Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA007130
PROPERTIES
| NPAID | NPA007130 |
|---|---|
| CLUSTER ID | 3217 |
| NODE ID | 2446 |
| NAME | Sporolide B |
| FORMULA | C24H23ClO12 |
| MOLECULAR WEIGHT (Da) | 538.8890 |
| ACCURATE MASS (Da) | 538.0878 |
| ORIGIN ORGANISM TYPE | Bacterium |
| ORIGIN GENUS | Salinispora |
| ORIGIN SPECIES | tropica |
| InChIKey | CYXHIOKLZVVCBQ-LCCPHMJJSA-N |
| InChI | InChI=1S/C24H23ClO12/c1-7-15(29)21-18(33-2)19(31)34-6-11(26)8-3-9-14(10(25)4-8)16(30)23-13(28)5-12(27)22(9,23)37-24(32,17(7)35-23)20(21)36-21/h3-4,11-13,16,18,20,26-28,30,32H,5-6H2,1-2H3/t11-,12+,13+,16+,18-,20+,21-,22-,23-,24+/m0/s1 |
| SMILES | CC1=C2[C@@]3([C@H]4[C@@](C1=O)(O4)[C@H](C(=O)OC[C@@H](C5=CC6=C([C@H]([C@@]7([C@@]6(O3)[C@@H](C[C@H]7O)O)O2)O)C(=C5)Cl)O)OC)O |
ORIGINAL ISOLATION REFERENCE
| CITATION | Buchanan, Greg O; Williams, Philip G; Feling, Robert H; Kauffman, Christopher A; Jensen, Paul R; Fenical, William Sporolides A and B: structurally unprecedented halogenated macrolides from the marine actinomycete Salinispora tropica Organic Letters 2005 7 (13) 2731-2734. | ||
|---|---|---|---|
| DOI | 10.1021/ol050901i | PMID | 15957933 |
SYNTHESES
| CITATION 1 | Nicolaou KC; Wang J; Tang Y; Botta L Total synthesis of sporolide B and 9-epi-sporolide B. Journal of the American Chemical Society 2010 132 (32) 11350-11363. DOI: 10.1021/ja1048994 PMID: 20698702 | ||
|---|---|---|---|
| CITATION 2 | Li P; Menche D Cycloadditions in the total synthesis of sporolide B. Angewandte Chemie International Edition 2009 48 (28) 5078-5080. DOI: 10.1002/anie.200901894 PMID: 19514024 | ||
| CITATION 3 | Nicolaou KC; Tang Y; Wang J Total synthesis of sporolide B. Angewandte Chemie International Edition 2009 48 (19) 3449-3453. DOI: 10.1002/anie.200900264 PMID: 19241430 | ||
