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Compounds

COMPOUND NPA001143

STRUCTURE
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PROPERTIES
NPAID NPA001143
CLUSTER ID 26
NODE ID 25
NAME Lyngbyastatin 7
FORMULA C48H66N8O12
MOLECULAR WEIGHT (Da) 947.1000
ACCURATE MASS (Da) 946.4800
ORIGIN ORGANISM TYPE Bacterium
ORIGIN GENUS Lyngbya
ORIGIN SPECIES sp.
InChIKey DZIGKKCSWPSVIO-SWEGFNRNSA-N
InChI InChI=1S/C48H66N8O12/c1-7-9-11-16-38(59)50-33(21-23-37(49)58)43(62)54-41-28(5)68-48(67)40(27(3)4)53-44(63)35(25-30-17-19-31(57)20-18-30)55(6)47(66)36(26-29-14-12-10-13-15-29)56-39(60)24-22-34(46(56)65)52-42(61)32(8-2)51-45(41)64/h8,10,12-15,17-20,27-28,33-36,39-41,57,60H,7,9,11,16,21-26H2,1-6H3,(H2,49,58)(H,50,59)(H,51,64)(H,52,61)(H,53,63)(H,54,62)/b32-8-/t28-,33+,34+,35+,36+,39-,40+,41+/m1/s1
SMILES CCCCCC(=O)N[C@@H](CCC(=O)N)C(=O)N[C@H]1[C@H](OC(=O)[C@@H](NC(=O)[C@@H](N(C(=O)[C@@H](N2[C@@H](CC[C@@H](C2=O)NC(=O)/C(=C/C)/NC1=O)O)CC3=CC=CC=C3)C)CC4=CC=C(C=C4)O)C(C)C)C
ORIGINAL ISOLATION REFERENCE
CITATION Taori, Kanchan; Matthew, Susan; Rocca, James R.; Paul, Valerie J.; Luesch, Hendrik Lyngbyastatins 5-7, potent elastase inhibitors from Floridian marine cyanobacteria, Lyngbya spp Journal of Natural Products 2007 70 (10) 1593-1600.
DOI 10.1021/np0702436 PMID 17910513
ORIGINAL ISOLATION TAXONOMY
RANK NAME DB LINK NCBI
Domain Bacteria LPSN 2
Phylum Cyanobacteria LPSN 1117
Class Cyanophyceae LPSN -
Order Oscillatoriales LPSN 1150
Family Oscillatoriaceae LPSN 1892254
Genus Lyngbya LPSN 28073
SYNTHESES
CITATION 1 Luo D; Chen QY; Luesch H Total Synthesis of the Potent Marine-Derived Elastase Inhibitor Lyngbyastatin 7 and in Vitro Biological Evaluation in Model Systems for Pulmonary Diseases. Journal of Organic Chemistry 2016 81 (2) 532-544. DOI: 10.1021/acs.joc.5b02386 PMID: 26709602
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