≥90% 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 8 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Methacycline is a tetracycline with broad range antibacterial and antiprotozoal properties. Potential veterinary drug.
| Sonrisas canónicas | CN(C)C1C2C(C3C(=C)C4=C(C(=CC=C4)O)C(=C3C(=O)C2(C(=C(C1=O)C(=O)N)O)O)O)O |
|---|---|
| IUPAC Name | (4S,4aR,5S,5aR,12aR)-4-(dimethylamino)-1,5,10,11,12a-pentahydroxy-6-methylidene-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide |
| InChIKey | XIYOPDCBBDCGOE-IWVLMIASSA-N |
| INCHI | 1S/C22H22N2O8/c1-7-8-5-4-6-9(25)11(8)16(26)12-10(7)17(27)14-15(24(2)3)18(28)13(21(23)31)20(30)22(14,32)19(12)29/h4-6,10,14-15,17,25-27,30,32H,1H2,2-3H3,(H2,23,31)/t10-,14-,15+,17+,22+/m1/s1 |
| Isómeros SMILES | CN(C)[C@H]1[C@@H]2[C@H]([C@@H]3C(=C)C4=C(C(=CC=C4)O)C(=C3C(=O)[C@@]2(C(=C(C1=O)C(=O)N)O)O)O)O |
| Peso molecular | 442.42 |
| Reaxy-Rn | 25469777 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=25469777&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 | Phenylpropanoids and polyketides |
| Clase | Tetracyclines |
| Subclass | Not available |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Tetracyclines |
| Alternative Parents | Naphthols and derivatives Cyclohexenones 1-hydroxy-4-unsubstituted benzenoids 1-hydroxy-2-unsubstituted benzenoids Vinylogous acids Tertiary alcohols Trialkylamines Secondary alcohols Cyclic alcohols and derivatives Polyols Enols Carboximidic acids Organopnictogen compounds Organic oxides Hydrocarbon derivatives |
| Molecular Framework | Aromatic homopolycyclic compounds |
| Substituents | Tetracycline - 1-naphthol - Naphthalene - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Cyclohexenone - Benzenoid - Cyclic alcohol - Vinylogous acid - Tertiary alcohol - Ketone - Secondary alcohol - Cyclic ketone - Tertiary aliphatic amine - Tertiary amine - Carboximidic acid - Carboximidic acid derivative - Enol - Polyol - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Amine - Alcohol - Organonitrogen compound - Organooxygen compound - Carbonyl group - Hydrocarbon derivative - Aromatic homopolycyclic compound |
| Descripción | This compound belongs to the class of organic compounds known as tetracyclines. These are polyketides having an octahydrotetracene-2-carboxamide skeleton, substituted with many hydroxy and other groups. |
| External Descriptors | Not available |
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Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Fecha | Articulo |
|---|---|---|---|
 F2512496 | Certificate of Analysis | Jun 24, 2025 | M743765 |
| F2512516 | Certificate of Analysis | Jun 24, 2025 | M743765 |
| F2512520 | Certificate of Analysis | Jun 24, 2025 | M743765 |
| F2512521 | Certificate of Analysis | Jun 24, 2025 | M743765 |
| F2512522 | Certificate of Analysis | Jun 24, 2025 | M743765 |
| Solubilidad | Methanol (Slightly), Water (Slightly) |
|---|---|
| Punto de ebullición (°C) | 695.05° C at 760 mmHg (Predicted) |
| Punto de fusión (°C) | 313.72° C (Predicted) |
| Peso molecular | 442.400 g/mol |
| XLogP3 | 0.300 |
| Hydrogen Bond Donor Count | 6 |
| Hydrogen Bond Acceptor Count | 9 |
| Rotatable Bond Count | 2 |
| Exact Mass | 442.138 Da |
| Monoisotopic Mass | 442.138 Da |
| Topological Polar Surface Area | 182.000 Ų |
| Heavy Atom Count | 32 |
| Formal Charge | 0 |
| Complexity | 998.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 5 |
| 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. Lingling Rong, Ligui Wu, Tiao Zhang, Cui Hu, Haihui Tang, Hongcheng Pan, Xiaoming Zou. (2023) Significant Differences in the Effects of Nitrogen Doping on Pristine Biochar and Graphene-like Biochar for the Adsorption of Tetracycline. MOLECULES, 29 (1): (173). [PMID:38202756] [10.3390/molecules29010173] |
| 2. Wen-Ting Li, Jia-Si Wang, Meili Pang, Yue Li, Wen-Juan Ruan. (2023) Fluorescent sensor array for tetracyclines discrimination using a single Dye@MOF composite sensor. SENSORS AND ACTUATORS B-CHEMICAL, [PMID:] [10.1016/j.snb.2023.133375] |
| 3. Xinyi Liao, Chen Chen, Zhijie Liang, Zhiwei Zhao, Fuyi Cui. (2022) Selective adsorption of antibiotics on manganese oxide-loaded biochar and mechanism based on quantitative structure–property relationship model. BIORESOURCE TECHNOLOGY, [PMID:36343776] [10.1016/j.biortech.2022.128262] |
| 4. Lishan Zhang, Zujie Yao, Huamei Tang, Qingli Song, Huanhuan Song, Jindong Yao, Zhen Li, Xiaofang Xie, Yuexu Lin, Xiangmin Lin. (2022) The Lysine Acetylation Modification in the Porin Aha1 of Aeromonas hydrophila Regulates the Uptake of Multidrug Antibiotics. MOLECULAR & CELLULAR PROTEOMICS, 21 (9): [PMID:35605723] [10.1016/j.mcpro.2022.100248] |
| 5. Ying Zhang, Yuhan Ning, Wanliang Liao, Weiping Wang, Ai-Jun Wang. (2021) Covalent organic framework-LZU1@PEI@Fe3O4-based magnetic dispersive micro-solid phase extraction of tetracyclines from environmental water prior to HPLC analysis. Analytical Methods, 13 (37): (4320-4327). [PMID:34477188] [10.1039/D1AY00873K] |
| 6. Yang Yi, Yin Shuo, Wu Ling, Li Yongxin, Sun Chengjun. (2021) Determination of Six Tetracyclines in Eggs and Chicken by Dispersive Liquid-Liquid Microextraction Combined with High-Performance Liquid Chromatography. JOURNAL OF AOAC INTERNATIONAL, 104 (6): (1549-1558). [PMID:34190989] [10.1093/jaoacint/qsab082] |
| 7. Jin Xu, Taiping Qing, Zixin Jiang, Peng Zhang, Bo Feng. (2021) Graphene oxide-regulated low-background aptasensor for the “turn on” detection of tetracycline. SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, [PMID:33993024] [10.1016/j.saa.2021.119898] |
| 8. Huifang Wu, Qiqi Wang, Lingfeng Zhu, Haoliang Zhang, Lizhong Liu. (2025) Regulating the aromatic structure in carbon dots to enhance the internal filter effect for sensitive on-site monitoring of anthrax biomarkers. TALANTA, [PMID:40031139] [10.1016/j.talanta.2025.127854] |
