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Compounds

COMPOUND NPA021539

STRUCTURE
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PROPERTIES
NPAID NPA021539
CLUSTER ID 6685
NODE ID 4635
NAME Ogipeptin A
FORMULA C42H78N14O11
MOLECULAR WEIGHT (Da) 955.1730
ACCURATE MASS (Da) 954.5974
ORIGIN ORGANISM TYPE Bacterium
ORIGIN GENUS Pseudoalteromonas
ORIGIN SPECIES sp. SANK 71903
InChIKey VMDXXLVULZDQNB-IPYAEXJNSA-N
InChI InChI=1S/C42H78N14O11/c1-5-7-8-9-10-11-12-15-31(60)54-34-30(59)22-49-39(65)32(28(57)20-44)56-41(67)33(29(58)21-45)55-37(63)25(14-13-18-48-42(46)47)51-38(64)27(19-23(3)4)53-36(62)26(16-17-43)52-35(61)24(6-2)50-40(34)66/h6,23,25-30,32-34,57-59H,5,7-22,43-45H2,1-4H3,(H,49,65)(H,50,66)(H,51,64)(H,52,61)(H,53,62)(H,54,60)(H,55,63)(H,56,67)(H4,46,47,48)/b24-6-/t25-,26-,27-,28+,29-,30-,32-,33-,34-/m1/s1
SMILES C/C=C1\NC(=O)[C@H](NC(=O)CCCCCCCCC)[C@H](O)CNC(=O)[C@@H]([C@@H](O)CN)NC(=O)[C@@H]([C@H](O)CN)NC(=O)[C@@H](CCCN=C(N)N)NC(=O)[C@@H](CC(C)C)NC(=O)[C@@H](CCN)NC1=O
ORIGINAL ISOLATION REFERENCE
CITATION Hirota-Takahata, Yuki; Kozuma, Shiho; Kuraya, Nahoki; Fukuda, Daisuke; Nakajima, Mutsuo; Takatsu, Toshio; Ando, Osamu Ogipeptins, novel inhibitors of LPS: Physicochemical properties and structural elucidation Journal of Antibiotics 2017 70 (1) 84-89.
DOI 10.1038/ja.2016.61 PMID 27328866
ORIGINAL ISOLATION TAXONOMY
RANK NAME DB LINK NCBI
Domain Bacteria LPSN 2
Phylum Proteobacteria LPSN 1224
Class Gammaproteobacteria LPSN 1236
Order Alteromonadales LPSN 135622
Family Pseudoalteromonadaceae LPSN 267888
Genus Pseudoalteromonas LPSN 53246
REVISIONS
VERSION SMILES CITATION
Original Isolation CCCCCCCCCC(=O)N[C@H]1[C@@H](CNC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)C(=CC)NC1=O)CCN)CC(C)C)CCCN=C(N)N)[C@@H](CN)O)[C@H](CN)O)O Hirota-Takahata, Yuki; Kozuma, Shiho; Kuraya, Nahoki; Fukuda, Daisuke; Nakajima, Mutsuo; Takatsu, Toshio; Ando, Osamu Ogipeptins, novel inhibitors of LPS: Physicochemical properties and structural elucidation Journal of Antibiotics 2017 70 (1) 84-89. DOI: 10.1038/ja.2016.61 PMID: 27328866
2 C/C=C1\NC(=O)[C@H](NC(=O)CCCCCCCCC)[C@H](O)CNC(=O)[C@@H]([C@@H](O)CN)NC(=O)[C@@H]([C@H](O)CN)NC(=O)[C@@H](CCCN=C(N)N)NC(=O)[C@@H](CC(C)C)NC(=O)[C@@H](CCN)NC1=O Takiguchi, Shingo; Hirota-Takahata, Yuki; Nishi, Takahide Total Synthesis and Structural Elucidation of Ogipeptins. Organic Letters 2022 24 (27) 4935-4938. DOI: 10.1021/acs.orglett.2c01863 PMID: 35796660
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