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ChemicalBook--->CAS DataBase List--->38916-34-6

38916-34-6

38916-34-6 Structure

38916-34-6 Structure
IdentificationBack Directory
[Name]

15-28-Somatostatin-28
[CAS]

38916-34-6
[Synonyms]

SRIF
SS-14
SRIF-A
GH-RIF
Stilamin
Aminopan
Somatofalk
Modustatina
Somatostatin
Somatostatina
Somatostatine
AGCKNFFWKTFTSC
SOMATOSTATIN-14
Einecs 254-186-5
Somatostatin【rat】
Argirelin Acetate
SOMATOSTATIN [GIF]
SOMATOSTATIN, SHEEP
SOMATOSTATIN [TYR1]
SoMatostatin Acetat
Cyclic somatostatin
SOMATOSTATIN ACETATE
SOMATOSTATIN, CYCLIC
SOMATOSTATIN [D-TRP8]
Somastostatin Acetate
15-28-Somatostatin-28
SOMATOSTATIN PH. EUR.
Synthetic somatostatin-14
SOMATOSTATIN-14 (REDUCED)
Somatostatina [inn-spanish]
SOMATOSTATIN-14 (COUPLED TO BSA)
SOMATOSTATIN-14 (COUPLED TO KLH)
SOMATOSTATIN, CELL CULTURE TESTED
SOMATOTROPIN RELEASE INHIBITING FACTOR
AGCKNFFWKTFTSC (DISULFIDE BRIDGE: 3-14)
GIF (HUMAN, OVINE, PORCINE, RAT, MOUSE)
SRIF (HUMAN, OVINE, PORCINE, RAT, MOUSE)
Growth hormone-releasing inhibiting factor
SOMATOSTATIN (HUMAN, OVINE, PORCINE, RAT, MOUSE)
somatostatin gamma-irradiated*cell culture tested
GIF (HUMAN, OVINE, PORCINE, RAT, MOUSE) 2ACOH 6H2O
SRIF (HUMAN, OVINE, PORCINE, RAT, MOUSE) 2ACOH 6H2O
SoMatotropin Release-Inhibiting Factor, SRIF, SRIF-14
ALA-GLY-CYS-LYS-ASN-PHE-PHE-TRP-LYS-PHE-THR-SER-CYS-OH
ALA-GLY-CYS-LYS-ASN-PHE-PHE-TRP-LYS-THR-PHE-THR-SER-CYS
Synthetic cyclic growth hormone release-inhibiting factor
Ala-Gly-Cys-Lys-Asn-Phe-Phe-Trp-Lys-Thr-Phe-Thr-Ser-Cys-OH
SOMATOSTATIN (HUMAN, OVINE, PORCINE, RAT, MOUSE) 2ACOH 6H2O
H-ALA-GLY-CYS-LYS-ASN-PHE-PHE-TRP-LYS-THR-PHE-THR-SER-CYS-OH
ALA-GLY-CYS-LYS-ASN-PHE-PHE-TRP-LYS-THR-PHE-THR-SER-CYS 2ACOH 6H2O
SOMATOTROPIN RELEASE INHIBITING FACTOR (HUMAN, OVINE, PORCINE, RAT, MOUSE)
GROWTH HORMONE RELEASE INHIBITING FACTOR (HUMAN, OVINE, PORCINE, RAT, MOUSE)
H-ALA-GLY-CYS-LYS-ASN-PHE-PHE-TRP-LYS-THR-PHE-THR-SER-CYS-OH (COUPLED TO BSA)
H-ALA-GLY-CYS-LYS-ASN-PHE-PHE-TRP-LYS-THR-PHE-THR-SER-CYS-OH (COUPLED TO KLH)
H-ALA-GLY-CYS-LYS-ASN-PHE-PHE-TRP-LYS-THR-PHE-THR-SER-CYS-OH, CYS3,14, CYCLIC
H-Ala-Gly-Cys-Lys-Asn-Phe-Phe-Trp-Lys-Thr-Phe-Thr-Ser-Cys-OH (Disulfide bond)
Growth hormone release inhibiting factor Somatotropin release inhibiting factor
Ala-Gly-Cys-Lys-Asn-Phe-Phe-Trp-Lys-Thr-Phe-Thr-Ser-Cys-OH, (Disulfide Bridge3:14)
Ala-Gly-Cys-Lys-Asn-Phe-Phe-Trp-Lys-Thr-Phe-Thr-Ser-Cys (Disulfide bridge Cys3-Cys14)
SOMATOTROPIN RELEASE INHIBITING FACTOR (HUMAN, OVINE, PORCINE, RAT, MOUSE) 2ACOH 6H2O
H-ALA-GLY-CYS-LYS-ASN-PHE-PHE-TRP-LYS-THR-PHE-THR-SER-CYS-OH (DISULFIDE BRIDGE: 3-14)
GROWTH HORMONE RELEASE INHIBITING FACTOR (HUMAN, OVINE, PORCINE, RAT, MOUSE) 2ACOH 6H2O
H-Ala-Gly-Cys-Lys-Asn-Phe-Phe-Trp-Lys-Thr-Phe-Thr-Ser-Cys-OH acetate salt (Disulfide bond)
Growth hormone release inhibiting factor, Somatostatin-14, Somatotropin release inhibiting factor, SRIF
Growth hormone-release inhibiting factor: L-alanylglycyl-L-cysteinyl-L-lysyl-L-asparaginyl-L-phenylalanyl-L-phenylalanyl-L-tryptophyl-L-lysyl-L-threonyl-L-phenylalanyl-L-threonyl-L-seryl-L-cysteine cyclic (3-14) disulfide
[EINECS(EC#)]

