sterol

Also known as sterols, sterol lipids, 3-hydroxysteroids

class=skin-invert-image|thumb|Gonan-3-ol, the simplest sterol

Chemical data

Formula: C6H12O6
Molecular weight: 180.16 g/mol
IUPAC name: (2S,3S,4S,5S,6R)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol
SMILES: C([C@@H]1[C@H]([C@@H]([C@@H]([C@H](O1)O)O)O)O)O
InChIKey: WQZGKKKJIJFFOK-PQMKYFCFSA-N
XLogP: -2.6
Polar surface area: 110 Å²
H-bond donors: 5
H-bond acceptors: 6
Formal charge: 0

via PubChem

Research

255,674 papers

[Sterol transport proteins in yeast: a review].Sheng wu gong cheng xue bao = Chinese journal of biotechnology · 2023
Insect Sterol Nutrition: Physiological Mechanisms, Ecology, and Applications.Annual review of entomology · 2020
Sterol gradients in cells.Current opinion in cell biology · 2018
Fluorescent sterol probes for intracellular transport, imaging, and therapeutics.Current opinion in chemical biology · 2022
Sterol uptake by the NPC system in eukaryotes: a Saccharomyces cerevisiae perspective.FEBS letters · 2022

via PubMed

Wikidata facts

Mass: 2484

Show 3 more facts

Commons category: Sterols
SMARTS notation: [#6]C12[#6]-[#6]-[#6]3-[#6](-[#6]-[#6]-[#6]4-[#6]-[#6](-[#8])-[#6]-[#6]C34[#6])-[#6]1-[#6]-[#6]-[#6]2-*
canonical SMILES: C12C(C3C(C(CC3)*)(C)CC1)CCC4C2(CCC(C4)O)C

Sources (5)

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~5 min read

Article

11 sections

Contents

Types
Phytosterols
Zoosterols
Mycosterols
Role in biochemistry
Phytosterols as a nutritional supplement
Chemical classification and structure
See also
References
Further reading
External links

class=skin-invert-image|thumb|Gonan-3-ol, the simplest sterol

A sterol is any organic compound with a skeleton closely related to cholestan-3-ol and having a hydroxyl group at carbon 3. The simplest sterol is gonan-3-ol, which has a formula of , and is derived from that of gonane by replacement of a hydrogen atom on C3 position by a hydroxyl group. It is therefore an alcohol of gonane.