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.
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Bio Calculators
* 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
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
