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11011-38-4 | (3S,4R,5S,8R,9E,12S,14S,15R,16S,18R,19R,26aS)-8-Ethyl-5,6,8,11,12,13,14,15,16,17,18,19,24,25,26,26a-hexadecahydro-5,19-dihydroxy-3-[(1E)-2-[(1R,3R,4R)-4-hydroxy-3-methoxycyclohexyl]-1-methylethenyl]-14,16-dimethoxy-4,10,12,18-tetramethyl-15,19-epoxy-3H-pyrido[2,1-c][1,4]oxaazacyclotricosine-1,7,20,21(4H,23H)-tetrone
CAS No: 11011-38-4 Catalog No: AG003ANI MDL No:MFCD06198665
Product Description
Catalog Number:
AG003ANI
Chemical Name:
(3S,4R,5S,8R,9E,12S,14S,15R,16S,18R,19R,26aS)-8-Ethyl-5,6,8,11,12,13,14,15,16,17,18,19,24,25,26,26a-hexadecahydro-5,19-dihydroxy-3-[(1E)-2-[(1R,3R,4R)-4-hydroxy-3-methoxycyclohexyl]-1-methylethenyl]-14,16-dimethoxy-4,10,12,18-tetramethyl-15,19-epoxy-3H-pyrido[2,1-c][1,4]oxaazacyclotricosine-1,7,20,21(4H,23H)-tetrone
CAS Number:
11011-38-4
Molecular Formula:
C43H69NO12
Molecular Weight:
792.0075
MDL Number:
MFCD06198665
IUPAC Name:
17-ethyl-1,14-dihydroxy-12-[1-(4-hydroxy-3-methoxycyclohexyl)prop-1-en-2-yl]-23,25-dimethoxy-13,19,21,27-tetramethyl-11,28-dioxa-4-azatricyclo[22.3.1.04,9]octacos-18-ene-2,3,10,16-tetrone
InChI:
InChI=1S/C43H69NO12/c1-10-30-18-24(2)17-25(3)19-36(53-8)39-37(54-9)21-27(5)43(51,56-39)40(48)41(49)44-16-12-11-13-31(44)42(50)55-38(28(6)33(46)23-34(30)47)26(4)20-29-14-15-32(45)35(22-29)52-7/h18,20,25,27-33,35-39,45-46,51H,10-17,19,21-23H2,1-9H3
InChI Key:
ZDQSOHOQTUFQEM-UHFFFAOYSA-N
SMILES:
CC[C@@H]1/C=C(\C)/C[C@H](C)C[C@H](OC)[C@H]2O[C@](O)([C@@H](C[C@@H]2OC)C)C(=O)C(=O)N2[C@H](C(=O)O[C@@H]([C@@H]([C@H](CC1=O)O)C)/C(=C/[C@@H]1CC[C@H]([C@@H](C1)OC)O)/C)CCCC2
EC Number:
435-850-5
Properties
Complexity:
1430
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
791.482g/mol
Formal Charge:
0
Heavy Atom Count:
56
Hydrogen Bond Acceptor Count:
12
Hydrogen Bond Donor Count:
3
Isotope Atom Count:
0
Molecular Weight:
792.02g/mol
Monoisotopic Mass:
791.482g/mol
Rotatable Bond Count:
6
Topological Polar Surface Area:
178A^2
Undefined Atom Stereocenter Count:
14
Undefined Bond Stereocenter Count:
2
XLogP3:
2.5
Literature
| Title | Journal |
|---|---|
| Evaluation, synthesis and characterization of tacrolimus impurities. | The Journal of antibiotics 20120701 |
| Quantitative analysis of the antifungal drug anidulafungin by LC-online SPE-MS/MS in human plasma. | Biomedical chromatography : BMC 20120601 |
| An adaptable luminescence resonance energy transfer assay for measuring and screening protein-protein interactions and their inhibition. | Chembiochem : a European journal of chemical biology 20120305 |
| Identification and elimination of ion suppression in the quantitative analysis of sirolimus in human blood by LC/ESI-MS/MS. | Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20110415 |
| Opposing action of casein kinase 1 and calcineurin in nucleo-cytoplasmic shuttling of mammalian translation initiation factor eIF6. | The Journal of biological chemistry 20110128 |
| Chemistry of the immunomodulatory macrolide ascomycin and related analogues. | Progress in the chemistry of organic natural products 20110101 |
| Study of the effect of Wuzhi tablet (Schisandra sphenanthera extract) on tacrolimus tissue distribution in rat by liquid chromatography tandem mass spectrometry method. | Biomedical chromatography : BMC 20100401 |
| A method to explore protein side chain conformational variability using experimental data. | Chemphyschem : a European journal of chemical physics and physical chemistry 20091221 |
| Calcineurin activation by slow calcium release from intracellular stores suppresses protein kinase C regulation of L-type calcium channels in L6 cells. | Cell calcium 20091001 |
| Screening of small molecule interactor library by using in-cell NMR spectroscopy (SMILI-NMR). | Journal of medicinal chemistry 20090611 |
