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Compounds

COMPOUND NPA033470

STRUCTURE
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EXTERNAL LINKS
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PROPERTIES
NPAID NPA033470
CLUSTER ID 9629
NODE ID 141
NAME Kahalalide F
FORMULA C75H124N14O16
MOLECULAR WEIGHT (Da) 1477.8990
ACCURATE MASS (Da) 1476.9320
ORIGIN ORGANISM TYPE Bacterium
ORIGIN GENUS Candidatus-Endobryopsis
ORIGIN SPECIES kahalalidefaciens
InChIKey RCGXNDQKCXNWLO-QSWJLQISSA-N
InChI InChI=1S/C75H124N14O16/c1-20-44(16)59(71(100)88-62-47(19)105-75(104)58(43(14)15)84-63(92)49(22-3)77-65(94)51(37-48-30-24-23-25-31-48)79-67(96)55(40(8)9)81-70(99)60(45(17)21-2)86-73(62)102)85-64(93)50(32-27-35-76)78-66(95)52-33-28-36-89(52)74(103)57(42(12)13)83-69(98)56(41(10)11)82-72(101)61(46(18)90)87-68(97)54(39(6)7)80-53(91)34-26-29-38(4)5/h22-25,30-31,38-47,50-52,54-62,90H,20-21,26-29,32-37,76H2,1-19H3,(H,77,94)(H,78,95)(H,79,96)(H,80,91)(H,81,99)(H,82,101)(H,83,98)(H,84,92)(H,85,93)(H,86,102)(H,87,97)(H,88,100)/b49-22-/t44-,45-,46+,47+,50+,51+,52-,54-,55-,56+,57-,58+,59-,60-,61+,62-/m1/s1
SMILES C/C=C1\NC(=O)[C@H](CC2=CC=CC=C2)NC(=O)[C@@H](C(C)C)NC(=O)[C@@H]([C@H](C)CC)NC(=O)[C@H](NC(=O)[C@H](NC(=O)[C@H](CCCN)NC(=O)[C@H]2CCCN2C(=O)[C@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](NC(=O)CCCC(C)C)C(C)C)[C@H](C)O)C(C)C)C(C)C)[C@H](C)CC)[C@H](C)OC(=O)[C@H](C(C)C)NC1=O
ORIGINAL ISOLATION REFERENCE
CITATION Zan, Jindong; Li, Zhiyuan; Diarey Tianero; Davis, Jeanette; Hill, Russell T.; Donia, Mohamed S. A microbial factory for defensive kahalalides in a tripartite marine symbiosis Science 2019 364 (6445) None.
DOI 10.1126/science.aaw6732 PMID 31196985
ORIGINAL ISOLATION TAXONOMY
RANK NAME DB LINK NCBI
Domain Bacteria LPSN 2
Phylum Bacteroidetes LPSN 976
Class Flavobacteriia LPSN 117743
Order Flavobacteriales LPSN 200644
Family Flavobacteriaceae LPSN 49546
Genus Candidatus-Endobryopsis LPSN -
REVISIONS
VERSION SMILES CITATION
Original Isolation C/C=C1\NC(=O)[C@H](CC2=CC=CC=C2)NC(=O)[C@@H](C(C)C)NC(=O)[C@@H]([C@@H](C)CC)NC(=O)[C@H](NC(=O)[C@H](NC(=O)[C@H](CCCN)NC(=O)[C@H]2CCCN2C(=O)[C@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](NC(=O)CCCC(C)C)C(C)C)[C@@H](C)O)C(C)C)C(C)C)[C@@H](C)CC)[C@@H](C)OC(=O)[C@H](C(C)C)NC1=O Zan, Jindong; Li, Zhiyuan; Diarey Tianero; Davis, Jeanette; Hill, Russell T.; Donia, Mohamed S. A microbial factory for defensive kahalalides in a tripartite marine symbiosis Science 2019 364 (6445) None. DOI: 10.1126/science.aaw6732 PMID: 31196985
2 C/C=C1\NC(=O)[C@H](CC2=CC=CC=C2)NC(=O)[C@@H](C(C)C)NC(=O)[C@@H]([C@H](C)CC)NC(=O)[C@H](NC(=O)[C@H](NC(=O)[C@H](CCCN)NC(=O)[C@H]2CCCN2C(=O)[C@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](NC(=O)CCCC(C)C)C(C)C)[C@H](C)O)C(C)C)C(C)C)[C@H](C)CC)[C@H](C)OC(=O)[C@H](C(C)C)NC1=O López-Macià, A; Jiménez, J C; Royo, M; Giralt, E; Albericio, F Synthesis and structure determination of kahalalide F (1,2). Journal of the American Chemical Society 2001 123 (46) 11398-401. DOI: 10.1021/ja0116728 PMID: 11707116
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