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Shikimic acid

Shikimic acid Structure
Shikimic acid structure
CAS No.
138-59-0
Chemical Name:
Shikimic acid
Synonyms
Shikimate;(-)-SHIKIMIC ACID;sikimic acid;L-SHIKIMIC ACID;Kava root extract;Skikimic acid;Kava Kava Extract;(3R,4S,5R)-3,4,5-TRIHYDROXY-1-CYCLOHEXENECARBOXYLIC ACID;(3R,4S,5R)-3,4,5-TRIHYDROXY-CYCLOHEX-1-ENECARBOXYLIC ACID;Shikimic
CBNumber:
CB2293550
Molecular Formula:
C7H10O5
Molecular Weight:
174.15
MDL Number:
MFCD00066278
MOL File:
138-59-0.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-09-10 18:53:57
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Shikimic acid Properties

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
Henry's Law Constant 3.7×108 mol/(m3Pa) at 25℃, HSDB (2015)
Major Application food and beverages
Cosmetics Ingredients Functions SKIN CONDITIONING
DEODORANT
ANTI-SEBORRHEIC
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
InChIKey JXOHGGNKMLTUBP-HSUXUTPPSA-N
SMILES O[C@@H]1CC(=C[C@@H](O)[C@H]1O)C(O)=O
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)
EWG's Food Scores 1
FDA UNII 29MS2WI2NU
NIST Chemistry Reference Shikimic acid(138-59-0)
IARC 3 (Vol. 40, Sup 7) 1987
UNSPSC Code 85151701
NACRES NA.25

SAFETY

Risk and Safety Statements

Symbol(GHS)  Corrosion (GHS05)
GHS05
Signal word  Danger
Hazard statements  H318
Precautionary statements  P280-P305+P351+P338
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  22-24/25-36-26
WGK Germany  3
RTECS  GW4600000
F  3-10
HS Code  29181980
Storage Class 11 - Combustible Solids
Hazard Classifications Eye Dam. 1
Hazardous Substances Data 138-59-0(Hazardous Substances Data)
Toxicity LD5 i.p. in mice: 1000 mg/kg (Evans, Osman)
REACH Registrations Active
NFPA 704
1
0 1

Shikimic acid price More Price(89)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich S5375 Shikimic acid ≥99% 138-59-0 1g $179 2026-04-30 Buy
Sigma-Aldrich 8.24476 (-)-Shikimic acid for synthesis 138-59-0 250mg $54.2 2026-04-30 Buy
Sigma-Aldrich PHR3878 Shikimic acid certified reference material, pharmaceutical secondary standard 138-59-0 100 mg $168 2026-04-30 Buy
Sigma-Aldrich 8.24476 (-)-Shikimic acid for synthesis 138-59-0 1g $121 2026-04-30 Buy
Sigma-Aldrich 69686 Shikimic acid analytical standard 138-59-0 50mg $159 2026-04-30 Buy
Product number Packaging Price Buy
S5375 1g $179 Buy
8.24476 250mg $54.2 Buy
PHR3878 100 mg $168 Buy
8.24476 1g $121 Buy
69686 50mg $159 Buy

Shikimic acid Chemical Properties,Uses,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

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.

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.

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 synthesis

88400-31-1
138-59-0
Synthesis of Shikimic acid from 1,3-Benzodioxole-5-carboxylic acid, 3a,6,7,7a-tetrahydro-7-hydroxy-2-methoxy-2-methyl-, methyl ester

Shikimic acid Preparation Products And Raw materials

Raw materials

Preparation Products

Ethyl 3,4-O-isopropylideneshikiMate ShikiMic Acid Ethyl Ester CHORISMIC ACID 1-cyclohexene-1-carboxylic acid-5-hydroxy-3,4-isopropylidine-dioxy

Shikimic acid Suppliers

Global( 834)Suppliers
Supplier Tel Email Country ProdList Advantage
Shanghai zhiping biology science and technology co., ltd 13621780388 494972302@qq.com China 39 58
Guangzhou Shunyi Pharmaceutical Chemical Co., Ltd. 15360832999;13560093877 jasontim@shuntongchem.cn China 41 58
Henan Vcommend Consultrading Co., Ltd. 13393721940 sales@vcommend.com China 9957 58
Hubei Weideli Chemical Reagent Co., Ltd. 15871722230 15871722230@163.com China 4444 58
Wuhan pushida biotechnology co., Ltd 18163336578 2139086656@qq.com China 2240 58
Xi'an Tianlangyuan Biotechnology Co., Ltd. 17749038280 17749038280 3488457407@qq.com China 122 58
Henan Huaguang Biology 15893823597 502683775@qq.com China 38 58
J & K SCIENTIFIC LTD. 18210857532 18210857532 jkinfo@jkchemical.com China 96815 76
Meryer (Shanghai) Chemical Technology Co., Ltd. 4006356688 18621169109 market03@meryer.com China 40202 62
INTATRADE GmbH +49 3493/605464 sales@intatrade.de Germany 3563 66
Supplier Advantage
Shanghai zhiping biology science and technology co., ltd 58
Guangzhou Shunyi Pharmaceutical Chemical Co., Ltd. 58
Henan Vcommend Consultrading Co., Ltd. 58
Hubei Weideli Chemical Reagent Co., Ltd. 58
Wuhan pushida biotechnology co., Ltd 58
Xi'an Tianlangyuan Biotechnology Co., Ltd. 58
Henan Huaguang Biology 58
J & K SCIENTIFIC LTD. 76
Meryer (Shanghai) Chemical Technology Co., Ltd. 62
INTATRADE GmbH 66

