S-15183b

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Category Enzyme inhibitors
Catalog number BBF-03396
CAS
Molecular Weight 444.6
Molecular Formula C27H40O5

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Description

S-15183b is a sphingosine kinase inhibitor produced by Zopfiella inermis SANK 15183. It inhibited sphingosine kinase from rat liver with IC50 value of 2.5 µmol/L.

Specification

Synonyms S-15183 b
IUPAC Name (3-heptyl-7-methyl-6,8-dioxoisochromen-7-yl) decanoate
Canonical SMILES CCCCCCCCCC(=O)OC1(C(=O)C=C2C=C(OC=C2C1=O)CCCCCCC)C
InChI InChI=1S/C27H40O5/c1-4-6-8-10-11-13-15-17-25(29)32-27(3)24(28)19-21-18-22(16-14-12-9-7-5-2)31-20-23(21)26(27)30/h18-20H,4-17H2,1-3H3
InChI Key ZCUXUVQISKVJGB-UHFFFAOYSA-N

Properties

Appearance Yellow Oily Matter

Reference Reading

1. S-15183a and b, new sphingosine kinase inhibitors, produced by a fungus
K Kono, M Tanaka, Y Ono, T Hosoya, T Ogita, T Kohama J Antibiot (Tokyo). 2001 May;54(5):415-20. doi: 10.7164/antibiotics.54.415.
In the course of our screening for inhibitors of sphingosine kinase, we found two active compounds in a culture broth of a fungus, Zopfiella inermis SANK 15183. The structures of the compounds, named S-15183a and b, were elucidated by a combination of spectroscopic analyses to be new azaphilone-type metabolites. S-15183a and b inhibited sphingosine kinase from rat liver with IC50 values of 2.5 and 1.6 microM, respectively. S-15183a also inhibited endogenous SPH kinase activity in intact platelets.

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