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Shikimic acid

Product Name
Shikimic acid
CAS No.
138-59-0
Chemical Name
Shikimic acid
Synonyms
Shikimate;sikimic acid;(-)-SHIKIMIC ACID;Skikimic acid;L-SHIKIMIC ACID;Kava root extract;(3R,4S,5R)-3,4,5-TRIHYDROXY-1-CYCLOHEXENECARBOXYLIC ACID;(3R,4S,5R)-3,4,5-TRIHYDROXY-CYCLOHEX-1-ENECARBOXYLIC ACID;Shikimic;NSC 59257
CBNumber
CB2293550
Molecular Formula
C7H10O5
Formula Weight
174.15
MOL File
138-59-0.mol
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Shikimic acid Property

Melting point:
185-187 °C (lit.)
alpha 
-180 º (c=4, H2O 25 ºC)
Boiling point:
225.11°C (rough estimate)
Density 
1.52 g/cm3 (27.2℃)
vapor pressure 
0Pa at 25℃
refractive index 
-180 ° (C=1, H2O)
storage temp. 
2-8°C
solubility 
180g/l
form 
Powder
pka
pK (14.1°) 5.19
color 
White to light beige or light gray
optical activity
[α]/D -180.0±5.0°, c = 4 in H2O
Water Solubility 
18 g/100 mL (20 ºC)
Sensitive 
Hygroscopic
Merck 
14,8480
BRN 
4782717
InChIKey
JXOHGGNKMLTUBP-HSUXUTPPSA-N
LogP
-1.5 at 21℃ and pH1
Surface tension
49.86mN/m at 1g/L and 20℃
CAS DataBase Reference
138-59-0(CAS DataBase Reference)
NIST Chemistry Reference
Shikimic acid(138-59-0)
IARC
3 (Vol. 40, Sup 7) 1987
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
22-24/25-36-26
WGK Germany 
3
RTECS 
GW4600000
3-10
HS Code 
29181980
Hazardous Substances Data
138-59-0(Hazardous Substances Data)
Toxicity
LD5 i.p. in mice: 1000 mg/kg (Evans, Osman)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H318Causes serious eye damage

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
S5375
Product name
Shikimic acid
Purity
≥99%
Packaging
1g
Price
$158
Updated
2024/03/01
Sigma-Aldrich
Product number
8.24476
Product name
(-)-Shikimic acid
Purity
for synthesis
Packaging
250mg
Price
$29.76
Updated
2024/03/01
Sigma-Aldrich
Product number
8.24476
Product name
(-)-Shikimic acid
Purity
for synthesis
Packaging
1g
Price
$175
Updated
2024/03/01
Sigma-Aldrich
Product number
69686
Product name
Shikimic acid
Purity
analytical standard
Packaging
50mg
Price
$147
Updated
2024/03/01
TCI Chemical
Product number
S0038
Product name
Shikimic Acid
Purity
>97.0%(T)
Packaging
100mg
Price
$23
Updated
2024/03/01
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Shikimic acid Chemical Properties,Usage,Production

Description

Shikimic acid (3,4,5-trihydroxy-1-cyclohexene-1-carboxylic acid) is a natural organic compound. Plant and microbial sources are the only sources of this compound. The isolation of shikimic acid from the fruit of Illicium religiosum was primarily reported by Ekmann in 1885. The name shikimic acid was derived from the oriental plant shikimi-no-ki in Japanese. It is now available in more quantities through the extraction from the fruit Illicium verum (Chinese star anise). This compound is generally utilized as a starting material for the industrial synthesis of the antiviral oseltamivir, a drug against the H1N1 influenza virus. It is also an essential intermediate in the biosynthesis of lignin, aromatic amino acids (phenylalanine, tyrosine, and tryptophan), and most alkaloids of plants and microorganisms[1]. The neuraminidase inhibitors oseltamivir or Tamiflu derived from the shikimic acid pathway are potent influenza viral neuraminidase inhibitors against most influenza strains ( influenza A and B infections). The mode of application is by mouth, either in the form of a pill or liquid.

Chemical Properties

White Solid

Uses

Shikimic acid has been used as a standard for the quantification of shikimate in apical parts of roots. It has also been used as a substrate in shikimate kinase assay.

Uses

Naturally occurring (-)-form is a major biosynthetic precursor of phenylalanine, tyrosine, and tryptophan and hence of the majority of plant alkaloids. It is also involved in the biosynthesis of lignin, flavonpids and other important aromatic compounds.

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.

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.

References

[1] Priyanka Singh. “Shikimic acid as intermediary model for the production of drugs effective against influenza virus.” Phytochemicals as Lead Compounds for New Drug Discovery 14 1 (2020): 245–256.

Shikimic acid Preparation Products And Raw materials

Raw materials

Preparation Products

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Shikimic acid Suppliers

Vertexyn (Nanjing) Bioworks Co., Ltd.
Tel
025-58822206 18020175818
Email
sales@vertexynbio.com
Country
China
ProdList
13
Advantage
58
Guangzhou Shunyi Pharmaceutical Chemical Co., Ltd.
Tel
15360832999
Fax
QQ:1506687511
Email
jasontim@shuntongchem.cn
Country
China
ProdList
41
Advantage
58
Nanjing Kanglirui Biotechnology Co., Ltd.
Tel
+86-18626219813 +86-18626219813
Email
812493095@qq.com
Country
China
ProdList
48
Advantage
58
Henan Vcommend Consultrading Co., Ltd.
Tel
13393721940
Email
sales@vcommend.com
Country
China
ProdList
9962
Advantage
58
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
021-61259108 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40228
Advantage
62
INTATRADE GmbH
Tel
+49 3493/605464
Fax
+49 3493/605470
Email
sales@intatrade.de
Country
Germany
ProdList
3572
Advantage
66
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15839
Advantage
69
future industrial shanghai co., ltd
Tel
400-0066400 13621662912
Fax
021-55660885
Email
sales@jonln.com
Country
China
ProdList
1995
Advantage
65
Chembest Research Laboratories Limited
Tel
+86-21-20908456
Fax
021-58180499
Email
sales@BioChemBest.com
Country
China
ProdList
6005
Advantage
61
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View Lastest Price from Shikimic acid manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
Shikimic acid 138-59-0
Price
US $0.00/Kg/Drum
Min. Order
1KG
Purity
98%min
Supply Ability
1000kg
Release date
2021-11-05
Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Shikimic Acid 138-59-0
Price
US $120.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-05-16
Hebei Longbang Technology Co., Ltd
Product
Shikimic acid 138-59-0
Price
US $6.00/kg
Min. Order
1kg
Purity
More than 99%
Supply Ability
2000KG/Month
Release date
2024-06-07

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