Soraphen A
- CAS No.
- 122547-72-2
- Chemical Name:
- Soraphen A
- Synonyms
- C11300;Soraphen A;(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;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)-
- CBNumber:
- CB01120752
- Molecular Formula:
- C29H44O8
- Molecular Weight:
- 520.65
- MDL Number:
- MOL File:
- 122547-72-2.mol
SAFETY
Risk and Safety Statements
Symbol(GHS) | GHS07 |
---|---|
Signal word | Warning |
Hazard statements | H302-H315-H319-H335 |
Precautionary statements | P261-P305+P351+P338 |
Soraphen A Chemical Properties,Uses,Production
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.
Uses
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).
Definition
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.
References
Total Synthesis of the Acetyl CoA Carboxylase Inhibitor Soraphen A: Asymmetric Tsuji Reduction Enables Successive Olefin Metathesis. DOI:10.1021/jacs.1c12063
Soraphen A, an inhibitor of acetyl CoA carboxylase activity, interferes with fatty acid elongation. DOI:10.1016/j.bcp.2010.12.014
https://www.cell.com/fulltext/S1097-2765(04)00725-7
Soraphen A Preparation Products And Raw materials
Raw materials
Preparation Products
Soraphen A Suppliers
Supplier | Tel | Country | ProdList | Advantage | |
---|---|---|---|---|---|
Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 | info@tianfuchem.com | China | 21663 | 55 |
Dorne Chemical Technology co. LTD | +86-86-13583358881 +8618560316533 | Ethan@dornechem.com | China | 3128 | 58 |
GIHI CHEMICALS CO.,LIMITED | +8618058761490 | info@gihichemicals.com | China | 50003 | 58 |
Zibo Hangyu Biotechnology Development Co., Ltd | +86-0533-2185556 +8617865335152 | Mandy@hangyubiotech.com | China | 10991 | 58 |
Chizhou Kailong Import and Export Trade Co., Ltd. | xg01_gj@163.com | China | 9503 | 50 | |
Shandong Mopai Biotechnology Co., Ltd | 13070690626 13053322091 | admin@mopaikeji.com | China | 10940 | 58 |