Determine the necessary mass, volume, or concentration for preparing a solution.
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Moligand™,10mM in DMSO Moligand™ for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at -20°C Ships Ice chest + Ice pads 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 15 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
| Canonical Smiles | CC1C2C(C(=O)N2C(=C1SC3CC(NC3)C(=O)N(C)C)C(=O)O)C(C)O |
|---|---|
| IUPAC Name | (4R,5S,6S)-3-[(3S,5S)-5-(dimethylcarbamoyl)pyrrolidin-3-yl]sulfanyl-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid |
| InChIKey | DMJNNHOOLUXYBV-PQTSNVLCSA-N |
| INCHI | 1S/C17H25N3O5S/c1-7-12-11(8(2)21)16(23)20(12)13(17(24)25)14(7)26-9-5-10(18-6-9)15(22)19(3)4/h7-12,18,21H,5-6H2,1-4H3,(H,24,25)/t7-,8-,9+,10+,11-,12-/m1/s1 |
| Isomeric SMILES | C[C@@H]1[C@@H]2[C@H](C(=O)N2C(=C1S[C@H]3C[C@H](NC3)C(=O)N(C)C)C(=O)O)[C@@H](C)O |
| Molecular Weight | 383.47 |
| Reaxy-Rn | 24950258 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=24950258&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 | Organoheterocyclic compounds |
| Class | Lactams |
| Subclass | Beta lactams |
| Intermediate Tree Nodes | Carbapenems |
| Direct Parent | Thienamycins |
| Alternative Parents | Proline and derivatives Alpha amino acid amides Pyrroline carboxylic acids Pyrrolidinecarboxamides Azepines Vinylogous thioesters Tertiary carboxylic acid amides Thioenol ethers Secondary alcohols Amino acids Azetidines Sulfenyl compounds Monocarboxylic acids and derivatives Azacyclic compounds Dialkylamines Carboxylic acids Carbonyl compounds Hydrocarbon derivatives Organic oxides Organopnictogen compounds |
| Molecular Framework | Aliphatic heteropolycyclic compounds |
| Substituents | Thienamycin - Proline or derivatives - Alpha-amino acid amide - Alpha-amino acid or derivatives - Pyrrolidine carboxylic acid or derivatives - Pyrrolidine-2-carboxamide - Pyrroline carboxylic acid - Pyrroline carboxylic acid or derivatives - Azepine - Vinylogous thioester - Pyrrolidine - Pyrroline - Tertiary carboxylic acid amide - Amino acid or derivatives - Azetidine - Carboxamide group - Amino acid - Thioenolether - Secondary alcohol - Secondary amine - Sulfenyl compound - Azacycle - Carboxylic acid derivative - Carboxylic acid - Secondary aliphatic amine - Monocarboxylic acid or derivatives - Amine - Alcohol - Organic nitrogen compound - Carbonyl group - Hydrocarbon derivative - Organopnictogen compound - Organonitrogen compound - Organooxygen compound - Organosulfur compound - Organic oxide - Organic oxygen compound - Aliphatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as thienamycins. These are beta-lactam antibiotics that differ from penicillins in having the thiazolidine sulfur atom replaced by carbon, the sulfur then becoming the first atom in the side chain. |
| External Descriptors | pyrrolidinecarboxamide - alpha,beta-unsaturated monocarboxylic acid - carbapenemcarboxylic acid |
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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 | Nov 27, 2025 | M427157 |
| Flash Point(°C) | 333.2ºC |
|---|---|
| Boil Point(°C) | 627.4ºC |
| Molecular Weight | 383.500 g/mol |
| XLogP3 | -2.400 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 7 |
| Rotatable Bond Count | 5 |
| Exact Mass | 383.151 Da |
| Monoisotopic Mass | 383.151 Da |
| Topological Polar Surface Area | 135.000 Ų |
| Heavy Atom Count | 26 |
| Formal Charge | 0 |
| Complexity | 679.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 6 |
| 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. Jingzhi Yang, Yami Ran, Shaopeng Liu, Chenhao Ren, Yuntian Lou, Pengfei Ju, Guoliang Li, Xiaogang Li, Dawei Zhang. (2023) Synergistic D-Amino Acids Based Antimicrobial Cocktails Formulated via High-Throughput Screening and Machine Learning. Advanced Science, 11 (9): (2307173). [PMID:38126652] [10.1002/advs.202307173] |
| 2. Yexuan Mao, Yichao Fan, Ran Yang, Youyi Wang, Qingyue Li, Meng Dang, Xianqing Huang, Lianjun Song, Pingan Zhang, Miao Song, Liang Liu, Linli Wang, Shun Yu, Qiuyan Zhao, Xiya Zhang. (2023) A highly sensitive electrochemical sensor derived from peptide amphiphilic inspired self-assembled, ordered gold nanoparticles for determination of 22 β-lactams. ELECTROCHIMICA ACTA, [PMID:] [10.1016/j.electacta.2023.142669] |
