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Compounds

COMPOUND NPA010436

STRUCTURE
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PROPERTIES
NPAID NPA010436
CLUSTER ID 26
NODE ID 25
NAME Protubonine A
FORMULA C19H23N3O4
MOLECULAR WEIGHT (Da) 357.4100
ACCURATE MASS (Da) 357.1689
ORIGIN ORGANISM TYPE Fungus
ORIGIN GENUS Aspergillus
ORIGIN SPECIES sp. SF-5044
InChIKey IQSAULADRNRYOT-KNEBKQPDSA-N
InChI InChI=1S/C19H23N3O4/c1-10(2)8-13-17(25)22-15(16(24)20-13)9-19(26)12-6-4-5-7-14(12)21(11(3)23)18(19)22/h4-7,10,13,15,18,26H,8-9H2,1-3H3,(H,20,24)/t13-,15-,18-,19+/m0/s1
SMILES CC(=O)N1C2=CC=CC=C2[C@]2(O)C[C@H]3C(=O)N[C@@H](CC(C)C)C(=O)N3[C@H]12
ORIGINAL ISOLATION REFERENCE
CITATION Lee, Sang Un; Asami, Yukihiro; Lee, Dongho; Jang, Jae-Hyuk; Ahn, Jong Seog; Oh, Hyuncheol Protuboxepins A and B and protubonines A and B from the marine-derived fungus Aspergillus sp. SF-5044 Journal of Natural Products 2011 74 (5) 1284-1287.
DOI 10.1021/np100880b PMID 21366228
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(C)C[C@H]1C(=O)N2[C@H](C[C@@]3([C@H]2N(C4=CC=CC=C43)C(=O)C)O)C(=O)N1 Lee, Sang Un; Asami, Yukihiro; Lee, Dongho; Jang, Jae-Hyuk; Ahn, Jong Seog; Oh, Hyuncheol Protuboxepins A and B and protubonines A and B from the marine-derived fungus Aspergillus sp. SF-5044 Journal of Natural Products 2011 74 (5) 1284-1287. DOI: 10.1021/np100880b PMID: 21366228
2 CC(=O)N1C2=CC=CC=C2[C@]2(O)C[C@H]3C(=O)N[C@@H](CC(C)C)C(=O)N3[C@H]12 Lorenzo, Paula; Álvarez, Rosana; de Lera, Ángel R. Total Synthesis and Structural Revision of (–)‐Protubonine A and (–)‐Protubonine B. European Journal of Organic Chemistry 2014 2014 (12) 2557-2564. DOI: 10.1002/ejoc.201400029
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