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View Lastest Price from Shikimic acid manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
shikimic acid pictures 2026-09-11 shikimic acid
138-59-0
 1kg 98% 1000kg Changsha Staherb Natural Ingredients Co., Ltd.
Puer Natural Shikimic Acid pictures 2026-09-11 Puer Natural Shikimic Acid
138-59-0
 $10.00 1kg 98.0% Shikimic Acid Test by HPLC 10000 Changsha Staherb Natural Ingredients Co., Ltd.
Shikimic acid pictures 2026-09-11 Shikimic acid
138-59-0
 1KG 98%min 1000kg WUHAN FORTUNA CHEMICAL CO., LTD
  • shikimic acid pictures
  • shikimic acid
    138-59-0
  • 98%
  • Changsha Staherb Natural Ingredients Co., Ltd.

Shikimic acid Spectrum

Shikimic acid(138-59-0)MSShikimic acid(138-59-0)1HNMRShikimic acid(138-59-0)13CNMRShikimic acid(138-59-0)IR1Shikimic acid(138-59-0)Raman

138-59-0(Shikimic acid)Related Search:

Shikimic acid Luteolin 1-Cyclohexene-1-carboxylic acid ASTRAGALIN 3-O-Caffeoylshikimic acid
1-Cyclohexene-1-carboxylic acid, 5-((3-(3,4-dihydroxyphenyl)-1-oxo-2-p ropenyl)oxy)-3,4-dihydroxy-, (3R-(3alpha,4alpha,5beta))- Coumalic acid (3R,4R,5R)-ethyl 4-acetamido-5-amino-3-(pentan-3-yloxy)cyclohex-1-enecarboxylate (3aR,7R,7aR)-2,2-Diethyl-3a,6,7,7a-tetrahydro-7-[(Methylsulfonyl)oxy]-1,3-benzodioxole-5-carboxylic Acid Ethyl Ester Oseltamivir Impurity 150
4-N-Desacetyl-5-N-acetyl OseltaMivir Protocatechuic acid Scutellarin SHIKIMATE-3-PHOSPHATE Dehydroshikimic acid
Sodium bicarbonate Oxalic acid dihydrate Ethanol

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(3R,4S,5R)-3,4,5-TRIHYDROXY-1-CYCLOHEXENECARBOXYLIC ACID (3R,4S,5R)-3,4,5-TRIHYDROXY-CYCLOHEX-1-ENECARBOXYLIC ACID Shikimic acid,(3R,4S,5R)-()-3,4,5-Trihydroxy-1-cyclohexenecarboxylic acid Illicium Verum P.E. Shikimic acid methyl esther ShikiMic acid, 98% 1GR 3,4,5-Trihydroxycyclohex-1-enecarboxylic acid Shikimic acid,98% ShikiMic acid API ShikiMic acid (ShikiMate) ShikiMic acid SynonyMs: 3,4,5-Trihydroxy-1-cyclohexene-1-carboxylic acid (3R,4S,5R)-3,4,5-trihydroxycyclohex-1-ene-1-carboxylic acid Shikimic Scid (3R,4S,5R)-3,4,5-TRIHYDROXYL-1-CYCLOHEXENE-1-CARBOXYLIC ACID (3R,4S,5R)-TRIHYDROXY-1-CYCLOHEXENE-1-CARBOXYLIC ACID (-)3ALPHA,4ALPHA,5BETA-TRIHYDROXY-1-CYCLOHEXENE-1-CARBOXYLIC ACID 1-CYCLOHEXENE-1-CARBOXYLIC ACID, 3,4,5-TRIHYDROXY-, (3R,4S,5R) 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 Skikimic acid 3,4,5-Trihydroxy-1-Cyclohexene-1-Carboxylic Acid (Shikimic acid) Shikimic (3R,4S,5R)-3,4,5-trihydroxycyclohexene-1-carboxylic acid SHIKIMIC ACID 98% SHIKIMIC ACID(RG) 3,4,5-TRIHYDROXY-1-CYCLOHEXENE-1-CARBOXYLIC ACID sikimic acid Shikimik Acid (3R,4S,5R)-3,4,5-Trihydroxy-1-cyclohexene-1-carboxylic Acid NSC 59257 )-3,4,5-Trihydroxy-1-cyclohexenecarboxylic acid 3,4,5-Trihydroxy-1-cyclohexene-1-carboxylic Acid (-)-Shikimic acid for synthesis Shikimic Acid > Oseltamivir Impurity 93 (-)-Shikimicacid Shikimic acid USP/EP/BP Shikimic Acid / Shikimicacid ShikiShikimic acidmic acid Puer Natural Shikimic Acid Shikimic Acid, 10 mM in DMSO Shikimic acid, 97% Shikimicum anisi stellati Shikimicum folii Ginkgo bilobae Yellow Maca Extract (3R,4S,5R)-3,4,5-trihydroxy-1-cyclohexylene-1-macetic acid (-)-SHIKIMIC ACID Kava root extract Kava Kava Extract L-SHIKIMIC ACID Shikimate Shikimic acid 98% 138-59-0 C7H9O5 Biosynthetic precursor of aromatic amino acids, as well as many alkaloids and other aromatic metabolites. Organic Building Blocks Metabolomics