File:Insulin_struct.png · Wikimedia Commons · See Wikimedia Commons
انسولین
Sign in to saveAlso known as human insulin
frame|right|Insulin is a peptide hormone containing two chains cross-linked by disulfide bridges.
OverviewAI-generated
Insulin is a chemical substance with the formula C₂₅₇H₃₈₃N₆₅O₇₇S₆. Its mass is 5805.644359, while PubChem lists its weight as 5808. The molecule has a charge of 0 and an xlogp value of -13.1. It contains 78 hydrogen bond donors and 89 hydrogen bond acceptors, with a topological polar surface area of 2450.
The substance is associated with the Commons category and gallery titled "Insulin." It is identified by the NCI Thesaurus ID C65922 and PubChem CID 16129672. In academic literature, there are 518,472 PubMed entries for the query insulin. Additionally, it is referenced by 2,415 other encyclopedia articles.
Synthesized by Vinony from 17 facts across 4 sources: Wikidata, PubChem, PubMed, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.
Chemical data
- Formula
- C257H383N65O77S6
- Molecular weight
- 5808 g/mol
- IUPAC name
- (4S)-4-[[2-[[(1R,6R,12S,15S,18S,21S,24S,27S,30S,33S,36S,39S,42R,47R,50S,53S,56S,59S,62S,65S,68S,71S,74R,77S,80S,83S,88R)-88-[[(2S)-5-amino-2-[[(2S)-2-[[(2S)-2-[[(2S,3S)-2-[(2-aminoacetyl)amino]-3-methylpentanoyl]amino]-3-methylbutanoyl]amino]-4-carboxybutanoyl]amino]-5-oxopentanoyl]amino]-6-[[(2S)-2-[[(2S)-2-[[(2S)-5-amino-2-[[(2S)-4-amino-2-[[(2S)-2-[[(2S)-2-amino-3-phenylpropanoyl]amino]-3-methylbutanoyl]amino]-4-oxobutanoyl]amino]-5-oxopentanoyl]amino]-3-(1H-imidazol-5-yl)propanoyl]amino]-4-methylpentanoyl]amino]-47-[[(1S)-3-amino-1-carboxy-3-oxopropyl]carbamoyl]-53-(2-amino-2-oxoethyl)-62-(3-amino-3-oxopropyl)-77-[(2S)-butan-2-yl]-24,56-bis(2-carboxyethyl)-83-[(1R)-1-hydroxyethyl]-12,71,80-tris(hydroxymethyl)-33,50,65-tris[(4-hydroxyphenyl)methyl]-15-(1H-imidazol-5-ylmethyl)-27-methyl-18,30,36,59,68-pentakis(2-methylpropyl)-7,10,13,16,19,22,25,28,31,34,37,40,49,52,55,58,61,64,67,70,73,76,79,82,85,87-hexacosaoxo-21,39-di(propan-2-yl)-3,4,44,45,90,91-hexathia-8,11,14,17,20,23,26,29,32,35,38,41,48,51,54,57,60,63,66,69,72,75,78,81,84,86-hexacosazabicyclo[72.11.7]dononacontane-42-carbonyl]amino]acetyl]amino]-5-[[(2S)-1-[[2-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S,3R)-1-[(2S)-2-[[(2S)-6-amino-1-[[(1S,2R)-1-carboxy-2-hydroxypropyl]amino]-1-oxohexan-2-yl]carbamoyl]pyrrolidin-1-yl]-3-hydroxy-1-oxobutan-2-yl]amino]-3-(4-hydroxyphenyl)-1-oxopropan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]amino]-2-oxoethyl]amino]-5-carbamimidamido-1-oxopentan-2-yl]amino]-5-oxopentanoic acid
- SMILES
- CC[C@H](C)[C@H]1C(=O)N[C@H]2CSSC[C@@H](C(=O)N[C@@H](CSSC[C@@H](C(=O)NCC(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@@H](CSSC[C@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC2=O)CO)CC(C)C)CC3=CC=C(C=C3)O)CCC(=O)N)CC(C)C)CCC(=O)O)CC(=O)N)CC4=CC=C(C=C4)O)C(=O)N[C@@H](CC(=O)N)C(=O)O)C(=O)NCC(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CCCNC(=N)N)C(=O)NCC(=O)N[C@@H](CC5=CC=CC=C5)C(=O)N[C@@H](CC6=CC=CC=C6)C(=O)N[C@@H](CC7=CC=C(C=C7)O)C(=O)N[C@@H]([C@@H](C)O)C(=O)N8CCC[C@H]8C(=O)N[C@@H](CCCCN)C(=O)N[C@@H]([C@@H](C)O)C(=O)O)C(C)C)CC(C)C)CC9=CC=C(C=C9)O)CC(C)C)C)CCC(=O)O)C(C)C)CC(C)C)CC2=CN=CN2)CO)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC2=CN=CN2)NC(=O)[C@H](CCC(=O)N)NC(=O)[C@H](CC(=O)N)NC(=O)[C@H](C(C)C)NC(=O)[C@H](CC2=CC=CC=C2)N)C(=O)N[C@H](C(=O)N[C@H](C(=O)N1)CO)[C@@H](C)O)NC(=O)[C@H](CCC(=O)N)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](C(C)C)NC(=O)[C@H]([C@@H](C)CC)NC(=O)CN
