CHEBI:31000 - docosan-1-ol

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ChEBI Name docosan-1-ol
ChEBI ID CHEBI:31000
Definition A long-chain primary fatty alcohol that is docosane substituted by a hydroxy group at position 1. It is a non-prescription medicine approved by the FDA to shorten healing time of cold sores.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information ZINC000008551087
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Serotonin (), also known as 5-hydroxytryptamine (5-HT), is a monoamine neurotransmitter with a wide range of functions in both the central nervous system (CNS) and peripheral tissues. It is involved in mood, cognition, reward, learning, memory, and physiological processes such as vomiting and vasoconstriction. In the CNS, serotonin regulates mood, appetite, and sleep. Most of the body's serotonin—about 90%—is synthesized in the gastrointestinal tract by enterochromaffin cells, where it regulates intestinal movements. It is also produced in smaller amounts in the brainstem's raphe nuclei, the skin's Merkel cells, pulmonary neuroendocrine cells, and taste receptor cells of the tongue. Once secreted, serotonin is taken up by platelets in the blood, which release it during clotting to promote vasoconstriction and platelet aggregation. Around 8% of the body's serotonin is stored in platelets, and 1–2% is found in the CNS. Serotonin acts as both a vasoconstrictor and vasodilator depending on concentration and context, influencing hemostasis and blood pressure regulation. It plays a role in stimulating myenteric neurons and enhancing gastrointestinal motility through uptake and release cycles in platelets and surrounding tissue. Biochemically, serotonin is an indoleamine synthesized from tryptophan and metabolized primarily in the liver to 5-hydroxyindoleacetic acid (5-HIAA). Serotonin is targeted by several classes of antidepressants, including selective serotonin reuptake inhibitors (SSRIs) and serotonin–norepinephrine reuptake inhibitors (SNRIs), which block reabsorption in the synapse to elevate its levels. It is found in nearly all bilateral animals, including insects and worms, and also occurs in fungi and plants. In plants and insect venom, it serves a defensive function by inducing pain. Serotonin released by pathogenic amoebae may cause diarrhea in the human gut, while its presence in seeds and fruits is thought to stimulate digestion and facilitate seed dispersal.
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Formula C22H46O
Net Charge 0
Average Mass 326.60004
Monoisotopic Mass 326.35487
InChI InChI=1S/C22H46O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23/h23H,2-22H2,1H3
InChIKey NOPFSRXAKWQILS-UHFFFAOYSA-N
SMILES CCCCCCCCCCCCCCCCCCCCCCO
Roles Classification
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
antiviral drug
A substance used in the prophylaxis or therapy of virus diseases.
Application(s): antiviral drug
A substance used in the prophylaxis or therapy of virus diseases.
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ChEBI Ontology
Outgoing docosan-1-ol (CHEBI:31000) has role antiviral drug (CHEBI:36044)
docosan-1-ol (CHEBI:31000) has role plant metabolite (CHEBI:76924)
docosan-1-ol (CHEBI:31000) is a docosanol (CHEBI:197511)
docosan-1-ol (CHEBI:31000) is a long-chain primary fatty alcohol (CHEBI:77396)
Incoming 20-methyldocosan-1-ol (CHEBI:84924) has functional parent docosan-1-ol (CHEBI:31000)
IUPAC Name
docosan-1-ol
Synonyms Sources
1-docosanol ChemIDplus
behenic alcohol NIST Chemistry WebBook
behenyl alcohol NIST Chemistry WebBook
docosan-1-ol UniProt
docosanol ChemIDplus
docosyl alcohol NIST Chemistry WebBook
n-docosanol ChemIDplus
Brand Names Sources
Abreva ChemIDplus
Tadenan ChemIDplus
Manual Xrefs Databases
1-Docosanol Wikipedia
940 DrugCentral
C00030805 KNApSAcK
DB00632 DrugBank
FDB007105 FooDB
GB2484201 Patent
HMDB0014770 HMDB
LMFA05000008 LIPID MAPS
US2011146702 Patent
View more database links
Registry Numbers Types Sources
1770470 Reaxys Registry Number Reaxys
661-19-8 CAS Registry Number ChemIDplus
661-19-8 CAS Registry Number NIST Chemistry WebBook
Citations Types Sources
12196766 PubMed citation Europe PMC
12367721 PubMed citation Europe PMC
12383719 PubMed citation Europe PMC
12383720 PubMed citation Europe PMC
17055542 PubMed citation Europe PMC
20210688 PubMed citation Europe PMC
28742922 PubMed citation Europe PMC
31711663 PubMed citation Europe PMC
32353392 PubMed citation Europe PMC
35018617 PubMed citation Europe PMC
35106853 PubMed citation Europe PMC
35262481 PubMed citation Europe PMC
35582396 PubMed citation Europe PMC
36483200 PubMed citation Europe PMC
36657569 PubMed citation Europe PMC
Last Modified
24 September 2024