CJ-14897

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Category Antibiotics
Catalog number BBF-02771
CAS 377755-95-8
Molecular Weight 253.25
Molecular Formula C12H15NO5

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Description

It is originally isolated from Marasmiellus sp. CL21624. CJ-14897 inhibited human blood interleukin-1β (IL-1β) production induced by lipoglycan (LPS) with an IC50 of 0.059 μmol/L.

Specification

Synonyms (+)-CJ-14897; 2-Pyridinecarboxylic acid, 5-((1S,2S)-2-(acetyloxy)-1-hydroxypropyl)-, methyl ester; UNII-10M04QP59K
IUPAC Name methyl 5-[(1S,2S)-2-acetyloxy-1-hydroxypropyl]pyridine-2-carboxylate
Canonical SMILES CC(C(C1=CN=C(C=C1)C(=O)OC)O)OC(=O)C
InChI InChI=1S/C12H15NO5/c1-7(18-8(2)14)11(15)9-4-5-10(13-6-9)12(16)17-3/h4-7,11,15H,1-3H3/t7-,11+/m0/s1
InChI Key CTJGPKROOIGCCC-WRWORJQWSA-N

Properties

Appearance White Powder
Antibiotic Activity Spectrum neoplastics (Tumor)
Boiling Point 405.1±40.0°C at 760 mmHg
Density 1.2±0.1 g/cm3

Reference Reading

1. Novel cytokine production inhibitors produced by a basidiomycete, Marasmiellus sp
K Ichikawa, H Hirai, M Ishiguro, T Kambara, Y Kato, Y J Kim, Y Kojima, Y Matsunaga, H Nishida, Y Shiomi, N Yoshikawa, N Kojima J Antibiot (Tokyo). 2001 Sep;54(9):703-9. doi: 10.7164/antibiotics.54.703.
New cytokine production inhibitors, CJ-14,877 (I) and CJ-14,897 (II), were isolated from the fermentation broth of a basidiomycete, Marasmiellus sp. CL21624. Their structures were determined to be methyl-(7S,8S)-5-(7,8-dihydroxypropyl)pyridine-2-carboxylate and methyl-(7S,8S)-5-(8-acetoxy-7-hydroxypropyl)pyridine-2-carboxylate [corrected], respectively, by spectroscopic analyses. These compounds showed inhibitory activities for lipopolysaccharide-induced production of interleukin-1beta and tumor necrosis factor-alpha in human whole blood with IC50 values of the range from 0.059 to 2.6 microM.

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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