FK-506 (Tacrolimus)

cas: 104987-11-3 — see every product listed under this CAS number, including other names

FK-506 (Tacrolimus) (CAS 104987-11-3) is a chemical reagent available from Chemat. Available pack sizes: 250mg, 50mg, 1000mg. Offered by: Biosynth.

brandBiosynth
catalog numberINT-3098-PI-250mg
cas104987-11-3
size250mg
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properties

categoryLife Sciences
sub-category 1Peptides and Biochemicals
sub-category 2Research Peptides
purityNo data
delivery time3-4 weeks
Structural formula: {0} (CAS {1})

Tacrolimus (anhydrous) is 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. It has a role as an immunosuppressive agent and a bacterial metabolite.

Source: ChEBI

Identity
Molecular formulaC44H69NO12
Molecular weight804.0 g/mol
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
InChIKeyQJJXYPPXXYFBGM-LFZNUXCKSA-N
SMILESC[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

Computed by PubChem (NCBI)

Synonyms: tacrolimus, Fujimycin, Prograf, Tsukubaenolide, Advagraf, Modigraf, Protopic, Tacrolimus anhydrous, Protopy, Anhydrous Tacrolimus
Related forms of this compound
(1R,9S,12S,13R,14S,17R,18Z,21S,23S,24R,25S,27R)-17-(3,3-dideuterio(313C)prop-2-enyl)-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-11,28-dioxa-4-azatricyclo[22.3.1.04,9]octacos-18-ene-2,3,10,16-tetrone C44H69NO12
(1S,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 C44H69NO12
(1R,9S,12S,13R,14S,17S,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 C44H69NO12
Isomers (same molecular formula)
(1R,9S,12S,15R,16E,19S,21S,22R,23R,25R)-1-hydroxy-12-[(E,2S,3S)-3-hydroxy-5-[(1R,3S,4R)-4-hydroxy-3-methoxycyclohexyl]-4-methylpent-4-en-2-yl]-21,23-dimethoxy-17,19,25-trimethyl-15-prop-2-enyl-11,26-dioxa-4-azatricyclo[20.3.1.04,9]hexacos-16-ene-2,3,10,14-tetrone C44H69NO12
(5R,7S,8R,9S,11S,13E,15R,18S,19R,20S,23S)-8,18-dihydroxy-20-[(E)-1-[(1R,3R,4R)-4-hydroxy-3-methoxycyclohexyl]prop-1-en-2-yl]-7,9-dimethoxy-5,11,13,19-tetramethyl-15-prop-2-enyl-21-oxa-1-azabicyclo[21.4.0]heptacos-13-ene-2,3,4,16,22-pentone C44H69NO12
(1R,2R,9S,12S,13R,14R,17R,18E,21S,23S,24R,28S)-2,14-dihydroxy-12-[(E)-1-[(1R,3R,4R)-4-hydroxy-3-methoxycyclohexyl]prop-1-en-2-yl]-23,28-dimethoxy-1,13,19,21-tetramethyl-17-prop-2-enyl-11,25-dioxa-4-azatricyclo[22.2.2.04,9]octacos-18-ene-3,10,16,26-tetrone C44H69NO12
(1R,2R,9S,12S,13R,14S,17R,18E,21S,23S,24R,28S)-2,14-dihydroxy-12-[(E)-1-[(1R,3R,4R)-4-hydroxy-3-methoxycyclohexyl]prop-1-en-2-yl]-23,28-dimethoxy-1,13,19,21-tetramethyl-17-prop-2-enyl-11,25-dioxa-4-azatricyclo[22.2.2.04,9]octacos-18-ene-3,10,16,26-tetrone C44H69NO12
(2S)-1-[2-[(2R,3R,5S,6R)-2-hydroxy-6-[(1S,3S,5E,7R,9E,11R,12S,13E)-12-hydroxy-14-[(1R,3R)-4-hydroxy-3-methoxycyclohexyl]-1-methoxy-3,5,11,13-tetramethyl-8-oxo-7-prop-2-enyltetradeca-5,9,13-trienyl]-5-methoxy-3-methyloxan-2-yl]-2-oxoacetyl]piperidine-2-carboxylic acid C44H69NO12
(18E)-1,14-dihydroxy-12-[1-(4-hydroxy-3-methoxycyclohexyl)prop-1-en-2-yl]-23,25-dimethoxy-13,19,21,27-tetramethyl-17-prop-2-enyl-11,28,29-trioxa-4-azatetracyclo[22.3.1.12,5.04,9]nonacos-18-ene-3,10,16-trione C44H69NO12
(1R,9S,12R,13E,15S,16S,19R,20E,23S,25S,26R,27S,29R)-1,16-dihydroxy-12-[(1R,3S,4R)-4-hydroxy-3-methoxycyclohexyl]-25,27-dimethoxy-13,15,21,23,29-pentamethyl-19-prop-2-enyl-11,30-dioxa-4-azatricyclo[24.3.1.04,9]triaconta-13,20-diene-2,3,10,18-tetrone C44H69NO12

Also listed as

Tacrolimus monohydrate, 95% Combi-blocks CAS 104987-11-3
Tacrolimus Chemat Brand CAS 104987-11-3
Tacrolimus (FK506), >95% (HPLC) TRC CAS 104987-11-3
FK-506 (Tacrolimus), >95% (HPLC) TRC CAS 104987-11-3
Tacrolimus/ 99.87% (existing batch purity) TargetMol CAS 104987-11-3
Tacrolimus (FK506) GLPBio CAS 104987-11-3
Tacrolimus, 99+% Thermo Scientific (Alfa Aesar) CAS 104987-11-3
Tacrolimus - Bio-X â„¢ Biosynth CAS 104987-11-3
Tacrolimus 98% Ambeed CAS 104987-11-3
FK-506, Streptomyces sp. 1PC X 5MG Sigma-Aldrich CAS 104987-11-3
TACROLIMUS, 98% Fluorochem CAS 104987-11-3
Tacrolimus, 99.93% MedChemExpress CAS 104987-11-3
Tacrolimus (Standard), 99.60% MedChemExpress CAS 104987-11-3