Pentenocin B

Pentenocin B

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Category Enzyme inhibitors
Catalog number BBF-02381
CAS 249283-63-4
Molecular Weight 158.15
Molecular Formula C7H10O4

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Description

It is produced by the strain of Trichoderma hamatum FO-6903. It weakly inhibits the activity of interleukin-1 and β-transferase (ICE) with IC50 (μmol/L) of 575 and 250, respectively.

Specification

Synonyms (+)-Pentenocin B; 2-Cyclopenten-1-one, 4,5-dihydroxy-4-[(1R)-1-hydroxyethyl]-, (4S,5R)-
IUPAC Name (4S,5R)-4,5-dihydroxy-4-[(1R)-1-hydroxyethyl]cyclopent-2-en-1-one
Canonical SMILES CC(C1(C=CC(=O)C1O)O)O
InChI InChI=1S/C7H10O4/c1-4(8)7(11)3-2-5(9)6(7)10/h2-4,6,8,10-11H,1H3/t4-,6+,7+/m1/s1
InChI Key NEVXRVUNMDEPDG-PIYBLCFFSA-N

Properties

Appearance Light Brown Resinous Solid
Solubility Soluble in Water

Reference Reading

1. Total synthesis and absolute stereochemistry of pentenocin B, a novel interleukin-1 beta converting enzyme inhibitor
Tsutomu Sugahara, Hayato Fukuda, Yoshiharu Iwabuchi J Org Chem. 2004 Mar 5;69(5):1744-7. doi: 10.1021/jo035430x.
Four possible diastereomers of pentenocin B were synthesized in a stereocontrolled manner, and the first total synthesis of a natural enantiomer of (+)-pentenocin B unequivocally established the absolute stereochemistry to be 4S,5R,6R.

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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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