Determine the necessary mass, volume, or concentration for preparing a solution.
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Moligand™, ≥96% 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 21 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Tigecycline is a broad spectrum glycylcycline antibiotic. Tigecycline is bacteriostatic. It inhibits protein synthesis through the binding of the 30S ribosomal subunit of bacteria. This blocks entry of Aminoacyl-tRNA into the A site of the ribosome during translation. Tigecycline is active against resistant strains of gram-positive and gram-negative bacteria, avoiding the two most common mechanisms of resistance to the tetracycline antimicrobials: tetracycline efflux pump proteins and ribosomal protection proteins.
A broad spectrum glycylcycline antibiotic
| ALogP | 1.1 |
|---|
| Canonical Smiles | CC(C)(C)NCC(=O)NC1=CC(=C2CC3CC4C(C(=O)C(=C(C4(C(=O)C3=C(C2=C1O)O)O)O)C(=O)N)N(C)C)N(C)C |
|---|---|
| IUPAC Name | (4S,4aS,5aR,12aR)-9-[[2-(tert-butylamino)acetyl]amino]-4,7-bis(dimethylamino)-1,10,11,12a-tetrahydroxy-3,12-dioxo-4a,5,5a,6-tetrahydro-4H-tetracene-2-carboxamide |
| InChIKey | SOVUOXKZCCAWOJ-HJYUBDRYSA-N |
| INCHI | 1S/C29H39N5O8/c1-28(2,3)31-11-17(35)32-15-10-16(33(4)5)13-8-12-9-14-21(34(6)7)24(38)20(27(30)41)26(40)29(14,42)25(39)18(12)23(37)19(13)22(15)36/h10,12,14,21,31,36-37,40,42H,8-9,11H2,1-7H3,(H2,30,41)(H,32,35)/t12-,14-,21-,29-/m0/s1 |
| Isomeric SMILES | CC(C)(C)NCC(=O)NC1=CC(=C2C[C@H]3C[C@H]4[C@@H](C(=O)C(=C([C@]4(C(=O)C3=C(C2=C1O)O)O)O)C(=O)N)N(C)C)N(C)C |
| Molecular Weight | 585.65 |
| Reaxy-Rn | 35955618 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=35955618&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 |
| Class | Tetracyclines |
| Subclass | Not available |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Tetracyclines |
| Alternative Parents | Naphthols and derivatives Dialkylarylamines Cyclohexenones Aralkylamines Vinylogous acids Tertiary alcohols Trialkylamines Cyclic alcohols and derivatives Propargyl-type 1,3-dipolar organic compounds Polyols Enols Dialkylamines Carboximidic acids Organopnictogen compounds Organic oxides Hydrocarbon derivatives |
| Molecular Framework | Aromatic homopolycyclic compounds |
| Substituents | Tetracycline - 1-naphthol - Naphthalene - Dialkylarylamine - Tertiary aliphatic/aromatic amine - Cyclohexenone - Aralkylamine - Benzenoid - Vinylogous acid - Tertiary alcohol - Cyclic alcohol - Cyclic ketone - Tertiary aliphatic amine - Tertiary amine - Ketone - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Secondary amine - Polyol - Enol - Secondary aliphatic amine - Carboximidic acid derivative - Carboximidic acid - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Carbonyl group - Amine - Alcohol - Aromatic homopolycyclic compound |
| Description | 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 | Date | Item |
|---|---|---|---|
| Certificate of Analysis | Jun 09, 2026 | E129449 | |
| Certificate of Analysis | Jun 09, 2026 | E129449 | |
| Certificate of Analysis | May 19, 2026 | E129449 | |
| Certificate of Analysis | Jan 05, 2026 | E129449 | |
| Certificate of Analysis | Jun 17, 2025 | E129449 | |
| Certificate of Analysis | Jun 09, 2025 | E129449 | |
| Certificate of Analysis | Jun 09, 2025 | E129449 | |
| Certificate of Analysis | Jun 09, 2025 | E129449 | |
| Certificate of Analysis | Jun 09, 2025 | E129449 | |
| Certificate of Analysis | Jun 09, 2025 | E129449 | |
| Certificate of Analysis | Jun 09, 2025 | E129449 | |
| Certificate of Analysis | May 28, 2025 | E129449 | |
| Certificate of Analysis | Apr 07, 2025 | E129449 | |
| Certificate of Analysis | Apr 07, 2025 | E129449 | |
| Certificate of Analysis | Apr 07, 2025 | E129449 | |
| Certificate of Analysis | Nov 06, 2024 | E129449 | |
| Certificate of Analysis | Nov 06, 2024 | E129449 | |
| Certificate of Analysis | Nov 16, 2023 | E129449 | |
