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Moligand™, ≥95% Moligand™ for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at 2-8°C Ships Wet ice 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.
Product Application:
A semisynthetic penicillin with wide spectrum of antimicrobial activity, particularly pseudomonas strains.
| Pubchem Sid | 504753629 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/504753629 |
| Canonical Smiles | CCN1CCN(C(=O)C1=O)C(=O)NC(C2=CC=CC=C2)C(=O)NC3C4N(C3=O)C(C(S4)(C)C)C(=O)O |
| IUPAC Name | (2S,5R,6R)-6-[[(2R)-2-[(4-ethyl-2,3-dioxopiperazine-1-carbonyl)amino]-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid |
| InChIKey | IVBHGBMCVLDMKU-GXNBUGAJSA-N |
| INCHI | 1S/C23H27N5O7S/c1-4-26-10-11-27(19(32)18(26)31)22(35)25-13(12-8-6-5-7-9-12)16(29)24-14-17(30)28-15(21(33)34)23(2,3)36-20(14)28/h5-9,13-15,20H,4,10-11H2,1-3H3,(H,24,29)(H,25,35)(H,33,34)/t13-,14-,15+,20-/m1/s1 |
| Isomeric SMILES | CCN1CCN(C(=O)C1=O)C(=O)N[C@H](C2=CC=CC=C2)C(=O)N[C@H]3[C@@H]4N(C3=O)[C@H](C(S4)(C)C)C(=O)O |
| Alternate CAS | 59703-84-3 |
| PubChem CID | 43672 |
| Molecular Weight | 517.56 |
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 | Not available |
| Direct Parent | Peptides |
| Alternative Parents | Penicillins N-acyl-alpha amino acids and derivatives N-carbamoyl-alpha amino acids and derivatives Alpha amino acid amides Phenylacetamides Piperazine carboxamides Dioxopiperazines N-acyl ureas N-alkylpiperazines Tertiary carboxylic acid amides Thiazolidines Dicarboximides Secondary carboxylic acid amides Azetidines Azacyclic compounds Thiohemiaminal derivatives Monocarboxylic acids and derivatives Dialkylthioethers Carboxylic acids Organic oxides Hydrocarbon derivatives Carbonyl compounds Organonitrogen compounds Organopnictogen compounds |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Alpha peptide - Penicillin - N-acyl-alpha amino acid or derivatives - N-carbamoyl-alpha-amino acid or derivatives - Alpha-amino acid amide - N-substituted-alpha-amino acid - Alpha-amino acid or derivatives - Phenylacetamide - Piperazine-1-carboxamide - Dioxopiperazine - Penam - N-alkylpiperazine - Ureide - N-acyl urea - Benzenoid - Monocyclic benzene moiety - 1,4-diazinane - Piperazine - Beta-lactam - Dicarboximide - Thiazolidine - Tertiary carboxylic acid amide - Azetidine - Urea - Carboxamide group - Secondary carboxylic acid amide - Lactam - Carbonic acid derivative - Monocarboxylic acid or derivatives - Azacycle - Thioether - Hemithioaminal - Carboxylic acid - Dialkylthioether - Organoheterocyclic compound - Hydrocarbon derivative - Carbonyl group - Organic oxygen compound - Organopnictogen compound - Organic nitrogen compound - Organonitrogen compound - Organooxygen compound - Organic oxide - Aromatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as peptides. These are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another. |
| External Descriptors | penicillin |
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Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
| Certificate of Analysis | Dec 10, 2025 | P304147 | |
| Certificate of Analysis | Jun 10, 2025 | P304147 | |
| Certificate of Analysis | Jun 10, 2025 | P304147 | |
| Certificate of Analysis | May 22, 2025 | P304147 | |
| Certificate of Analysis | May 22, 2025 | P304147 | |
| Certificate of Analysis | May 22, 2025 | P304147 | |
| Certificate of Analysis | May 22, 2025 | P304147 | |
| Certificate of Analysis | May 22, 2025 | P304147 | |
| Certificate of Analysis | May 13, 2024 | P304147 | |
| Certificate of Analysis | May 13, 2024 | P304147 | |
| Certificate of Analysis | May 13, 2024 | P304147 | |
| Certificate of Analysis | May 13, 2024 | P304147 | |
| Certificate of Analysis | May 13, 2024 | P304147 | |
| Certificate of Analysis | May 13, 2024 | P304147 | |
| Certificate of Analysis | May 13, 2024 | P304147 | |
| Certificate of Analysis | Jun 23, 2022 | P304147 | |
| Certificate of Analysis | Jun 23, 2022 | P304147 | |
| Certificate of Analysis | May 13, 2021 | P304147 | |
| Certificate of Analysis | May 13, 2021 | P304147 |
| Solubility | Freely soluble in methanol. Only sparingly soluble in aqueous solution at 0.119 mg/mL |
|---|---|
| Molecular Weight | 517.600 g/mol |
| XLogP3 | 0.500 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 8 |
| Rotatable Bond Count | 6 |
| Exact Mass | 517.163 Da |
| Monoisotopic Mass | 517.163 Da |
| Topological Polar Surface Area | 182.000 Ų |
| Heavy Atom Count | 36 |
| Formal Charge | 0 |
| Complexity | 982.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 4 |
| 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 |
| 1. Yaowei Zhu, Ruijie Tang, Jun Zhao, Changlong Jiang, Lingfei Li, Bianhua Liu. (2025) Design and application of metal-organic framework based chemo-fluorescent sensor for selective sensing of the full spectrum of tetracyclines in complex samples. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2025.160281] |
| 2. Qing-Pu Zhang, Hua-Wen Peng, Hui Ma, Yu-Ling Sun, Qiang Zhao, Chuan-Feng Chen, Chun Zhang. (2024) Porous triptycene network nanofilms with high molecular sieving accuracy for antibiotics separation. JOURNAL OF MEMBRANE SCIENCE, [PMID:] [10.1016/j.memsci.2024.123060] |
| 3. Ximei Zhang, Lanzhen He, Guangmin Zhang, Fenying Kong, Lanlan Chen. (2025) Innovative electrochemiluminescence biosensing platform with biocompatible interface for monitoring hydrogen peroxide metabolism and antibiotic stress response in Escherichia coli. ANALYTICA CHIMICA ACTA, [PMID:40983420] [10.1016/j.aca.2025.344507] |
| 4. Jiansheng Lin, Chunyan Lin, Jingyang Zheng. (2025) LysR-type transcriptional regulator CARR represses the expression of blaCAR-2 and reduces P. diazotrophicus resistance to cefalothin, cefuroxime and cefotaxime. Frontiers in Cellular and Infection Microbiology, [PMID:40959139] [10.3389/fcimb.2025.1616646] |
| 5. Cuiyao He, Saisai Ling, Ying Jin, Lisha Fu, Xiaoke Dai, Xiaohui Qi, Yiying Wu, Zhenglei Wang, Yuhua Deng. (2025) Simultaneous determination of piperacillin, metronidazole, and tazobactam in plasma by UPLC–MS/MS and application to a pharmacokinetic study in pediatric liver transplant patients. JOURNAL OF CHROMATOGRAPHY B-ANALYTICAL TECHNOLOGIES IN THE BIOMEDICAL AND LIFE SCIENCES, [PMID:40279958] [10.1016/j.jchromb.2025.124605] |
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