Dotriacolide

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Category Enzyme inhibitors
Catalog number BBF-01172
CAS 80994-06-5
Molecular Weight 973.28
Molecular Formula C40H76O18S4

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Description

It is produced by the strain of Micromonosporaechinospora MG199-fF35. It has inhibitory effects on β-lactamase, DNA enzyme and Topoisomerase I.

Specification

Synonyms Oxacyclodotriacont-3-en-2-one,16,18,30-tris(sulfooxy)-32-(8-(sulfooxy)nonyl)-; (Z)-32-oxo-2-(8-(sulfooxy)nonyl)oxacyclodotriacont-30-ene-4,16,18-triyl tris(hydrogen sulfate)
IUPAC Name [2-oxo-18,30-disulfooxy-32-(8-sulfooxynonyl)-1-oxacyclodotriacont-3-en-16-yl] hydrogen sulfate
Canonical SMILES CC(CCCCCCCC1CC(CCCCCCCCCCCC(CC(CCCCCCCCCCCC=CC(=O)O1)OS(=O)(=O)O)OS(=O)(=O)O)OS(=O)(=O)O)OS(=O)(=O)O
InChI InChI=1S/C40H76O18S4/c1-35(55-59(42,43)44)27-21-15-14-19-22-28-36-33-37(56-60(45,46)47)29-23-16-11-7-5-8-12-18-25-31-39(58-62(51,52)53)34-38(57-61(48,49)50)30-24-17-10-6-3-2-4-9-13-20-26-32-40(41)54-36/h26,32,35-39H,2-25,27-31,33-34H2,1H3,(H,42,43,44)(H,45,46,47)(H,48,49,50)(H,51,52,53)
InChI Key YIIKXRWDWWBASM-UHFFFAOYSA-N

Properties

Appearance Powder
Melting Point 118 °C (dec.)
Density 1.30 g/cm3
Solubility Soluble in Water, Methanol

Reference Reading

1. Enhancement of mycinamicin production by dotriacolide in Micromonospora griseorubida
S Takenaka, K Yoshida, O Yamaguchi, K Shimizu, T Morohoshi, K Kinoshita FEMS Microbiol Lett. 1998 Oct 1;167(1):95-100. doi: 10.1111/j.1574-6968.1998.tb13213.x.
Production of macrolide antibiotic mycinamicin was greatly increased by addition of sulfate ion into the culture medium of Micromonospora griseorubida. An O-sulfate ester compound, also produced by the strain, was shown to be dotriacolide. In an M. griseorubida dotriacolide non-producing strain, the production level of mycinamicin remained low, but increased to the level of dotriacolide producing strain by the addition of dotriacolide. Dotriacolide enhanced mycinamicin production in M. griseorubida by the formation of micelles with mycinamicin. As a result, dotriacolide played a critical role in mycinamicin production in M. griseorubida.

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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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