Compounds
| ID | Spectrum Quality | Annotated Name |
|---|---|---|
| CCMSLIB00004689118 | Bronze | ophiocordin |
| CCMSLIB00004689119 | Bronze | ophiocordin |
| CCMSLIB00004689120 | Bronze | ophiocordin |
| CCMSLIB00004689121 | Bronze | ophiocordin |
| CCMSLIB00004713798 | Bronze | ophiocordin |
| CCMSLIB00004713799 | Bronze | ophiocordin |
| CCMSLIB00004713800 | Bronze | ophiocordin |
| CCMSLIB00004713801 | Bronze | ophiocordin |
| CCMSLIB00004713802 | Bronze | ophiocordin |
| CCMSLIB00004713803 | Bronze | ophiocordin |
| CCMSLIB00004713804 | Bronze | ophiocordin |
| CCMSLIB00004713805 | Bronze | ophiocordin |
| CCMSLIB00004713806 | Bronze | ophiocordin |
| CCMSLIB00004713807 | Bronze | ophiocordin |
| CCMSLIB00004713808 | Bronze | ophiocordin |
| CCMSLIB00004713809 | Bronze | ophiocordin |
| CCMSLIB00004713810 | Bronze | ophiocordin |
| CCMSLIB00004713811 | Bronze | ophiocordin |
| CCMSLIB00004713812 | Bronze | ophiocordin |
| CCMSLIB00000845915 | Gold | 1!CCMSLIB00000845918 |
COMPOUND NPA016780
PROPERTIES
| NPAID | NPA016780 |
|---|---|
| CLUSTER ID | 5702 |
| NODE ID | 4035 |
| NAME | Balanol |
| FORMULA | C28H26N2O10 |
| MOLECULAR WEIGHT (Da) | 550.5200 |
| ACCURATE MASS (Da) | 550.1587 |
| ORIGIN ORGANISM TYPE | Fungus |
| ORIGIN GENUS | Verticillium |
| ORIGIN SPECIES | balanoides |
| InChIKey | XYUFCXJZFZPEJD-XMSQKQJNSA-N |
| InChI | InChI=1S/C28H26N2O10/c31-16-8-6-14(7-9-16)26(36)30-18-13-29-10-2-5-22(18)40-28(39)15-11-20(33)24(21(34)12-15)25(35)23-17(27(37)38)3-1-4-19(23)32/h1,3-4,6-9,11-12,18,22,29,31-34H,2,5,10,13H2,(H,30,36)(H,37,38)/t18-,22-/m1/s1 |
| SMILES | C1C[C@H]([C@@H](CNC1)NC(=O)C2=CC=C(C=C2)O)OC(=O)C3=CC(=C(C(=C3)O)C(=O)C4=C(C=CC=C4O)C(=O)O)O |
ORIGINAL ISOLATION REFERENCE
| CITATION | Kulanthaivel, Palaniappan; Hallock, Yali F.; Boros, Christie; Hamilton, Sean M.; Janzen, William P.; Ballas, Lawrence M.; Loomis, Carson R.; Jiang, Jack B.; Katz, Barry Balanol: a novel and potent inhibitor of protein kinase C from the fungus Verticillium balanoides Journal of the American Chemical Society 1993 115 (14) 6452-6453. | ||
|---|---|---|---|
| DOI | 10.1021/ja00067a087 | PMID | - |
SYNTHESES
| CITATION 1 | Fürstner A; Thiel OR Formal total synthesis of (-)-balanol: concise approach to the hexahydroazepine segment based on RCM. Journal of Organic Chemistry 2000 65 (6) 1738-42. DOI: 10.1021/jo991611g PMID: 10750493 | ||
|---|---|---|---|
| CITATION 2 | Lampe JW; Hughes PF; Biggers CK; Smith SH; Hu H Total Synthesis of (-)- and (+)-Balanol(1). Journal of Organic Chemistry 1996 61 (14) 4572-4581. DOI: 10.1021/jo952280k PMID: 11667382 | ||
| CITATION 3 | Srivastava AK; Panda G Total synthesis of (-)-balanol, all stereoisomers, their N-tosyl analogues, and fully protected ophiocordin: an easy route to hexahydroazepine cores from garner aldehydes. Chemistry - A European Journal 2008 14 (15) 4675-88. DOI: 10.1002/chem.200701991 PMID: 18399526 | ||
