Chlorogentisylquinone

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Chlorogentisylquinone
Category Enzyme inhibitors
Catalog number BBF-00307
CAS 333344-08-4
Molecular Weight 172.57
Molecular Formula C7H5ClO3

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Description

Chlorogentisylquinone is produced by the strain of FOM-8108. The IC50 of inhibitory rat meningeal nSMase was 1.2μmol/L, and the IC50 of P388 cells was 7.6μmol/L.

Specification

Synonyms 2,5-Cyclohexadiene-1,4-dione, 2-chloro-6-(hydroxymethyl)-
IUPAC Name 2-chloro-6-(hydroxymethyl)cyclohexa-2,5-diene-1,4-dione
Canonical SMILES C1=C(C(=O)C(=CC1=O)Cl)CO
InChI InChI=1S/C7H5ClO3/c8-6-2-5(10)1-4(3-9)7(6)11/h1-2,9H,3H2
InChI Key AGIRBSHCJNCQAK-UHFFFAOYSA-N

Properties

Appearance Brown Acicular Crystalline

Reference Reading

1. Chlorogentisylquinone, a new neutral sphingomyelinase inhibitor, produced by a marine fungus
R Uchida, H Tomoda, M Arai, S Omura J Antibiot (Tokyo). 2001 Nov;54(11):882-9. doi: 10.7164/antibiotics.54.882.
Chlorogentisylquinone, a new inhibitor of neutral sphingomyelinase activity, was purified from the culture broth of a fungal strain FOM-8108 isolated from a marine environment by solvent extraction, silica gel chromatography and Sephadex LH-20 chromatography. Its chemical structure was elucidated by spectroscopic studies including 1H, 13C, DEPT, HMQC and HMBC NMR experiments. Chlorogentisylquinone inhibited neutral sphingomyelinase activity of rat brain membranes with an IC50 value of 1.2 microM.

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