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Compounds

COMPOUND NPA027370

STRUCTURE
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PROPERTIES
NPAID NPA027370
CLUSTER ID 867
NODE ID 141
NAME Puwainaphycin F
FORMULA C53H87N13O15
MOLECULAR WEIGHT (Da) 1146.3550
ACCURATE MASS (Da) 1145.6445
ORIGIN ORGANISM TYPE Bacterium
ORIGIN GENUS Cylindrospermopsis
ORIGIN SPECIES alatosporum C24/89
InChIKey OGEPEQGQPSWALS-BMIHFYDPSA-N
InChI InChI=1S/C53H87N13O15/c1-10-13-14-15-16-17-18-19-21-28(6)41-43(71)51(79)62-40(27(4)5)50(78)59-32(12-3)46(74)61-34(25-38(55)69)48(76)58-31(11-2)45(73)60-33(24-37(54)68)47(75)57-29(7)44(72)64-42(30(8)67)53(81)65(9)36(26-39(56)70)52(80)66-23-20-22-35(66)49(77)63-41/h11-12,27-30,33-36,40-43,67,71H,10,13-26H2,1-9H3,(H2,54,68)(H2,55,69)(H2,56,70)(H,57,75)(H,58,76)(H,59,78)(H,60,73)(H,61,74)(H,62,79)(H,63,77)(H,64,72)/b31-11+,32-12+/t28?,29-,30-,33-,34-,35-,36-,40-,41?,42+,43?/m0/s1
SMILES C/C=C1/NC(=O)[C@H](CC(N)=O)NC(=O)/C(=C\C)NC(=O)[C@H](C(C)C)NC(=O)C(O)C(C(C)CCCCCCCCCC)NC(=O)[C@@H]2CCCN2C(=O)[C@H](CC(N)=O)N(C)C(=O)[C@@H]([C@H](C)O)NC(=O)[C@H](C)NC(=O)[C@H](CC(N)=O)NC1=O
ORIGINAL ISOLATION REFERENCE
CITATION Hrouzek P; Kuzma M; Černý J; Novák P; Fišer R; Simek P; Lukešová A; Kopecký J The cyanobacterial cyclic lipopeptides puwainaphycins F/G are inducing necrosis via cell membrane permeabilization and subsequent unusual actin relocalization. Chemical Research in Toxicology 2012 25 (6) 1203-1211.
DOI 10.1021/tx300044t PMID 22551534
ORIGINAL ISOLATION TAXONOMY
RANK NAME DB LINK NCBI
Domain Bacteria LPSN 2
Phylum Cyanobacteria LPSN 1117
Class Cyanophyceae LPSN -
Order Nostocales LPSN 1161
Family Aphanizomenonaceae LPSN 1892259
Genus Cylindrospermopsis LPSN 77021
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