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949004-12-0

949004-12-0 Structure

949004-12-0 Structure
IdentificationBack Directory
[Name]

(25S)-Δ7-Dafachronic Acid
[CAS]

949004-12-0
[Synonyms]

(25S)-Δ7-Dafachronic Acid
(25S)-Delta(7)-dafachronic acid
Cholest-7-en-26-oic acid, 3-oxo-, (5α,25S)-
(25S)-delta-7-Dafachronic acid,(25S) delta7 Dafachronic acid,(25S)delta7Dafachronic acid
(2S,6R)-6-[(5S,9R,10S,13R,14R,17R)-10,13-dimethyl-3-oxo-1,2,4,5,6,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]-2-methylheptanoic acid
[Molecular Formula]

C27H42O3
[MOL File]

949004-12-0.mol
[Molecular Weight]

414.62
Chemical PropertiesBack Directory
[storage temp. ]

Store at -20°C
[solubility ]

DMF: 5 mg/ml; DMSO: 2.5 mg/ml; Ethanol: 12.5 mg/ml; Ethanol:PBS (pH 7.2) (1:10): 0.1 mg/ml
[form ]

A crystalline solid
[color ]

White to off-white
Hazard InformationBack Directory
[Description]

During unfavorable environmental conditions, C. elegans larvae undergo arrest and form dauer larvae that can attach to other animals as a parasitic strategy for survival. DAF-12 is an orphan nuclear hormone receptor that regulates dauer larva diapause, reproductive development, fat metabolism, and life cycle/longevity in C. elegans. DAF-12 is required for entry into dauer when it is not bound to ligand by acting as a transcriptional repressor of target genes that favor reproductive development. (25S)-Δ7-Dafachronic acid is a sterol-derived hormone that acts as a ligand of DAF-12 with an EC50 value of 23 nM. At 50 nM, (25S)-Δ7-Dafachronic acid inhibits the dauer-promoting activity of DAF-12, blocking the formation of infective larvae in several parasitic nematodes in favor of reproductive maturation to adults. Thus, selective ligand modulators of DAF-12 are a potential therapeutic approach to stop larvae progression during parasitic infection.
[Definition]

ChEBI: A Delta7-dafachronic acid that has S configuration at position 25 (the carbon attached to the carboxy group).
[storage]

+4°C
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