| Identification | Back Directory | [Name]
Cargutocin | [CAS]
33605-67-3 | [Synonyms]
Y-5350
Statogin
Cargutocin
1-Butyryl-7-glycyl-1,6-dicarbaoxytocin
Butyryl(1)-L-Tyr-L-Ile-L-Gln-L-Asn-L-Abu(1)-Gly-L-Leu-Gly-NH2
(2S,5S,8S,11S)-5-[(2S)-butan-2-yl]-8-(2-carbamoylethyl)-11-(carbamoylmethyl)-N-[[(1S)-1-(carbamoylmethylcarbamoyl)-3-methyl-butyl]carbamoylmethyl]-2-[(4-hydroxyphenyl)methyl]-3,6,9,12,20-pentaoxo-1,4,7,10,13-pentazacycloicosane-14-carboxamide | [Molecular Formula]
C42H65N11O12 | [MDL Number]
MFCD00867798 | [MOL File]
33605-67-3.mol | [Molecular Weight]
916.041 |
| Chemical Properties | Back Directory | [alpha ]
D25 -44.0° (c = 0.55 in water) | [Boiling point ]
801.01°C (rough estimate) | [density ]
1.1903 (rough estimate) | [refractive index ]
1.6500 (estimate) | [CAS DataBase Reference]
33605-67-3 |
| Hazard Information | Back Directory | [Originator]
Statocin,Yoshitomi,Japan,1982 | [Definition]
ChEBI: Cargutocin is an oligopeptide. | [Manufacturing Process]
To a suspension of Z-Tyr(Bz)-Ile-Gln-Asn-Asu(OTCP)-Gly-Leu-Gly-NH2 (1,310
mg) in DMF (350 ml) is added a suitable amount of palladium black. Hydrogen
gas is introduced with stirring at room temperature (25°C) for about 40
hours. After stirring the mixture at 30°-35°C for several hours, the catalyst is
filtered off and the filtrate is concentrated under reduced pressure. A large
amount of ether is added to the residue, and the white coagulum is collected by filtration, washed with ether and dried. This is dissolved in water (30 ml),
and the solution is filtered. The filtrate is passed through a column (3 x 11.5
cm) of Amerlite IR-45 (OH-form). The fractions which show a UV-absorption
maximum at 280 nm are combined and passed through a column (3 x 125
cm) of CM-Sephadex C-25 to remove the noncyclic compound and obtain
neutral parts. The detection of the objective compound is made by UV_x0002_absorption at 280 nm. The aqueous solution of the neutral parts is
concentrated below 35°C, under reduced pressure, and the concentrate is
lyophilized to give 504 mg of the crude title compound in the form of 5
hydrate. | [Therapeutic Function]
Oxytocic |
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