Phoslactomycin F
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| Category | Antibiotics |
| Catalog number | BBF-02411 |
| CAS | 122856-30-8 |
| Molecular Weight | 641.73 |
| Molecular Formula | C32H52NO10P |
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Description
It is produced by the strain of Str. nigrescens. The main component E has weak effect against gram-positive bacteria, but has strong effect against fungi. Its antimicrobial activity is similar to Phoslactomycin E.
Specification
| Synonyms | Hexanoic acid, 4-methyl-, 3-(8-(2-aminoethyl)-10-(3-ethyl-3,6-dihydro-6-oxo-2H-pyran-2-yl)-5,8-dihydroxy-7-(phosphonooxy)-1,3,9-decatrienyl)cyclohexyl ester |
| IUPAC Name | [3-[(1E,3E,9E)-8-(2-aminoethyl)-10-(3-ethyl-6-oxo-2,3-dihydropyran-2-yl)-5,8-dihydroxy-7-phosphonooxydeca-1,3,9-trienyl]cyclohexyl] 4-methylhexanoate |
| Canonical SMILES | CCC1C=CC(=O)OC1C=CC(CCN)(C(CC(C=CC=CC2CCCC(C2)OC(=O)CCC(C)CC)O)OP(=O)(O)O)O |
| InChI | InChI=1S/C32H52NO10P/c1-4-23(3)13-15-30(35)41-27-12-8-10-24(21-27)9-6-7-11-26(34)22-29(43-44(38,39)40)32(37,19-20-33)18-17-28-25(5-2)14-16-31(36)42-28/h6-7,9,11,14,16-18,23-29,34,37H,4-5,8,10,12-13,15,19-22,33H2,1-3H3,(H2,38,39,40)/b9-6+,11-7+,18-17+ |
| InChI Key | WPDKXNAUNHUXQR-GAYOLXQXSA-N |
Properties
| Appearance | Colorless Powder |
| Antibiotic Activity Spectrum | Gram-positive bacteria; Fungi |
| Boiling Point | 811.7°C at 760 mmHg |
| Density | 1.23 g/cm3 |
| Solubility | Soluble in Methanol |
Reference Reading
1. Studies on new phosphate ester antifungal antibiotics phoslactomycins. II. Structure elucidation of phoslactomycins A to F
S Fushimi, K Furihata, H Seto J Antibiot (Tokyo). 1989 Jul;42(7):1026-36. doi: 10.7164/antibiotics.42.1026.
Phoslactomycins A to F are new antifungal antibiotics produced by Streptomyces nigrescens SC-273. On the basis of physico-chemical properties and NMR studies, their structures have been determined as shown in Fig. 6. They are characterized by possessing alpha, beta-unsaturated delta-lactone, phosphate ester, conjugated diene and cyclohexane ring moieties. The structural difference between them is ascribed to a substituent bound to the cyclohexane ring.
2. Studies on new phosphate ester antifungal antibiotics phoslactomycins. I. Taxonomy, fermentation, purification and biological activities
S Fushimi, S Nishikawa, A Shimazu, H Seto J Antibiot (Tokyo). 1989 Jul;42(7):1019-25. doi: 10.7164/antibiotics.42.1019.
New antibiotics phoslactomycins A, B, C, D, E and F, which contain alpha, beta-unsaturated delta-lactone, phosphate ester, conjugated diene and cyclohexane ring moieties, were isolated from the culture broth of a soil isolate actinomycete. Morphological, cultural and physiological studies revealed that the isolate is a strain of Streptomyces nigrescens. Phoslactomycins were obtained by butanol extraction, gel filtration and reverse phase chromatography. The antibiotics show strong activity against various fungi, particularly phytopathogenic fungi (Botrytis cinerea and Alternaria kikuchiana).
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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 ╳
