Muironolide A information

Muironolide A
Names
	IUPAC name (1S,2E,4R,7R,11S,14E,16R,17R)-11-[(1S,2R)-2-chlorocyclopropyl]-2,4,17-trimethyl-7-(trichloromethyl)-8,12-dioxa-19-azatricyclo[14.7.0.017,21]tricosa-2,14,21-triene-9,13,20-trione
Identifiers
CAS Number	1160939-11-6;
3D model (JSmol)	Interactive image; Interactive image;
ChemSpider	27024092;
PubChem CID	165365497;
CompTox Dashboard (EPA)	DTXSID301043854;
	InChI InChI=1S/C27H33Cl4NO5/c1-14-4-8-22(27(29,30)31)37-24(34)12-21(17-11-20(17)28)36-23(33)9-7-18-16(15(2)10-14)5-6-19-25(35)32-13-26(18,19)3/h6-7,9-10,14,16-18,20-22H,4-5,8,11-13H2,1-3H3,(H,32,35)/b9-7+,15-10+/t14-,16-,17?,18-,20-,21+,22-,26-/m1/s1 Key: DVSMDAZIABCDQH-XRDZMDRSSA-N; InChI=1S/C27H33Cl4NO5/c1-14-4-8-22(27(29,30)31)37-24(34)12-21(17-11-20(17)28)36-23(33)9-7-18-16(15(2)10-14)5-6-19-25(35)32-13-26(18,19)3/h6-7,9-10,14,16-18,20-22H,4-5,8,11-13H2,1-3H3,(H,32,35)/b9-7+,15-10+/t14-,16-,17-,18-,20-,21+,22-,26-/m1/s1 Key: DVSMDAZIABCDQH-DULMNHEISA-N;
	SMILES C[C@@H]\1CC[C@@H](OC(=O)C[C@H](OC(=O)/C=C/[C@@H]2[C@H](CC=C3[C@@]2(CNC3=O)C)/C(=C1)/C)C4C[C@H]4Cl)C(Cl)(Cl)Cl; C[C@@H]\1CC[C@@H](OC(=O)C[C@H](OC(=O)/C=C/[C@@H]2[C@H](CC=C3[C@@]2(CNC3=O)C)/C(=C1)/C)[C@@H]4C[C@H]4Cl)C(Cl)(Cl)Cl;
Properties
Chemical formula	C27H33Cl4NO5
Molar mass	593.36 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Muironolide A is a tetrachloro polyketide discovered in 200 that has two unusual structural details: a hexahydro-1H-isoindolone-triketide ring and a trichlorocarbinol ester. It is suspected that it is the product of a sponge–microorganism (cyanobacteria) association.^[1] It was isolated from the marine sponge Phorbas sp.

^ Dalisay, Doralyn S.; Morinaka, Brandon I.; Skepper†, Colin K.; Molinski, Tadeusz F. (May 15, 2009). "A Tetrachloro Polyketide Hexahydro-1H-isoindolone, Muironolide A, from the Marine Sponge Phorbas sp. Natural Products at the Nanomole Scale". Journal of the American Chemical Society. 131 (22): 7552–7553. doi:10.1021/ja9024929. PMID 19453148.

[:0-1] Dalisay, Doralyn S.; Morinaka, Brandon I.; Skepper†, Colin K.; Molinski, Tadeusz F. (May 15, 2009). "A Tetrachloro Polyketide Hexahydro-1H-isoindolone, Muironolide A, from the Marine Sponge Phorbas sp. Natural Products at the Nanomole Scale". Journal of the American Chemical Society. 131 (22): 7552–7553. doi:10.1021/ja9024929. PMID 19453148.