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Chinese Factory Supply Wholesale Shikimic acid 138-59-0 with Cheap Price
- Molecular Formula: C7H10O5
- Molecular Weight: 174.153
- Appearance/Colour: white solid
- Vapor Pressure: 4.45E-08mmHg at 25°C
- Melting Point: 185-187 ºC
- Refractive Index: -180 ° (C=1, H2O)
- Boiling Point: 400.5 ºC at 760 mmHg
- PKA: pK (14.1°) 5.19
- Flash Point: 210.1 ºC
- PSA： 97.99000
- Density: 1.725 g/cm3
- LogP: -1.51620
Shikimic acid(Cas 138-59-0) Usage
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Definition |
ChEBI: A cyclohexenecarboxylic acid that is cyclohex-1-ene-1-carboxylic acid substituted by hydroxy groups at positions 3, 4 and 5 (the 3R,4S,5R stereoisomer). It is an intermediate metabolite in plants and micro rganisms. |
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Biochem/physiol Actions |
Shikimic acid is observed to be carcinogenic in rat models, when administered. It serves as a precursor for the biosynthesis of aromatic amino acids, alkaloids and other aromatic metabolites in microorganisms. Shikimic acid is known to inhibit adenosine diphosphate (ADP) induced platelet aggregation and blood coagulation in rabbits. |
InChI:InChI=1/C7H10O5/c8-4-1-3(7(11)12)2-5(9)6(4)10/h1,4-6,8-10H,2H2,(H,11,12)/p-1/t4-,5-,6-/m1/s1
138-59-0 Relevant articles
Enantiospecific synthesis of (-)-5-epi-shikimic acid and (-)-shikimic acid
Jiang, Shende,McCullough, Kevin J.,Mekki, Boualem,Singh, Gurdial,Wightman, Richard H.
, p. 1805 - 1814 (1997)
Diastereoselective reaction of 2,3-O-iso...
Chemical and toxicological studies on bracken fern, Pteridium aquilinum var. latiusculum. VI. Isolation of 5-O-caffeoylshikimic acid as an antithiamine factor
Fukuoka
, p. 3219 - 3224 (1982)
5-O-Caffeoylshikimic acid (dactylifric a...
Shikimic acid and quinic acid: Replacing isolation from plant sources with recombinant microbial biocatalysis [4]
Draths,Knop, David R.,Frost
, p. 1603 - 1604 (1999)
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Hydroaromatic equilibration during biosynthesis of shikimic acid
Knop,Draths,Chandran,Barker,Von Daeniken,Weber,Frost
, p. 10173 - 10182 (2001)
The expense and limited availability of ...
Stereochemistry of chorismic acid biosynthesis.
Hill,Newkome
, p. 5893 - 5894 (1969)
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Synthesis of aminoshikimic acid
Guo, Jiantao,Frost
, p. 1585 - 1588 (2004)
5-Amino-5-deoxyshikimic acid (aminoshiki...
An enantioconvergent route to (-)-shikimic acid via a palladium-mediated elimination reaction
Yoshida, Naoyuki,Ogasawara, Kunio
, p. 1461 - 1463 (2000)
(Matrix presented) (-)-Shikimic acid, th...
Enantiospecific synthesis of (-)-5-epi-shikimic acid and a new route to (-)-shikimic acid
Jiang, Shende,Mekki, Boualem,Singh, Gurdial,Wightman, Richard H.
, p. 5505 - 5508 (1994)
(-)-Shikimic acid (1) and (-)-5-epi-shik...
New phenolic compounds from Meehania urticifolia
Murata, Toshihiro,Miyase, Toshio,Yoshizaki, Fumihiko
, p. 385 - 390 (2011)
A new phenylethanoid glycoside, rashomos...
Stereodivergent Syntheses of All Stereoisomers of (?)-Shikimic Acid: Development of a Chiral Pool for the Diverse Polyhydroxy-cyclohexenoid (or -cyclohexanoid) Bioactive Molecules
He, Yun-Gang,Huang, Yong-Kang,Xu, Zhang-Li,Xie, Wen-Jing,Luo, Yong-Qiang,Li, Feng-Lei,Zhu, Xing-Liang,Shi, Xiao-Xin
, p. 4318 - 4332 (2021/07/21)
Novel stereodivergent total syntheses of...
A C 2-symmetric chiral pool-based flexible strategy: Synthesis of (+)- and (-)-shikimic acids, (+)- and (-)-4- epi -shikimic acids, and (+)- and (-)-pinitol
Ananthan, Bakthavachalam,Chang, Wan-Chun,Lin, Jhe-Sain,Li, Pin-Hui,Yan, Tu-Hsin
, p. 2898 - 2905 (2014/05/06)
Via combination of a novel acid-promoted...
A concise route to (-)-shikimic acid and (-)-5-epi-shikimic acid, and their enantiomers via Barbier reaction and ring-closing metathesis
Kancharla, Pavan K.,Doddi, Venkata Ramana,Kokatla, Hariprasad,Vankar, Yashwant D.
scheme or table, p. 6951 - 6954 (2010/02/28)
A simple route for the synthesis of natu...
138-59-0 Process route
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73263-62-4
5-trans-caffeoylshikimic acid
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-
331-39-5,501-16-6
caffeic acid
-
-
138-59-0
shikimic acid
Conditions
| Conditions | Yield |
|---|---|
|
In
hydrogenchloride;
reflux 30 min, room temp. overnight;
|
-
-
2280-44-6
D-Glucose
-
-
138-08-9
phosphoenolpyruvic acid
-
-
138-59-0
shikimic acid
-
-
77-95-2
D-(-)-quinic acid
-
-
2922-42-1
(-)-3-dehydroshikimic acid
Conditions
| Conditions | Yield |
|---|---|
|
With
dipotassium hydrogenphosphate; E. coli SP1.1; pKD12138; citric acid;
In
water;
at 33 ℃;
pH=7.0;
Further Variations:;
Reagents;
Enzyme kinetics;
|
138-59-0 Upstream products
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50-99-7
D-glucose
-
90927-40-5
3a,6,7,7a-tetrahydro-7-hydroxy-2,2-dimethyl-[3aR-(3aα,7α,7aα)]-1,3-benzodioxole-5-carboxylic acid
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40983-58-2
methyl shikimate
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2922-42-1
(-)-3-dehydroshikimic acid
138-59-0 Downstream products
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271-44-3
benzimidazole
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40983-58-2
methyl shikimate
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65-85-0
benzoic acid
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32384-32-0
(1S )-1.2c -dibromo-3t .4t .5c -trihydroxy-cyclohexane-carboxylic acid-(1r )
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