制剂等抗肿瘤药物的合成原料
莽草酸是从中药八角茴香中提取的一种单体化合物,有抗炎、镇痛作用,是抗癌药物中间体
莽草酸是许多生物碱,芳胺酸,吲哚衍生物和手性药物合成的关键前体。最近,莽草酸被用于奥塞米韦(达菲的活性成分) 的起始原料,奥塞米韦是 神经氨酸酶 抑制剂 ,可用于治疗和预防流感A和流感B。
莽草酸是许多生物碱,芳胺酸,吲哚衍生物和手性药物合成的关键前体。最近,莽草酸被用于奥塞米韦(达菲的活性成分) 的起始原料,奥塞米韦是 神经氨酸酶 抑制剂 ,可用于治疗和预防流感A和流感B。
相关文献
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2.
Exploring ionic liquid–biomass interactions: towards the improved isolation of shikimic acid from star anise pods
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4.
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Shikimic acid ozonolysis kinetics of the transition from liquid aqueous solution to highly viscous glass
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Synthesis of rigidified shikimic acid derivatives by ring-closing metathesis to imprint inhibitor efficacy against shikimate kinase enzyme
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Convergent synthesis of D-(–)-quinic and shikimic acid-containing dendrimers as potential C-lectin ligands by sulfide ligation of unprotected fragments
Cyrille Grandjean,Corinne Rommens,Hélène Gras-Masse,Oleg Melnyk J. Chem. Soc. Perkin Trans. 1 1999 2967
参考资料
Reaxys RN
2210055
Beilstein
2210055
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