- InChIKey
- PBGKTOXHQIOBKM-FHFVDXKLSA-N
- XLogP
- -13.1
- Polar surface area
- 2450 Ų
- H-bond donors
- 78
- H-bond acceptors
- 89
- Formal charge
- 0
via PubChem
Research
518,472 papers- The cell biology of systemic insulin function.ReviewThe Journal of cell biology · 2018Tokarz VL, MacDonald PE, Klip ADOI: 10.1083/jcb.201802095
- Insulin: The master regulator of glucose metabolism.ReviewMetabolism: clinical and experimental · 2022Norton L, Shannon C, Gastaldelli A et al.DOI: 10.1016/j.metabol.2022.155142
- The molecular mechanism of insulin action.ReviewAnnual review of medicine · 1985Kahn CRDOI: 10.1146/annurev.me.36.020185.002241
- Understanding insulin and its receptor from their three-dimensional structures.ReviewMolecular metabolism · 2021Lawrence MCDOI: 10.1016/j.molmet.2021.101255
- The discovery of insulin revisited: lessons for the modern era.ReviewThe Journal of clinical investigation · 2021Lewis GF, Brubaker PLDOI: 10.1172/JCI142239
- Insulin as an immunomodulatory hormone.ReviewCytokine & growth factor reviews · 2020van Niekerk G, Christowitz C, Conradie D et al.DOI: 10.1016/j.cytogfr.2019.11.006
- Current barriers to initiating insulin therapy in individuals with type 2 diabetes.ReviewFrontiers in endocrinology · 2024Galdón Sanz-Pastor A, Justel Enríquez A, Sánchez Bao A et al.DOI: 10.3389/fendo.2024.1366368
- Intranasal insulin's effects on the sense of smell.ReviewRhinology · 2023Sienkiewicz-Oleszkiewicz B, Oleszkiewicz A, Bock MA et al.DOI: 10.4193/Rhin23.036
via PubMed
Wikidata facts
- Instance of
- peptide hormone
- Mass
- 5805.644359
- Image
- Insulin.jpg
- Has use
- medication
Show 10 more facts
- found in taxon
- Homo sapiens
- exact match
- identifiers.org/reactome:R-HSA-77385
- chemical formula
- C₂₅₇H₃₈₃N₆₅O₇₇S₆
- produced by
- pancreas
- Commons category
- Insulin
- topic's main category
- Category:Insulin
- subject has role
- anti-diabetic medication
- Commons gallery
- Insulin
- NCI Thesaurus ID
- C65922
- legal status (medicine)
- boxed warning
Sources (6)
via Wikidata · CC0
Gallery (41)
Available in 99 languages
- Español
- Français
- Deutsch
- 中文
- 日本語
- Русский
- Português
- Italiano
- العربية
- हिन्दी
- Afrikaans
- Albanian
- Armenian
- Assamese
- Asturian
- Azerbaijani
- Bahasa Indonesia
- Balinese
Show 80 more
- Bangla
- Basque
- Bavarian
- be_x_old
- Belarusian
- Bosnian
- Bulgarian
- Burmese
- Catalan
- Central Kurdish
- Chuvash
- Croatian
- Czech
- Danish
- Divehi
- Egyptian Arabic
- Esperanto
- Estonian
- Finnish
- Galician
- Georgian
- Greek
- Hebrew
- Hungarian
- Icelandic
- Ido
- Interlingua
- Irish
- Javanese
- Kannada
- Kazakh
- Kurdish
- Kyrgyz
- Lao
- Latin
- Latvian
- Lingua Franca Nova
- Lithuanian
- Macedonian
- Malay
- Malayalam
- Marathi
- Minangkabau
- Mongolian
- Nederlands
- Northern Frisian
- Norwegian
- Norwegian Nynorsk
- Occitan
- Pampanga
- Pashto
- Polski
- Punjabi
- Romanian
- Scots
- Serbian
- Serbian (Latin)
- Shona
- simple
- Slovak
- Slovenian
- Sundanese
- Svenska
- Tajik
- Tamil
- Tiếng Việt
- Türkçe
- Ukrainian
- Urdu
- Uzbek
- Waray
- Welsh
- Western Panjabi
- Wu Chinese
- Yakut
- Yiddish
- zh_yue
- فارسی
- ไทย
- 한국어
via Wikidata sitelinks · CC0