254-186-5
[Molecular Formula]

C76H104N18O19S2
[MDL Number]

MFCD00076762
[MOL File]

38916-34-6.mol
[Molecular Weight]

1637.88
Chemical PropertiesBack Directory
[Appearance]

White Powder
[Melting point ]

>211°C (dec.)
[Boiling point ]

1970.9±65.0 °C(Predicted)
[density ]

1.43±0.1 g/cm3(Predicted)
[storage temp. ]

−20°C
[solubility ]

H2O: 1 mg/mL
[form ]

powder
[pka]

2.94±0.70(Predicted)
[color ]

White to Off-White
[Water Solubility ]

Soluble in water(25,00°C 1,00 g/L), Methanol.
[Merck ]

13,8788
[BRN ]

6436064
[Sequence]

Ala-Gly-c[Cys-Lys-Asn-Phe-Phe-Trp-Lys-Thr-Phe-Thr-Ser-Cys]-OH,(Disulfide bridge: Cys-Cys)
[InChIKey]

NHXLMOGPVYXJNR-ATOGVRKGSA-N
[SMILES]

C12C=CC=CC=1NC=C2C[C@H]1C(=O)N[C@@H](CCCCN)C(=O)N[C@@H]([C@H](O)C)C(=O)N[C@H](C(=O)N[C@@H]([C@H](O)C)C(=O)N[C@@H](CO)C(=O)N[C@@H](CSSC[C@H](NC(=O)CNC(=O)[C@@H](N)C)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(=O)N)C(=O)N[C@@H](CC2C=CC=CC=2)C(=O)N[C@@H](CC2C=CC=CC=2)C(=O)N1)C(=O)O)CC1C=CC=CC=1 |&1:10,14,23,24,30,34,35,41,47,52,60,66,75,83,94,r|
Hazard InformationBack Directory
[Chemical Properties]

White Powder
[Uses]

Growth hormone-release inhibiting factor; treatment of severe, acute hemorrhage of gastroduodenal ulcers; experimental antidiabetic
[Definition]

ChEBI: A fourteen-membered heterodetic cyclic peptide comprising the sequence Ala-Gly-Cys-Lys-Asn-Phe-Phe-Trp-Lys-Thr-Phe-Thr-Ser-Cys cyclised by a disulfide bridge between the two Cys residues at positions 3 and 14.
[Biological Functions]

Somatostatin is a cyclic 14-peptide that was first isolated by Guillemin in 1973 and is probably the most thoroughly investigated and most important of the inhibitory factors produced by the hypothalamus. The principal activity of somatostatin, which is of hypothalamic origin, is inhibition of the release of growth hormone (GH) from the anterior pituitary. Too much GH, as in pituitary tumors, causes acromegaly, a form of giantism. On the other hand, too little GH leads to dwarfism. Somatostatin also has been found in the pancreas and the GI tract, where it inhibits the secretion of both insulin and glucagon from the pancreas as well as the secretion of a variety of intestinal peptides (e.g., gastrin, secretin, pepsin, and renin). The short half-life of somatostatin, which is less than 3 minutes, has precluded its use as a therapeutic agent. Many derivatives of somatostatin have been prepared to increase its duration of action and/or to enhance its selectivity of action. The culmination of these structure–activity studies was the development of octreotide acetate.
[General Description]

Somatostatin (SST) is a peptide.
[Biochem/physiol Actions]

Somatostatin regulates the secretion of hormones and bioactive peptides. It acts as an inhibitor in the digestive tract by inhibiting gastrin release. In the pancreatic islets, it inhibits glucagon and insulin release. Somatostatin and its synthetic analogs have been used in the treatment of neuroendocrine tumors.
[Purification Methods]

Somatostatin is a tetradecapeptide which is purified by gel filtration on Sephadex G-25, eluting with 2N AcOH, and then by liquid partition chromatography on Sephadex G-25 using n-BuOH/AcOH/H2O (4:1:5) and has RF = 0.4. It is a brain growth hormone releasing-inhibiting factor which has also been synthesised. [Burgus et al. Proc Natl Acad Sci USA 70 684 1973, Sorantakis & McKinley Biochem Biophys Res Commun 54 234 1973, Hartridt et al. Pharmazie 37 403 1982.]
Safety DataBack Directory
[WGK Germany ]

3
[RTECS ]

WF8751700
[F ]

3-10-21
Spectrum DetailBack Directory
[Spectrum Detail]

15-28-Somatostatin-28(38916-34-6)MS
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