rosamicin

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Names

[ CAS No. ]:
35834-26-5

[ Name ]:
rosamicin

[Synonym ]:
Rosaramicina [INN-Spanish]
Cirramycin A1,4'-deoxy
2-[(14E)-9-[4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-3-ethyl-7-hydroxy-2,8,12,16-tetramethyl-5,13-dioxo-4,17-dioxabicyclo[14.1.0]heptadec-14-en-10-yl]acetaldehyde
Antibiotic 67-694
Juvenimicin A3 Rosaramicin
ROSAMICIN
Juvenimicin A3
Rosaramicine [INN-French]
Antibiotic M 4365A2
Rosaramicin
Rosaramicinum [INN-Latin]

Chemical & Physical Properties

[ Density]:
1.17g/cm3

[ Boiling Point ]:
734.7ºC at 760mmHg

[ Melting Point ]:
119-122°

[ Molecular Formula ]:
C31H51NO9

[ Molecular Weight ]:
581.73800

[ Flash Point ]:
398.1ºC

[ Exact Mass ]:
581.35600

[ PSA ]:
135.13000

[ LogP ]:
2.67040

[ Index of Refraction ]:
1.532

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
JG6800000
CHEMICAL NAME :
4,17-Dioxabicyclo(14.1.0)heptadec-14-ene-10-acetaldeh yde, 3-ethyl-7-hydroxy-2,8,12,16- tetramethyl-5,13-dioxo-9-((3,4,6-trideoxy-3-(dimethyl amino)-beta-D-xylo-he xopyranosyl)oxy)-
CAS REGISTRY NUMBER :
35834-26-5
LAST UPDATED :
199509
DATA ITEMS CITED :
5
MOLECULAR FORMULA :
C31-H51-N-O9
MOLECULAR WEIGHT :
581.83
WISWESSER LINE NOTATION :
T3-16- BO FOV OV PUTJ A1 D1 E2 IQ J1 L1VH N1 KO- BT6OTJ CQ DN1&1 F1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JANTAJ Journal of Antibiotics. (Japan Antibiotics Research Assoc., 2-20-8 Kamiosaki, Shinagawa-ku, Tokyo, 141, Japan) V.2-5, 1948-52; V.21- 1968- Volume(issue)/page/year: 25,647,1972
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
280 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JANTAJ Journal of Antibiotics. (Japan Antibiotics Research Assoc., 2-20-8 Kamiosaki, Shinagawa-ku, Tokyo, 141, Japan) V.2-5, 1948-52; V.21- 1968- Volume(issue)/page/year: 43,938,1990
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
625 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JANTAJ Journal of Antibiotics. (Japan Antibiotics Research Assoc., 2-20-8 Kamiosaki, Shinagawa-ku, Tokyo, 141, Japan) V.2-5, 1948-52; V.21- 1968- Volume(issue)/page/year: 25,641,1972
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
155 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JANTAJ Journal of Antibiotics. (Japan Antibiotics Research Assoc., 2-20-8 Kamiosaki, Shinagawa-ku, Tokyo, 141, Japan) V.2-5, 1948-52; V.21- 1968- Volume(issue)/page/year: 25,641,1972 ** OTHER MULTIPLE DOSE TOXICITY DATA **
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Mammal - dog
DOSE/DURATION :
4800 mg/kg/30D-I
TOXIC EFFECTS :
Sense Organs and Special Senses (Eye) - effect, not otherwise specified
REFERENCE :
TOXID9 Toxicologist. (Soc. of Toxicology, Inc., 475 Wolf Ledge Parkway, Akron, OH 44311) V.1- 1981- Volume(issue)/page/year: 3,129,1983

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302-H312-H332

[ Precautionary Statements ]:
P280

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xn: Harmful;

[ Risk Phrases ]:
20/21/22

[ Safety Phrases ]:
26-36

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
JG6800000

Synthetic Route

Precursor & DownStream

Precursor

  • rosaramicin N-oxide
  • 12,13-de-epoxy-12,13-didehydrorosamicin 20-dimethyl acetal
  • rosaramicin 20-dimethyl acetal 3'-N-oxide

DownStream

  • de-epoxy rosamicin
  • 12,13-de-epoxy-12,13-didehydrorosamicin 20-dimethyl acetal

Articles

A new Micromonospora-produced macrolide antibiotic, rosamicin.

J. Antibiot. 25 , 641, (1972)

Function of cytochrome P450 enzymes RosC and RosD in the biosynthesis of rosamicin macrolide antibiotic produced by Micromonospora rosaria.

Antimicrob. Agents Chemother. 57(3) , 1529-31, (2013)

The cytochrome P450 enzyme-encoding genes rosC and rosD were cloned from the rosamicin biosynthetic gene cluster of Micromonospora rosaria IFO13697. The functions of RosC and RosD were demonstrated by...

Role of glycosylation and deglycosylation in biosynthesis of and resistance to oleandomycin in the producer organism, Streptomyces antibioticus.

J. Bacteriol. 174(1) , 161-5, (1992)

Cell extracts of Streptomyces antibioticus, an oleandomycin producer, can inactivate oleandomycin in the presence of UDP-glucose. The inactivation can be detected through the loss of biological activi...


More Articles


Related Compounds

  • ROSAMICIN
  • ROSAMICIN BASE
  • de-epoxy rosamicin
  • Rosamicin 20-alcohol
  • 4-{[2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)cyclohexyl]formamido}butanoic acid
  • 1-[4-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-2-methylbutanoyl]-4-methylpyrrolidine-3-carboxylic acid
  • 3-{[2-bromo-5-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)phenyl]formamido}propanoic acid
  • 2-({1-[4-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)but-2-enoyl]-3-methylazetidin-3-yl}oxy)acetic acid
  • 2-{[5-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-2-fluorophenyl]formamido}pent-4-ynoic acid
  • 3-(1-{2-[({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)methyl]pyridin-4-yl}-N-methylformamido)-2-methylpropanoic acid
  • 3-{1-[3-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-2-fluorophenyl]-N-methylformamido}-2-methylpropanoic acid
  • (4R)-4-aminopentanoic acid;2,2,2-trifluoroacetic acid
  • 3-(1-{4-[({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)methyl]phenyl}-N-methylformamido)-2-methylpropanoic acid
  • 3-[(2S)-3-cyclopropyl-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-N-methylpropanamido]-2-methylpropanoic acid