Panclicin E

Panclicin E

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Category Enzyme inhibitors
Catalog number BBF-02353
CAS 160669-45-4
Molecular Weight 467.68
Molecular Formula C27H49NO5

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Description

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

Specification

Synonyms Glycine, N-formyl-, (1S)-1-[[(2S,3S)-3-dodecyl-4-oxo-2-oxetanyl]methyl]octyl ester; Glycine, N-formyl-, 1-[(3-dodecyl-4-oxo-2-oxetanyl)methyl]octyl ester, [2S-[2a(R*),3b]]-; (-)-Panclicin E
IUPAC Name [(2S)-1-[(2S,3S)-3-dodecyl-4-oxooxetan-2-yl]nonan-2-yl] 2-formamidoacetate
Canonical SMILES CCCCCCCCCCCCC1C(OC1=O)CC(CCCCCCC)OC(=O)CNC=O
InChI InChI=1S/C27H49NO5/c1-3-5-7-9-10-11-12-13-15-17-19-24-25(33-27(24)31)20-23(18-16-14-8-6-4-2)32-26(30)21-28-22-29/h22-25H,3-21H2,1-2H3,(H,28,29)/t23-,24-,25-/m0/s1
InChI Key HOPVINBCAGNBQT-SDHOMARFSA-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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* 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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