Sporaricin C

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Category Antibiotics
Catalog number BBF-02935
CAS 68743-80-6
Molecular Weight 432.52
Molecular Formula C18H36N6O6

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Description

It is an aminoglycoside antibiotic produced by the strain of Saccharopolyspora hirsuta subsp. kobensis KC-6606. It has anti-bacterial and mycobacterium effects, and the antibacterial effect of Sporaricin C is twice as strong as Sporaricin D.

Specification

Synonyms Antibiotic KA 6606III; KA-6606-III; D-allo-Inositol, 2-amino-5-((((aminocarbonyl)amino)acetyl)methylamino)-2,3,5-trideoxy-1-O-(2,6-diamino-2,3,4,6,7-pentadeoxy-beta-L-lyxo-heptopyranosyl)-4-O-methyl-
IUPAC Name N-[(1S,2R,3R,4R,6S)-4-amino-3-[(2R,3R,6S)-3-amino-6-[(1S)-1-aminoethyl]oxan-2-yl]oxy-2-hydroxy-6-methoxycyclohexyl]-2-(carbamoylamino)-N-methylacetamide
Canonical SMILES CC(C1CCC(C(O1)OC2C(CC(C(C2O)N(C)C(=O)CNC(=O)N)OC)N)N)N
InChI InChI=1S/C18H36N6O6/c1-8(19)11-5-4-9(20)17(29-11)30-16-10(21)6-12(28-3)14(15(16)26)24(2)13(25)7-23-18(22)27/h8-12,14-17,26H,4-7,19-21H2,1-3H3,(H3,22,23,27)/t8-,9+,10+,11-,12-,14+,15+,16+,17+/m0/s1
InChI Key PUURLTDHGIJACO-WQCXHKNXSA-N

Properties

Appearance Solid
Antibiotic Activity Spectrum Gram-positive bacteria; Gram-negative bacteria; Mycobacteria
Boiling Point 640.0°C at 760 mmHg
Melting Point 145-152°C
Density 1.30 g/cm3
Solubility Soluble in Methanol, Water, Ethanol

Reference Reading

1. Syntheses of sporaricin analogues, 2-deoxy-4-N-glycyl-6-O-(alpha-nebrosaminyl)fortamine and its 3-de-O-methyl compound
T Yamaguchi, Y Kyotani, I Watanabe, S Sato, Y Takahashi, M Nagakura, T Mori J Antibiot (Tokyo). 1979 Nov;32(11):1137-46. doi: 10.7164/antibiotics.32.1137.
2-Deoxy-4-N-glycyl-6-O-(alpha-nebrosaminyl)fortamine (21) and 3-de-O-methyl-2-deoxy-4-N-glycyl-6-O-(alpha-nebrosaminyl)fortamine (27) were prepared starting from lividamine. The syntheses include four key steps, that is, transformation of 2-deoxystreptamine moiety of lividamine to 4-N,3-O-didemethyl-2-deoxyfortamine, selective 4-N-methylation of the new aminocyclitol moiety, selective attachment of a glycyl residue to the methylamino group at C-4 and selective amination at C-6'.
2. A new broad-spectrum aminoglycoside antibiotic complex, sporaricin. IV. Sporaricins C and D
T Deushi, I Watanabe, A Iwasaki, K Kamiya, T Mizoguchi, M Nakayama, M Okuchi, H Itoh, T Mori J Antibiot (Tokyo). 1981 Jul;34(7):811-7. doi: 10.7164/antibiotics.34.811.
Two new aminoglycoside antibiotics, sporaricins C and D have been isolated from the culture broth of Saccharopolyspora hirsuta subsp. kobensis, which produced sporaricins A and B. The structures of sporaricins C and D have been determined to be 4-N-carbamoyl-glycylsporaricin B and 4-N-formylglycylsporaricin B, respectively. Sporaricins C and D are active against Gram-negative and Gram-negative bacteria including aminoglycoside-resistant strains.

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Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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