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16-Deethylindanomycin

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16-Deethylindanomycin
Category Antibiotics
Catalog number BBF-01698
CAS 106803-22-9
Molecular Weight 465.62
Molecular Formula C29H39NO4
Purity ≥95%

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Semi pilot, pilot and industrial plant 4 Manufacturing sites 7 Production lines at pilot scale 100+ Reactors of 30-4000 L; 170+ reactors of 20 KL-30 KL; 24+ reactors of >100 KL 2 Hydrogenation reactors (200 L, 4Mpa and 1000L, 4Mpa)

Product Description

16-Deethylindanomycin is an antibiotic of the indanomycin group produced by Streptomyces setonii. It has anti-gram-positive bacteria and coccidia activity.

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Related CAS 117615-33-5
Synonyms Omomycin; 2H-Pyran-2-acetic acid, tetrahydro-alpha,5-dimethyl-6-(1-ethyl-4-(2,3,3a,4,5,7a-hexahydro-4-(1H-pyrrol-2-ylcarbonyl)-1H-inden-5-yl)-1,3-butadienyl)-, (3aR-(3a-alpha,4-alpha,5-alpha(1E(2R*(R*),5S*,6R*),3E),7a-beta))-
IUPAC Name (2R)-2-[(2R,5S,6R)-6-[(3E,5E)-6-[(3aR,4S,5R,7aS)-4-(1H-pyrrole-2-carbonyl)-2,3,3a,4,5,7a-hexahydro-1H-inden-5-yl]hexa-3,5-dien-3-yl]-5-methyloxan-2-yl]propanoic acid
Canonical SMILES CCC(=CC=CC1C=CC2CCCC2C1C(=O)C3=CC=CN3)C4C(CCC(O4)C(C)C(=O)O)C
InChI InChI=1S/C29H39NO4/c1-4-20(28-18(2)13-16-25(34-28)19(3)29(32)33)8-5-10-22-15-14-21-9-6-11-23(21)26(22)27(31)24-12-7-17-30-24/h5,7-8,10,12,14-15,17-19,21-23,25-26,28,30H,4,6,9,11,13,16H2,1-3H3,(H,32,33)/b10-5+,20-8+/t18-,19+,21-,22-,23+,25+,26+,28+/m0/s1
InChI Key HSZFOQSMGNAIJM-IWHHVUORSA-N
Appearance Light Yellow Powder
Antibiotic Activity Spectrum Gram-positive bacteria; parasites
Boiling Point 641.4°C at 760 mmHg
Density 1.149 g/cm3
Solubility Soluble in Methanol, Toluene
1. Indanomycin-related antibiotics from marine Streptomyces antibioticus PTZ0016
Xiao-Yuan Lian, Zhizhen Zhang Nat Prod Res . 2013;27(23):2161-7. doi: 10.1080/14786419.2013.793688.
Four indanomycin-related antibiotics 2-5 were isolated from the cultured broth of marine Streptomyces antibioticus strain PTZ0016. Their structures were characterised as 16-deethylindanomycin (2), iso-16-deethylindanomycin (3), 16-deethylindanomycin methyl ester (4) and iso-16-deethylindanomycin methyl ester (5) on the basis of NMR, HR-ESI-MS and CD evidences. Compounds 3-5 are new additions to the class of indanomycin antibiotics. All isolated compounds showed in vitro activity against Staphylococcus aureus with minimal inhibitory concentration at 4.0-8.0 μg/ml.
2. 16-Deethylindanomycin (A83094A), a novel pyrrole-ether antibiotic produced by a strain of Streptomyces setonii. Taxonomy, fermentation, isolation and characterization
J W Paschal, S H Larsen, J L Occolowitz, F P Mertz, L D Boeck J Antibiot (Tokyo) . 1988 Sep;41(9):1170-7. doi: 10.7164/antibiotics.41.1170.
16-Deethylindanomycin (A83094A) is a novel pyrrole-ether antibiotic produced by a strain of Streptomyces setonii. The antibiotic, which is structurally similar to indanomycin (X-14547A), is active in vitro against Gram-positive bacteria as well as coccidia.

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