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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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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
Animitra Das et al.
The Cochrane database of systematic reviews, (9)(9), CD006388-CD006388 (2010-09-09)
Routine care for chylothorax in neonate includes either conservative or surgical approaches. Octreotide, a somatostatin analogue, has been used for the management of patients with refractory chylothorax not responding to conservative management. To assess the efficacy and safety of octreotide
Odaly Toffoletto et al.
Growth hormone & IGF research : official journal of the Growth Hormone Research Society and the International IGF Research Society, 30-31, 31-36 (2016-09-23)
To extend available dosing options in the treatment of growth hormone deficiency, a comparative pharmacokinetic and pharmacodynamic phase-1 clinical study involving subcutaneous administration of growth hormone was conducted. The test formulation (biosimilar recombinant human growth hormone; r-hGH; Somatotropin) and reference
Hendrik Bergsma et al.
Best practice & research. Clinical gastroenterology, 26(6), 867-881 (2013-04-16)
Peptide receptor radionuclide therapy (PRRT) with radiolabelled somatostatin analogues plays an increasing role in the treatment of patients with inoperable or metastasised gatroenteropancreatic neuroendocrine tumours (GEP-NETs). (90)Y-DOTATOC and (177)Lu-DOTATATE are the most used radiopeptides for PRRT with comparable tumour response
Octreotide
Lamberts S
The New England Journal of Medicine, 334, 246-254 (1996)
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