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

CAS: 138-59-0 Cat. No.: S107142 Fórmula: C7H10O5 Peso molecular: 174.15 Beilstein Registry Number: 2210055 Número CE: 205-334-2 PubChem CID: 8742
Disponível para encomenda
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
Room temperature,Argon charged,Desiccated
Shipped In
Normal
★
Size
Alemanha (EU)
USA*
Price
Qty
1g
S107142-1g
—
1 Em stock
8,59€
5g
S107142-5g
—
2 Em stock
9,46€
25g
S107142-25g
—
2 Em stock
12,93€
100g
S107142-100g
—
1 Em stock
34,62€
500g
S107142-500g
—
1 Em stock
130,07€
Enter a quantity for the sizes you want to add.
🧪
Why this grade

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

🌡

Storage & shipping

Room temperature,Argon charged,Desiccated 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 18 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Visão geral

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
Especificações e pureza
≥98%
Mecanismos bioquímicos e 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.
Condições de armazenamento de armazenamento
Room temperature,Argon charged,Desiccated
Enviado em
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%
Nomes e identificadores
Pubchem Sid
Pubchem Sid Url
https://pubchem.ncbi.nlm.nih.gov/substance/504751725
Sorrisos canónicos
C1C(C(C(C=C1C(=O)O)O)O)O
IUPAC Name
(3R,4S,5R)-3,4,5-trihydroxycyclohexene-1-carboxylic acid
InChIKey
JXOHGGNKMLTUBP-HSUXUTPPSA-N
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
SMILES isoméricas
C1[C@H]([C@@H]([C@@H](C=C1C(=O)O)O)O)O
WGK Alemanha
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
ClasseOrganooxygen 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
DescriçãoThis 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
Estrutura 3D
Modelo de Estrutura Química Interativa





Alvos associados (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
Alvos associados (não 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 ação
Certificados(CoA,COO,BSE/TSE e Mapa de Análise)
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.

30 results found

Lot NumberCertificate TypeDataItem
I2615672Certificate of AnalysisAug 29, 2026 S107142
I2615671Certificate of AnalysisAug 29, 2026 S107142
I2615530Certificate of AnalysisAug 29, 2026 S107142
I2615669Certificate of AnalysisAug 29, 2026 S107142
I2615670Certificate of AnalysisAug 29, 2026 S107142
C2624034Certificate of AnalysisMar 30, 2026 S107142
G2603015Certificate of AnalysisMar 30, 2026 S107142
I2108345Certificate of AnalysisJun 09, 2025 S107142
C2519464Certificate of AnalysisJan 18, 2025 S107142
C2519466Certificate of AnalysisJan 18, 2025 S107142
C2624186Certificate of AnalysisJan 18, 2025 S107142
C2519462Certificate of AnalysisJan 18, 2025 S107142
C2519416Certificate of AnalysisJan 18, 2025 S107142
C2519412Certificate of AnalysisJan 18, 2025 S107142
H2625079Certificate of AnalysisJan 18, 2025 S107142
H2607046Certificate of AnalysisJan 18, 2025 S107142
D2110180Certificate of AnalysisJan 10, 2025 S107142
E2431550Certificate of AnalysisMay 17, 2024 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
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
Propriedades químicas e físicas
SolubilidadeSolubility 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. ,
SensibilidadeHygroscopic.
Rotação específica [α]-180 ° (C=1, H2O)
Ponto de fusão (°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
FAQs e artigos
Citations of This Product
Calculadoras de soluções
Revisões

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