Structure via PubChem · Public domain (PubChem)
dolichol-20
Sign in to saveAlso known as Dolichyl phosphate, Dolichol phosphate, Dolichol 20, Dolichol (C100), Dolichol
Dolichol refers to any of a group of long-chain mostly unsaturated organic compounds that are made up of varying numbers of isoprene units terminating in an α-saturated isoprenoid group, containing an alcohol functional group.
In the Vinony graph
Vinony's link graph records 40 inbound references to dolichol-20, and connects out to post-translational protein modification, protein and Ancient Greek.
It sits within the topics Alkene derivatives, Cell biology and Chemical articles with multiple CAS registry numbers.
Vinony links it to 17 Wikipedia language editions.
Chemical data
- Formula
- C100H164O
- Molecular weight
- 1382.4 g/mol
- IUPAC name
- (6E,10E,14E,18E,22Z,26E,30E,34E,38E,42E,46E,50E,54E,58Z,62E,66E,70E,74E)-3,7,11,15,19,23,27,31,35,39,43,47,51,55,59,63,67,71,75,79-icosamethyloctaconta-6,10,14,18,22,26,30,34,38,42,46,50,54,58,62,66,70,74,78-nonadecaen-1-ol
- SMILES
- CC(CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(/C)\CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(/C)\CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CCC=C(C)C)CCO
- InChIKey
- KEVPZUBEAUSPNJ-OYHKHEHLSA-N
- XLogP
- 36.6
- Polar surface area
- 20.2 Ų
- H-bond donors
- 1
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Research
4 papers- DoliClock: a lipid-based aging clock reveals accelerated aging in neurological disorders.Aging · 2025
- Dolichol-like lipids with stimulatory effect on DNA synthesis: substrates for protein dolichylation?Journal of cellular biochemistry · 1998
- Effect of virus-transformation and growth factor stimulation on isoprene biosynthesis in human fibroblasts: a correlation to cell growth.Cancer biochemistry biophysics · 1995
- Isoprenoid regulation of cell growth: identification of mevalonate-labelled compounds inducing DNA synthesis in human breast cancer cells depleted of serum and mevalonate.Journal of cellular physiology · 1993
via PubMed
Wikidata facts
- Mass
- 1381.278219868
Show 5 more facts
- chemical formula
- C₁₀₀H₁₆₄O
- canonical SMILES
- CC(CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)C)CCO
- isomeric SMILES
- CC(CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(/C)\CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(/C)\CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CCC=C(C)C)CCO
- found in taxon
- Pinus sylvestris
- Commons category
- Dolichol
Sources (2)
via Wikidata · CC0
~5 min read
Encyclopedic overview
9 sectionsContents
- Functions
- Role in aging
- Synthesis
- Other
- Medical significance
- History
- See also
- References
- External links
Dolichol refers to any of a group of long-chain mostly unsaturated organic compounds that are made up of varying numbers of isoprene units terminating in an α-saturated isoprenoid group, containing an alcohol functional group.
==Functions== Dolichols play a role in the post-translational modification of proteins known as N-glycosylation in the form of dolichol phosphate. Dolichols function as a membrane anchor for the formation of the oligosaccharide Glc3–Man9–GlcNAc2 (where Glc is glucose, Man is mannose, and GlcNAc is N-acetylglucosamine). This oligosaccharide is transferred from the dolichol donor onto certain asparagine residues (onto a specific sequence that is "Asn–X–Ser/Thr") of newly forming polypeptide chains. Dolichol is also involved in transfer of the monosaccharides to the forming Glc3–Man9–GlcNAc2–Dolichol carrier.
Excerpted from Wikipedia’s “dolichol-20” article, available under the CC BY-SA 4.0 licence.