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7-Aminocephalosporanic acid - 2mM in DMSO, high purity , CAS No.957-68-6

    Grade & Purity:
  • 2mM in DMSO
In stock
Item Number
A427127
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A427127-1ml
1ml
Available within 8-12 weeks(?)
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$69.90

Basic Description

Synonyms 7-Aminocephalosporanic acid | 957-68-6 | 7-ACA | 7-Aminocephalosporinic acid | 7-ACS | (7R)-7-aminocephalosporanic acid | 7beta-Aminocephalosporanic acid | Cephalosporanic acid, 7-amino | CHEBI:2255 | (6R,7R)-3-(acetoxymethyl)-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-
Specifications & Purity 2mM in DMSO
Storage Temp Store at -80°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Product Description

Product Application
7-Aminocephalosporanic acid (7-ACA) can be used as a starting material to synthesize: Cefotaxime by acylation reaction with S-benzothiazol-2-yl(2-amino-4-thiazolyl)(methoxyimino)thioacetate (MAEM) in the presence of triethylamine. Cefpodoxime proxetil, a third-generation antibiotic via cefotaxime intermediate. Sodium 3′-substituted cephalosporanate sulfone derivatives as potential inhibitors of β-lactamase.

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
Superclass Organic acids and derivatives
Class Carboxylic acids and derivatives
Subclass Amino acids, peptides, and analogues
Intermediate Tree Nodes Amino acids and derivatives
Direct Parent Alpha amino acids and derivatives
Alternative Parents Cephems  1,3-thiazines  Dicarboxylic acids and derivatives  Tertiary carboxylic acid amides  Amino acids  Azetidines  Carboxylic acid esters  Thiohemiaminal derivatives  Azacyclic compounds  Dialkylthioethers  Carboxylic acids  Carbonyl compounds  Hydrocarbon derivatives  Monoalkylamines  Organic oxides  Organopnictogen compounds  
Molecular Framework Aliphatic heteropolycyclic compounds
Substituents Alpha-amino acid or derivatives - Cephem - Meta-thiazine - Dicarboxylic acid or derivatives - Beta-lactam - Tertiary carboxylic acid amide - Azetidine - Amino acid - Carboxamide group - Carboxylic acid ester - Lactam - Azacycle - Carboxylic acid - Organoheterocyclic compound - Dialkylthioether - Hemithioaminal - Thioether - Amine - Organic oxygen compound - Organic nitrogen compound - Hydrocarbon derivative - Carbonyl group - Organopnictogen compound - Primary aliphatic amine - Organonitrogen compound - Organooxygen compound - Primary amine - Organic oxide - Aliphatic heteropolycyclic compound
Description This compound belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.
External Descriptors alpha,beta-unsaturated monocarboxylic acid

Associated Targets(Human)

SLC15A1 Tchem Oligopeptide transporter small intestine isoform (922 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Associated Targets(non-human)

Hdac6 Histone deacetylase 6 (222 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Slc15a2 Oligopeptide transporter, kidney isoform (114 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
rep Replicase polyprotein 1ab (378 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Mechanisms of Action

Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References

Names and Identifiers

IUPAC Name (6R,7R)-3-(acetyloxymethyl)-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
INCHI InChI=1S/C10H12N2O5S/c1-4(13)17-2-5-3-18-9-6(11)8(14)12(9)7(5)10(15)16/h6,9H,2-3,11H2,1H3,(H,15,16)/t6-,9-/m1/s1
InChIKey HSHGZXNAXBPPDL-HZGVNTEJSA-N
Smiles CC(=O)OCC1=C(N2C(C(C2=O)N)SC1)C(=O)O
Isomeric SMILES CC(=O)OCC1=C(N2[C@@H]([C@@H](C2=O)N)SC1)C(=O)O
WGK Germany 3
Molecular Weight 272.28
Beilstein 622637
Reaxy-Rn 622637
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=622637&ln=

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Chemical and Physical Properties

