Grundinformationen
- Standard-SMILES
CSCC[C@H](NC(=O)[C@H](Cc1ccc(OS(=O)(=O)O)cc1)NC(=O)[C@@H](N)CC(=O)O)C(=O)NCC(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)N[C@@H](CCSC)C(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](Cc1ccccc1)C(N)=O- InChIKey
IZTQOLKUZKXIRV-YRVFCXMDSA-N- Summenformel
- C49H62N10O16S3
- Durchschnittliche Molmasse
- 1.143,3 g/mol
- Monoisotopische Masse
- 1.142,35073945
Namen und Bezeichner
- Bevorzugter Name
- Sincalide
- IUPAC
- (3S)-3-amino-4-[[(2S)-1-[[(2S)-1-[[2-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]amino]-3-carboxy-1-oxopropan-2-yl]amino]-4-methylsulfanyl-1-oxobutan-2-yl]amino]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]amino]-2-oxoethyl]amino]-4-methylsulfanyl-1-oxobutan-2-yl]amino]-1-oxo-3-(4-sulfooxyphenyl)propan-2-yl]amino]-4-oxobutanoic acid
- Lokaler Name
- Sincalid
- Englischer Name
- Sincalide
- Summenformel
- C49H62N10O16S3
- Molmasse
- 1143.27
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
25126-32-3- PubChem CID
- 9833444
- DTXSID
DTXSID7048617- ChEMBL
CHEMBL1121- ChEBI
CHEBI:135946- UNII
- M03GIQ7Z6P
- EC Number
- 246-639-0
- Nikkaji
- J236.060H
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- -2,6
- Polarare Oberfläche (TPSA)
- 486 Ų
- H-Brücken-Donoren
- 13
- H-Brücken-Akzeptoren
- 19
- Frei drehbare Bindungen
- 33
- Schwere Atome
- 78
- Formalladung
- 0
- Komplexität
- 2.180
Physikochemische Eigenschaften
- Schmelzpunkt
- 193 °C · >193°C (dec.)
- Dichte
- 1.44 · 1.440±0.06 g/cm3(Predicted)
- storage temp.
- -20 °C · -20°C
- Löslichkeit
- 0.05 M · 0.05 M ammonium hydroxide: 1 mg/mL, clear, colorless
- Aggregatzustand
- powder
- pka
- -4.17 · -4.17±0.18(Predicted)
- Farbe
- Off-White
- Wasserlöslichkeit
- 1 g/L · Soluble in water 1 g/L at 10°C.
- Merck
- 13 · 13,8617
- BRN
- 5231801 · 5231801
- InChIKey
- IZTQOLKUZKXIRV-IVVJSLGPSA-N
Sicherheit und Regulatorisches
Toxikologische Informationen
Drug Induced Liver Injury
Drug Induced Liver Injury Rank (DILIrank 2.0)
Sincalide
vNo-DILI-concern
0
No match
DOI:10.1016/j.drudis.2016.02.015
Effects During Pregnancy and Lactation
◉ Summary of Use during Lactation;Sincalide is a synthetic octapeptide analogue of cholecystokinin. Because sincalide has a molecular weight of 1143 Da, the amount in milk is likely to be low and oral absorption by the infant is unlikely because it is probably partially destroyed in the infant's gastrointestinal tract and poorly absorbed orally. The serum half-life of sincalide is less than 2 minutes, indicating that withholding breastfeeding for 10 minutes after a dose should ensure that the infant is not exposed to the drug.;◉ Effects in Breastfed Infants;Relevant published information was not found as of the revision date.;◉ Effects on Lactation and Breastmilk;Relevant published information was not found as of the revision date.
Sicherheitsdaten
- F
- 8-10-21
- wgk
- 3
- hs_code
- 2933998090
- safety_code
- 22-24/25
- Speicherklasse
- 11 - Combustible Solids
Chemie und Industrie
Pharmakologische Informationen
ATC Code
V - Various;V04 - Diagnostic agents;V04C - Other diagnostic agents;V04CC - Tests for bile duct patency;V04CC03 - Sincalide
QV - Various;QV04 - Diagnostic agents;QV04C - Other diagnostic agents;QV04CC - Tests for bile duct patency;QV04CC03 - Sincalide
Pharmacodynamics
Following an intravenous (bolus) injection of 0.02 mcg/kg of sincalide, maximal contraction of the gallbladder occurred in 5 to 15 minutes. Sincalide reduced gallbladder radiographic size by at least 40%, generally considered satisfactory contraction.
Mechanism of Action
When injected intravenously, sincalide produces a substantial reduction in gallbladder size by causing this organ to contract. The evacuation of bile that results is similar to that which occurs physiologically in response to endogenous cholecystokinin. Like cholecystokinin, sincalide stimulates pancreatic secretion; concurrent administration with secretin increases both the volume of pancreatic secretion and the output of bicarbonate and protein (enzymes) by the gland. This combined effect of secretin and sincalide permits the assessment of specific pancreatic function through measurement and analysis of the duodenal aspirate.
FDA Pharmacological Classification
M03GIQ7Z6P
SINCALIDE
Chemical Structure [CS] - Cholecystokinin
Established Pharmacologic Class [EPC] - Cholecystokinin Analog
Sincalide is a Cholecystokinin Analog.
SINCALIDE
Absorption, Distribution and Excretion
The intravenous (bolus) administration of sincalide causes a prompt contraction of the gallbladder that becomes maximal in 5 to 15 minutes, as compared with the stimulus of a fatty meal which causes a progressive contraction that becomes maximal after approximately 40 minutes.
Limited information is available on the route of elimination of sincalide
Limited information is available on the volume of distribution of sincalide.
Anwendungen
VerwendenSincalide is used in the biological studies in the preparation of opioid receptors agonistic and CCK receptor antagonistic activity.
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