Nanaomycin C
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| Category | Antibiotics |
| Catalog number | BBF-01982 |
| CAS | 58286-55-8 |
| Molecular Weight | 301.29 |
| Molecular Formula | C16H15NO5 |
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Description
Nanaomycin C is an antibiotic produced by Str. rosa subsp. notoensis. It has anti-gram-positive bacteria, mycobacteria, mycoplasma and a few fungi activity.
Specification
| Synonyms | 1H-Naphtho(2,3-c)pyran-3-acetamide, 3,4,5,10-tetrahydro-9-hydroxy-1-methyl-5,10-dioxo-, (1S-trans)- |
| Storage | Store at -20°C |
| IUPAC Name | 2-[(1R,3S)-9-hydroxy-1-methyl-5,10-dioxo-3,4-dihydro-1H-benzo[g]isochromen-3-yl]acetamide |
| Canonical SMILES | CC1C2=C(CC(O1)CC(=O)N)C(=O)C3=C(C2=O)C(=CC=C3)O |
| InChI | InChI=1S/C16H15NO5/c1-7-13-10(5-8(22-7)6-12(17)19)15(20)9-3-2-4-11(18)14(9)16(13)21/h2-4,7-8,18H,5-6H2,1H3,(H2,17,19)/t7-,8+/m1/s1 |
| InChI Key | VENLWOFOMJQPFA-SFYZADRCSA-N |
Properties
| Appearance | Orange Needle Crystal |
| Antibiotic Activity Spectrum | Gram-positive bacteria; mycoplasma; mycobacteria |
| Boiling Point | 636.6±55.0°C at 760 mmHg |
| Melting Point | 222-224°C (dec.) |
| Density | 1.4±0.1 g/cm3 |
| Solubility | Soluble in Methanol, Chloroform |
Reference Reading
1. Nanaomycins, new antibiotics produced by a strain of Streptomyces. III. A new component, nanaomycin C, and biological activities of nanaomycin derivatives
H Tanaka, H Marumo, T Nagai, M Okada, K Taniguchi J Antibiot (Tokyo). 1975 Dec;28(12):925-30. doi: 10.7164/antibiotics.28.925.
A new component, nanaomycin C, has been isolated from culture medium of Streptomyces rosa var. notoensis, which had been found to produce nanaomycins A and B. Nanaomycin C is an amide of nanaomycin A. Biological activities of nanaomycin C and several derivatives of nanaomycin A are also shown. Acetylnanaomycin A exhibits as strong activities against Gram-positive bacteria, fungi and Mycoplasma gallisepticum as nanaomycin A.
2. Bioconversion and biosynthesis of nanaomycins using cerulenin, a specific inhibitor of fatty acid and polyketide biosyntheses
C Kitao, H Tanaka, S Minami, S Omura J Antibiot (Tokyo). 1980 Jul;33(7):711-6. doi: 10.7164/antibiotics.33.711.
The biosynthetic relationship of the nanaomycins produced by Streptomyces rosa var. notoensis OS-3966 was studied by means of a bioconversion method using the antibiotic cerulenin, a specific inhibitor of fatty acid and polyketide biosyntheses. Nanaomycin D was considered to be the first component produced from the hypothetical intermediate "polyketide". It is proposed that the biosynthesis sequence for the nanaomycin is: nanaomycin D leads to nanaomycin A leads to nanaomycin E leads to nanaomycin B. Nanaomycin B can be converted to nanaomycin A by non-enzymatic dehydration; however, nanaomycin A is rapidly bioconverted to nanaomycin E, which is the major component synthesized by the nanaomycin-producing strain.
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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 ╳
