Ericamycin

Ericamycin

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Category Antibiotics
Catalog number BBF-00867
CAS 11052-01-0
Molecular Weight 499.47
Molecular Formula C28H21NO8

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Description

Ericamycin is an antibiotic produced by Streptomyces varius SE-548. It has anti-gram-positive bacteria and mycobacterial activity, and can inhibit the growth of Ehrlich ascites cancer in mice and prolong survival time.

Specification

Synonyms Eriamycin
IUPAC Name (12S,13S)-3,12,19,26-tetrahydroxy-13-methoxy-7,20-dimethyl-6-azahexacyclo[12.12.0.02,11.04,9.016,25.018,23]hexacosa-1(26),2(11),3,7,9,14,16(25),18(23),19,21-decaene-5,17,24-trione
Canonical SMILES CC1=C(C2=C(C=C1)C(=O)C3=C(C2=O)C=C4C(C(C5=C(C4=C3O)C(=C6C(=C5)C=C(NC6=O)C)O)O)OC)O
InChI InChI=1S/C28H21NO8/c1-9-4-5-12-19(21(9)30)23(32)14-8-15-18(26(35)20(14)22(12)31)17-13(24(33)27(15)37-3)7-11-6-10(2)29-28(36)16(11)25(17)34/h4-8,24,27,30,33-35H,1-3H3,(H,29,36)/t24-,27-/m0/s1
InChI Key AYAYSZMHAWZBCX-IGKIAQTJSA-N

Properties

Appearance Dark Red Crystal
Antibiotic Activity Spectrum Gram-positive bacteria; mycobacteria
Boiling Point 897.1°C at 760 mmHg
Melting Point 260-265°C
Density 1.67 g/cm3

Reference Reading

1. Wide geographical and ecological distribution of nitrogen and carbon gains from fungi in pyroloids and monotropoids (Ericaceae) and in orchids
Katja Zimmer, Nicole A Hynson, Gerhard Gebauer, Edith B Allen, Michael F Allen, David J Read New Phytol. 2007;175(1):166-175. doi: 10.1111/j.1469-8137.2007.02065.x.
* Stable isotope abundance analyses recently revealed that some European green orchids and pyroloids (Ericaceae) are partially myco-heterotrophic, exploiting mycorrhizal fungi for organic carbon and nitrogen. Here we investigate related species to assess their nutritional mode across various forest and climate types in Germany and California. * C- and N-isotope signatures of five green pyroloids, three green orchids and several obligate myco-heterotrophic species (including the putatively fully myco-heterotrophic Pyrola aphylla) were analysed to quantify the green plants' nutrient gain from their fungal partners and to investigate the constancy of enrichment in (13)C and (15)N of fully myco-heterotrophic plants from diverse taxa and locations relative to neighbouring autotrophic plants. * All green pyroloid and one orchid species showed significant (15)N enrichment, confirming incorporation of fungi-derived N compounds while heterotrophic C gain was detected only under low irradiance in Orthilia secunda. Pyrola aphylla had an isotope signature equivalent to those of fully myco-heterotrophic plants. * It is demonstrated that primarily N gain from mycorrhizal fungi occurred in all taxonomic groups investigated across a wide range of geographical and ecological contexts. The (13)C and (15)N enrichment of obligate myco-heterotrophic plants relative to accompanying autotrophic plants turned out as a fairly constant parameter.

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