Determine the necessary mass, volume, or concentration for preparing a solution.
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2mM 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 11 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
| Sonrisas canónicas | CC1(C(N2C(S1)C(C2=O)N)C(=O)O)C |
|---|---|
| IUPAC Name | (2S,5R,6R)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid |
| InChIKey | NGHVIOIJCVXTGV-ALEPSDHESA-N |
| INCHI | 1S/C8H12N2O3S/c1-8(2)4(7(12)13)10-5(11)3(9)6(10)14-8/h3-4,6H,9H2,1-2H3,(H,12,13)/t3-,4+,6-/m1/s1 |
| Isómeros SMILES | CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)N)C(=O)O)C |
| WGK Alemania | 2 |
| RTECS | XH8225000 |
| Peso molecular | 216.26 |
| Beilstein | 15080 |
| Reaxy-Rn | 613675 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=613675&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 |
| Clase | Carboxylic acids and derivatives |
| Subclass | Amino acids, peptides, and analogues |
| Intermediate Tree Nodes | Peptides |
| Direct Parent | Dipeptides |
| Alternative Parents | Alpha amino acids and derivatives Penams Thiazolidines Tertiary carboxylic acid amides Amino acids Azetidines Thiohemiaminal derivatives Monocarboxylic acids and derivatives Azacyclic compounds Dialkylthioethers Carboxylic acids Carbonyl compounds Hydrocarbon derivatives Monoalkylamines Organic oxides Organopnictogen compounds |
| Molecular Framework | Aliphatic heteropolycyclic compounds |
| Substituents | Alpha-dipeptide - Alpha-amino acid or derivatives - Penam - Beta-lactam - Tertiary carboxylic acid amide - Thiazolidine - Amino acid or derivatives - Azetidine - Amino acid - Carboxamide group - Lactam - Carboxylic acid - Azacycle - Monocarboxylic acid or derivatives - Organoheterocyclic compound - Dialkylthioether - Hemithioaminal - Thioether - Amine - Primary aliphatic amine - Organic nitrogen compound - Hydrocarbon derivative - Organonitrogen compound - Organooxygen compound - Organic oxygen compound - Primary amine - Organopnictogen compound - Organic oxide - Carbonyl group - Aliphatic heteropolycyclic compound |
| Descripción | This compound belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. |
| External Descriptors | penicillanic acids |
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| Rotación específica [α] | 275° (C=1.2,0.1mol/L HCl) |
|---|---|
| Punto de fusión (°C) | 198-200°C |
| Peso molecular | 216.260 g/mol |
| XLogP3 | -2.100 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 1 |
| Exact Mass | 216.057 Da |
| Monoisotopic Mass | 216.057 Da |
| Topological Polar Surface Area | 109.000 Ų |
| Heavy Atom Count | 14 |
| Formal Charge | 0 |
| Complexity | 318.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 3 |
| 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. Yixiang Cai, Hong Yu, Liheng Ren, Yingjuan Ou, Shilin Jiang, Youzheng Chai, Anwei Chen, Binghua Yan, Jiachao Zhang, Zhiyong Yan. (2023) Treatment of amoxicillin-containing wastewater by Trichoderma strains selected from activated sludge. SCIENCE OF THE TOTAL ENVIRONMENT, [PMID:36642266] [10.1016/j.scitotenv.2023.161565] |
| 2. Chang Sun, Jian Lu, Yilin Wu, Minjia Meng, Chao Yu, Zeqing Dong, Muning Chen, Yongsheng Yan, Yan Sun. (2020) Imitated Core-Shell Molecularly Imprinted Membranes for Selective Separation Applications: A Synergetic Strategy by Polydopamine and SiO2. Journal of the Taiwan Institute of Chemical Engineers, [PMID:] [10.1016/j.jtice.2020.10.016] |
| 3. Yanyan Zhao, Huanxian Shi, Xiaoyun Hu, Enzhou Liu, Jun Fan. (2019) Fabricating CsPbX3/CN heterostructures with enhanced photocatalytic activity for penicillins 6-APA degradation. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2019.122692] |
| 4. Zhang Xiao-Li, Zong Min-Hua, Li Ning. (2016) Penicillin acylase-catalyzed synthesis of N-bromoacetyl-7-aminocephalosporanic acid, the key intermediate for the production of cefathiamidine. Bioresources and Bioprocessing, 3 (1): (1-8). [PMID:27917366] [10.1186/s40643-016-0127-3] |
| 5. Yuan-Ting Li, Lu-Lu Qu, Da-Wei Li, Qi-Xia Song, Farkhondeh Fathi, Yi-Tao Long. (2012) Rapid and sensitive in-situ detection of polar antibiotics in water using a disposable Ag–graphene sensor based on electrophoretic preconcentration and surface-enhanced Raman spectroscopy. BIOSENSORS & BIOELECTRONICS, [PMID:23287654] [10.1016/j.bios.2012.12.005] |
| 6. Wen-Yuan Fan, Xin Zhang, Dong-Hua Xie, Kenneth Mei Yee Leung, Guo-Ping Sheng. (2024) Cerium-based nanohydrolase for fast catalytic hydrolysis of β-lactam antibiotics in wastewater effluents. JOURNAL OF HAZARDOUS MATERIALS, [PMID:39644848] [10.1016/j.jhazmat.2024.136800] |
| 7. 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] |
| 8. Jia-Jia He, Wen-Yong Yang, Pan-Pan Zhang, Yang Feng, Miao-Miao Jia, Zhen Chen, Zi-Meng Xu, Si-Yuan Yang, Ming Xue, Yi Li. (2025) Fabrication of solvent-tolerant nanofiltration membranes through thermal-stimulated crosslinking for efficient molecular separation in water/solvent solutions. JOURNAL OF MEMBRANE SCIENCE, [PMID:] [10.1016/j.memsci.2025.124200] |
| 9. Yanan Bu, Jiji Fan, Shengli Lu, Xiuqiong Chen, Huiqiong Yan, Qiang Lin. (2026) Chemically Modified Alginate Grafted Penicillanic Acid Derivatives for Antibacterial Electrospun Composite Nanofibers: Electrospinnability, Drug Delivery and Cytocompatibility. BIOMACROMOLECULES, [PMID:41688375] [10.1021/acs.biomac.6c00044] |
| 10. Jiji Fan, Yanan Bu, Lei Huang, Xiuqiong Chen, Huiqiong Yan, Qiang Lin. (2026) Electrospun multilayer nanofibers with modified antibacterial alginate derivative for enhanced spinnability and drug sustained release. COLLOIDS AND SURFACES B-BIOINTERFACES, [PMID:41759382] [10.1016/j.colsurfb.2026.115566] |
| 11. Xiuqiong Chen, Jiayi Liu, Jiji Fan, Yanan Bu, Qian Wang, Huiqiong Yan, Changjiang Yu, Qiang Lin. (2026) Self-Assembly of Alginate-Grafted Penicillanic Acid Derivatives into Antibacterial Micelles for Controlled Drug Delivery. ACS Omega, [PMID:] [10.1021/acsomega.5c10841] |