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Tacrolimus（anhydrous） - analytical standard，≥98%, high purity , CAS No.104987-11-3, Inhibitor of FKBP prolyl isomerase 1A;Activator of TRPM8

6 Citations
Item Number
T101159
Grouped product items
SKUSizeAvailabilityPrice Qty
T101159-10mg
10mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$95.90
T101159-50mg
50mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$210.90
T101159-250mg
250mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$520.90
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Immunosuppressant

View related series
FKBP prolyl isomerase 1A Inhibitor TRPM8 Activator

Basic Description

Synonyms(7aR)-4,4,7a-trimethyl-6,7-dihydro-5H-benzofuran-2-one;Dihydroactinidiolide | CHEBI:93221 | DB00864 | HMS1792O21 | UNII-WM0HAQ4WNM | FR900506 | FR-900506 | Modigraf | NCGC00163470-05 | NSC758659 | NSC-758659 | HY-100943 | L-679934 | M2258 | AM81227 | L04A
Specifications & PurityMoligand™, analytical standard, ≥98%
Biochemical and Physiological MechanismsDescription:
IC50 Value: 0.47 nM (Inhibition of lymphocyte proliferation) [1]
Tacrolimus is a potent immunosuppressive drug often administered to transplant recipient patients and exhibits a variety of adverse cardiovascular effects.
in vit
Storage TempStore at -20°C
Shipped InIce chest + Ice pads
Gradeanalytical standard, Moligand™
Action TypeACTIVATOR, INHIBITOR
Mechanism of actionInhibitor of FKBP prolyl isomerase 1A;Activator of TRPM8
NoteWherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Toxic, refer to SDS for further information. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Associated Targets(Human)

CYP3A4 Tclin Cytochrome P450 3A4 (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
CYP3A5 Tclin Cytochrome P450 3A5 (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
FKBP1A Tclin Peptidyl-prolyl cis-trans isomerase FKBP1A (1 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
FKBP1B Tchem Peptidyl-prolyl cis-trans isomerase FKBP1B (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
FKBP5 Tchem Peptidyl-prolyl cis-trans isomerase FKBP5 (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
SF3B3 Tchem Splicing factor 3B subunit 3 (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
TRPM8 Tclin Transient receptor potential cation channel subfamily M member 8 (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
PPP3CA Tchem Serine/threonine-protein phosphatase 2B catalytic subunit alpha isoform (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
MTOR Tclin Serine/threonine-protein kinase mTOR (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

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
INCHI InChI=1S/C44H69NO12/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/b25-19+,27-21+/t26-,28+,29+,30-,31+,32-,33+,34-,36+,37-,38-,39+,40+,44+/m0/s1
InChi Key QJJXYPPXXYFBGM-LFZNUXCKSA-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
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
WGK Germany 3
RTECS KD4201200
PubChem CID 445643
UN Number 2811
Molecular Weight 804.02

Certificates

Certificate of Analysis(COA)

Enter Lot Number to search for COA:

Find and download the COA for your product by matching the lot number on the packaging.

7 results found

Lot NumberCertificate TypeDateItem
D2412344Certificate of AnalysisApr 03, 2024 T101159
D2412345Certificate of AnalysisApr 03, 2024 T101159
D2412347Certificate of AnalysisApr 03, 2024 T101159
A2417092Certificate of AnalysisJan 23, 2024 T101159
E2128033Certificate of AnalysisMar 09, 2023 T101159
C2328964Certificate of AnalysisJan 17, 2023 T101159
C2328987Certificate of AnalysisJan 17, 2023 T101159

Chemical and Physical Properties

Sensitivityheat sensitive

Safety and Hazards(GHS)

Pictogram(s) GHS06,   GHS08
Signal Danger
Hazard Statements

H301:Toxic if swallowed

H372:Causes damage to organs through prolonged or repeated exposure

H361:Suspected of damaging fertility or the unborn child

Precautionary Statements

P280:Wear protective gloves/protective clothing/eye protection/face protection.

P321:Specific treatment (see ... on this label).

P405:Store locked up.

P501:Dispose of contents/container to ...

P264:Wash hands [and …] thoroughly after handling.

P260:Do not breathe dust/fume/gas/mist/vapors/spray.

P270:Do not eat, drink or smoke when using this product.

P330:Rinse mouth.

P203:Obtain, read and follow all safety instructions before use.

