Term: | tacrolimus (anhydrous) |
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Accession: | CHEBI:61049
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Definition: | A macrolide lactam containing a 23-membered lactone ring, originally isolated from the fermentation broth of a Japanese soil sample that contained the bacteria Streptomyces tsukubaensis. |
Synonyms: | exact_synonym: | (3S,4R,5S,8R,9E,12S,14S,15R,16S,18R,19R,26aS)-5,19-dihydroxy-3-{(1E)-1-[(1R,3R,4R)-4-hydroxy-3-methoxycyclohexyl]prop-1-en-2-yl}-14,16-dimethoxy-4,10,12,18-tetramethyl-8-(prop-2-en-1-yl)-5,6,8,11,12,13,14,15,16,17,18,19,24,25,26,26a-hexadecahydro-3H-15,19-epoxypyrido[2,1-c][1,4]oxazacyclotricosine-1,7,20,21(4H,23H)-tetrone |
| related_synonym: | 8-DEETHYL-8-[BUT-3-ENYL]-ASCOMYCIN; FK 506; FK506; Formula=C44H69NO12; 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; InChIKey=QJJXYPPXXYFBGM-LFZNUXCKSA-N; Prograf; SMILES=CO[C@@H]1C[C@@H](CC[C@H]1O)\\C=C(/C)[C@H]1OC(=O)[C@@H]2CCCCN2C(=O)C(=O)[C@]2(O)O[C@H]([C@H](C[C@@H](C)C\\C(C)=C\\[C@@H](CC=C)C(=O)C[C@H](O)[C@H]1C)OC)[C@H](C[C@H]2C)OC; Tacrolimus |
| alt_id: | CHEBI:42555; CHEBI:4958 |
| xref: | CAS:104987-11-3; DrugBank:DB00864; KEGG:C01375; KEGG:D08556; LIPID_MAPS_instance:LMPK04000003; PDBeChem:FK5; Patent:EP184162; Patent:US5665727; Reaxys:3647477; Reaxys:8821611 |
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