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Merck

O1014

Octreotide

≥98% (HPLC), Somatostatin receptor agonist,

Synonym(s):

SMS 201-995

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About This Item

Empirical Formula (Hill Notation):
C49H66N10O10S2
CAS Number:
83150-76-9
Molecular Weight:
1019.24
UNSPSC Code:
12352200
PubChem Substance ID:
329818892
NACRES:
NA.32
MDL number:
MFCD00871400

Product Name

Octreotide, ≥98% (HPLC)

SMILES string

C[C@@H](O)[C@@H](CO)NC(=O)[C@@H]1CSSC[C@H](NC(=O)[C@H](N)Cc2ccccc2)C(=O)N[C@@H](Cc3ccccc3)C(=O)N[C@H](Cc4c[nH]c5ccccc45)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H]([C@@H](C)O)C(=O)N1

InChI key

DEQANNDTNATYII-OULOTJBUSA-N

InChI

1S/C49H66N10O10S2/c1-28(61)39(25-60)56-48(68)41-27-71-70-26-40(57-43(63)34(51)21-30-13-5-3-6-14-30)47(67)54-37(22-31-15-7-4-8-16-31)45(65)55-38(23-32-24-52-35-18-10-9-17-33(32)35)46(66)53-36(19-11-12-20-50)44(64)59-42(29(2)62)49(69)58-41/h3-10,13-18,24,28-29,34,36-42,52,60-62H,11-12,19-23,25-27,50-51H2,1-2H3,(H,53,66)(H,54,67)(H,55,65)(H,56,68)(H,57,63)(H,58,69)(H,59,64)/t28-,29-,34-,36+,37+,38-,39-,40+,41+,42+/m1/s1

assay

≥98% (HPLC)

solubility

H2O: soluble

storage temp.

−20°C

Quality Level

200

Gene Information

human ... SSTR1(6751), SSTR2(6752), SSTR3(6753), SSTR4(6754), SSTR5(6755)

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Related Categories

General description

Octreotide is a somatostatin analogue with D-Phe-Cys-Phe-D-Trp-Lys-ThrCys-Thr-OH amino acid sequence.

Other Notes

Lyophilized from 0.1% TFA in H2O

Biochem/physiol Actions

Somatostatin analog that is 3-times more potent than the native hormone in inhibiting the secretion of growth hormone.
Octreotide is three times more potent than the native hormone in inhibiting the secretion of growth hormone glucagon and insulin in vivo. Octreotide regulates serum prolactin levels and resolves galactorrhea or (secondary) amenorrhea in acromegaly patients. Hence, this peptide can be considered as a potent therapeutic for acromegaly treatment.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000461550
0000461550
0000388957
0000388957
0000235385

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Alain Sauvanet et al.
Annals of surgery, 260(2), 364-371 (2014-03-22)
To assess the feasibility and outcomes of parenchyma-sparing pancreatectomy (PSP), including enucleation (EN), resection of uncinate process (RUP), and central pancreatectomy (CP), as an alternative to standard pancreatectomy for presumed noninvasive intraductal papillary and mucinous neoplasms (IPMNs). Pancreaticoduodenectomy and distal
Octreotide
Lamberts S
The New England Journal of Medicine, 334, 246-254 (1996)
Rana Ben Azzouna et al.
Nuclear medicine communications, 38(1), 51-56 (2016-11-09)
The Ge/Ga generator is of increasing interest for clinical PET. The arrival on the market of the pharmaceutical-grade generator, which provides an eluate with chemical and radiochemical purities in conformity with the European Pharmacopeia specifications, makes the direct labelling of
Mattias Sandström et al.
Journal of nuclear medicine : official publication, Society of Nuclear Medicine, 54(10), 1755-1759 (2013-08-10)
(68)Ga-DOTATOC and (68)Ga-DOTATATE are 2 radiolabeled somatostatin analogs for in vivo diagnosis of neuroendocrine tumors with PET. The aim of the present work was to measure their comparative biodistribution and radiation dosimetry. Ten patients diagnosed with neuroendocrine tumors were included.
Jan Calissendorff et al.
Endocrine, 47(1), 169-176 (2013-11-26)
Metastases from ileal neuroendocrine tumors (NETs) to the myocardium are rare and generally seen in patients with widespread metastatic NET disease. The objectives of this investigation were to describe the frequency of intracardiac metastases in ileal NET patients examined by
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