Compounds
ID | Spectrum Quality | Annotated Name |
---|
COMPOUND NPA011391
PROPERTIES
NPAID | NPA011391 |
---|---|
CLUSTER ID | 4084 |
NODE ID | 3037 |
NAME | Rhizopodin |
FORMULA | C78H124N4O22 |
MOLECULAR WEIGHT (Da) | 1469.8560 |
ACCURATE MASS (Da) | 1468.8707 |
ORIGIN ORGANISM TYPE | Bacterium |
ORIGIN GENUS | Myxococcus |
ORIGIN SPECIES | stipitatus |
InChIKey | MWDPPGCTEBRUNT-QUJGBNPVSA-N |
InChI | InChI=1S/C78H124N4O22/c1-51(33-35-61(87)53(3)63(95-13)31-25-37-81(9)49-83)67(99-17)43-71-77(5,6)69(89)45-73-79-59(47-101-73)65(97-15)29-23-20-22-28-58(94-12)40-56(86)42-76(92)104-72(44-68(100-18)52(2)34-36-62(88)54(4)64(96-14)32-26-38-82(10)50-84)78(7,8)70(90)46-74-80-60(48-102-74)66(98-16)30-24-19-21-27-57(93-11)39-55(85)41-75(91)103-71/h19-28,37-38,47-58,63-72,85-86,89-90H,29-36,39-46H2,1-18H3/b23-20?,24-19?,27-21?,28-22?,37-25+,38-26+/t51-,52-,53-,54-,55-,56-,57-,58-,63+,64+,65-,66-,67-,68-,69?,70?,71-,72-/m0/s1 |
SMILES | C[C@H]([C@@H](OC)C[C@@H]1OC(=O)C[C@H](C[C@H](C=CC=CC[C@@H](C2=COC(=N2)CC(C([C@@H](OC(=O)C[C@H](C[C@H](C=CC=CC[C@@H](C3=COC(=N3)CC(C1(C)C)O)OC)OC)O)C[C@H](OC)[C@H](CCC(=O)[C@@H]([C@H](OC)C/C=C/N(C=O)C)C)C)(C)C)O)OC)OC)O)CCC(=O)[C@@H]([C@H](OC)C/C=C/N(C=O)C)C |
ORIGINAL ISOLATION REFERENCE
CITATION | SASSE, FLORENZ; STEINMETZ, HEINRICH; HÖFLE, GERHARD; REICHENBACH, HANS Rhizopodin, a new compound from Myxococcus stipitatus (myxobacteria) causes formation of rhizopodia-like structures in animal cell cultures. Production, isolation, physico-chemical and biological properties Journal of Antibiotics 1993 46 (5) 741-748. | ||
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DOI | 10.7164/antibiotics.46.741 | PMID | 8514628 |
SYNTHESES
CITATION 1 | Dieckmann M; Kretschmer M; Li P; Rudolph S; Herkommer D; Menche D Total synthesis of rhizopodin. Angewandte Chemie International Edition 2012 51 (23) 5667-70. DOI: 10.1002/anie.201201946 PMID: 22532514 | ||
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CITATION 2 | Dalby SM; Goodwin-Tindall J; Paterson I Total synthesis of (-)-rhizopodin. Angewandte Chemie International Edition 2013 52 (25) 6517-21. DOI: 10.1002/anie.201301978 PMID: 23650089 |