SS-228Y

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SS-228Y
Category Antibiotics
Catalog number BBF-02685
CAS 56257-16-0
Molecular Weight 338.31
Molecular Formula C19H14O6
Purity 95%

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Description

SS-228Y is an antibiotic produced by Chainia Sp. It is active against gram-positive bacteria and Ehrlich's ascites carcinoma.

Specification

Synonyms Antibiotic SS-228 Y; SS-228 Y
IUPAC Name 4a,8,12b-trihydroxy-4-methyl-1H-benzo[a]anthracene-2,7,12-trione
Canonical SMILES CC1=CC(=O)CC2(C1(C=CC3=C2C(=O)C4=C(C3=O)C(=CC=C4)O)O)O
InChI InChI=1S/C19H14O6/c1-9-7-10(20)8-19(25)15-12(5-6-18(9,19)24)16(22)14-11(17(15)23)3-2-4-13(14)21/h2-7,21,24-25H,8H2,1H3
InChI Key SFKKPGUZOCFOBH-UHFFFAOYSA-N

Properties

Appearance Yellow-brown Powder
Antibiotic Activity Spectrum Gram-positive bacteria; neoplastics (Tumor)
Melting Point 256-266°C (dec.)

Reference Reading

1. Biosynthesis of vineomycins A1 and B2
N Imamura, K Kakinuma, N Ikekawa, H Tanaka, S Omura J Antibiot (Tokyo). 1982 May;35(5):602-8. doi: 10.7164/antibiotics.35.602.
Biosynthetic studies of the antibacterial and antitumor antibiotics vineomycins A1 (1) and B2 (2), produced by Streptomyces matensis subsp. vineus, were carried out by labeling experiments with [1-13C]- and [1,2-18C2]sodium acetate followed by 18C NMR spectroscopy. The results show that the benz[a]anthraquinone chromophore of 1 is derived from a decacetate metabolite with decarboxylation at the carboxyl end and that 2 is formed via C-C bond cleavage of 1. Isolation of rabelomycin from the fermentation broth of the same strain suggests a close biosynthetic relationship among the simple benz[a]anthraquinone antibiotics such as rabelomycin, tetrangomycin, aquayamycin, a C-glycosylated benz[a]anthraquinone, and vineomycins. These biosynthetic data prompted us to reconsider the previously published structure of the antibiotic SS-228Y, which has not been revised.

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* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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