| Liquid chromatographic method for the determination of sirolimus in blood using electrochemical detection. | Biomedical chromatography : BMC 20090301 |
| Procedure for chromatography involving sample solvent with higher elution strength than the mobile phase. | Journal of chromatography. A 20080111 |
| Ascomycin and FK506: pharmacology and therapeutic potential as anticonvulsants and neuroprotectants. | CNS neuroscience & therapeutics 20080101 |
| Therapeutic drug monitoring of tacrolimus with the dried blood spot method. | Journal of pharmaceutical and biomedical analysis 20070727 |
| The immunosuppressant cyclosporin A antagonizes human formyl peptide receptor through inhibition of cognate ligand binding. | Journal of immunology (Baltimore, Md. : 1950) 20061115 |
| Calcineurin inhibitors reduce nuclear localization of transcription factor NFAT in UV-irradiated keratinocytes and reduce DNA repair. | Journal of molecular histology 20060901 |
| Sensitive, high throughput HPLC-MS/MS method with on-line sample clean-up for everolimus measurement. | Therapeutic drug monitoring 20060801 |
| Anticonvulsant effect of the calcineurin inhibitor ascomycin on seizures induced by picrotoxin microperfusion in the rat hippocampus. | Pharmacology, biochemistry, and behavior 20060701 |
| Organic solvents compromise performance of internal standard (ascomycin) in proficiency testing of mass spectrometry-based assays for tacrolimus. | Clinical chemistry 20060401 |
| Surface-activated chemical ionization and high-flow gradient chromatography to reduce matrix effect. | Rapid communications in mass spectrometry : RCM 20060101 |
| Calcineurin inhibitors decrease DNA repair and apoptosis in human keratinocytes following ultraviolet B irradiation. | The Journal of investigative dermatology 20051101 |
| Structure elucidation of new ascomycins produced by genetic engineering. | The Journal of antibiotics 20051101 |
| The FK506-binding protein of the malaria parasite, Plasmodium falciparum, is a FK506-sensitive chaperone with FK506-independent calcineurin-inhibitory activity. | Molecular and biochemical parasitology 20050601 |
| Effects of calcineurin inhibitors on an in vitro assay for chronic urticaria. | Clinical and experimental allergy : journal of the British Society for Allergy and Clinical Immunology 20050501 |
| Elucidating the substrate specificity and condensation domain activity of FkbP, the FK520 pipecolate-incorporating enzyme. | Biochemistry 20050426 |
| Antimalarial effects of macrolactones related to FK520 (ascomycin) are independent of the immunosuppressive properties of the compounds. | The Journal of infectious diseases 20050415 |
| Activation of the phosphoinositide 3-kinase-Akt-mammalian target of rapamycin signaling pathway is required for metabotropic glutamate receptor-dependent long-term depression. | The Journal of neuroscience : the official journal of the Society for Neuroscience 20040714 |
| Substitution of threonine-1351 in the multidrug transporter Cdr1p of Candida albicans results in hypersusceptibility to antifungal agents and threonine-1351 is essential for synergic effects of calcineurin inhibitor FK520. | The Journal of antimicrobial chemotherapy 20040701 |
| Molecular imaging of drug-modulated protein-protein interactions in living subjects. | Cancer research 20040315 |
| [Acute promyelocytic leukemia after living donor partial orthotopic liver transplantation]. | [Rinsho ketsueki] The Japanese journal of clinical hematology 20040301 |
| Characterization of programmed cell death 4 in multiple human cancers reveals a novel enhancer of drug sensitivity. | Molecular cancer therapeutics 20040201 |
| Crystal structure of an Acyl-ACP dehydrogenase from the FK520 polyketide biosynthetic pathway: insights into extender unit biosynthesis. | Journal of molecular biology 20031128 |