Specific Rotation[α] 90° (C=0.5,buffer sol. pH7.0 KH2PO4)
Melt Point(°C) >300°C
Molecular Weight 272.280 g/mol
XLogP3 -4.000
Hydrogen Bond Donor Count 2
Hydrogen Bond Acceptor Count 7
Rotatable Bond Count 4
Exact Mass 272.047 Da
Monoisotopic Mass 272.047 Da
Topological Polar Surface Area 135.000 Ų
Heavy Atom Count 18
Formal Charge 0
Complexity 461.000
Isotope Atom Count 0
Defined Atom Stereocenter Count 2
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
The total count of all stereochemical bonds 0
Covalently-Bonded Unit Count 1

Citations of This Product

1. Weiwen Huang, Yichen Wang, Lumei Wang, Chaoqiang Pan, Guoqing Shen.  (2021)  Colorimetric detection of ciprofloxacin in aqueous solution based on an unmodified aptamer and the aggregation of gold nanoparticles.  Analytical Methods,  13  (1): (90-98). 
2. Yi Haoyang, Yan Zhiyu, Wang Lumei, Zhou Xiaotong, Yan Rui, Zhang Dongwei, Shen Guoqing, Zhou Shanshan.  (2019)  Fluorometric determination for ofloxacin by using an aptamer and SYBR Green I.  MICROCHIMICA ACTA,  186  (10): (1-9). 
3. Yanyan Zhao, Yongbo Wang, Xuhua Liang, Huanxian Shi, Cunjin Wang, Jun Fan, Xiaoyun Hu, Enzhou Liu.  (2019)  Enhanced photocatalytic activity of Ag-CsPbBr3/CN composite for broad spectrum photocatalytic degradation of cephalosporin antibiotics 7-ACA.  APPLIED CATALYSIS B-ENVIRONMENTAL,  247  (57). 
4. Xuan Ni, Bing Xia, Lumei Wang, Jing Ye, Gaoshang Du, Haiwei Feng, Xiaotong Zhou, Tong Zhang, Wenhao Wang.  (2017)  Fluorescent aptasensor for 17β-estradiol determination based on gold nanoparticles quenching the fluorescence of Rhodamine B.  ANALYTICAL BIOCHEMISTRY,  523  (17). 
5. Xiaotong Zhou,Lumei Wang,Guoqing Shen,Dongwei Zhang,Jialun Xie,Abdureyim Mamut,Weiwen Huang,Shanshan Zhou.  (2018-07-05)  Colorimetric determination of ofloxacin using unmodified aptamers and the aggregation of gold nanoparticles..  Mikrochimica acta,  185  ((7)): (355-355). 
6. Wei-Chuang Kong, Chen-Chen Li, Ai-Hong Zhang, Xin-Long Li, Qian-Rui Gong, Bing-Tan Jin, Xiao-Juan Jia, Xu-Ying Liu, Yan-Fei Kang.  (2024)  A colorimetric-aptamer-based assay for the determination of enrofloxacin through triggering the aggregation of gold nanoparticles.  Analytical Methods,     
7. Wen-Yuan Fan, Xin Zhang, Dong-Hua Xie, Kenneth Mei Yee Leung, Guo-Ping Sheng.  (2025)  Cerium-based nanohydrolase for fast catalytic hydrolysis of β-lactam antibiotics in wastewater effluents.  JOURNAL OF HAZARDOUS MATERIALS,  484  (136800). 
8. Zhenbin Chen, Haohan Cai, Feng Huang, Zongping Wang, Yiqun Chen, Zizheng Liu, Pengchao Xie.  (2024)  Degradation of β-lactam antibiotics by Fe(III)/HSO3− system and their quantitative structure-activity relationship.  ENVIRONMENTAL RESEARCH,  259  (119577). 
9. Shuqi Xing, Wei Xie, Guangli Hu, Chaocheng Luo, Hong Zhu, Laping He, Cuiqin Li, Xiao Wang, Xuefeng Zeng.  (2025)  The synthesis of cinnamyl acetate and deacetyl-7-aminocephalosporanic acid by a GDSL-type esterase and its substrate specificity analysis.  ENZYME AND MICROBIAL TECHNOLOGY,  182  (110532). 

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