Soraphen A
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Soraphen A
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CAS No:
122547-72-2
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Formula:
C29H44O8
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Chemical Name:
Soraphen A
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Synonyms:
Soraphen A;C11300;4,19-Dioxabicyclo[13.3.1]nonadec-12-en-3-one,1,17-dihydroxy-10,11,18-triMethoxy-2,14,16-triMethyl-5-phenyl-,(1R,2S,5S,10S,11R,12E,14S,15S,16S,17S,18R)-;(1S,2S,3Z,5R,6S,11S,14S,15R,16R,17S,18S)-15,17-dihydroxy-5,6,16-trimethoxy-2,14,18-trimethyl-11-phenyl-12,19-dioxabicyclo[13.3.1]nonadec-3-en-13-one
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CAS No:
Description
Soraphen A was originally isolated from the culture broth of Sorangium cellulosum, a soil-dwelling myxobacterium, for its potent antifungal activity (Gerth et al. 1994, Gerth et al. 2003). This polyketide natural product contains an unsaturated 18-membered lactone ring, an extracyclic phenyl ring, 2 hydroxyl groups, 3 methyl groups, and 3 methoxy groups (Bedorf et al. 1993, Ligon et al. 2002) . There is also a 6-membered ring within the macrocycle formed by a hemiketal between the C3 carbonyl and C7 hydroxyl.
ChEBI: Soraphen A is a macrolide and an agent highly effective against plant-pathogenic fungi. It was extensively researched for agricultural use until it was discovered to be a teratogen. It has a role as a bacterial metabolite, an EC 6.4.1.2 (acetyl-CoA carboxylase) inhibitor and a teratogenic agent. It is a macrolide, an ether, a cyclic hemiketal and an olefinic compound.
Safety Information
|Warning|H317 (100%): May cause an allergic skin reaction [Warning Sensitization, Skin]|P261, P272, P273, P280, P302+P352, P321, P333+P313, P363, P391, and P501|Aggregated GHS information provided by 90 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Soraphen A Use and Manufacturing
Soraphen A, an inhibitor of acetyl CoA carboxylase activity, interferes with fatty acid elongation. It has demonstrated strong promise as a broad-spectrum fungicide against various plant pathogenic fungi (Pridzun et al. 1995).
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