Shikimic acid - ≥98% , CAS No.138-59-0

CAS: 138-59-0 Cat. No.: S107142 Peso molecular: 174.15 Beilstein Registry Number: 2210055 Número EC: 205-334-2 PubChem CID: 8742
Disponible para pedir
GRADE & PURITY ≥98%
Synonyms
SPECTRUM1502256 | Spectrum5_000386 | 2aa9 | 3,4,5-Trihydroxy-1-cyclohexenecarboxylic acid | SR-01000632403-5 | KBio2_006848 | MEGxp0_001939 | B1A53F8A-8664-405D-8370-A9785ADD2D0B | bmse000114 | EC 205-334-2 | Shicimic Acid | VEROCHIC | KBioSS_001712 | Shi
Storage
Argon charged,Desiccated,Room temperature
Shipped In
Normal
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Size
Estado
Price
Qty
1g
S107142-1g
3

9,90US$

14,90US$
Guardar 5,00 US$ (33.56%)
5g
S107142-5g
3

12,90US$

19,90US$
Guardar 7,00 US$ (35.18%)
25g
S107142-25g
8-12 wks(?) Production requires sourcing of materials. We appreciate your patience and understanding.

16,90US$

25,90US$
Guardar 9,00 US$ (34.75%)
100g
S107142-100g
1

54,90US$

82,90US$
Guardar 28,00 US$ (33.78%)
500g
S107142-500g
1

133,90US$

200,90US$
Guardar 67,00 US$ (33.35%)
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Why this grade

≥98% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

🌡

Storage & shipping

Argon charged,Desiccated,Room temperature Ships Normal Check lot-specific COA for exact specifications.

📋

Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

📚

Literature proof

Cited in 17 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Descripción general

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. 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.

Specifications

Sinónimos
SPECTRUM1502256 | Spectrum5_000386 | 2aa9 | 3, 4, 5-Trihydroxy-1-cyclohexenecarboxylic acid | SR-01000632403-5 | KBio2_006848 | MEGxp0_001939 | B1A53F8A-8664-405D-8370-A9785ADD2D0B | bmse000114 | EC 205-334-2 | Shicimic Acid | VEROCHIC | KBioSS_001712 | Shi
Especificaciones y pureza
≥98%
Mecanismos bioquímicos y fisiológicos
Precursor for aromatic amino acid biosynthesis. Promotes increased leaf conductivity, transpiration rate, photosynthetic pigments and growth in plants. Used in the synthesis of many biochemical products.
Condiciones de almacenamiento de almacenamiento
Argon charged, Desiccated, Room temperature
Enviado en
Normal
Nota
Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.
Pureza
≥98%
Nombres e identificadores
Pubchem Sid504751725
Pubchem Sid Urlhttps://pubchem.ncbi.nlm.nih.gov/substance/504751725
Sonrisas canónicasC1C(C(C(C=C1C(=O)O)O)O)O
IUPAC Name(3R,4S,5R)-3,4,5-trihydroxycyclohexene-1-carboxylic acid
InChIKeyJXOHGGNKMLTUBP-HSUXUTPPSA-N
INCHI1S/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
Isómeros SMILES C1[C@H]([C@@H]([C@@H](C=C1C(=O)O)O)O)O
WGK Alemania 3
RTECS GW4600000
PubChem CID 8742
Peso molecular 174.15
Beilstein 2210055

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassOrganic oxygen compounds
ClaseOrganooxygen compounds
SubclassAlcohols and polyols
Intermediate Tree Nodes Cyclic alcohols and derivatives - Cyclitols and derivatives
Direct ParentShikimic acids and derivatves
Alternative Parents Secondary alcohols  Polyols  Monocarboxylic acids and derivatives  Carboxylic acids  Organic oxides  Hydrocarbon derivatives  Carbonyl compounds  
Molecular FrameworkAliphatic homomonocyclic compounds
Substituents Shikimic acid or derivatives - Secondary alcohol - Polyol - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Organic oxide - Hydrocarbon derivative - Carbonyl group - Aliphatic homomonocyclic compound
DescripciónThis compound belongs to the class of organic compounds known as shikimic acids and derivatves. These are cyclitols containing a cyclohexanecarboxylic acid substituted with three hydroxyl groups at positions 3, 4, and 5.
External Descriptors alpha,beta-unsaturated monocarboxylic acid - cyclohexenecarboxylic acid - hydroxy monocarboxylic acid
Estructura 3D
Modelo de Estructura Química Interactiva