P301+P316:IF SWALLOWED: Get emergency medical help immediately.

P318:if exposed or concerned, get medical advice.

P319:Get medical help if you feel unwell.

WGK Germany 3
RTECS KD4201200

Related Documents

 SDS

 Specification Sheet

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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. Shoubao Wang, Yao Xiong, Yinmin Wang, Jingting Chen, Jun Yang, Binbin Sun.  (2020)  Evaluation of PLGA microspheres with triple regimen on long-term survival of vascularized composite allograft – an experimental study.  TRANSPLANT INTERNATIONAL,  33  (4): (450-461).  [PMID:31930539]
8. 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]
9. Yun Chen,Ling Zeng,Wen Xiong,Meiyun Song,Hongxu Du,Yixuan Wang,Ke Ming,Yi Wu,Deyun Wang,Yuanliang Hu,Jiaguo Liu.  (2015-04-23)  Anti-duck virus hepatitis mechanisms of Bush Sophora Root polysaccharide and its sulfate verified by intervention experiments..  Virus research,  204  (58-67).  [PMID:25901935]

References

1. Rojanathammanee L et al..  (2015)  Attenuation of microglial activation in a mouse model of Alzheimer's disease via NFAT inhibition..  J Neuroinflammation,  12  (42).  [PMID:25889879]
2. Winther ÅM et al..  (2015)  An Endocytic Scaffolding Protein together with Synapsin Regulates Synaptic Vesicle Clustering in the Drosophila Neuromuscular Junction..  J Neurosci,  35  (44): (14756-70).  [PMID:26538647]
3. Morillon YM et al..  (2016)  Antibody Binding to CD4 Induces Rac GTPase Activation and Alters T Cell Migration..  J Immunol,  197  (9): (3504-3511).  [PMID:27694496]
4. Jensen T & Edwards JG.  (2012)  Calcineurin is required for TRPV1-induced long-term depression of hippocampal interneurons..  Neurosci Lett,  510  (2): (82-7).  [PMID:22260796]
5. Pramme-Steinwachs I et al..  (2017)  Extracellular calcium modulates brown adipocyte differentiation and identity..  Sci Rep,  7  (8888).  [PMID:28827782]
6. Cohen A et al..  (2014)  Glucose activates TORC2-Gad8 protein via positive regulation of the cAMP/cAMP-dependent protein kinase A (PKA) pathway and negative regulation of the Pmk1 protein-mitogen-activated protein kinase pathway..  J Biol Chem,  289  (31): (21727-37).  [PMID:24928510]
7. Wang H et al..  (2020)  Oxidation of multiple MiT/TFE transcription factors links oxidative stress to transcriptional control of autophagy and lysosome biogenesis..  Autophagy,  16  (9): (1683-1696).  [PMID:31826695]
8. Huang TQ et al..  (2017)  Protection of FK506 against neuronal apoptosis and axonal injury following experimental diffuse axonal injury..  Mol Med Rep,  15  (5): (3001-3010).  [PMID:28339015]
9. Ilmarinen T et al..  (2019)  Survival and functionality of xeno-free human embryonic stem cell-derived retinal pigment epithelial cells on polyester substrate after transplantation in rabbits..  Acta Ophthalmol,  97  (5): (e688-e699).  [PMID:30593729]
10. Di Campli MP et al..  (2021)  The mononuclear phagocyte system contributes to fibrosis in post-transplant obliterans bronchiolitis..  Eur Respir J,  57  (3):   [PMID:33033147]
11. 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]
12. 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]
13. 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]
14. 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]
15. 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]
16. 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]
17. Shoubao Wang, Yao Xiong, Yinmin Wang, Jingting Chen, Jun Yang, Binbin Sun.  (2020)  Evaluation of PLGA microspheres with triple regimen on long-term survival of vascularized composite allograft – an experimental study.  TRANSPLANT INTERNATIONAL,  33  (4): (450-461).  [PMID:31930539]
18. 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]
19. Yun Chen,Ling Zeng,Wen Xiong,Meiyun Song,Hongxu Du,Yixuan Wang,Ke Ming,Yi Wu,Deyun Wang,Yuanliang Hu,Jiaguo Liu.  (2015-04-23)  Anti-duck virus hepatitis mechanisms of Bush Sophora Root polysaccharide and its sulfate verified by intervention experiments..  Virus research,  204  (58-67).  [PMID:25901935]

Solution Calculators

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