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SF 2315 A

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Category Antibiotics
Catalog number BBF-02445
CAS 114687-52-4
Molecular Weight 324.3
Molecular Formula C19H16O5

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Product Description

SF 2315 A is a quinone antibiotic produced by Excellospora viridilutea SF2315. It exhibits inhibitory effect against Avian myelobastosis virus reverse transcriptase with IC50 of 100 μg/mL. It has weak activity against gram-positive bacteria.

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Synonyms Antibiotic SF 2315A; SF 2315A; SF2315A; cis-(+)-4a,5,6,12b-Tetrahydro-4a,8-dihydroxy-3-methylbenz(a)anthracene-1,7,12(4H)-trione
IUPAC Name (4aS,12bR)-4a,8-dihydroxy-3-methyl-4,5,6,12b-tetrahydrobenzo[a]anthracene-1,7,12-trione
Canonical SMILES CC1=CC(=O)C2C3=C(CCC2(C1)O)C(=O)C4=C(C3=O)C=CC=C4O
InChI InChI=1S/C19H16O5/c1-9-7-13(21)16-15-11(5-6-19(16,24)8-9)17(22)14-10(18(15)23)3-2-4-12(14)20/h2-4,7,16,20,24H,5-6,8H2,1H3/t16-,19+/m1/s1
InChI Key URTQKYFPDHWPGU-APWZRJJASA-N
Appearance Orange Crystal
Antibiotic Activity Spectrum viruses
Melting Point 175-177°C
1. New antibiotics SF2315A and B produced by an Excellospora sp. II. The structural elucidation
T Sasaki, S Gomi, M Sezaki, Y Takeuchi, Y Kodama, K Kawamura J Antibiot (Tokyo). 1988 Jul;41(7):843-8. doi: 10.7164/antibiotics.41.843.
The structures of antibiotics SF2315A and B were determined to be [4aR-(4a beta,12b beta)] or [4aS-(4a alpha,12b alpha)]-4a,5,6,12b-tetrahydro-4a,8-dihydroxy-3- methylbenz[a]anthracen-1,7,12(4H)-trione and [1S-(1 beta,4a beta,6a beta,12 beta,12a beta,12b beta)] or [1 R-(1 alpha,4a alpha,6a alpha,12 alpha,12a alpha,12b alpha)]- 1,4,4a,5,6,6a,12a,12b-octahydro-1,4a,8,12-tetrahydroxy-3-methyl-6a ,12a- epoxybenz[a]anthracen-7(12H)-one, respectively from their spectroscopic analyses and single crystal X-ray diffraction analyses.
2. New antibiotics SF2315A and B produced by an Excellospora sp. I. Taxonomy of the strain, isolation and characterization of antibiotics
T Sasaki, J Yoshida, M Itoh, S Gomi, T Shomura, M Sezaki J Antibiot (Tokyo). 1988 Jul;41(7):835-42. doi: 10.7164/antibiotics.41.835.
Two new antibiotics SF2315A and B have been isolated from culture filtrate of an actinomycete strain, Excellospora viridilutea SF2315. They are weakly active against Gram-positive bacteria and inhibited reverse transcriptase of avian myeloblastosis virus. Empirical molecular formula of antibiotics SF2315A and B were determined to be C19H16O5 and C19H20O6, respectively.

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