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Compounds

COMPOUND NPA016571

STRUCTURE
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PROPERTIES
NPAID NPA016571
CLUSTER ID 5648
NODE ID 4000
NAME (+)-azonazine
FORMULA C23H21N3O4
MOLECULAR WEIGHT (Da) 403.4380
ACCURATE MASS (Da) 403.1532
ORIGIN ORGANISM TYPE Fungus
ORIGIN GENUS Aspergillus
ORIGIN SPECIES insulicola
InChIKey IEKSZPYWHAWVMB-UKTRLQBQSA-N
InChI InChI=1S/C23H21N3O4/c1-12(27)26-17-6-4-3-5-14(17)23-11-16-21(29)25(2)18(20(28)24-16)10-13-7-8-19(15(23)9-13)30-22(23)26/h3-9,16,18,22H,10-11H2,1-2H3,(H,24,28)/t16-,18+,22-,23+/m1/s1
SMILES CC(=O)N1C2=CC=CC=C2[C@@]23C[C@H]4NC(=O)[C@H](CC5=CC2=C(C=C5)O[C@@H]13)N(C)C4=O
ORIGINAL ISOLATION REFERENCE
CITATION Wu, Quan-Xiang; Crews, Mitchell S; Draskovic, Marija; Sohn, Johann; Johnson, Tyler A; Tenney, Karen; Valeriote, Frederick A; Yao, Xiao-Jun; Bjeldanes, Leonard F; Crews, Phillip Azonazine, a novel dipeptide from a Hawaiian marine sediment-derived fungus, Aspergillus insulicola Organic Letters 2010 12 (20) 4458-4461.
DOI 10.1021/ol101396n PMID 20866076
ORIGINAL ISOLATION TAXONOMY
RANK NAME DB LINK NCBI
Domain Eukarya - 2759
Kingdom Fungi MycoBank 4751
Phylum Ascomycota MycoBank 4890
Class Eurotiomycetes MycoBank 147545
Order Eurotiales MycoBank 5042
Family Aspergillaceae MycoBank 1131492
Genus Aspergillus MycoBank 5052
REVISIONS
VERSION SMILES CITATION
Original Isolation CC(=O)N1[C@@H]2[C@]3(C[C@@H]4C(=O)N([C@H](CC5=CC3=C(O2)C=C5)C(=O)N4)C)C6=CC=CC=C61 Wu, Quan-Xiang; Crews, Mitchell S; Draskovic, Marija; Sohn, Johann; Johnson, Tyler A; Tenney, Karen; Valeriote, Frederick A; Yao, Xiao-Jun; Bjeldanes, Leonard F; Crews, Phillip Azonazine, a novel dipeptide from a Hawaiian marine sediment-derived fungus, Aspergillus insulicola Organic Letters 2010 12 (20) 4458-4461. DOI: 10.1021/ol101396n PMID: 20866076
2 CC(=O)N1C2=CC=CC=C2[C@@]23C[C@H]4NC(=O)[C@H](CC5=CC2=C(C=C5)O[C@@H]13)N(C)C4=O Zhao, Ji-Chen; Yu, Shun-Ming; Liu, Yun; Yao, Zhu-Jun Biomimetic synthesis of ent-(-)-azonazine and stereochemical reassignment of natural product. Organic Letters 2013 15 (17) 4300-3. DOI: 10.1021/ol4015706 PMID: 23931155
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