Panclicin A

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Category Enzyme inhibitors
Catalog number BBF-02349
CAS 160669-37-4
Molecular Weight 453.65
Molecular Formula C26H47NO5

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Description

It is produced by the strain of Str. sp. NR 0619. It's an enzyme inhibitor.

Specification

Synonyms L-Alanine, N-formyl-, (1S)-1-[[(2S,3S)-3-(8-methylnonyl)-4-oxo-2-oxetanyl]methyl]octyl ester; L-Alanine, N-formyl-, 1-[[3-(8-methylnonyl)-4-oxo-2-oxetanyl]methyl]octyl ester, [2S-[2a[R*(R*)],3b]]-; (-)-Panclicin A
IUPAC Name [(2S)-1-[(2S,3S)-3-(8-methylnonyl)-4-oxooxetan-2-yl]nonan-2-yl] (2S)-2-formamidopropanoate
Canonical SMILES CCCCCCCC(CC1C(C(=O)O1)CCCCCCCC(C)C)OC(=O)C(C)NC=O
InChI InChI=1S/C26H47NO5/c1-5-6-7-9-13-16-22(31-25(29)21(4)27-19-28)18-24-23(26(30)32-24)17-14-11-8-10-12-15-20(2)3/h19-24H,5-18H2,1-4H3,(H,27,28)/t21-,22-,23-,24-/m0/s1
InChI Key LRDWQJMXGXVRRG-ZJZGAYNASA-N

Properties

Appearance Colorless Powder
Solubility Soluble in Chloroform

Reference Reading

1. Panclicins, novel pancreatic lipase inhibitors. II. Structural elucidation
K Yoshinari, M Aoki, T Ohtsuka, N Nakayama, Y Itezono, M Mutoh, J Watanabe, K Yokose J Antibiot (Tokyo). 1994 Dec;47(12):1376-84. doi: 10.7164/antibiotics.47.1376.
Panclicins A-E are novel and potent pancreatic lipase inhibitors produced by Streptomyces sp. NR 0619. Their structures have been elucidated based on NMR and FAB-MS experiments. The relative configurations have also been determined by NMR experiments. The absolute stereochemistry has been determined by the chiral HPLC analysis of the hydrolysates of panclicins A and B and by modified Mosher's method on a derivative of panclicin A. They are structurally related to beta-lactone esterase inhibitors of microbial origin, lipstatin, valilactone, ebelactones and esterastin. Panclicins also contain a beta-lactone structure with two alkyl chains, one of which has an N-formylalanyloxy or N-formylglycyloxy substituent.

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Bio Calculators

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* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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