Glomosporin

Glomosporin

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Category Antibiotics
Catalog number BBF-01259
CAS 288631-37-8
Molecular Weight 974.06
Molecular Formula C42H71N9O17

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Description

It is produced by the strain of Glomospora sp. BAUA 2825. It is a cyclic ester peptide antifungal antibiotic, and it has moderate anti-aspergillus flavus (including aspergillus Niger and Aspergillus Niger), yeast activity (MIC is 16 μg/mL).

Specification

Synonyms [(3R,18R)-9,12-bis(2-amino-2-oxoethyl)-3-[(1R)-1-hydroxyethyl]-6,21-bis(hydroxymethyl)-25-(2-hydroxytetradecan-2-yl)-18-methyl-2,5,8,11,14,17,20,23-octaoxo-1-oxa-4,7,10,13,16,19,22-heptaazacyclopentacosan-15-yl]acetic acid
IUPAC Name 2-[(3R,18R)-9,12-bis(2-amino-2-oxoethyl)-3-[(1R)-1-hydroxyethyl]-6,21-bis(hydroxymethyl)-25-(2-hydroxytetradecan-2-yl)-18-methyl-2,5,8,11,14,17,20,23-octaoxo-1-oxa-4,7,10,13,16,19,22-heptazacyclopentacos-15-yl]acetic acid
Canonical SMILES CCCCCCCCCCCCC(C)(C1CC(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)O1)C(C)O)CO)CC(=O)N)CC(=O)N)CC(=O)O)C)CO)O
InChI InChI=1S/C42H71N9O17/c1-5-6-7-8-9-10-11-12-13-14-15-42(4,67)29-19-32(57)46-27(20-52)39(64)45-22(2)35(60)47-26(18-33(58)59)38(63)49-24(16-30(43)55)36(61)48-25(17-31(44)56)37(62)50-28(21-53)40(65)51-34(23(3)54)41(66)68-29/h22-29,34,52-54,67H,5-21H2,1-4H3,(H2,43,55)(H2,44,56)(H,45,64)(H,46,57)(H,47,60)(H,48,61)(H,49,63)(H,50,62)(H,51,65)(H,58,59)/t22-,23-,24?,25?,26?,27?,28?,29?,34-,42?/m1/s1
InChI Key INJLZOSCEJMAGG-ADTDQJCQSA-N

Properties

Appearance White Powder
Antibiotic Activity Spectrum Fungi; Yeast
Solubility Soluble in Ethanol

Reference Reading

1. Glomosporin, a novel antifungal cyclic depsipeptide from Glomospora sp. I. Production, isolation, physico-chemical properties and biological activities
T Sato, D Ishiyama, R Honda, H Senda, H Konno, S Tokumasu, S Kanazawa J Antibiot (Tokyo). 2000 Jun;53(6):597-602. doi: 10.7164/antibiotics.53.597.
A novel antifungal cyclic depsipeptide termed glomosporin, which has a fatty acyl side chain, was isolated from a barley solid culture of Glomospora sp. The strain was isolated from fallen pine leaves collected in Fukusima Prefecture, Japan and identified as Glomospora sp. BAUA 2825. Glomosporin was purified by butanol extraction followed by preparative HPLC. Glomosporin showed antimicrobial activity against fungi including clinically important Aspergillus fumigatus.
2. Glomosporin, a novel antifungal cyclic depsipeptide from Glomospora sp. II. Structure elucidation
D Ishiyama, T Sato, R Honda, H Senda, H Konno, S Kanazawa J Antibiot (Tokyo). 2000 May;53(5):525-31. doi: 10.7164/antibiotics.53.525.
The structure of glomosporin, an antifungal antibiotic, was elucidated by NMR and MS spectroscopic studies. Glomosporin is a novel cyclic depsipeptide with an amino acid sequence Ser-Ala-Asp-Asn-Asn-Ser-Thr, and a 3,4-dihydroxy-4-methylhexadecanoic acid side chain.

Bio Calculators

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* Our calculator is based on the following equation:
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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