Guanidylfungin B
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| Category | Antibiotics |
| Catalog number | BBF-01298 |
| CAS | 94116-20-8 |
| Molecular Weight | 1116.42 |
| Molecular Formula | C57H101N3O18 |
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Description
It is produced by the strain of Streptomyces hygroscopicus 662. It is a macrolide antibiotic. It has weak anti-gram-negative bacterial and fungal activity.
Specification
| Synonyms | Guanidylfungin A, N-demethyl-, (9alpha,11alpha,13E,15S)- |
| IUPAC Name | 3-[[(10Z,20E)-15-[(E)-10-(diaminomethylideneamino)-4-methyldec-4-en-2-yl]-3,5,7,9,23,25,27,31,33,34,35-undecahydroxy-8,10,14,18,22,26,30-heptamethyl-17-oxo-16,37-dioxabicyclo[31.3.1]heptatriaconta-10,20-dien-19-yl]oxy]-3-oxopropanoic acid |
| Canonical SMILES | CC1CCC=C(C(C(C(CC(CC(CC2CC(C(C(O2)(CC(C(CCC(C(C(CC(C(C=CC(C(C(=O)OC1C(C)CC(=CCCCCCN=C(N)N)C)C)OC(=O)CC(=O)O)C)O)O)C)O)C)O)O)O)O)O)O)O)C)O)C |
| InChI | InChI=1S/C57H101N3O18/c1-31(15-12-10-11-13-22-60-56(58)59)23-36(6)53-35(5)17-14-16-34(4)52(72)38(8)45(65)26-41(62)24-40(61)25-42-27-47(67)54(73)57(75,78-42)30-48(68)33(3)18-20-43(63)37(7)46(66)28-44(64)32(2)19-21-49(39(9)55(74)77-53)76-51(71)29-50(69)70/h15-16,19,21,32-33,35-49,52-54,61-68,72-73,75H,10-14,17-18,20,22-30H2,1-9H3,(H,69,70)(H4,58,59,60)/b21-19+,31-15+,34-16- |
| InChI Key | DVNBCGGJVDKDQA-AGGPENHYSA-N |
Properties
| Appearance | White Fine Acicular Crystal |
| Antibiotic Activity Spectrum | Gram-negative bacteria; Fungi |
| Boiling Point | 1193.0 °C at 760 mmHg |
| Melting Point | 138-142 °C (dec.) |
| Density | 1.29 g/cm3 |
| Solubility | Insoluble in Water |
Reference Reading
1. Studies on new antifungal antibiotics, guanidylfungins A and B. II. Structure elucidation and biosynthesis
K Takesako, T Beppu J Antibiot (Tokyo). 1984 Oct;37(10):1170-86. doi: 10.7164/antibiotics.37.1170.
The structures of guanidylfungins A and B were elucidated from the physico-chemical properties of these compounds and the structures of the degradation products by ozonolysis and periodate oxidation. The guanidylfungins consist of a 36-membered polyhydroxyl lactone ring, a guanidine and a monoester of malonic acid. The labelling experiments with sodium [1-13C]acetate and sodium [1-13C]propionate revealed that twelve units of acetate and nine of propionate were incorporated into the molecule of guanidylfungin A.
2. Studies on new antifungal antibiotics, guanidylfungins A and B. I. Taxonomy, fermentation, isolation and characterization
K Takesako, T Beppu J Antibiot (Tokyo). 1984 Oct;37(10):1161-9. doi: 10.7164/antibiotics.37.1161.
Guanidylfungin A, C58H103N3O18, and guanidylfungin B, C57H101N3O18, were isolated from the mycelia of Streptomyces hygroscopicus No. 662 by means of silica gel absorption and reversed phase liquid chromatographies. The guanidylfungins were active against fungi and Gram-negative bacteria.
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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 ╳
