Deoxypheganomycin D
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| Category | Antibiotics |
| Catalog number | BBF-01358 |
| CAS | 69280-94-0 |
| Molecular Weight | 709.75 |
| Molecular Formula | C30H47N9O11 |
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Description
Deoxypheganomycin D is produced by the strain of Streptomyces cirratus MD 227-A9. Deoxypheganomycin D is a specific inhibitor of mycobacteria that inhibits the growth in vitro of Mycobacterium smegmatis.
Specification
| Synonyms | L-Aspartic acid, N-(N2-(N-(N2-(N-(aminoiminomethyl)-L-2-(3,5-dihydroxy-4-methylphenyl)glycyl)-L-asparaginyl)-3-methyl-L-valyl)-L-lysyl)- |
| IUPAC Name | (2S)-2-[[(2S)-6-amino-2-[[(2S)-2-amino-3,3-dimethylbutanoyl]amino]hexanoyl]-[(2S)-4-amino-2-[[(2S)-2-(diaminomethylideneamino)-2-(3,5-dihydroxy-4-methylphenyl)acetyl]amino]-4-oxobutanoyl]amino]butanedioic acid |
| Canonical SMILES | CC1=C(C=C(C=C1O)C(C(=O)NC(CC(=O)N)C(=O)N(C(CC(=O)O)C(=O)O)C(=O)C(CCCCN)NC(=O)C(C(C)(C)C)N)N=C(N)N)O |
| InChI | InChI=1S/C30H47N9O11/c1-13-18(40)9-14(10-19(13)41)22(38-29(34)35)24(45)37-16(11-20(32)42)27(48)39(17(28(49)50)12-21(43)44)26(47)15(7-5-6-8-31)36-25(46)23(33)30(2,3)4/h9-10,15-17,22-23,40-41H,5-8,11-12,31,33H2,1-4H3,(H2,32,42)(H,36,46)(H,37,45)(H,43,44)(H,49,50)(H4,34,35,38)/t15-,16-,17-,22-,23+/m0/s1 |
| InChI Key | JKRLNLPKBPUNDE-OLZZFSTQSA-N |
Properties
| Appearance | Colorless Powder |
| Antibiotic Activity Spectrum | mycobacteria |
| Melting Point | >230°C |
| Solubility | Soluble in DMSO |
Reference Reading
1. Mode of action of deoxypheganomycin D on Mycobacterium smegmatis ATCC 607
K Suzukake-Tsuchiya, M Hori, N Shimada, M Hamada J Antibiot (Tokyo). 1988 May;41(5):675-83. doi: 10.7164/antibiotics.41.675.
Deoxypheganomycin D, a specific inhibitor of mycobacteria, inhibits the growth in vitro of Mycobacterium smegmatis ATCC 607 (M. 607) bacteriostatically at concentrations as high as 7 X 10(-5) M. It shows no cross-resistance to paromomycin, capreomycin, viomycin, streptothricin, kanamycin and streptomycin. Deoxypheganomycin D at 2.8 X 10(-7) M where the cell growth of M. 607 is only partially inhibited does not significantly inhibit DNA, RNA or protein synthesis but leads to marked decrease (13% of control) in [14C]glycerol-derived radioactivity in cell-walls. In the presence of 7 X 10(-6) M deoxypheganomycin D, the influx of leucine but not thymidine is affected while the reverse is true with efflux. The data suggest that the effect of deoxypheganomycin D on M. 607 may be related to both the cell membrane and specific mycobacterial lipid like components of the cell-wall.
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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 ╳
