Phenylpyropene C

Phenylpyropene C

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Category Enzyme inhibitors
Catalog number BBF-02398
CAS
Molecular Weight 450.57
Molecular Formula C28H34O5

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Description

It is produced by the strain of Penicillum griseofulvum F 1959. It can inhibit ACAT activity with IC50 of 16.0 μmol/L.

Specification

IUPAC Name [(1R,2S,5S,7R,10R)-2,6,6,10-tetramethyl-16-oxo-14-phenyl-11,15-dioxatetracyclo[8.8.0.02,7.012,17]octadeca-12(17),13-dien-5-yl] acetate
Canonical SMILES CC(=O)OC1CCC2(C(C1(C)C)CCC3(C2CC4=C(O3)C=C(OC4=O)C5=CC=CC=C5)C)C
InChI InChI=1S/C28H34O5/c1-17(29)31-24-12-13-27(4)22(26(24,2)3)11-14-28(5)23(27)15-19-21(33-28)16-20(32-25(19)30)18-9-7-6-8-10-18/h6-10,16,22-24H,11-15H2,1-5H3/t22-,23+,24-,27-,28+/m0/s1
InChI Key MIBRSIZECYPMLX-KZEXJIRGSA-N

Properties

Appearance White Powder
Solubility Soluble in Methanol

Reference Reading

1. Inhibition of diacylglycerol acyltransferase by phenylpyropenes produced by Penicillium griseofulvum F1959
Seung Woong Lee, Mun-Chual Rho, Jung-Ho Choi, Koanhoi Kim, Yong Seok Choi, Hyun Sun Lee, Young Kook Kim J Microbiol Biotechnol. 2008 Nov;18(11):1785-8. doi: 10.4014/jmb.0800.079.
Phenylpyropenes A, B, and C, isolated from Penicillium griseofulvum F1959, inhibited DGAT in rat liver microsomes with IC50 values of 78.7+/-1.6, 21.7+/-0.2, and 11.04+/-0.2 mM, respectively. In addition, a kinetic analysis using a Lineweaver-Burk plot revealed that phenylpyropene C was a noncompetitive inhibitor of DGAT. The apparent Michaelis constant (Km) value and inhibition constant (Ki) value were calculated to be 8 mM and 10.4 mM, respectively. Moreover, phenylpyropene C inhibited triglyceride formation in HepG2 cells.

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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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