| Ubiquitination regulates PSD-95 degradation and AMPA receptor surface expression. | Neuron 20031030 |
| Calcineurin directs the reciprocal regulation of calcium entry pathways in nonexcitable cells. | The Journal of biological chemistry 20031010 |
| Conditional protein splicing: a new tool to control protein structure and function in vitro and in vivo. | Journal of the American Chemical Society 20030903 |
| Calcineurin antagonists differentially affect mediator secretion, p38 mitogen-activated protein kinase and extracellular signal-regulated kinases from immunologically activated human basophils. | Clinical and experimental allergy : journal of the British Society for Allergy and Clinical Immunology 20030301 |
| Combination of caspofungin with inhibitors of the calcineurin pathway attenuates growth in vitro in Aspergillus species. | The Journal of antimicrobial chemotherapy 20030201 |
| In vitro hypoxia and excitotoxicity in human brain induce calcineurin-Bcl-2 interactions. | Neuroscience 20030101 |
| Cyclosporin A blocks muscle differentiation by inducing oxidative stress and inhibiting the peptidyl-prolyl-cis-trans isomerase activity of cyclophilin A: cyclophilin A protects myoblasts from cyclosporin A-induced cytotoxicity. | FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20021001 |
| Calcineurin inhibitors and sirolimus: mechanisms of action and applications in dermatology. | Clinical and experimental dermatology 20021001 |
| Genetically engineered analogs of ascomycin for nerve regeneration. | The Journal of pharmacology and experimental therapeutics 20020901 |
| The inhibition of the sarcoplasmic/endoplasmic reticulum Ca2+-ATPase by macrocyclic lactones and cyclosporin A. | The Biochemical journal 20020815 |
| Immunophilins and HIV-1 infection. | Archives of virology 20020801 |
| A new substrate specificity for acyl transferase domains of the ascomycin polyketide synthase in Streptomyces hygroscopicus. | The Journal of biological chemistry 20020315 |
| Identification of genes coding enzymes for ascomycin tetra-hydropyranose ring formation. | International journal of molecular medicine 20020201 |
| Production of a novel FK520 analog in Streptomyces hygroscopicus: improving titer while minimizing impurities. | Journal of industrial microbiology & biotechnology 20020101 |
| High enzymatic activity and chaperone function are mechanistically related features of the dimeric E. coli peptidyl-prolyl-isomerase FkpA. | Journal of molecular biology 20010706 |
| Induction of differentiation of human myeloid leukemia cells by immunosuppressant macrolides (rapamycin and FK506) and calcium/calmodulin-dependent kinase inhibitors. | Experimental hematology 20010501 |
| Ascomycin: an advance in the management of atopic dermatitis. | The British journal of dermatology 20010401 |
| Signalling pathways regulating the dephosphorylation of Ser729 in the hydrophobic domain of protein kinase Cepsilon upon cell passage. | The Journal of biological chemistry 20010330 |
| Potent immunosuppressive C32-O-arylethyl ether derivatives of ascomycin with reduced toxicity. | Bioorganic & medicinal chemistry letters 19990719 |
| Ascomycin macrolactam derivative SDZ ASM 981 inhibits the release of granule-associated mediators and of newly synthesized cytokines in RBL 2H3 mast cells in an immunophilin-dependent manner. | Archives of dermatological research 19980901 |
| Nephrotoxicity studies of the immunosuppressants tacrolimus (FK506) and ascomycin in rat models. | Toxicology 19980206 |
| Rapamycin-FKBP inhibits cell cycle regulators of proliferation in vascular smooth muscle cells. | Circulation research 19950301 |
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