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SML3417

Sigma-Aldrich

Solithromycin

≥95% (HPLC)

Synonym(s):

(3aS,4R,7S,9R,10R,11R,13R,15R,15aR)-1-[4-[4-(3-aminophenyl)-1H-1,2,3-triazol-1-yl]butyl]-4-ethyl-7-fluorooctahydro-11-methoxy-3a,7,9,11,13,15-hexamethyl-10-{[3,4,6-trideoxy-3-(dimethylamino)-β-D-xylo-hexopyranosyl]oxy}-2H-Oxacyclotetradecino[4,3-d]oxazole-2,6,8,14(1H,7H,9H)-tetrone), CEM 101, OP 1068, OP-1068

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About This Item

Empirical Formula (Hill Notation):
C43H65FN6O10
CAS Number:
760981-83-7
Molecular Weight:
845.01
UNSPSC Code:
51111800
NACRES:
NA.77

Quality Level

100

Assay

≥95% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

−20°C

SMILES string

O=C([C@@H](C[C@](C)([C@@H]([C@H](C1=O)C)O[C@]2([C@@H]([C@H](C[C@H](O2)C)N(C)C)O)[H])OC)C)[C@@H]([C@@H]3[C@](C)([C@H](OC([C@@]1(C)F)=O)CC)OC(N3CCCCN4C=C(N=N4)C5=CC(N)=CC=C5)=O)C

InChI

1S/C43H65FN6O10/c1-12-32-43(8)35(50(40(55)60-43)19-14-13-18-49-23-30(46-47-49)28-16-15-17-29(45)21-28)26(4)33(51)24(2)22-41(6,56-11)37(27(5)36(53)42(7,44)39(54)58-32)59-38-34(52)31(48(9)10)20-25(3)57-38/h15-17,21,23-27,31-32,34-35,37-38,52H,12-14,18-20,22,45H2,1-11H3/t24-,25-,26-,27+,31+,32-,34-,35-,37-,38+,41-,42-,43-/m1/s1

InChI key

IXXFZUPTQVDPPK-QIFQIIIXSA-N

Biochem/physiol Actions

Solithromycin is an orally available, broad spectrum, and potent anti-microbial and anti-inflammatory macrolide/fluoroketolide that is effective against respiratory tract pathogens associated with CABP, including macrolide-resistant strains, compared with other available macrolides. Solithromycin significantly inhibits production of TNFα, CXCL8 and MMP9. Also Solithromycin inhibits NF-κB activity under conditions of oxidative stress. Solithromycin exhibits superior anti-microbial and anti-inflammatory activities and is a potential therapy for refractory COPD.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Yoshiki Kobayashi et al.
The Journal of pharmacology and experimental therapeutics, 345(1), 76-84 (2013-01-30)
Macrolides are reported to reduce exacerbation of chronic inflammatory respiratory disease, such as chronic obstructive pulmonary disease (COPD), and also show anti-inflammatory effects in vitro and in vivo. However the anti-inflammatory efficacies of current macrolides are relatively weak. Here we

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