Grouped product items

SKU

Size

Availability

Price

Qty

F138016-10mg

10mg

Available within 4-8 weeks(?)

$68.90

F138016-50mg

50mg

Available within 4-8 weeks(?)

$88.90

F138016-250mg

250mg

In stock

$400.90

F138016-1g

In stock

$1,441.90

Basic Description

Synonyms	D00107 \| Tacrolimus, Pharmaceutical Secondary Standard; Certified Reference Material \| TACROLIMUS [USP-RS] \| TACROLIMUS MONOHYDRATE [WHO-DD] \| FK 506 \| TACROLIMUS [ORANGE BOOK] \| TACROLIMUS MONOHYDRATE \| WM0HAQ4WNM \| FK-506 monohydrate, >=98% (HPLC) \| Pro
Specifications & Purity	≥80%(HPLC)
Biochemical and Physiological Mechanisms	It is a potent immunosuppressant, neuroprotective and neuroregenerative, and in vitro T cell proliferation blocker. FK-506 disrupts calcineurin-mediated signal transduction in T lymphocytes and interacts with its FK-506-binding protein-12 (FKBP12).
Storage Temp	Protected from light,Store at -20°C,Argon charged
Shipped In	Ice chest + Ice pads
Note	100mg,500mg售完停产，不再备货
Product Description	Application FK-506 monohydrate has been used: as an immunosuppressive agent in coculture medium to study the effect of immunologic reaction as a calcineurin inhibitor, in anhydrous Me2SO solution to treat retinal pigment epithelial cells to measure possible cytotoxicity

Mechanisms of Action

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Names and Identifiers

IUPAC Name	(1R,9S,12S,13R,14S,17R,18E,21S,23S,24R,25S,27R)-1,14-dihydroxy-12-[(E)-1-[(1R,3R,4R)-4-hydroxy-3-methoxycyclohexyl]prop-1-en-2-yl]-23,25-dimethoxy-13,19,21,27-tetramethyl-17-prop-2-enyl-11,28-dioxa-4-azatricyclo[22.3.1.04,9]octacos-18-ene-2,3,10,16-tetrone;hydrate
INCHI	InChI=1S/C44H69NO12.H2O/c1-10-13-31-19-25(2)18-26(3)20-37(54-8)40-38(55-9)22-28(5)44(52,57-40)41(49)42(50)45-17-12-11-14-32(45)43(51)56-39(29(6)34(47)24-35(31)48)27(4)21-30-15-16-33(46)36(23-30)53-7;/h10,19,21,26,28-34,36-40,46-47,52H,1,11-18,20,22-24H2,2-9H3;1H2/b25-19+,27-21+;/t26-,28+,29+,30-,31+,32-,33+,34-,36+,37-,38-,39+,40+,44+;/m0./s1
InChi Key	NWJQLQGQZSIBAF-MLAUYUEBSA-N
Canonical SMILES	CC1CC(C2C(CC(C(O2)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C(CC(=O)C(C=C(C1)C)CC=C)O)C)C(=CC4CCC(C(C4)OC)O)C)O)C)OC)OC.O
Isomeric SMILES	C[C@@H]1C[C@@H]([C@@H]2[C@H](C[C@H]([C@@](O2)(C(=O)C(=O)N3CCCC[C@H]3C(=O)O[C@@H]([C@@H]([C@H](CC(=O)[C@@H](/C=C(/C1)\C)CC=C)O)C)/C(=C/[C@@H]4CC[C@H]([C@@H](C4)OC)O)/C)O)C)OC)OC.O
WGK Germany	3
RTECS	KD4201200
PubChem CID	5282315
Molecular Weight	822.03
Reaxy-Rn	6265275

Certificates

Certificate of Analysis(COA)

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9 results found

Lot Number	Certificate Type	Date	Item
D1719102	Certificate of Analysis	Jul 08, 2024	F138016
I2203244	Certificate of Analysis	Jun 17, 2024	F138016
I2203245	Certificate of Analysis	Jun 17, 2024	F138016
H2309731	Certificate of Analysis	Aug 14, 2023	F138016
H2301065	Certificate of Analysis	Aug 10, 2023	F138016
H2301056	Certificate of Analysis	Aug 10, 2023	F138016
H2301069	Certificate of Analysis	Aug 10, 2023	F138016
K1928103	Certificate of Analysis	Jul 17, 2023	F138016
A1925046	Certificate of Analysis	Sep 21, 2022	F138016

Chemical and Physical Properties

Solubility	Soluble in 20 mg/mL of DMSO
Sensitivity	light & heat sensitive
Melt Point(°C)	127 °C

Safety and Hazards(GHS)

Pictogram(s)	GHS06
Signal	Danger
Hazard Statements	H301:Toxic if swallowed
Precautionary Statements	P321:Specific treatment (see ... on this label). P405:Store locked up. P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P270:Do not eat, drink or smoke when using this product. P330:Rinse mouth. P301+P316:IF SWALLOWED: Get emergency medical help immediately.
WGK Germany	3
RTECS	KD4201200
Reaxy-Rn	6265275
Merck Index	9025

Citations of This Product

How to Cite Aladdin Scientific Products?

