Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
WARNING - This compound is excluded from the NP Atlas. The information displayed is for reference only.
Reason: Reassigned to another compound
Citation: Preindl, Johannes; Schulthoff, Saskia; Wirtz, Conny; Lingnau, Julia; Fürstner, Alois Polyunsaturated C-Glycosidic 4-Hydroxy-2-pyrone Derivatives: Total Synthesis Shows that Putative Orevactaene Is Likely Identical with Epipyrone A. Angewandte Chemie International Edition 2017 56 (26) 7525-7530. DOI: 10.1002/anie.201702189
Revised NPAID: NPA024612
COMPOUND NPA032793
PROPERTIES
| NPAID | NPA032793 |
|---|---|
| CLUSTER ID | None |
| NODE ID | None |
| NAME | Orevactaene |
| FORMULA | C34H44O10 |
| MOLECULAR WEIGHT (Da) | 612.7160 |
| ACCURATE MASS (Da) | 612.2934 |
| ORIGIN ORGANISM TYPE | Fungus |
| ORIGIN GENUS | Epicoccum |
| ORIGIN SPECIES | nigrum WC47880 |
| InChIKey | GDSQFNQIWJCATH-KOJBUPTRSA-N |
| InChI | InChI=1S/C34H44O10/c1-5-21(2)16-23(4)18-24(33(40)41)17-22(3)14-12-10-8-6-7-9-11-13-15-25-19-27-28(34(42)43-25)30(38)31(39)32(44-27)29(37)26(36)20-35/h6-15,17-19,21,23,26,29-32,35-39H,5,16,20H2,1-4H3,(H,40,41)/b7-6+,10-8+,11-9+,14-12+,15-13+,22-17+,24-18-/t21?,23?,26?,29-,30+,31-,32+/m1/s1 |
| SMILES | CCC(C)CC(C)/C=C(/C=C(C)/C=C/C=C/C=C/C=C/C=C/C1=CC2=C(C(=O)O1)[C@H](O)[C@@H](O)[C@H]([C@H](O)C(O)CO)O2)C(=O)O |
ORIGINAL ISOLATION REFERENCE
| CITATION | Shu, Yue-Zhong; Ye, Qingmei; Li, Hui; Kadow, Kathleen F.; Hussain, Raouf A.; Huang, Stella; Gustavson, Donald R.; Lowe, Susan E.; Chang, Li-Ping; Pirnik, Dolores M.; Kodukula, Krishna Orevactaene,1 a novel binding inhibitor of HIV-1 rev protein to rev response element (RRE) from Epicoccum nigrum WC47880 Bioorganic and Medicinal Chemistry Letters 1997 7 (17) 2295-2298. | ||
|---|---|---|---|
| DOI | 10.1016/S0960-894X(97)00407-1 | PMID | - |
REVISIONS
| VERSION | SMILES | CITATION | ||
|---|---|---|---|---|
| Original Isolation | CCC(C)CC(C)/C=C(/C=C(C)/C=C/C=C/C=C/C=C/C=C/C1=CC2=C(C(=O)O1)[C@H](O)[C@@H](O)[C@H](C(O)C(O)CO)O2)C(=O)O | Shu, Yue-Zhong; Ye, Qingmei; Li, Hui; Kadow, Kathleen F.; Hussain, Raouf A.; Huang, Stella; Gustavson, Donald R.; Lowe, Susan E.; Chang, Li-Ping; Pirnik, Dolores M.; Kodukula, Krishna Orevactaene,1 a novel binding inhibitor of HIV-1 rev protein to rev response element (RRE) from Epicoccum nigrum WC47880 Bioorganic and Medicinal Chemistry Letters 1997 7 (17) 2295-2298. DOI: 10.1016/S0960-894X(97)00407-1 | ||
| 2 | CCC(C)CC(C)/C=C(/C=C(C)/C=C/C=C/C=C/C=C/C=C/C1=CC2=C(C(=O)O1)[C@H](O)[C@@H](O)[C@H]([C@H](O)C(O)CO)O2)C(=O)O | Organ, Michael G; Bilokin, Yaroslav V; Bratovanov, Svetoslav Approach toward the total synthesis of orevactaene. 2. Convergent and stereoselective synthesis of the C18-C31 domain of orevactaene. Evidence for the relative configuration of the side chain. Journal of Organic Chemistry 2002 67 (15) 5176-83. DOI: 10.1021/jo0201777 PMID: 12126403 | ||
