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Tacrolimus EP Impurity A

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Category Virus Protease
CAS 104987-12-4
Description Ascomycin, isolated from Streptomyces, suppresses immune response in vitro with IC50 of 0.55 nM for mouse mixed lymphocyte.
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Product Information

Synonyms (3S,4R,5S,8R,9E,12S,14S,15R,16S,18R,19R,26aS)-8-ethyl-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-3,4,5,6,8,11,12,13,14,15,16,17,18,19,24,25,26,26a-octadecahydro-7H-15,19-epoxypyrido[2,1-c][1,4]oxaazacyclotricosine-1,7,20,21(23H)-tetrone; FK-520; FR900520; FR-900520; FR 900520; L 683590; L-683590; L683590; Changchuanmycin; Immunomycin; Ascomycin; Tacrolimus Related Compound A USP; 15,19-Epoxy-3H-pyrido[2,1-c][1,4]oxaazacyclotricosine-1,7,20,21(4H,23H)-tetrone, 8-ethyl-5,6,8,11,12,13,14,15,16,17,18,19,24,25,26,26a-hexadecahydro-5,19-dihydroxy-3-[2-(4-hydroxy-3-methoxycyclohexyl)-1-methylethenyl]-14,16-dimethoxy-4,10,12,18-tetramethyl-, [3S-[3R*[E(1S*,3S*,4S*)],4S*,5R*,8S*,9E,12R*,14R*,15S*,16R*,18S*,19S*,26aR*]]-
IUPAC Name (1R,9S,12S,13R,14S,17R,18E,21S,23S,24R,25S,27R)-17-ethyl-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
Molecular Weight 792.00
Molecular Formula C43H69NO12
Canonical SMILES CCC1C=C(CC(CC(C2C(CC(C(O2)(C(=O)C(=O)N3CCCCC3C(=O)OC(C(C(CC1=O)O)C)C(=CC4CCC(C(C4)OC)O)C)O)C)OC)OC)C)C
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/b24-18+,26-20+/t25-,27+,28+,29-,30+,31-,32+,33-,35+,36-,37-,38+,39+,43+/m0/s1
InChIKey ZDQSOHOQTUFQEM-NURRSENYSA-N
Boiling Point 868.3±75.0°C at 760 mmHg
Melting Point 153-157°C
Purity ≥90% by HPLC
Density 1.19±0.1 g/cm3
Solubility Soluble in Chloroform (Slightly), Methanol (Slightly)
Appearance White Solid
Application Anti-Bacterial Agents
Storage Store at -20°C
Complexity 1430
Exact Mass 777.50300
In Vitro Ascomycin, isolated from Streptomyces, inhibits the in vitro immune response of mixed lymphocytes in mice, with an IC50 of 0.55 nM. Ascomycin exhibits antimalarial effects by inhibiting the chaperone activity of two different functional proteins.
In Vivo Ascomycin (3.2 mg/kg, intramuscularly) significantly prolongs the survival rate of skin graft rats.
PSA 161.29000
Target Virus Protease
XLogP3-AA 2.5

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