minocycline - Moligand™, ≥98% , CAS No.10118-90-8

CAS: 10118-90-8 Cat. No.: M611887 Peso molecular: 457.50 Número EC: 800-277-5 PubChem CID: 54675783

GRADE & PURITY Moligand™, ≥98%

Synonyms

(4S,4aS,5aR,12aS)4,7-Bis(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxonaphthacene-2-carboxamide;(4S,4aS,5aR,12aS)4,7-Bis(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxonaphthacene-2-car

Storage

Room temperature

Descripción general

Minocycline is a semi-synthetic tetracycline antibiotic that crosses the blood-brain barrier. Minocycline is an inhibitor of hypoxia-inducing factor (HIF-1α). Minocycline has anti-cancer, anti-inflammatory and glutamate antagonism. Minocycline reduces glutamate neurotransmission, showing neuroprotective properties and antidepressant effects. Minocycline inhibits the synthesis of bacterial proteins by binding with the 30S subunit of bacterial ribosomes, thus producing bacteriostatic effect

Specifications

Sinónimos

(4S, 4aS, 5aR, 12aS)4, 7-Bis(dimethylamino)-1, 4, 4a, 5, 5a, 6, 11, 12a-octahydro-3, 10, 12, 12a-tetrahydroxy-1, 11-dioxonaphthacene-2-carboxamide;(4S, 4aS, 5aR, 12aS)4, 7-Bis(dimethylamino)-1, 4, 4a, 5, 5a, 6, 11, 12a-octahydro-3, 10, 12, 12a-tetrahydroxy-1, 11-dioxonaphthacene-2-car

Especificaciones y pureza

Moligand™, ≥98%

Condiciones de almacenamiento de almacenamiento

Room temperature

Grado

Moligand™

Pureza

≥98%

Nombres e identificadores

• Sonrisas canónicas: CN([C@@H]1C(=O)C(=C([C@@]2([C@H]1C[C@@H]1Cc3c(C(=C1C2=O)O)c(O)ccc3N(C)C)O)O)C(=O)N)C
• IUPAC Name: (4S,4aS,5aR,12aR)-4,7-bis(dimethylamino)-1,10,11,12a-tetrahydroxy-3,12-dioxo-4a,5,5a,6-tetrahydro-4H-tetracene-2-carboxamide
• InChIKey: FFTVPQUHLQBXQZ-KVUCHLLUSA-N
• INCHI: 1S/C23H27N3O7/c1-25(2)12-5-6-13(27)15-10(12)7-9-8-11-17(26(3)4)19(29)16(22(24)32)21(31)23(11,33)20(30)14(9)18(15)28/h5-6,9,11,17,27-28,31,33H,7-8H2,1-4H3,(H2,24,32)/t9-,11-,17-,23-/m0/s1
• Isómeros SMILES: CN(C)[C@H]1[C@@H]2C[C@@H]3CC4=C(C=CC(=C4C(=C3C(=O)[C@@]2(C(=C(C1=O)C(=O)N)O)O)O)O)N(C)C
• PubChem CID: 54675783
• Peso molecular: 457.50

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Clase Tetracyclines

• 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 Dialkylarylamines Cyclohexenones Aralkylamines 1-hydroxy-2-unsubstituted benzenoids Vinylogous acids Tertiary alcohols Trialkylamines Cyclic alcohols and derivatives Polyols Enols Carboximidic acids Organopnictogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homopolycyclic compounds
• Substituents: Tetracycline - 1-naphthol - Naphthalene - Tertiary aliphatic/aromatic amine - Dialkylarylamine - 1-hydroxy-2-unsubstituted benzenoid - Aralkylamine - Cyclohexenone - Benzenoid - Cyclic alcohol - Vinylogous acid - Tertiary alcohol - Cyclic ketone - Tertiary aliphatic amine - Ketone - Tertiary amine - Carboximidic acid - Carboximidic acid derivative - Enol - Polyol - Alcohol - Organic nitrogen compound - Organopnictogen compound - Organic oxide - Amine - Hydrocarbon derivative - Organonitrogen compound - Organooxygen compound - Carbonyl group - Organic oxygen compound - 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

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Propiedades químicas y físicas

• Peso molecular: 457.500 g/mol
• XLogP3: -0.600
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 3
• Exact Mass: 457.185 Da
• Monoisotopic Mass: 457.185 Da
• Topological Polar Surface Area: 165.000 Ų
• Heavy Atom Count: 33
• Formal Charge: 0
• Complexity: 971.000
• 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

