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O1014

Sigma-Aldrich

Octreotide

≥98% (HPLC)

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
MDL number:
MFCD00871400
UNSPSC Code:
12352200
PubChem Substance ID:
329818892
NACRES:
NA.32

Quality Level

200

Assay

≥98% (HPLC)

solubility

H2O: soluble

storage temp.

−20°C

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

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

InChI key

DEQANNDTNATYII-OULOTJBUSA-N

Gene Information

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

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Amino Acid Sequence

Phe-Cys-Phe-Trp-Lys-Thr-Cys-Thr-ol [Disulfide bridge: 2-7]

General description

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

Biochem/physiol Actions

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.
Somatostatin analog that is 3-times more potent than the native hormone in inhibiting the secretion of growth hormone.

Other Notes

Lyophilized from 0.1% TFA in H2O

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
Anders Sundin
Best practice & research. Clinical gastroenterology, 26(6), 803-818 (2013-04-16)
Neuroendocrine tumours (NETs) comprise a heterogeneous group of neoplasms with very varying clinical expression. A functioning NET, for instance in the pancreas, may be very small and yet give rise to severe endocrine symptoms whereas a patient with a small
Octreotide as primary therapy for acromegaly.
Newman CB
The Journal of Clinical Endocrinology and Metabolism, 83(9), 3034-3040 (1998)
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)
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