Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA007912
PROPERTIES
| NPAID | NPA007912 |
|---|---|
| CLUSTER ID | 785 |
| NODE ID | 681 |
| NAME | Citrafungin A |
| FORMULA | C28H40O13 |
| MOLECULAR WEIGHT (Da) | 584.6150 |
| ACCURATE MASS (Da) | 584.2469 |
| ORIGIN ORGANISM TYPE | Fungus |
| ORIGIN GENUS | Unknown-fungus |
| ORIGIN SPECIES | sp. |
| InChIKey | ILSZYBVYZFASML-YZBRVNGCSA-N |
| InChI | InChI=1S/C28H40O13/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-18-15-20(26(36)40-18)28(39,27(37)38)17-22(31)41-23(25(34)35)19(24(32)33)16-21(29)30/h9-10,13-14,18-20,23,39H,2-8,11-12,15-17H2,1H3,(H,29,30)(H,32,33)(H,34,35)(H,37,38)/b10-9-,14-13+/t18-,19+,20-,23-,28+/m1/s1 |
| SMILES | CCCCCCCC/C=C\CC/C=C/[C@@H]1C[C@@H]([C@@](O)(CC(=O)O[C@@H](C(=O)O)[C@H](CC(=O)O)C(=O)O)C(=O)O)C(=O)O1 |
ORIGINAL ISOLATION REFERENCE
| CITATION | Singh, Sheo B; Zink, Deborah L; Doss, George A; Polishook, Jon D; Ruby, Carolyn; Register, Elizabeth; Kelly, Theresa M; Bonfiglio, Cynthia; Williamson, Joanne M; Kelly, Rosemarie Citrafungins A and B, two new fungal metabolite inhibitors of GGTase I with antifungal activity Organic Letters 2004 6 (3) 337-340. | ||
|---|---|---|---|
| DOI | 10.1021/ol0361249 | PMID | 14748587 |
SYNTHESES
| CITATION 1 | Calo F; Richardson J; Barrett AG Total synthesis of citrafungin A. Journal of Organic Chemistry 2008 73 (24) 9692-7. DOI: 10.1021/jo801708q PMID: 18834181 | ||
|---|---|---|---|
REVISIONS
| VERSION | SMILES | CITATION | ||
|---|---|---|---|---|
| Original Isolation | CCCCCCCC/C=C\CC/C=C/[C@H]1C[C@@H](C(=O)O1)[C@](CC(=O)O[C@H]([C@H](CC(=O)O)C(=O)O)C(=O)O)(C(=O)O)O | Singh, Sheo B; Zink, Deborah L; Doss, George A; Polishook, Jon D; Ruby, Carolyn; Register, Elizabeth; Kelly, Theresa M; Bonfiglio, Cynthia; Williamson, Joanne M; Kelly, Rosemarie Citrafungins A and B, two new fungal metabolite inhibitors of GGTase I with antifungal activity Organic Letters 2004 6 (3) 337-340. DOI: 10.1021/ol0361249 PMID: 14748587 | ||
| 2 | CCCCCCCC/C=C\CC/C=C/[C@@H]1C[C@@H]([C@@](O)(CC(=O)O[C@@H](C(=O)O)[C@H](CC(=O)O)C(=O)O)C(=O)O)C(=O)O1 | Chen, Zongjia; Robertson, Angus; White, Jonathan M; Rizzacasa, Mark A Total Synthesis and Stereochemical Reassignment of Citrafungin A. Organic Letters 2019 21 (23) 9663-9666. DOI: 10.1021/acs.orglett.9b03830 PMID: 31724869 | ||