| Certificate of Analysis | Dec 17, 2022 | E129449 | |
| Certificate of Analysis | Dec 17, 2022 | E129449 | |
| Certificate of Analysis | Dec 17, 2022 | E129449 | |
| Certificate of Analysis | Aug 05, 2022 | E129449 | |
| Certificate of Analysis | Dec 22, 2021 | E129449 | |
| Certificate of Analysis | Dec 22, 2021 | E129449 | |
| Certificate of Analysis | Dec 22, 2021 | E129449 |
| Solubility | DMSO 100 mg/mL Water 100 mg/mL Ethanol <1 mg/mL |
|---|---|
| Sensitivity | heat sensitive |
| Specific Rotation[α] | -199° (C=0.15,CH3OH) |
| Melt Point(°C) | 185 °C(dec.) |
| Molecular Weight | 585.600 g/mol |
| XLogP3 | 1.100 |
| Hydrogen Bond Donor Count | 7 |
| Hydrogen Bond Acceptor Count | 11 |
| Rotatable Bond Count | 7 |
| Exact Mass | 585.28 Da |
| Monoisotopic Mass | 585.28 Da |
| Topological Polar Surface Area | 206.000 Ų |
| Heavy Atom Count | 42 |
| Formal Charge | 0 |
| Complexity | 1240.000 |
| 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. 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. Shunlan Li, Dongdong Chen, Ziqing Liu, Shipin Tao, Tianyi Zhang, Yiwen Chen, Lingzhi Bao, Jie Ma, Yuee Huang, Shengmin Xu, Lijun Wu, Shaopeng Chen. (2023) Directed evolution of TetR for constructing sensitive and broad-spectrum tetracycline antibiotics whole-cell biosensor. JOURNAL OF HAZARDOUS MATERIALS, [PMID:37633019] [10.1016/j.jhazmat.2023.132311] |
| 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. Wang Xiaojuan, Xu Xiaoling, Zhang Shaojun, Chen Na, Sun Yunfeng, Ma Kuifen, Hong Dongsheng, Li Lu, Du Yongzhong, Lu Xiaoyang, Jiang Saiping. (2022) TPGS-based and S-thanatin functionalized nanorods for overcoming drug resistance in Klebsiella pneumonia. Nature Communications, 13 (1): (1-17). [PMID:35768446] [10.1038/s41467-022-31500-3] |
| 5. Guiqiu Li, Ying Wei, Yan Guo, Hui Gong, Jie Lian, Guangjian Xu, Bing Bai, Zhijian Yu, Qiwen Deng. (2022) Omadacycline Efficacy against Streptococcus Agalactiae Isolated in China: Correlation between Resistance and Virulence Gene and Biofilm Formation. Computational Intelligence and Neuroscience, [PMID:35510054] [10.1155/2022/7636983] |
| 6. Rouying Cai, Chenfang Miao, Liang Zhang, Yi Zhou, Yuebin Liu, Chen Zheng, Wendi Han, Zhengjun Huang, Xin Zhou, Shaohuang Weng. (2022) Determination and the pharmacokinetic study of tigecycline by fluorescence strategy with F, N codoping carbon dots as probe. SENSORS AND ACTUATORS B-CHEMICAL, [PMID:] [10.1016/j.snb.2022.131721] |
| 7. Jin-xin Zheng, Zhi-wei Lin, Xiang Sun, Wei-hong Lin, Zhong Chen, Yang Wu, Guo-bin Qi, Qi-wen Deng, Di Qu, Zhi-jian Yu. (2018) Overexpression of OqxAB and MacAB efflux pumps contributes to eravacycline resistance and heteroresistance in clinical isolates of Klebsiella pneumoniae. Emerging Microbes & Infections, [PMID:30068997] [10.1038/s41426-018-0141-y] |
| 8. Xiaodan Zheng, Menglin Wang, Shiqi Zhang, Zhima Yangcuo, Lifang He, Lingfang Xie, Yurou Ye, Guifen Xu, Zhonghui Chen, Qihong Cai. (2024) Development of a new synchronous fluorescence spectrometry combined with Al3+ sensitized for simultaneous and rapid determination of trace flumequine, ciprofloxacin and doxycycline hydrochloride residues in wastewater. WATER RESEARCH, [PMID:38908313] [10.1016/j.watres.2024.121941] |
| 9. Lei Xu, Yaling Wang, Sangyu Hu, Yuzhu Pei, Chenliang Qian, Wenjie Xue, Gao Zhang, Song Wu, Xinxin Si, Xuming Deng, Jie Xia, Jianfeng Wang. (2025) Discovery of Metabolic Reprogramming 2-Quinolones as Effective Antimicrobials for MRSA-Infected Wound Therapy. JOURNAL OF MEDICINAL CHEMISTRY, [PMID:39869779] [10.1021/acs.jmedchem.4c02185] |
| 10. Ruoyi Li, Muchen Lu, Jiaqi Yu, Jian Zhang, Jia Li, Xinyan Wang. (2025) Efficient electrocatalytic degradation of tigecycline by copper foam-supported Pd-ZnS dual nanoparticle structures: A study of H* reduction and mechanism of action. PROCESS SAFETY AND ENVIRONMENTAL PROTECTION, [PMID:] [10.1016/j.psep.2025.107019] |