Referencias

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. Shuanghui Jia, Yilan Wu, Hongling Zhou, Hangjun Yan, Yang Liao, Hui Mao.  (2023)  Plant tannin foam anchored iron nanoparticles: Efficient and recyclable degradation of tetracycline antibiotics under high salt conditions.  Journal of Cleaner Production,      [PMID:] [10.1016/j.jclepro.2023.139188]

3. Long Dan-dan, Zhang Yu-zhuo, Liu An, Shen Liang, Wei Hong-rui, Lou Qian-qian, Hu Shan-shan, Chen Dan-yang, Chai Xiao-qing, Wang Di.  (2023)  Microglia sustain anterior cingulate cortex neuronal hyperactivity in nicotine-induced pain.  Journal of Neuroinflammation,  20  (1): (1-16).  [PMID:36944965] [10.1186/s12974-023-02767-0]

4. Lin Mengjuan, Hu Guiying, Wang Zhengqiang, Yu Baoping, Tan Wei.  (2023)  Activation of the High-Affinity Choline Transporter 1 in the Spinal Cord Relieves Stress-Induced Hyperalgesia.  DIGESTIVE DISEASES AND SCIENCES,  68  (6): (2414-2426).  [PMID:36808325] [10.1007/s10620-022-07765-5]

5. 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]

6. 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]

7. 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]

8. Guang Yang, Yingya Cao, Ping Wang, Lin Mei, Jinbao Chen, Weihua Lu.  (2022)  Minocycline Pretreatment Prevents Blood–Brain Barrier Disruption in Septic Rats.  JOURNAL OF SURGICAL RESEARCH,      [PMID:35151055] [10.1016/j.jss.2022.01.021]

9. 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]

10. Wen Zewen, Shang Yongpeng, Xu Guangjian, Pu Zhangya, Lin Zhiwei, Bai Bing, Chen Zhong, Zheng Jinxin, Deng Qiwen, Yu Zhijian.  (2020)  Mechanism of Eravacycline Resistance in Clinical Enterococcus faecalis Isolates From China.  Frontiers in Microbiology,      [PMID:32523563] [10.3389/fmicb.2020.00916]

11. Dai Chongshan, Ciccotosto Giuseppe D., Cappai Roberto, Wang Yang, Tang Shusheng, Xiao Xilong, Velkov Tony.  (2017)  Minocycline attenuates colistin-induced neurotoxicity via suppression of apoptosis, mitochondrial dysfunction and oxidative stress.  JOURNAL OF ANTIMICROBIAL CHEMOTHERAPY,  72  (6): (1635-1645).  [PMID:28204513] [10.1093/jac/dkx037]

12. Jun Tang, Hongping Miao, Bing Jiang, Qianwei Chen, Liang Tan, Yihao Tao, Jianbo Zhang, Fabao Gao, Hua Feng, Gang Zhu, Zhi Chen.  (2017)  A selective CB2R agonist (JWH133) restores neuronal circuit after Germinal Matrix Hemorrhage in the preterm via CX3CR1+ microglia.  NEUROPHARMACOLOGY,      [PMID:28153531] [10.1016/j.neuropharm.2017.01.027]

13. Fuhua Wei, Peng Chen, Qinhui Ren, Qin Zhang, Wei Shang, Diaodiao Zhang, Min Li, Zhao Liang.  (2025)  Removal of minocycline from wastewater via Co/Zn-MOFs -derived porous carbon materials as adsorbents.  Results in Chemistry,      [PMID:] [10.1016/j.rechem.2025.102094]

14. 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]

15. Wenying Zou, Junjun Wang, Siyi Yang, Yue Tang, Xiaojuan Niu, Yuangen Wu.  (2023)  Porous-nanozyme-based colorimetric sensor for rapid detection of kanamycin in foods under neutral condition.  JOURNAL OF FOOD SCIENCE,  88  (5): (2009-2022).  [PMID:37043597] [10.1111/1750-3841.16570]

16. Lian Xia, Feng Luo, Xiaojuan Niu, Yue Tang, Yuangen Wu.  (2024)  Facile colorimetric sensor using oxidase-like activity of octahedral Ag2O particles for highly selective detection of Pb(II) in water.  SCIENCE OF THE TOTAL ENVIRONMENT,      [PMID:38219997] [10.1016/j.scitotenv.2024.170025]

17. Meiting Kang, Qiang Zhao.  (2026)  Label-free characterization of aptamer-oxytetracycline binding and detection of oxytetracycline with fluorescently labeled aptamer based on fluorescence anisotropy analysis.  SENSORS AND ACTUATORS B-CHEMICAL,      [PMID:] [10.1016/j.snb.2026.139696]