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.
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.