| 3. Xuan Ma, Yue Wang, Wenting Wang, Jake Heinlein, Lisa D. Pfefferle, Xuemeng Tian. (2023) Strategic preparation of porous magnetic molecularly imprinted polymers via a simple and green method for high-performance adsorption and removal of meropenem. TALANTA, [PMID:36893497] [10.1016/j.talanta.2023.124419] |
| 4. Yan Wang, Lanyu Liu, Qiping Wu, Qiufen Yin, Feifan Xie. (2022) Defining Exposure Predictors of Meropenem That Are Associated with Improved Survival for Severe Bacterial Infection: A Preclinical PK/PD Study in Sepsis Rat Model. Antibiotics-Basel, 11 (11): (1660). [PMID:36421304] [10.3390/antibiotics11111660] |
| 5. Suo Decheng, Fan Xia, Xiao Zhiming, Liyang, Wang Peilong. (2022) Simultaneous determination of eight carbapenems in milk by modified QuEChERS and ultra high performance liquid chromatography coupled with high-field quadrupole-orbitrap high-resolution mass spectrometry. JOURNAL OF CHROMATOGRAPHY A, [PMID:35349916] [10.1016/j.chroma.2022.462979] |
| 6. Lan Sugui, Li Zhirong, Su Aiqiu, Peng Yanhong, Liao Yanke, Liu Xuemei, Tan Qiang. (2021) Study on the mechanisms of the cross-resistance to TET, PIP, and GEN in Staphylococcus aureus mediated by the Rhizoma Coptidis extracts. JOURNAL OF ANTIBIOTICS, 74 (5): (330-336). [PMID:33500562] [10.1038/s41429-021-00407-4] |
| 7. Zhimin Lu, Xiaonan Wang, Licai Ma, Leina Dou, Xiangjun Zhao, Jin Tao, Yang Wang, Shaolin Wang, Dejun Liu, Yingbo Shen, Xuezhi Yu, Wenbo Yu, Liangxi Jia, Zhanhui Wang, Jianzhong Shen, Kai Wen. (2024) Carba PBP: a novel penicillin-binding protein-based lateral flow assay for rapid phenotypic detection of carbapenemase-producing Enterobacterales. JOURNAL OF CLINICAL MICROBIOLOGY, 62 (2): [PMID:38284761] [10.1128/jcm.00120-23] |
| 8. Jianxu Bao, Shifan Chen, Xianda Liu, Ziyue Ling, Chunji Jiang, Zhaoxi Han, Wenjie Wang, Ran Wei, Changsheng Zhao, Weifeng Zhao. (2025) Electrospun groove shaped fibers with excellent hemocompatibility and highly selective capture of live bacteria from blood. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2025.161250] |
| 9. Cheng Wenhui, Zhang Yuejuan, Chen Cheng, Gao Lei, Lv Yuwei, Yu Dian, Chen Bin, Wan Yi. (2024) Identification of α-mangostin as a potent inhibitor of β-lactamase OXA-48. MEDICINAL CHEMISTRY RESEARCH, [PMID:] [10.1007/s00044-023-03185-w] |
| 10. Xiaonan Zhang, Yan Wang, Sanwang Li, Feifan Xie, Hanxi Yi. (2024) Simulated drug disposition in critically ill patients to evaluate effective PK/PD targets for combating Pseudomonas aeruginosa resistance to meropenem. ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 68 (3): [PMID:38319075] [10.1128/aac.01541-23] |
| 11. Qinyu Luo, Zehua Wu, Yihang Pan, Yan Zhang. (2025) Disulfiram inhibits bacterial growth by inducing zinc-dependent reactive oxygen species. Frontiers in Microbiology, [PMID:40746315] [10.3389/fmicb.2025.1619416] |
| 12. 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] |
| 13. Zhinan Wang, Xiaowei Li, Liang Zhao, Saiwa Liu, Jingjing Du, Xi Jia, Lirui Ge, Jian Xu, Kexin Cui, Yu Ga, Jinxiu Wang, Xi Xia. (2025) Matrine Restores Colistin Efficacy Against mcr-1-Carrying Escherichia coli. MOLECULES, 30 (10): (2122). [PMID:40430295] [10.3390/molecules30102122] |
| 14. Chen Huang, Ling-Jie Guo, Jia-Yi Li, Yue-Wen Chen, Bing Wu, Yi-Wei Liu, Chen-Zhi Zhang, Wei-Wei Lin, Ye Yang, Jin-Yuan Chen, Zhou-Jie Liu. (2025) A CRISPR-Cas12a Fluorescent Aptasensor for Point-of-Care Drug Concentration Detection: A Synergistic Regulation by DNA Aptamer and RNA Blocker. ANALYTICAL CHEMISTRY, [PMID:41144643] [10.1021/acs.analchem.5c03744] |
| 15. Rongkun Zhu, Mengting Cai, Qiuyu Liao, Xiaobin Meng, Hong Yu, Huanghui Zeng, Zhuomiao Lin, Guicui Zhang. (2026) Selective determination of vancomycin in human serum using graphene quantum dots modified with Dihydroxyl functional groups. MICROCHEMICAL JOURNAL, [PMID:] [10.1016/j.microc.2025.116790] |
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