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76168-82-6

76168-82-6 structure
76168-82-6 structure
  • Name: ramoplanin A2
  • Chemical Name: Ramoplanin
  • CAS Number: 76168-82-6
  • Molecular Formula: C106H170ClN21O30
  • Molecular Weight: 2554.066
  • Catalog: Signaling Pathways Anti-infection Bacterial
  • Create Date: 2018-08-31 17:56:28
  • Modify Date: 2024-01-04 13:16:01
  • Ramoplanin is a broad-spectrum lipoglycodepsipeptide antibiotic derived from the Actinoplanes spp with with activity against gram-positive bacteria[1][2].

Name Ramoplanin
Synonyms A 16686A
N-[(3S,6R,9S,15S,18R,21S,24R,27S,30S,33R,36S,39R,42R,45R,48S,49S)-24,42-Bis(3-aminopropyl)-27-benzyl-49-carbamoyl-3-(3-chloro-4-hydroxyphenyl)-18,39-bis[(1R)-1-hydroxyethyl]-30-[(1S)-1-hydroxyethyl ]-15,33,36,45-tetrakis(4-hydroxyphenyl)-9-isobutyl-21-(4-{[2-O-(α-D-mannopyranosyl)-α-D-mannopyranosyl]oxy}phenyl)-6-methyl-2,5,8,11,14,17,20,23,26,29,32,35,38,41,44,47-hexadecaoxo-1-oxa-4,7,1
 0,13,16,19,22,25,28,31,34,37,40,43,46-pentad
L-Aspartamide, N-[(3S,6R,9S,15S,18R,21S,24R,27S,30S,33R,36S,39R,42R,45R,48S,49S)-49-(aminocarbonyl)-24,42-bis(3-aminopropyl)-3-(3-chloro-4-hydroxyphenyl)-18,39-bis[(1R)-1-hydroxyethyl]-30-[(1S)-1-h ;ydroxyethyl]-15,33,36,45-tetrakis(4-hydroxyphenyl)-21-[4-[(2-O-α-D-mannopyranosyl-α-D-mannopyranosyl)oxy]phenyl]-6-methyl-9-(2-methylpropyl)-2,5,8,11,14,17,20,23,26,29,32,35,38,41,44,47-hexade caoxo-27-(phenylmethyl)-1-oxa-4,7,10,13,16,1
ramoplanin A2
A 16686
Antibiotic A 16686
Description Ramoplanin is a broad-spectrum lipoglycodepsipeptide antibiotic derived from the Actinoplanes spp with with activity against gram-positive bacteria[1][2].
Related Catalog
Target

Bacteria[1]

In Vitro Ramoplanin exerts its bactericidal activity against gram-positive aerobic and anaerobic bacteria by blocking peptidoglycan synthesis via lipid II[1].
In Vivo Ramoplanin (100, 500 μg/ml; p.o.; for 8 days) suppresses vancomycin-resistant Enterococcus (VRE) to undetectable level during treatment[1]. Animal Model: Female CF1 mice (25-30 g)[1] Dosage: 100 μg/ml, 500 μg/ml Administration: Oral administration; for 8 days Result: Developed undetectable levels of VRE in stool during treatment.
References

[1]. Stiefel U, et al. Efficacy of oral ramoplanin for inhibition of intestinal colonization by vancomycin-resistant enterococci in mice. Antimicrob Agents Chemother. 2004 Jun;48(6):2144-8.

[2]. Cheng M, et al. Ramoplanin at bactericidal concentrations induces bacterial membrane depolarization in Staphylococcus aureus. Antimicrob Agents Chemother. 2014 Nov;58(11):6819-27.

Density 1.5±0.1 g/cm3
Melting Point >218 °C(dec.)
Molecular Formula C106H170ClN21O30
Molecular Weight 2554.066
Exact Mass 2552.035156
LogP -6.39
Index of Refraction 1.689
Storage condition -20°C
Symbol GHS05
GHS05
Signal Word Danger
Hazard Statements H318
Precautionary Statements P280-P305 + P351 + P338
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes C
RIDADR NONH for all modes of transport
RTECS VE5050000