Objetivos asociados (humanos)
ACHE Tclin Acetylcholinesterase (18204 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PTGS2 Tclin Cyclooxygenase-2 (13999 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SELL Tchem Leukocyte adhesion molecule-1 (145 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HL-60 (67320 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
APEX1 Tchem DNA-(apurinic or apyrimidinic site) lyase (38016 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GMNN Tbio Geminin (128009 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
UGT1A6 Tbio UDP-glucuronosyltransferase 1-6 (221 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
UGT1A9 Tbio UDP-glucuronosyltransferase 1-9 (343 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Objetivos asociados (no humanos)
Sele Selectin E (1 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Selp P-selectin (7 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
aroA 5-enolpyruvylshikimate-3-phosphate synthase (102 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
BCHE Cholinesterase (8742 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mecanismos de acción
Certificados (CoA, COO, BSE/TSE y tabla de análisis)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

22 results found

Lot NumberCertificate TypeFechaArticulo
C2624034Certificate of AnalysisMar 30, 2026 S107142
I2108345Certificate of AnalysisJun 09, 2025 S107142
C2519412Certificate of AnalysisJan 18, 2025 S107142
C2519416Certificate of AnalysisJan 18, 2025 S107142
C2519462Certificate of AnalysisJan 18, 2025 S107142
C2519464Certificate of AnalysisJan 18, 2025 S107142
C2519466Certificate of AnalysisJan 18, 2025 S107142
C2624186Certificate of AnalysisJan 18, 2025 S107142
D2110180Certificate of AnalysisJan 10, 2025 S107142
L2426167Certificate of AnalysisMay 17, 2024 S107142
E2431560Certificate of AnalysisMay 17, 2024 S107142
E2431559Certificate of AnalysisMay 17, 2024 S107142
E2431556Certificate of AnalysisMay 17, 2024 S107142
E2431553Certificate of AnalysisMay 17, 2024 S107142
E2431550Certificate of AnalysisMay 17, 2024 S107142
E2431549Certificate of AnalysisMay 17, 2024 S107142
D2424351Certificate of AnalysisMar 25, 2024 S107142
D2412192Certificate of AnalysisMar 20, 2024 S107142
C2303252Certificate of AnalysisMar 08, 2022 S107142
C2226329Certificate of AnalysisMar 08, 2022 S107142
C2226285Certificate of AnalysisMar 08, 2022 S107142
A2219181Certificate of AnalysisAug 17, 2021 S107142

