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

CAS: 138-59-0 Cat. No.: S107143 Peso molecular: 174.15 Beilstein Registry Number: 2210055 Número EC: 205-334-2 PubChem CID: 8742
Disponible para pedir
GRADE & PURITY Analytical standard ? Analytical standard — certified-purity material for quantitative calibration. Use to prepare calibration standards and validate analytical methods. ≥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 | Shikimic acid, >=99% | VEROCHI
Storage
Desiccated,Room temperature
Shipped In
Normal
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Size
Estado
Price
Qty
10mg
S107143-10mg
3

25,90US$

30,90US$
Guardar 5,00 US$ (16.18%)
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Why this grade

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

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Storage & shipping

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

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Quality documents

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

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Literature proof

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

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 | Shikimic acid, >=99% | VEROCHI
Especificaciones y pureza
analytical standard, ≥98%
Condiciones de almacenamiento de almacenamiento
Desiccated, Room temperature
Enviado en
Normal
Grado
Analytical standard
Pureza
≥98%
Nombres e identificadores
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)
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SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)
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SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 Activities)
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UGT1A6 Tbio UDP-glucuronosyltransferase 1-6 (221 Activities)
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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.

2 results found

Lot NumberCertificate TypeFechaArticulo
G2411053Certificate of AnalysisApr 03, 2026 S107143
G1509047Certificate of AnalysisJan 04, 2023 S107143
Propiedades químicas y físicas
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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