| 11. Haina Bai, Jian Zhang, Shipeng Li, Muchen Lu, Jia Li, Ruoyi Li. (2024) Electrocatalytic study on the degradation of tigecycline wastewater using a three-dimensional porous agarose@MXene hydrogel carbon cloth electrode with high conductivity. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, [PMID:39626821] [10.1016/j.ijbiomac.2024.138231] |
| 12. Yuwei Zheng, Jiaying Chi, Jiayu Ou, Ling Jiang, Liqing Wang, Rui Luo, Yilang Yan, Zejun Xu, Tingting Peng, Jianfeng Cai, Chuanbin Wu, Peng Teng, Guilan Quan, Chao Lu. (2024) Imidazole-Rich, Four-Armed Host-Defense Peptidomimetics as Promising Narrow-Spectrum Antibacterial Agents and Adjuvants against Pseudomonas Aeruginosa Infections. Advanced Healthcare Materials, [PMID:39039988] [10.1002/adhm.202400664] |
| 13. Lili Zheng, Yangyuan Cao, Shaohua Chen. (2024) Molecular imprinting sensors based on laser-induced graphene for tigecycline sensing. International Journal of Electrochemical Science, [PMID:] [10.1016/j.ijoes.2024.100710] |
| 14. Xiangrong Li, Jingjing Zhao, Xianfei Liu, Zhizhi Song, Wanqing Xu, Zheng Li. (2024) Probing the interaction mechanism of tigecycline with γ-globulin and hemoglobin in the absence and presence of amikacin. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, [PMID:39722387] [10.1016/j.ijbiomac.2024.139109] |
| 15. Xinxin Jiang, Jingfei Long, Yanzhen Song, Xiaoyu Qi, Ping Li, Kuiquan Pan, Chenyang Yan, Hongzhou Xu, Haixia Liu. (2024) The effect of triclosan on intergeneric horizontal transmission of plasmid-mediated tigecycline resistance gene tet(X4) from Citrobacter freundii isolated from grass carp gut. ENVIRONMENTAL POLLUTION, [PMID:38432343] [10.1016/j.envpol.2024.123658] |
| 16. Lingling Rong, Baoyin Zhang, Hongmu Qiu, Hailin Zhang, Jiayin Yu, Qing Yuan, Ligui Wu, Hong Chen, Yuanmin Mo, Xiaoming Zou, Xubiao Luo. (2025) Significant generational effects of tetracyclines upon the promoting plasmid-mediated conjugative transfer between typical wastewater bacteria and its mechanisms. WATER RESEARCH, [PMID:40749598] [10.1016/j.watres.2025.124290] |
| 17. Lin-Song Teng, Zhen-Dong Ying, Xiao-Han Sun, Hao-Cheng Hou, Shi-Dong Qiu, Peng Liu, Ke-Jing Li, Lei Zhang, Xie-Huang Sheng. (2025) Formoterol, a clinically approved drug, inhibits ferroptosis by suppressing lipid peroxidation and attenuates APAP-induced acute liver injury. CHEMICO-BIOLOGICAL INTERACTIONS, [PMID:40914538] [10.1016/j.cbi.2025.111724] |
| 18. Nan Guo, Sheng Hu, Yahui Zhang, Wen Zhang, Dejun Li, Yue Tang, Zijian Tai, Xin Guo, Bing Leng. (2025) Determination of Tigecycline in Plasma and Bronchoalveolar Lavage Fluid by UPLC–MS/MS and Its Application to a Pharmacokinetic Study in Critically Ill Patients. BIOMEDICAL CHROMATOGRAPHY, 39 (5): (e70055). [PMID:40207530] [10.1002/bmc.70055] |
| 19. Xiangrong Li, Xianfei Liu, Jingjing Zhao, Yujie Sun, Yuxin Liang, Qiongya Hu. (2025) Formation mechanism and antibacterial activity of natural antimicrobial lysozyme with antibiotics doxycycline and tigecycline. JOURNAL OF MOLECULAR BIOLOGY, [PMID:40578673] [10.1016/j.jmb.2025.169304] |
| 20. Qihong Cai, Xiaodan Zheng, Sujun Fang, Qifeng Zou, Hang Zhu, Zhima Yangcuo, Yajuan Zhang, Yong Lin, Chunyan Lian, Shiqi Zhang. (2026) High sensitive and simultaneous determination of chlortetracycline hydrochloride and tetracycline hydrochloride residues in water using zero-crossing first derivative synchronous fluorescence spectrometry. PROCESS SAFETY AND ENVIRONMENTAL PROTECTION, [PMID:] [10.1016/j.psep.2026.108431] |
| 21. Chenyang Wang, Cuiyu Huang, Licheng Yu, Xiwen He, Langxing Chen, Yukui Zhang. (2026) In situ-grown ambient-temperature dual-emissive RhB/COF@ZIF-90 composite for ratiometric fluorescence detection of tetracycline in foods. FOOD CHEMISTRY, [PMID:41747548] [10.1016/j.foodchem.2026.148553] |
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