Compounds
| ID | Spectrum Quality | Annotated Name |
|---|---|---|
| CCMSLIB00000851779 | Gold | 1!CCMSLIB00000851782 |
COMPOUND NPA008028
PROPERTIES
| NPAID | NPA008028 |
|---|---|
| CLUSTER ID | 22 |
| NODE ID | 21 |
| NAME | Aigialomycin D |
| FORMULA | C18H22O6 |
| MOLECULAR WEIGHT (Da) | 334.3680 |
| ACCURATE MASS (Da) | 334.1416 |
| ORIGIN ORGANISM TYPE | Fungus |
| ORIGIN GENUS | Aigialus |
| ORIGIN SPECIES | parvus BCC 5311 |
| InChIKey | NHAQNKDEUQPSIX-DXOCLGOBSA-N |
| InChI | InChI=1S/C18H22O6/c1-11-5-4-8-15(21)14(20)7-3-2-6-12-9-13(19)10-16(22)17(12)18(23)24-11/h2,4,6,8-11,14-15,19-22H,3,5,7H2,1H3/b6-2+,8-4+/t11-,14-,15+/m0/s1 |
| SMILES | C[C@H]1C/C=C/[C@H]([C@H](CC/C=C/C2=CC(=CC(=C2C(=O)O1)O)O)O)O |
ORIGINAL ISOLATION REFERENCE
| CITATION | Isaka, Masahiko; Suyarnsestakorn, Chotika; Tanticharoen, Morakot; Kongsaeree, Palangpon; Thebtaranonth, Yodhathai Aigialomycins A-E, new resorcylic macrolides from the marine mangrove fungus Aigialus parvus Journal of Organic Chemistry 2002 67 (5) 1561-1566. | ||
|---|---|---|---|
| DOI | 10.1021/jo010930g | PMID | 11871887 |
SYNTHESES
| CITATION 1 | Calo F; Richardson J; Barrett AG Total synthesis of aigialomycin D using a one-pot ketene generation-trapping-aromatization sequence. Organic Letters 2009 11 (21) 4910-4913. DOI: 10.1021/ol901979x PMID: 19799447 | ||
|---|---|---|---|
| CITATION 2 | Chrovian CC; Knapp-Reed B; Montgomery J Total synthesis of aigialomycin D: surprising chemoselectivity dependence on alkyne structure in nickel-catalyzed cyclizations. Organic Letters 2008 10 (5) 811-814. DOI: 10.1021/ol702961v PMID: 18254635 | ||
| CITATION 3 | Baird LJ; Timmer MS; Teesdale-Spittle PH; Harvey JE Total synthesis of aigialomycin D using a Ramberg-Bäcklund/RCM strategy. Journal of Organic Chemistry 2009 74 (6) 2271-2277. DOI: 10.1021/jo802561s PMID: 19284735 | ||
| CITATION 4 | Geng X; Danishefsky SJ Total synthesis of aigialomycin D. Organic Letters 2004 6 (3) 413-416. DOI: 10.1021/ol036258m PMID: 14748606 | ||
