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Octreotide · Vinony

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Chemical articles with multiple CAS registry numbers
Octreotide

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Octreotide

EntityQ419935· pop 28· linked from 874 articles

Octreotide

Also known as SMS995, octrotide

Octreotide, sold under the brand name Sandostatin among others, is an octapeptide that mimics natural somatostatin pharmacologically, though it is a more potent inhibitor of growth hormone, glucagon, and insulin than the natural hormone. It was first synthesized in 1979 and binds predominantly to the somatostatin receptors SSTR2 and SSTR5.

Key facts

Drug.Verifiedfields: changed
Drug.Watchedfields: changed
Drug.verifiedrevid: 458287873
Drug.image: Octreotide.svg
Drug.image_class: skin-invert-image
Drug.image2: Octreotride PDB-6vc1.png
Drug.image_class2: bg-transparent
Drug.caption: 3D structure of octreotide.
Drug.tradename: Sandostatin, Bynfezia Pen, Mycapssa, others
Drug.MedlinePlus: a693049
Drug.DailyMedID: Octreotide
Drug.pregnancy_AU: C
Drug.routes_of_administration

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Connections

intravenous infusion and defusion

Categories

Chemical articles with multiple CAS registry numbers Chemical articles with multiple PubChem CIDs Chemicals using indexlabels Cyclic peptides Drugboxes which contain changes to verified fields Drugboxes which contain changes to watched fields Drugs developed by Novartis Drugs developed by Sun Pharma Drugs with non-standard legal status Multiple chemicals in Infobox drug Octapeptides

Sources

wikipedia.refscitation
wikipedia.externallinksexternallink

Subcutaneous, intramuscular, intravenous, by mouth

Drug.ATC_prefix

H01

Drug.ATC_suffix

CB02

Drug.legal_AU

S4

Drug.legal_CA

Rx-only

Drug.legal_UK

POM

via Wikipedia infobox

Chemical data

Formula: C49H66N10O10S2
Molecular weight: 1019.2 g/mol
IUPAC name: (4R,7S,10S,13R,16S,19R)-10-(4-aminobutyl)-19-[[(2R)-2-amino-3-phenylpropanoyl]amino]-16-benzyl-N-[(2R,3R)-1,3-dihydroxybutan-2-yl]-7-[(1R)-1-hydroxyethyl]-13-(1H-indol-3-ylmethyl)-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentazacycloicosane-4-carboxamide
SMILES: C[C@H]([C@H]1C(=O)N[C@@H](CSSC[C@@H](C(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)N1)CCCCN)CC2=CNC3=CC=CC=C32)CC4=CC=CC=C4)NC(=O)[C@@H](CC5=CC=CC=C5)N)C(=O)N[C@H](CO)[C@@H](C)O)O
InChIKey: DEQANNDTNATYII-OULOTJBUSA-N
XLogP: 1
Polar surface area: 383 Å²
H-bond donors: 13
H-bond acceptors: 14
Formal charge: 0

via PubChem

Research

12,596 papers

Octreotide and Octreotide-derived delivery systems.Journal of drug targeting · 2023
Octreotide.Neonatal network : NN · 2006
Octreotide.Journal of pain and symptom management · 2010
Octreotide in hyperinsulinism.The Annals of pharmacotherapy · 1997
ANNIVERSARY REVIEW: Octreotide, 40 years later.European journal of endocrinology · 2019

via PubMed

Wikidata facts

Mass: 1018.44048

Show 8 more facts

chemical formula: C₄₉H₆₆N₁₀O₁₀S₂
isomeric SMILES: C[C@@H](O)[C@@H](CO)NC(=O)[C@@H]1CSSC[C@H](NC(=O)[C@H](N)CC2=CC=CC=C2)C(=O)N[C@@H](CC3=CC=CC=C3)C(=O)N[C@H](CC4=CNC5=C4C=CC=C5)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H]([C@@H](C)O)C(=O)N1
canonical SMILES: CC(C1C(=O)NC(CSSCC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N1)CCCCN)CC2=CNC3=CC=CC=C32)CC4=CC=CC=C4)NC(=O)C(CC5=CC=CC=C5)N)C(=O)NC(CO)C(C)O)O
defined daily dose: 0.7
NCI Thesaurus ID: C711
MCN code: 3003.39.25
World Health Organisation international non-proprietary name: octreotide
stylized name: SandoSTATIN

Sources (6)

wikidata.org
whocc.no
mednet-communities.net
ncbi.nlm.nih.gov
docs.openalex.org
ismp.org

via Wikidata · CC0

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via Wikidata sitelinks · CC0

ghrelin

Entity

biological half-life

World Health Organization

International Standard Book Number

digital object identifier

chemical formula

Somatostatin inhibitors

Source attribution

Substances discovered in the 1970s

Systemic hormonal preparations

Twenty-membered rings

World Health Organization essential medicines

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What links here874 pages

growth hormone releasing hormone

upper gastrointestinal bleeding

Codeine-N-oxide

dioxaphetyl butyrate

bovine somatotropin

Mitragyna speciosa

cardiac fibrosis

cancer and nausea