Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA003100
PROPERTIES
| NPAID | NPA003100 |
|---|---|
| CLUSTER ID | 1762 |
| NODE ID | 1429 |
| NAME | Cycloviracin B1 |
| FORMULA | C83H152O33 |
| MOLECULAR WEIGHT (Da) | 1678.0960 |
| ACCURATE MASS (Da) | 1677.0216 |
| ORIGIN ORGANISM TYPE | Bacterium |
| ORIGIN GENUS | Kibdelosporangium |
| ORIGIN SPECIES | albatum No. R 761-7 |
| InChIKey | UHXMKKIXCMBBAY-NFPDUFFVSA-N |
| InChI | InChI=1S/C83H152O33/c1-51(87)36-28-26-34-40-53(108-82-77(103-4)72(98)65(91)58(47-85)113-82)38-30-22-19-15-12-9-13-17-21-25-33-43-56-45-63(89)106-50-60-67(93)69(95)74(100)79(115-60)110-55(44-62(88)105-49-61-68(94)70(96)75(101)80(111-56)116-61)42-32-24-20-16-11-8-6-7-10-14-18-23-31-39-54(109-83-78(104-5)73(99)66(92)59(48-86)114-83)41-35-27-29-37-52(2)107-81-76(102-3)71(97)64(90)57(46-84)112-81/h51-61,64-87,90-101H,6-50H2,1-5H3/t51?,52?,53?,54?,55-,56-,57?,58?,59?,60?,61?,64?,65?,66?,67?,68?,69?,70?,71?,72?,73?,74?,75?,76?,77?,78?,79?,80?,81?,82?,83?/m1/s1 |
| SMILES | COC1C(OC(C)CCCCCC(CCCCCCCCCCCCCCC[C@@H]2CC(=O)OCC3OC(O[C@H](CCCCCCCCCCCCCC(CCCCCC(C)O)OC4OC(CO)C(O)C(O)C4OC)CC(=O)OCC4OC(O2)C(O)C(O)C4O)C(O)C(O)C3O)OC2OC(CO)C(O)C(O)C2OC)OC(CO)C(O)C1O |
ORIGINAL ISOLATION REFERENCE
| CITATION | TSUNAKAWA, MITSUAKI; KOTAKE, CHIKAKO; YAMASAKI, TETSURO; MORIYAMA, TOSHIO; KONISHI, MASATAKA; OKI, TOSHIKAZU New antiviral antibiotics, cycloviracins B1 and B2. II. Structure determination Journal of Antibiotics 1992 45 (9) 1472-1480. | ||
|---|---|---|---|
| DOI | 10.7164/antibiotics.45.1472 | PMID | 1429233 |
SYNTHESES
| CITATION 1 | Fürstner A; Albert M; Mlynarski J; Matheu M; DeClercq E Structure assignment, total synthesis, and antiviral evaluation of cycloviracin B1. Journal of the American Chemical Society 2003 125 (43) 13132-42. DOI: 10.1021/ja036521e PMID: 14570487 | ||
|---|---|---|---|
REVISIONS
| VERSION | SMILES | CITATION | ||
|---|---|---|---|---|
| Original Isolation | CC(CCCCCC(CCCCCCCCCCCCCC1CC(=O)OCC2C(C(C(C(O2)OC(CC(=O)OCC3C(C(C(C(O1)O3)O)O)O)CCCCCCCCCCCCCCCC(CCCCCC(C)OC4C(C(C(C(O4)CO)O)O)OC)OC5C(C(C(C(O5)CO)O)O)OC)O)O)O)OC6C(C(C(C(O6)CO)O)O)OC)O | TSUNAKAWA, MITSUAKI; KOTAKE, CHIKAKO; YAMASAKI, TETSURO; MORIYAMA, TOSHIO; KONISHI, MASATAKA; OKI, TOSHIKAZU New antiviral antibiotics, cycloviracins B1 and B2. II. Structure determination Journal of Antibiotics 1992 45 (9) 1472-1480. DOI: 10.7164/antibiotics.45.1472 PMID: 1429233 | ||
| 2 | COC1C(OC(C)CCCCCC(CCCCCCCCCCCCCCC[C@@H]2CC(=O)OCC3OC(O[C@H](CCCCCCCCCCCCCC(CCCCCC(C)O)OC4OC(CO)C(O)C(O)C4OC)CC(=O)OCC4OC(O2)C(O)C(O)C4O)C(O)C(O)C3O)OC2OC(CO)C(O)C(O)C2OC)OC(CO)C(O)C1O | Fürstner, Alois; Albert, Martin; Mlynarski, Jacek; Matheu, Maribel A concise synthesis of the fully functional lactide core of cycloviracin B with implications for the structural assignment of related glycolipids. Journal of the American Chemical Society 2002 124 (7) 1168-9. DOI: 10.1021/ja0175791 PMID: 11841275 | ||
