Structure of Tacrolimus CAS 109581 93 3 492x400 - Tacrolimus CAS 109581-93-3

Identification

CAS Number

109581-93-3

Name

Tacrolimus

Synonyms

(1R,9S,12S,13R,14S,17R,18E,21S,23S,24R,25S,27R)-17-Allyl-1,14-dihydroxy-12-{(1E)-1-[(1R,3R,4R)-4-hydroxy-3-methoxycyclohexyl]-1-propen-2-yl}-23,25-dimethoxy-13,19,21,27-tetramethyl-11,28-dioxa-4-azatr ;icyclo[22.3.1.04,9]octacos-18-en-2,3,10,16-tetronhydrat (1:1) [German] [ACD/IUPAC Name]
(1R,9S,12S,13R,14S,17R,18E,21S,23S,24R,25S,27R)-17-Allyl-1,14-dihydroxy-12-{(1E)-1-[(1R,3R,4R)-4-hydroxy-3-methoxycyclohexyl]-1-propen-2-yl}-23,25-dimethoxy-13,19,21,27-tetramethyl-11,28-dioxa-4-azatr ;icyclo[22.3.1.04,9]octacos-18-ene-2,3,10,16-tetrone hydrate (1:1) [ACD/IUPAC Name]
(1R,9S,12S,13R,14S,17R,18E,21S,23S,24R,25S,27R)-17-Allyl-1,14-dihydroxy-12-{(1E)-1-[(1R,3R,4R)-4-hydroxy-3-méthoxycyclohexyl]-1-propén-2-yl}-23,25-diméthoxy-13,19,21,27-tétraméthyl-11,28-dioxa-4-azatr ;icyclo[22.3.1.04,9]octacos-18-ène-2,3,10,16-tétrone, hydrate (1:1) [French] [ACD/IUPAC Name]
109581-93-3 [RN]
15,19-Epoxy-3H-pyrido[2,1-c][1,4]oxaazacyclotricosine-1,7,20,21(4H,23H)-tetrone, 5,6,8,11,12,13,14,15,16,17,18,19,24,25,26,26a-hexadecahydro-5,19-dihydroxy-3-[(E)-2-[(1R,3R,4R)-4-hydroxy-3-methoxycycl ohexyl]-1-methylethenyl]-14,16-dimethoxy-4,10,12,18-tetramethyl-8-(2-propen-1-yl)-, (3S,4R,5S,8R,9E,12S,14S,15R,16S,18R,19R,26aS)-, hydrate (1:1) [ACD/Index Name]
FK-506 monohydrate
KD4201200
MFCD11045918 [MDL number]
Tacrolimus [BAN] [INN] [JAN] [USAN] [Wiki]
Tacrolimus for system suitability
Tacrolimus hydrate
TACROLIMUS MONOHYDRATE
(-)-(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 monohydratetacrolimus
(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)-5,6,8,11,12,1
(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–water (1/1)
[109581-93-3]
109581-93-3 (hydrate)
3,14,15,16,17,18,19,24,25,26,26a-hexadecahydro-3H-15,19-epoxypyrido[2,1-c][1,4]oxazacyclotricosine-1,7,20,21(4H,23H)-tetrone–water (1/1)
FK506
https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:61057
KS-1245
Prograf [Trade name]
Prograf (TN)
Prograf; Protopic
Protopic
Protopic (TN)
Tacrolimus (monohydrate)
Tacrolimus (USAN/INN)
Tacrolimus hydrate (JAN) [JAN]
Tacrolimus Monohydrate 1.0 mg/ml in Acetonitrile (as anhydrous substance)
Tacrolimus monohydrate; FK506
Tsukubaenolide hydrate

SMILES

C[[email protected]@H]1C[[email protected]@H]([[email protected]@H]2[[email protected]](C[[email protected]]([[email protected]@](O2)(C(=O)C(=O)N3CCCC[[email protected]]3C(=O)O[[email protected]@H]([[email protected]@H]([[email protected]](CC(=O)[[email protected]@H](/C=C(/C1)\C)CC=C)O)C)/C(=C/[[email protected]@H]4CC[[email protected]]([[email protected]@H](C4)OC)O)/C)O)C)OC)OC.O

StdInChI

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

StdInChIKey

NWJQLQGQZSIBAF-MLAUYUEBSA-N

Molecular Formula

C44H69NO12 · H2O

Molecular Weight

822.03

MDL Number

MFCD11045918

Properties

Appearance

White or almost white powder

Safety Data

Symbol

skull jpg - Tacrolimus CAS 109581-93-3GHS06

Signal Word

Danger

Hazard statements

H301

Precautionary Statements

P301 + P330 + P331 + P310

RIDADR 

UN 2811 6.1 / PGIII

WGK Germany

3

Specifications and Other Information of Our Tacrolimus CAS 109581-93-3

Identification Methods

HNMR, HPLC

Assay

98.0% ~ 102.0%

Specific Optical Rotation

-110°~ -115°

Heavy Metals

≤10 ppm

Water

≤4.0%

Organic Impurities

Asomycin 19-Epimer

≤0.1%

Ascomycin

≤0.5%

Desmethyl Tacrolimus

≤0.1%

Tacrolimus 8-Epimer

≤0.15%

Tacrolimus 8-Propyl Analog

≤0.15%

Any Individual Un Specified Impurity

≤0.1%

Total Impurities

≤1.0%

Residual Solvent

Ethanol

≤0.5%

Acetone

≤0.5%

Ethyl Acetate

≤0.5%

Isopropyl Ether

≤0.5%

Shelf Life

2 years

Storage

Store at 2-8℃, sealed and away from light.

Known Application

Tacrolimus is a macrolide compound that binds to FK506 binding protein (FKBP) to form a complex and inhibits calcineurin phosphatase, thereby inhibiting T lymphocyte signal transduction and IL-2 transcription. It has strong immunosuppressive properties.

This product is developed by our R&D company Caming Pharmaceutical Ltd(http://www.caming.com/), and here is the corresponding link http://www.caming.com/tacrolimus-cas-109581-93-3/

Quick Inquiry

Fill out our inquiry form and one of our experts will be in touch with you shortly (Please change screen to horizontal for complete browsing if you are checking Watson on your mobile phone).

    Product:























    Please prove you are human by selecting the Car.