1. Feng Chen, Xiaoxia Yang, Huanhuan Li, Xiaodan Zeng, Ziwei Deng, Hongqiang Wang, Yuanxiang Jin, Chengfeng Qiu, Zhihua Shi. (2023) Improved LC–MS/MS method for the simultaneous quantification of tacrolimus and cyclosporine A in human blood and application to therapeutic drug monitoring. BIOMEDICAL CHROMATOGRAPHY, 37 (12): (e5751). [PMID:37772369]
2. Xiaoqian Jiang, Xinxin Xu, Hua Kuang, Liqiang Liu, Liguang Xu, Aihua Qu, Chuanlai Xu. (2023) A gold-based immunochromatographic strip for the specific detection of tacrolimus in whole blood. Journal of Materials Chemistry B, 11 (20): (4464-4474). [PMID:37159048]
3. Fei Gong, Huihui Hu, Ying Ouyang, Zheng-Zheng Liao, Ying Kong, Jin-Fang Hu, Hua He, Ying Zhou. (2023) Physiologically-based pharmacokinetic modeling-guided rational combination of tacrolimus and voriconazole in patients with different CYP3A5 and CYP2C19 alleles. TOXICOLOGY AND APPLIED PHARMACOLOGY, 466 (116475). [PMID:36931438]
4. Wang Hongkang, Ji Zhe, Feng Yanru, Yan Tianhua, Cao Yongbing, Lu Hui, Jiang Yuanying. (2022) Myriocin enhances the antifungal activity of fluconazole by blocking the membrane localization of the efflux pump Cdr1. Frontiers in Pharmacology, 13 [PMID:36618949]
5. Qingfeng He, Fengjiao Bu, Qizhen Wang, Min Li, Jiaying Lin, Zhijia Tang, Wen Yao Mak, Xiaomei Zhuang, Xiao Zhu, Hai-Shu Lin, Xiaoqiang Xiang. (2022) Examination of the Impact of CYP3A4/5 on Drug–Drug Interaction between Schizandrol A/Schizandrol B and Tacrolimus (FK-506): A Physiologically Based Pharmacokinetic Modeling Approach. INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES, 23 (9): (4485). [PMID:35562875]
6. Gao Ping, Du Xiaoyi, Liu Lili, Xu Hua, Liu Maochang, Guan Xinlei, Zhang Chengliang. (2021) Astragaloside IV Alleviates Tacrolimus-Induced Chronic Nephrotoxicity via p62-Keap1-Nrf2 Pathway. Frontiers in Pharmacology, 11 [PMID:33536919]
7. Y. Chen, Y. Yang, F. Wang, X. Yang, F. Yao, K. Ming, W. Yuan, L. Zeng, J. Liu. (2018) Antiviral effect of baicalin phospholipid complex against duck hepatitis A virus type 1. POULTRY SCIENCE, 97 (2722). [PMID:29757435]

References

1. Feng Chen, Xiaoxia Yang, Huanhuan Li, Xiaodan Zeng, Ziwei Deng, Hongqiang Wang, Yuanxiang Jin, Chengfeng Qiu, Zhihua Shi. (2023) Improved LC–MS/MS method for the simultaneous quantification of tacrolimus and cyclosporine A in human blood and application to therapeutic drug monitoring. BIOMEDICAL CHROMATOGRAPHY, 37 (12): (e5751). [PMID:37772369]
2. Xiaoqian Jiang, Xinxin Xu, Hua Kuang, Liqiang Liu, Liguang Xu, Aihua Qu, Chuanlai Xu. (2023) A gold-based immunochromatographic strip for the specific detection of tacrolimus in whole blood. Journal of Materials Chemistry B, 11 (20): (4464-4474). [PMID:37159048]
3. Fei Gong, Huihui Hu, Ying Ouyang, Zheng-Zheng Liao, Ying Kong, Jin-Fang Hu, Hua He, Ying Zhou. (2023) Physiologically-based pharmacokinetic modeling-guided rational combination of tacrolimus and voriconazole in patients with different CYP3A5 and CYP2C19 alleles. TOXICOLOGY AND APPLIED PHARMACOLOGY, 466 (116475). [PMID:36931438]
4. Wang Hongkang, Ji Zhe, Feng Yanru, Yan Tianhua, Cao Yongbing, Lu Hui, Jiang Yuanying. (2022) Myriocin enhances the antifungal activity of fluconazole by blocking the membrane localization of the efflux pump Cdr1. Frontiers in Pharmacology, 13 [PMID:36618949]
5. Qingfeng He, Fengjiao Bu, Qizhen Wang, Min Li, Jiaying Lin, Zhijia Tang, Wen Yao Mak, Xiaomei Zhuang, Xiao Zhu, Hai-Shu Lin, Xiaoqiang Xiang. (2022) Examination of the Impact of CYP3A4/5 on Drug–Drug Interaction between Schizandrol A/Schizandrol B and Tacrolimus (FK-506): A Physiologically Based Pharmacokinetic Modeling Approach. INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES, 23 (9): (4485). [PMID:35562875]
6. Gao Ping, Du Xiaoyi, Liu Lili, Xu Hua, Liu Maochang, Guan Xinlei, Zhang Chengliang. (2021) Astragaloside IV Alleviates Tacrolimus-Induced Chronic Nephrotoxicity via p62-Keap1-Nrf2 Pathway. Frontiers in Pharmacology, 11 [PMID:33536919]
7. Y. Chen, Y. Yang, F. Wang, X. Yang, F. Yao, K. Ming, W. Yuan, L. Zeng, J. Liu. (2018) Antiviral effect of baicalin phospholipid complex against duck hepatitis A virus type 1. POULTRY SCIENCE, 97 (2722). [PMID:29757435]

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Tacrolimus Monohydrate - ≥80.0%(HPLC), high purity , CAS No.109581-93-3