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Compounds

COMPOUND NPA020686

STRUCTURE
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PROJECT MOLECULE TO GLOBAL VIEW See Global
EXTERNAL LINKS
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PROPERTIES
NPAID NPA020686
CLUSTER ID 26
NODE ID 25
NAME Trapoxin A
FORMULA C34H42N4O6
MOLECULAR WEIGHT (Da) 602.7320
ACCURATE MASS (Da) 602.3104
ORIGIN ORGANISM TYPE Fungus
ORIGIN GENUS Helicoma
ORIGIN SPECIES ambiens RF-1023
InChIKey GXVXXETYXSPSOA-UFEOFEBPSA-N
InChI InChI=1S/C34H42N4O6/c39-29(30-22-44-30)18-9-3-8-16-25-31(40)36-26(20-23-12-4-1-5-13-23)32(41)37-27(21-24-14-6-2-7-15-24)34(43)38-19-11-10-17-28(38)33(42)35-25/h1-2,4-7,12-15,25-28,30H,3,8-11,16-22H2,(H,35,42)(H,36,40)(H,37,41)/t25-,26-,27-,28+,30-/m0/s1
SMILES C1CCN2[C@H](C1)C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C2=O)CC3=CC=CC=C3)CC4=CC=CC=C4)CCCCCC(=O)[C@@H]5CO5
ORIGINAL ISOLATION REFERENCE
CITATION Itazaki H; Nagashima K; Sugita K; Yoshida H; Kawamura Y; Yasuda Y; Matsumoto K; Ishii K; Uotani N; Nakai H ISOLATION AND STRUCTURAL ELUCIDATION OF NEW CYCLOTETRAPEPTIDES, TRAPOXINS A AND B, HAVING DETRANSFORMATION ACTIVITIES AS ANTITUMOR AGENTS Journal of Antibiotics 1990 43 (12) 1524-1532.
DOI 10.7164/antibiotics.43.1524 PMID 2276972
ORIGINAL ISOLATION TAXONOMY
RANK NAME DB LINK NCBI
Domain Eukarya - 2759
Kingdom Fungi MycoBank 4751
Phylum Ascomycota MycoBank 4890
Class Dothideomycetes MycoBank 147541
Order Tubeufiales MycoBank 1572707
Family Tubeufiaceae MycoBank 43216
Genus Helicoma MycoBank 314148
SYNTHESES
CITATION 1 Servatius P; Kazmaier U Total Synthesis of Trapoxin A, a Fungal HDAC Inhibitor from Helicoma ambiens. Journal of Organic Chemistry 2018 83 (18) 11341-11349. DOI: 10.1021/acs.joc.8b01569 PMID: 30079728
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