Structure via PubChem · Public domain (PubChem)
squalene
Sign in to saveAlso known as all-trans-squalene, spinacene, trans-squalene, (all-E)-2,6,10,15,19,23-hexamethyl-2,6,10,14,18,22-tetracosahexaene, (14E)-2,6,10,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaene, (E,E,E,E)-Squalene, (6Z,10E,14E,18E)-2,6,10,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaene, 2,6,10,15,19,23-Hexamethyl-2,6,10,14,18,22-tetracosahexaene
Squalene is an organic compound. It is a triterpene with the formula C30H50. It is a colourless oil, although impure samples appear yellow. It was originally obtained from shark liver oil (hence its name, as Squalus is a genus of sharks). An estimated 12% of bodily squalene in humans is found in sebum. Squalene has a role in topical skin lubrication and protection.
OverviewAI-generated
Squalene is a chemical compound with the formula C₃₀H₅₀. Its IUPAC name is (6E,10E,14E,18E)-2,6,10,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaene. The substance has a mass of 410.391 and a melting point of -75. It possesses a charge of 0, a topological polar surface area of 0, and no hydrogen bond donors or acceptors. The calculated xlogp value is 11.6.
The compound is associated with 6,558 entries in the PubMed database. It is referenced by 231 other encyclopedia articles.
Synthesized by Vinony from 20 facts across 4 sources: Wikidata, PubMed, PubChem, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.
Chemical data
- Formula
- C30H50
- Molecular weight
- 410.7 g/mol
- IUPAC name
- (6E,10E,14E,18E)-2,6,10,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaene
- SMILES
- CC(=CCC/C(=C/CC/C(=C/CC/C=C(/CC/C=C(/CCC=C(C)C)\C)\C)/C)/C)C
- InChIKey
- YYGNTYWPHWGJRM-AAJYLUCBSA-N
- XLogP
- 11.6
- Polar surface area
- 0 Ų
- H-bond donors
- 0
- H-bond acceptors
- 0
- Formal charge
- 0
via PubChem
Research
6,558 papers- Biological importance and applications of squalene and squalane.Advances in food and nutrition research · 2012
- Squalene-hopene cyclases.Applied and environmental microbiology · 2011
- Squalane and Squalene.International journal of toxicology · 2023
- Squalene: friend or foe for cancers.Current opinion in lipidology · 2019
- Squalene hopene cyclases and oxido squalene cyclases: potential targets for regulating cyclisation reactions.Biotechnology letters · 2023
via PubMed
Wikidata facts
- Has part
- hydrogen
- Mass
- 410.391
Show 6 more facts
- chemical formula
- C₃₀H₅₀
- canonical SMILES
- CC(=CCCC(=CCCC(=CCCC=C(C)CCC=C(C)CCC=C(C)C)C)C)C
- isomeric SMILES
- CC(=CCC/C(=C/CC/C(=C/CC/C=C(/CC/C=C(/CCC=C(C)C)\C)\C)/C)/C)C
- melting point
- -75
- Commons category
- Squalene
- subject has role
- primary metabolite
Sources (6)
via Wikidata · CC0
~5 min read
Encyclopedic overview
11 sectionsContents
- Role in triterpenoid synthesis
- Production
- Biosynthesis
- Industry
- Shark conservation {{anchor|Shark squalene}}
- Uses
- As an adjuvant in vaccines
- Safety
- Controversies
- References
- External links
Squalene is an organic compound. It is a triterpene with the formula C30H50. It is a colourless oil, although impure samples appear yellow. It was originally obtained from shark liver oil (hence its name, as Squalus is a genus of sharks). An estimated 12% of bodily squalene in humans is found in sebum. Squalene has a role in topical skin lubrication and protection.
Most plants, fungi, and animals produce squalene as biochemical precursor in sterol biosynthesis, including cholesterol and steroid hormones in the human body. It is also an intermediate in the biosynthesis of hopanoids in many bacteria.
Excerpted from Wikipedia’s “squalene” article, available under the CC BY-SA 4.0 licence.