SF 2315 B

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Category Antibiotics
Catalog number BBF-02446
CAS 114687-53-5
Molecular Weight 344.4
Molecular Formula C19H20O5

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Description

SF 2315 B is a quinone antibiotic produced by Excellospora viridilutea SF2315. It exhibits inhibitory effect against Avian myelobastosis virus reverse transcriptase with IC50 of 40 μg/mL. It has weak activity against gram-positive bacteria.

Specification

Synonyms Antibiotic SF 2315B; SF 2315B; SF2315B
IUPAC Name (1S,2S,3R,7S,10S,18S)-3,7,13,18-tetrahydroxy-5-methyl-19-oxapentacyclo[8.8.1.01,10.02,7.012,17]nonadeca-4,12(17),13,15-tetraen-11-one
Canonical SMILES CC1=CC(C2C(C1)(CCC34C2(O3)C(C5=C(C4=O)C(=CC=C5)O)O)O)O
InChI InChI=1S/C19H20O6/c1-9-7-12(21)14-17(24,8-9)5-6-18-16(23)13-10(3-2-4-11(13)20)15(22)19(14,18)25-18/h2-4,7,12,14-15,20-22,24H,5-6,8H2,1H3/t12-,14+,15+,17+,18-,19+/m1/s1
InChI Key NBYHQGUHGIZCKV-BAZRMLRRSA-N

Properties

Appearance Pale Yellow Crystal
Antibiotic Activity Spectrum viruses
Melting Point 185-186°C

Reference Reading

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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