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Compounds

COMPOUND NPA024608

STRUCTURE
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PROPERTIES
NPAID NPA024608
CLUSTER ID 7525
NODE ID 96
NAME Omphalotin
FORMULA C69H115N13O12
MOLECULAR WEIGHT (Da) 1318.7580
ACCURATE MASS (Da) 1317.8788
ORIGIN ORGANISM TYPE Fungus
ORIGIN GENUS Omphalotus
ORIGIN SPECIES olearius
InChIKey RPRXGEAIZUOLRT-SNXGSGAFSA-N
InChI InChI=1S/C69H115N13O12/c1-26-43(14)54-64(89)79(22)58(42(12)13)69(94)80(23)56(40(8)9)65(90)76(19)37-52(85)77(20)57(41(10)11)68(93)82(25)60(45(16)28-3)67(92)75(18)36-51(84)72-53(38(4)5)63(88)81(24)59(44(15)27-2)66(91)74(17)35-50(83)71-49(33-46-34-70-48-32-30-29-31-47(46)48)62(87)78(21)55(39(6)7)61(86)73-54/h29-32,34,38-45,49,53-60,70H,26-28,33,35-37H2,1-25H3,(H,71,83)(H,72,84)(H,73,86)/t43-,44-,45-,49-,53-,54-,55-,56-,57-,58-,59-,60-/m0/s1
SMILES CC[C@H](C)[C@H]1C(=O)N([C@H](C(=O)N([C@H](C(=O)N(CC(=O)N([C@H](C(=O)N([C@H](C(=O)N(CC(=O)N[C@H](C(=O)N([C@H](C(=O)N(CC(=O)N[C@H](C(=O)N([C@H](C(=O)N1)C(C)C)C)CC2=CNC3=CC=CC=C32)C)[C@@H](C)CC)C)C(C)C)C)[C@@H](C)CC)C)C(C)C)C)C)C(C)C)C)C(C)C)C
ORIGINAL ISOLATION REFERENCE
CITATION A. Mayer , H. Anke & O. Sterner Omphalotin, A New Cyclic Peptide with Potent Nematicidal Activity from Omphalotus Olearius I. Fermentation and Biological Activity Natural Product Letters 1997 10 (1) 25-32.
DOI 10.1080/10575639708043691 PMID -
ORIGINAL ISOLATION TAXONOMY
RANK NAME DB LINK NCBI
Domain Eukarya - 2759
Kingdom Fungi MycoBank 4751
Phylum Basidiomycota MycoBank 5204
Class Agaricomycetes MycoBank 155619
Order Agaricales MycoBank 5338
Family Omphalotaceae MycoBank 72117
Genus Omphalotus MycoBank 71962
SYNTHESES
CITATION 1 Thern B; Rudolph J; Jung G Total synthesis of the nematicidal cyclododecapeptide omphalotin A by using racemization-free triphosgene-mediated couplings in the solid phase. Angewandte Chemie International Edition 2002 41 (13) 2307-9. DOI: 10.1002/1521-3773(20020703)41:13<2307::AID-ANIE2307>3.0.CO;2-Y PMID: 12203574
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