OM-173αA

OM-173αA

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OM-173αA
Category Antibiotics
Catalog number BBF-03527
CAS 58286-56-9
Molecular Weight 316.31
Molecular Formula C17H16O6
Purity ≥95%

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Description

OM-173αA is a quinone bacterial metabolite originally isolated from Streptomyces hebeiensis, displaying antimicrobial activity. It selectively inhibits Dnmt3b and induces antiproliferative effects in different tumor cell lines. It is effective against Gram-positive bacteria, mycobacterium, yeast and fungus.

Specification

Synonyms OM-173alphaA; Nanaomycin αA; Nanaomycin A methyl ester; Nanaomycin alphaA; Antibiotic OM 173αA; (1S-trans)-3,4,5,10-Tetrahydro-9-hydroxy-1-methyl-5,10-dioxo-1H-naphtho[2,3-c]pyran-3-acetic Acid Methyl Ester
Storage Store at -20°C
IUPAC Name methyl 2-[(1S,3R)-9-hydroxy-1-methyl-5,10-dioxo-3,4-dihydro-1H-benzo[g]isochromen-3-yl]acetate
Canonical SMILES CC1C2=C(CC(O1)CC(=O)OC)C(=O)C3=C(C2=O)C(=CC=C3)O
InChI InChI=1S/C17H16O6/c1-8-14-11(6-9(23-8)7-13(19)22-2)16(20)10-4-3-5-12(18)15(10)17(14)21/h3-5,8-9,18H,6-7H2,1-2H3/t8-,9+/m0/s1
InChI Key FMEUWIKCSICJBO-DTWKUNHWSA-N

Properties

Appearance Yellow Powder
Antibiotic Activity Spectrum Gram-positive bacteria; Fungi; Mycobacteria; Yeast
Boiling Point 518.8±50.0°C at 760 mmHg
Melting Point 100-101°C
Density 1.4±0.1 g/cm3
Solubility Soluble in Chloroform, DMSO, Ethanol, Methanol

Reference Reading

1.Four New Nanaomycins Produced by Streptomyces hebeiensis Derived from Lichen
Chem Biodivers . 2017 Jul;14(7). doi: 10.1002/cbdv.201700057. Epub 2017 Jun 9.
Four new nanaomycins (1 - 4), together with two known compounds, nanaomycin αA (5) and nanaomycin βA (6) were isolated from a fermentation broth of Streptomyces hebeiensis derived from lichen. The structures of the new nanaomycins 1 - 4 were established using comprehensive NMR spectroscopic data analysis as well as UV, IR, and MS data. The antimicrobial activities of 1 - 6 were evaluated against Gram-positive bacteria and fungus. Compounds 5 and 6 showed antimicrobial activities against the test microorganisms, while 1 - 4 were inactive at 100 μg/ml.

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