Eurocidin E

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Category Antibiotics
Catalog number BBF-00882
CAS 130433-02-2
Molecular Weight 779.91
Molecular Formula C40H61NO14

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Description

Eurocidin E is a pentaene macrolide antibiotic produced by Streptoverticillium eurocidicum IFO 13491. It has anti-yeast, rice pear stalk, streptomyces, trichophyton and trichomonas activity.

Specification

IUPAC Name (17Z,21Z)-25-[(2R,3S,4S,5S,6R)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy-13-butan-2-yl-1,3,9,29-tetrahydroxy-7,11-dioxo-12,31-dioxabicyclo[25.3.1]hentriaconta-15,17,19,21,23-pentaene-28-carboxylic acid
Canonical SMILES CCC(C)C1CC=CC=CC=CC=CC=CC(CC2C(C(CC(O2)(CC(CCCC(=O)CC(CC(=O)O1)O)O)O)O)C(=O)O)OC3C(C(C(C(O3)C)O)N)O
InChI InChI=1S/C40H61NO14/c1-4-24(2)31-18-13-11-9-7-5-6-8-10-12-17-29(53-39-37(48)35(41)36(47)25(3)52-39)21-32-34(38(49)50)30(45)23-40(51,55-32)22-27(43)16-14-15-26(42)19-28(44)20-33(46)54-31/h5-13,17,24-25,27-32,34-37,39,43-45,47-48,51H,4,14-16,18-23,41H2,1-3H3,(H,49,50)/b6-5?,9-7-,10-8-,13-11?,17-12?/t24?,25-,27?,28?,29?,30?,31?,32?,34?,35+,36-,37+,39+,40?/m1/s1
InChI Key QHYNZYOPJOICJB-VNUXKHFZSA-N

Properties

Appearance Light Yellow Flake Crystal
Antibiotic Activity Spectrum fungi; yeast; parasites
Melting Point 138-139°C(dec.)

Reference Reading

1. Studies on inhibitors of rat mast cell degranulation produced by microorganisms. I. Screening of microorganisms, and isolation and physico-chemical properties of eurocidins C, D and E
K Nakagomi, M Takeuchi, H Tanaka, N Tomizuka, T Nakajima J Antibiot (Tokyo). 1990 May;43(5):462-9. doi: 10.7164/antibiotics.43.462.
Microorganisms producing anti-inflammatory substances were screened by the inhibitory effect on mast cell degranulation. Three new compounds related to pentaene macrolide eurocidins, eurocidins C, D and E, have been isolated from the culture broth of Streptoverticillium eurocidicum IFO 13491 as the inhibitors. Their molecular weights and molecular formulae were estimated as 781.89 and C39H59NO15 for eurocidin C, 795.92 and C40H61NO15 for eurocidin D, and 779.92 and C40H61NO14 for eurocidin E, respectively.
2. Studies on inhibitors of rat mast cell degranulation produced by microorganisms. II. Structure elucidation of eurocidins D and E
K Nakagomi, S Sakai, H Tanaka, N Tomizuka, Y Kawakami, T Nakajima J Antibiot (Tokyo). 1990 May;43(5):470-6. doi: 10.7164/antibiotics.43.470.
The planar structures of new eurocidin related compounds, eurocidins D and E, were elucidated from 1H-1H shift correlated 2D NMR spectra and other NMR data. All protons in the molecules were assigned. Eurocidins D and E have novel pentaenic structures of eurocidin family.

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