Determine the necessary mass, volume, or concentration for preparing a solution.
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10mM in DMSO for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at -80°C Ships Dry ice packs + Cold packs Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 5 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Potent β-lactamase-resistant antibiotic of cephalosporin class. Active against Gram-positive and Gram-negative organisms, including Gram-negative anaerobes. Inhibits cell wall synthesis.
Potent β-lactamase-resistant antibiotic of cephalosporin class. Active against gram-positive and gram-negative organisms, including gram-negative anaerobes. Inhibits cell wall synthesis. Has an optimal pH of 4.5-6.5.
| Canonical Smiles | CC(=O)OCC1=C(N2C(C(C2=O)NC(=O)C(=NOC)C3=CSC(=N3)N)SC1)C(=O)[O-].[Na+] |
|---|---|
| IUPAC Name | sodium;(6R,7R)-3-(acetyloxymethyl)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate |
| InChIKey | AZZMGZXNTDTSME-JUZDKLSSSA-M |
| INCHI | 1S/C16H17N5O7S2.Na/c1-6(22)28-3-7-4-29-14-10(13(24)21(14)11(7)15(25)26)19-12(23)9(20-27-2)8-5-30-16(17)18-8;/h5,10,14H,3-4H2,1-2H3,(H2,17,18)(H,19,23)(H,25,26);/q;+1/p-1/b20-9-;/t10-,14-;/m1./s1 |
| Isomeric SMILES | CC(=O)OCC1=C(N2[C@@H]([C@@H](C2=O)NC(=O)/C(=N\OC)/C3=CSC(=N3)N)SC1)C(=O)[O-].[Na+] |
| WGK Germany | 2 |
| RTECS | XI0250000 |
| Molecular Weight | 477.45 |
| Beilstein | 5711411 |
| Reaxy-Rn | 18187456 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=18187456&ln= |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →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 - Alpha amino acids and derivatives |
| Direct Parent | N-acyl-alpha amino acids and derivatives |
| Alternative Parents | Cephems 1,3-thiazines Dicarboxylic acids and derivatives Thiazoles Tertiary carboxylic acid amides Heteroaromatic compounds Azetidines Carboxylic acid esters Isothioureas Thiohemiaminal derivatives Propargyl-type 1,3-dipolar organic compounds Azacyclic compounds Carboximidic acids Carboxylic acids Dialkylthioethers Hydrocarbon derivatives Organic oxides Organic sodium salts Carbonyl compounds Organic zwitterions Organonitrogen compounds Organopnictogen compounds |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | N-acyl-alpha amino acid or derivatives - Cephem - Meta-thiazine - Dicarboxylic acid or derivatives - Azole - Beta-lactam - Heteroaromatic compound - Tertiary carboxylic acid amide - Thiazole - Azetidine - Carboxamide group - Carboxylic acid ester - Isothiourea - Lactam - Organoheterocyclic compound - Hemithioaminal - Thioether - Dialkylthioether - Organic alkali metal salt - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Azacycle - Carboximidic acid - Carboximidic acid derivative - Carboxylic acid - Organic zwitterion - Organic oxide - Hydrocarbon derivative - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Carbonyl group - Organonitrogen compound - Organooxygen compound - Organic sodium salt - Organic salt - Aromatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as n-acyl-alpha amino acids and derivatives. These are compounds containing an alpha amino acid (or a derivative thereof) which bears an acyl group at its terminal nitrogen atom. |
| External Descriptors | organic sodium salt |
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| Sensitivity | Light & moisture Heat sensitive |
|---|---|
| Specific Rotation[α] | 61 ° (C=1, H2O) |
| Melt Point(°C) | 163°C(dec.)(lit.) |
| Molecular Weight | 477.500 g/mol |
| XLogP3 | |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 12 |
| Rotatable Bond Count | 8 |
| Exact Mass | 477.039 Da |
| Monoisotopic Mass | 477.039 Da |
| Topological Polar Surface Area | 230.000 Ų |
| Heavy Atom Count | 31 |
| Formal Charge | 0 |
| Complexity | 839.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 2 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 1 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 1 |
| Covalently-Bonded Unit Count | 2 |
| 1. Tong Shao, Xiaoshuang Wang, Rentian Guan, Suyuan Zeng, Rui Li, Min Hong, Qiaoli Yue. (2023) Carbonized polymer dots for the sensitive and selective analysis of chlortetracycline based on the aggregation induced emission. NEW JOURNAL OF CHEMISTRY, 47 (37): (17293-17302). [PMID:] [10.1039/D3NJ02474A] |
| 2. Wenhui Qiu, Xinjie Liu, Feng Yang, Rongzhen Li, Ying Xiong, Caixia Fu, Guanrong Li, Shuai Liu, Chunmiao Zheng. (2020) Single and joint toxic effects of four antibiotics on some metabolic pathways of zebrafish (Danio rerio) larvae. SCIENCE OF THE TOTAL ENVIRONMENT, [PMID:32036144] [10.1016/j.scitotenv.2020.137062] |
| 3. Huizhong Pang, Kaixuan Zheng, Wenbo Wang, Mingjuan Zheng, Yudan Liu, Hong Yin, Daochuan Zhang. (2024) Cefotaxime Exposure-Caused Oxidative Stress, Intestinal Damage and Gut Microbial Disruption in Artemia sinica. Microorganisms, 12 (4): (675). [PMID:38674619] [10.3390/microorganisms12040675] |
| 4. Yarong Zhang, Hongyan Ma, Zhenyao Gao, Miao Li, Fan Yang, Lingbo Sun, Yuecheng Zhang. (2025) Label-Free and Ultrasensitive APE1 Detection Based on Hybridization Chain Reaction Combined with G-Quadruplex. Biomolecules, 15 (9): (1275). [PMID:41008582] [10.3390/biom15091275] |
| 5. Xiaoqi Jiang, Jingcheng Huang, Mengting Li, Linjin Li, Yinuo Chen, Jiangfei Chen, Junlun Zhu, Xuedong Wang, He Mei. (2025) A novel reversible-responsive ratiometric fluorometry based on an anthracene-based imidazolium ionic liquid and Eu3+-based lanthanide coordination polymers for selective sensing tetracycline in foods and waters. FOOD CHEMISTRY, [PMID:41045862] [10.1016/j.foodchem.2025.146551] |