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Compounds

COMPOUND NPA004112

STRUCTURE
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PROPERTIES
NPAID NPA004112
CLUSTER ID 2179
NODE ID 1737
NAME Rakicidin C
FORMULA C26H42N4O6
MOLECULAR WEIGHT (Da) 506.6440
ACCURATE MASS (Da) 506.3104
ORIGIN ORGANISM TYPE Bacterium
ORIGIN GENUS Streptomyces
ORIGIN SPECIES sp. (strain GT 61042)
InChIKey QWJSJIQOPXXDQH-NNHSFRIOSA-N
InChI InChI=1S/C26H42N4O6/c1-15(2)12-16(3)13-17(4)24-19(6)25(34)28-18(5)8-11-23(33)30(7)14-22(32)29-20(26(35)36-24)9-10-21(27)31/h8,11,15-17,19-20,24H,5,9-10,12-14H2,1-4,6-7H3,(H2,27,31)(H,28,34)(H,29,32)/b11-8+/t16-,17-,19-,20-,24-/m1/s1
SMILES C=C1/C=C/C(=O)N(C)CC(=O)N[C@H](CCC(N)=O)C(=O)O[C@H]([C@H](C)C[C@H](C)CC(C)C)[C@@H](C)C(=O)N1
ORIGINAL ISOLATION REFERENCE
CITATION Yang, Zhantao; Yang, Guang; Ma, Meiyan; Li, Jiangnan; Liu, Jianwei; Wang, Jinghan; Jiang, Shende; Zhang, Quan; Chen, Yue Rakicidin C, A New Cyclic Depsipeptide from Streptomyces sp European Journal of Organic Chemistry 2000 2000 (19) 3353-3356.
DOI 10.1002/1099-0690(200010)2000:19<3353::aid-ejoc3353>3.0.co;2-e PMID -
ORIGINAL ISOLATION TAXONOMY
RANK NAME DB LINK NCBI
Domain Bacteria LPSN 2
Phylum Actinobacteria LPSN 201174
Class Actinobacteria LPSN -
Order Streptomycetales LPSN 85011
Family Streptomycetaceae LPSN 2062
Genus Streptomyces LPSN 1883
REVISIONS
VERSION SMILES CITATION
Original Isolation CC1C(OC(=O)C(NC(=O)CN(C(=O)/C=C/C(=C)NC1=O)C)CCC(=O)N)C(C)CC(C)CC(C)C Yang, Zhantao; Yang, Guang; Ma, Meiyan; Li, Jiangnan; Liu, Jianwei; Wang, Jinghan; Jiang, Shende; Zhang, Quan; Chen, Yue Rakicidin C, A New Cyclic Depsipeptide from Streptomyces sp European Journal of Organic Chemistry 2000 2000 (19) 3353-3356. DOI: 10.1002/1099-0690(200010)2000:19<3353::aid-ejoc3353>3.0.co;2-e
2 C=C1/C=C/C(=O)N(C)CC(=O)N[C@H](CCC(N)=O)C(=O)O[C@H]([C@H](C)C[C@H](C)CC(C)C)[C@@H](C)C(=O)N1 Han, Fangzhi; Liu, Guangju; Jin, Chaofan; Wang, Jinghan; Liu, Jianwei; Wang, Liang; Chen, Yue Total Synthesis and Determination of the Absolute Configuration of Rakicidin C. Organic Letters 2021 23 (18) 7069-7073. DOI: 10.1021/acs.orglett.1c02476 PMID: 34459614
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