Tetragastrin
Basic information
- CAS
1947-37-1- Standard SMILES
CSCC[C@H](NC(=O)[C@@H](N)Cc1c[nH]c2ccccc12)C(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](Cc1ccccc1)C(N)=O- InChIKey
RGYLYUZOGHTBRF-BIHRQFPBSA-N- Molecular formula
- C29H36N6O6S
- Average molar mass
- 596.7 g/mol
- Monoisotopic mass
- 596.24170406
Overview
Tetragastrin is a tetrapeptide composed of L-tryptophan, L-methione, L-aspartic acid and L-phenylalaninamide residues joined in sequence. It has a role as an anxiogenic and a human metabolite. It is a peptidyl amide and a tetrapeptide.
Names & identifiers
- Preferred name
- Tetragastrin
- IUPAC
- (3S)-3-[[(2S)-2-[[(2S)-2-amino-3-(1H-indol-3-yl)propanoyl]amino]-4-methylsulfanylbutanoyl]amino]-4-[[(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]amino]-4-oxobutanoic acid
- English name
- Tetragastrin
- Molecular formula
- C29H36N6O6S
- Molecular weight
- 596.7
Names & synonyms
tetragastrin1947-37-1Gastrin tetrapeptideCholecystokinin tetrapeptideGastrin tetrapeptide amideCCRIS 32464-7-cholecystokinin-7 (swine)0OL293AV80CHEBI:137728(3S)-3-[[(2S)-2-[[(2S)-2-amino-3-(1H-indol-3-yl)propanoyl]amino]-4-methylsulfanylbutanoyl]amino]-4-[[(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]amino]-4-oxobutanoic acidL-Phenylalaninamide, L-tryptophyl-L-methionyl-L-alpha-aspartyl-Cholecystokinin 4
Show more names
CCK-4 AcetateTrp-Met-Asp-Phe amideCholecystokinin(36-39)Tetragastrin hydrochlorideCCK-4, CCKB receptor agonistH-Trp-Met-Asp-Phe-NH2 acetateCholecystokinin, CCK Tetrapeptide4-7-Cholecystokinin-7 (swine) (9CI)CCK-4 Acetate, Gastrin Tetrapeptide
(3S)-3-[(2S)-2-[(2S)-2-amino-3-(1H-indol-3-yl)propanamido]-4-(methylsulfanyl)butanamido]-3-{[(1S)-1-carbamoyl-2-phenylethyl]carbamoyl}propanoic acidAOC TetragastrinAOC TetrapeptideAOC-Tetrapeptide(3S)-3-(((2S)-2-(((2S)-2-amino-3-(1H-indol-3-yl)propanoyl)amino)-4-methylsulfanylbutanoyl)amino)-4-(((2S)-1-amino-1-oxo-3-phenylpropan-2-yl)amino)-4-oxobutanoic acid(3S)-3-((2S)-2-((2S)-2-amino-3-(1H-indol-3-yl)propanamido)-4-(methylsulfanyl)butanamido)-3-(((1S)-1-carbamoyl-2-phenylethyl)carbamoyl)propanoic acidTetrapeptide, GastrinRefChem:188595
Properties
Computed structural properties
- XLogP
- -2.1
- Topological polar surface area
- 235 Ų
- Hydrogen bond donors
- 7
- Hydrogen bond acceptors
- 8
- Rotatable bonds
- 16
- Heavy atoms
- 42
- Formal charge
- 0
- Complexity
- 948
Experimental & physicochemical properties
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 185 · 185-195 °C
- Boiling point
- 1070 · 1070.0±65.0 °C(Predicted)
- Density
- 1.348 · 1.348±0.06 g/cm3(Predicted)
- storage temp.
- -20 °C · -20°C
- solubility
- 20 mg/mL, · DMF: 20mg/mL, clear, colorless to yellow
- form
- Solid
- pka
- 4.19 · 4.19±0.10(Predicted)
- color
- White to off-white
- InChIKey
- RGYLYUZOGHTBRF-BIHRQFPBSA-N
- SMILES
- CSCC[C@H](NC(=O)[C@@H](N)Cc1c[nH]c2ccccc12)C(=O)N[C@@H](CC(O)=O)C(=O)N[C@@H](Cc3ccccc3)C(N)=O
- FDA UNII
- 0 OL293AV80 · 0OL293AV80
- UNSPSC Code
- 12352202 · 12352202
- NACRES
- 32 · NA.32
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- Toxicity
- dog,LD,intravenous,> 100mg/kg (100mg/kg),GASTROINTESTINAL: NAUSEA OR VOMITINGGASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"BEHAVIORAL: EXCITEMENT,Oyo Yakuri. Pharmacometrics. Vol. 3, Pg. 121, 1969.
- Storage Class
- 11 - Combustible Solids
Chemistry & industry
Applications
UsesCholecystokinin Fragment 30-33 Amide can be used for inactivating the CCK8 antiserum. The product can also be used as an antigen utilized in absorption control for testing the specificity of antisera.
Additional notes
DefinitionChEBI: Tetragastrin is a tetrapeptide composed of L-tryptophan, L-methione, L-aspartic acid and L-phenylalaninamide residues joined in sequence. It has a role as an anxiogenic and a human metabolite. It is a tetrapeptide and a peptidyl amide.
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