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Propiedades químicas y físicas
SolubilidadSolubility in water: 18 g/100 mL water (20℃), 2.25g/100ml absolute ethanol, 0.015g/100ml absolute ethyl ether, it is practically insoluble in chloroform, benzene and petroleum ether. ,
SensibilidadHygroscopic.
Rotación específica [α]-180 ° (C=1, H2O)
Punto de fusión (°C)185-187°C
Peso molecular174.150 g/mol
XLogP3-1.700
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count5
Rotatable Bond Count1
Exact Mass174.053 Da
Monoisotopic Mass174.053 Da
Topological Polar Surface Area98.000 Ų
Heavy Atom Count12
Formal Charge0
Complexity222.000
Isotope Atom Count0
Defined Atom Stereocenter Count3
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
Citations of This Product
Referencias
1. Yao Zhu, Xingqi Shao, Ziyu Yuan, Jian Rong, Tao Zhang, Dongya Yang, Jianming Pan, Fengxian Qiu.  (2023)  Construction of Sustainable Biomass Bubble Propulsion Micromotor and Selective Recognition/Separation of Shikimic Acid with Open 3D Target Imprinting Cavity.  ACS Sustainable Chemistry & Engineering,      [PMID:] [10.1021/acssuschemeng.3c07264]
2. Faguang Ma, Ming Yan, Rongxin Lin, Yilin Wu, Jianming Pan.  (2023)  Boronate-affinity sol–gel-imprinted membranes with MOFs-functionalized rotary-evaporating layers for high-precision specific recognition.  SEPARATION AND PURIFICATION TECHNOLOGY,      [PMID:] [10.1016/j.seppur.2023.125458]
3. Yilin Wu, Faguang Ma, Jingjing Zhen, Jianming Pan.  (2023)  Nanofluid-based wooden imprinted membranes with precise-designed nanocages for ultrafast and super-sensitive recognition and separation.  SEPARATION AND PURIFICATION TECHNOLOGY,      [PMID:] [10.1016/j.seppur.2023.125038]
4. Ensheng Zhang, Long Jiang, He Li, Shuping Wang, Guixue Zhang, Anzhang Li, Weiheng Kong, Yan Zhao, Meihao Xiang, Ping Ju, Fengli Qu.  (2023)  The inter-molecular hydrogen bonds modulated reversible ACQ-AIE conversion and dual-states sensing applications of shikimic acid derived hydrogen bond dimers.  DYES AND PIGMENTS,      [PMID:] [10.1016/j.dyepig.2023.111616]
5. Ran Xin, Meng Dong, Yu-Ying Zhang, Xu-Hui Huang, Xiu-Ping Dong, Lei Qin.  (2023)  Development and validation of a HILIC-MS/MS method for simultaneous quantitative of taste-active compounds in foods.  JOURNAL OF FOOD COMPOSITION AND ANALYSIS,      [PMID:] [10.1016/j.jfca.2023.105302]
6. Rongxin Lin, Jian Lu, Faguang Ma, Ming Yan, Yilin Wu, Jianming Pan.  (2023)  Continuous-imprinted-layer nanofiber membrane with MXene-based precise-designed nanocages for high-accuracy recognition and separation of shikimic acid.  JOURNAL OF COLLOID AND INTERFACE SCIENCE,      [PMID:36972623] [10.1016/j.jcis.2023.03.104]
7. Kaicheng Zhang, Yue Li, Zequan Diao, Hang Cui, Faguang Ma, Ming Yan, Yilin Wu.  (2023)  Precise identification and transport of specific molecules through framework-functionalized membranes with multiple binding sites.  JOURNAL OF MEMBRANE SCIENCE,      [PMID:] [10.1016/j.memsci.2022.121327]
8. Qi Quan, Wei Liu, Jiajing Guo, Meiling Ye, Juhua Zhang.  (2022)  Effect of Six Lactic Acid Bacteria Strains on Physicochemical Characteristics, Antioxidant Activities and Sensory Properties of Fermented Orange Juices.  Foods,  11  (13): (1920).  [PMID:35804736] [10.3390/foods11131920]
9. Li Qiaofeng, Lan Taijin, He Songhua, Chen Weiwei, Li Xiaolan, Zhang Weiquan, Liu Ying, Zhang Qiuping, Chen Xin, Han Yaoyao, Su Zhiheng, Zhu Dan, Guo Hongwei.  (2021)  A network pharmacology-based approach to explore the active ingredients and molecular mechanism of Lei-gong-gen formula granule on a spontaneously hypertensive rat model.  Chinese Medicine,  16  (1): (1-21).  [PMID:34627325] [10.1186/s13020-021-00507-1]
10. Yao Zhu, Ziyu Yuan, Jian Rong, Tao Zhang, Dongya Yang, Jianming Pan, Fengxian Qiu.  (2024)  Engineering flower-shaped hierarchical micromotors on a sustainable biotemplate by teamed boronate affinity-based surface imprinting for effective separation of shikimic acid.  SEPARATION AND PURIFICATION TECHNOLOGY,      [PMID:] [10.1016/j.seppur.2024.126345]
11. Jiale Hu, Zhigang Wang, Weihui Xu.  (2024)  Production-optimized fermentation of antifungal compounds by Bacillus velezensis LZN01 and transcriptome analysis.  Microbial Biotechnology,  17  (10): (e70026).  [PMID:39415743] [10.1111/1751-7915.70026]
12. Tai Wen, Junyao Li, Wenrong Cai, Datong Wu, Zheng-Zhi Yin, Yong Kong.  (2024)  Visual and electrochemical chiral discrimination of tryptophan isomers with shikimic acid chiral ionic liquids–copper ions complex.  TALANTA,      [PMID:38437760] [10.1016/j.talanta.2024.125850]
13. Shuang Cui, Bo Wang, Zheng Zhou, Wei Yang, Lei Qin, Xuhui Huang.  (2025)  Discrimination and evaluation of commercial large yellow croaker (Larimichthys crocea): Odor and taste-active compounds.  FOOD CHEMISTRY,      [PMID:40902569] [10.1016/j.foodchem.2025.146153]
14. Liu-Yan Liang, Ting-Yin Lu, Long-Gen Zhong, Wen-Hui Su, Zi-Qi Ren, Meng-Ting Tao, Jian Sun, Xiao-Ping Liao, Dong-Hao Zhao, Yu-Feng Zhou.  (2025)  Pharmacokinetic Profile and Evaluation of Acute and Subchronic Oral Toxicity of Shikimic Acid in Mice.  ACS Omega,      [PMID:40852254] [10.1021/acsomega.5c03740]
15. Kaicheng Zhang, Ming Yan, Yue Li, Faguang Ma, Yilin Wu.  (2023)  Precise identification and ultrafast transport of specific molecules with nanofluid-functionalized imprinted membrane.  JOURNAL OF HAZARDOUS MATERIALS,      [PMID:36871464] [10.1016/j.jhazmat.2023.131134]
16. Jiajia Wang, Hongru He, Lianbing Lin, Yicen Lin, Feng Wang.  (2025)  Quality attributes, metabolomics and microbial community dynamics of naturally fermented Xiaohuang ginger (Zingiber officinale cv. Xiaohuang): A ready-to-eat flavoring food.  Food Chemistry-X,      [PMID:41323687] [10.1016/j.fochx.2025.103237]
17. Qi Wu, Ziyi Chen, Zong Hou, Zhiqiang Liu, Rong Sun, Shu Liu.  (2026)  Multi-omics Reveals Hepatotoxic Mechanisms and Key Toxic Components of Polygoni Multiflori Radix and Its Processed Products.  PHYTOMEDICINE,      [PMID:41655553] [10.1016/j.phymed.2026.157908]
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