ChemicalBook--->CAS DataBase List--->66018-38-0

66018-38-0

66018-38-0 Structure

66018-38-0 Structure
IdentificationBack Directory
[Name]

LL-Z-1640-2
[CAS]

66018-38-0
[Synonyms]

LL-Z-1640-2
C292, L 783278
(5Z)-7-Oxozeaenol
JNK/p38 inhibitor
(5Z)-7-Oxozeaenol (5Z-7-oxozeaenol)
5,6,15-trihydroxy-17-methoxy-11-methyl-12-oxabicyclo[12.4.0]octadeca-1(14),2,8,15,17-pentaene-7,13-dione
(3S,5Z,8S,9S,11E)-3,4,9,10-tetrahydro-8,9,16-trihydroxy-14-methoxy-3-methyl-1H-2-benzoxacyclotetradecin-1,7(8H)-dione
[Molecular Formula]

C19H22O7
[MDL Number]

MFCD12912700
[MOL File]

66018-38-0.mol
[Molecular Weight]

362.37
Chemical PropertiesBack Directory
[storage temp. ]

Desiccate at -20°C
[solubility ]

Soluble in DMSO
[form ]

White solid
[color ]

white
[InChI]

1S/C19H22O7/c1-11-5-3-7-14(20)18(23)15(21)8-4-6-12-9-13(25-2)10-16(22)17(12)19(24)26-11/h3-4,6-7,9-11,15,18,21-23H,5,8H2,1-2H3
[InChIKey]

NEQZWEXWOFPKOT-UHFFFAOYSA-N
[SMILES]

O1C(CC=CC(=O)C(C(CC=Cc2c(c(cc(c2)OC)O)C1=O)O)O)C
Safety DataBack Directory
[Symbol(GHS) ]


GHS06
[Signal word ]

Warning
[Hazard statements ]

H301
[Precautionary statements ]

P264-P270-P301+P310a-P321-P405-P501a
[Hazard Codes ]

Xi
[WGK Germany ]

WGK 3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Uses]

LL Z1640-2 is a cis-enone resorcylic acid lactone first reported in 1978 and later rediscovered as an irreversible and highly selective TAK 1 inhibitor. TAK1 is a MAPKKK involved in the p38 signalling cascade for pro-inflammation signals such as cytokines. LL Z1640-2 effectively prevents inflammation in animal models.
[Biological Activity]

Resorcyclic lactone of fungal origin that acts as a potent and selective transforming growth factor- β -activated kinase 1 (TAK1) mitogen-activated protein kinase kinase kinase (MAPKKK) inhibitor (IC 50 = 8 nM). Displays > 33-fold and > 62-fold selectivity over MEKK1 and MEKK4 respectively. Inhibits IL-1-induced activation of NF- κ B (IC 50 = 83 nM) and JNK/p38. Inhibits production of inflammatory mediators, and sensitizes cells to TRAIL- and TNF- α -induced apoptosis in vitro .
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