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Compounds

COMPOUND NPA021906

STRUCTURE
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PROPERTIES
NPAID NPA021906
CLUSTER ID 6776
NODE ID 4690
NAME Wewakazole B
FORMULA C58H70N12O12
MOLECULAR WEIGHT (Da) 1127.2700
ACCURATE MASS (Da) 1126.5236
ORIGIN ORGANISM TYPE Bacterium
ORIGIN GENUS Moorea
ORIGIN SPECIES producens
InChIKey QDAUOBXWEKQKBF-DOWNRXLQSA-N
InChI InChI=1S/C58H70N12O12/c1-7-31(2)45-55-64-40(30-80-55)48(72)61-33(4)56(77)70-26-16-23-43(70)58(79)69-25-14-21-41(69)49(73)59-29-44(71)62-38(27-36-17-10-8-11-18-36)54-67-46(35(6)82-54)51(75)60-32(3)53-66-47(34(5)81-53)52(76)63-39(28-37-19-12-9-13-20-37)57(78)68-24-15-22-42(68)50(74)65-45/h8-13,17-20,30-33,38-39,41-43,45H,7,14-16,21-29H2,1-6H3,(H,59,73)(H,60,75)(H,61,72)(H,62,71)(H,63,76)(H,65,74)/t31-,32-,33-,38-,39-,41-,42-,43-,45-/m0/s1
SMILES CC[C@H](C)[C@H]1C2=NC(=CO2)C(=O)N[C@H](C(=O)N3CCC[C@H]3C(=O)N4CCC[C@H]4C(=O)NCC(=O)N[C@H](C5=NC(=C(O5)C)C(=O)N[C@H](C6=NC(=C(O6)C)C(=O)N[C@H](C(=O)N7CCC[C@H]7C(=O)N1)CC8=CC=CC=C8)C)CC9=CC=CC=C9)C
ORIGINAL ISOLATION REFERENCE
CITATION Lopez, Julius Adam V.; Al-Lihaibi, Sultan S.; Alarif, Walied M.; Abdel-Lateff, Ahmed; Nogata, Yasuyuki; Washio, Kenji; Morikawa, Masaaki; Okino, Tatsufumi Wewakazole B, a Cytotoxic Cyanobactin from the Cyanobacterium Moorea producens Collected in the Red Sea Journal of Natural Products 2016 79 (4) 1213-1218.
DOI 10.1021/acs.jnatprod.6b00051 PMID 26980238
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 Moorea LPSN 1155738
SYNTHESES
CITATION 1 Long B; Zhang J; Tang X; Wu Z Total synthesis of wewakazole B. Organic & Biomolecular Chemistry 2016 14 (41) 9712-9715. DOI: 10.1039/c6ob01783e PMID: 27714329
CITATION 2 Inman M; Dexter HL; Moody CJ Total Synthesis of the Cyclic Dodecapeptides Wewakazole and Wewakazole B. Organic Letters 2017 19 (13) 3454-3457. DOI: 10.1021/acs.orglett.7b01393 PMID: 28617610
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