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Compounds

COMPOUND NPA021141

STRUCTURE
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PROPERTIES
NPAID NPA021141
CLUSTER ID 338
NODE ID 306
NAME Medermycin
FORMULA C24H27NO8
MOLECULAR WEIGHT (Da) 457.4790
ACCURATE MASS (Da) 457.1737
ORIGIN ORGANISM TYPE Bacterium
ORIGIN GENUS Streptomyces
ORIGIN SPECIES tanashiensis K73
InChIKey SBANXHQIOLPSFL-HNWASVEASA-N
InChI InChI=1S/C24H27NO8/c1-9-17-20(24-15(31-9)8-16(27)33-24)23(30)18-11(5-6-13(26)19(18)22(17)29)14-7-12(25(3)4)21(28)10(2)32-14/h5-6,9-10,12,14-15,21,24,26,28H,7-8H2,1-4H3/t9-,10-,12-,14-,15-,21-,24+/m1/s1
SMILES C[C@H]1O[C@@H]2CC(=O)O[C@@H]2C2=C1C(=O)C1=C(O)C=CC([C@H]3C[C@@H](N(C)C)[C@H](O)[C@@H](C)O3)=C1C2=O
ORIGINAL ISOLATION REFERENCE
CITATION Takano S; Hasuda K; Ito A; Koide Y; Ishii F A NEW ANTIBIOTIC, MEDERMYCIN Journal of Antibiotics 1976 29 (7) 765-768.
DOI 10.7164/antibiotics.29.765 PMID 956059
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 C[C@@H]1[C@H]([C@@H](CC(O1)C2=C(C=C3C(=C2)C(=O)C4=C(C3=O)[C@@H]5[C@@H](CC(=O)O5)O[C@@H]4C)O)N(C)C)O Takano S; Hasuda K; Ito A; Koide Y; Ishii F A NEW ANTIBIOTIC, MEDERMYCIN Journal of Antibiotics 1976 29 (7) 765-768. DOI: 10.7164/antibiotics.29.765 PMID: 956059
2 C[C@H]1O[C@@H]2CC(=O)O[C@@H]2C2=C1C(=O)C1=C(O)C=CC([C@H]3C[C@@H](N(C)C)[C@H](O)[C@@H](C)O3)=C1C2=O Léo, Pierre-Marc; Morin, Christophe; Philouze, Christian Structure revision of medermycin/lactoquinomycin a and of related C-8 glycosylated naphthoquinones. Organic Letters 2002 4 (16) 2711-4. DOI: 10.1021/ol026222e PMID: 12153216
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