CHEBI:16218 - β-D-glucose 1-phosphate

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name β-D-glucose 1-phosphate
ChEBI ID CHEBI:16218
ChEBI ASCII Name beta-D-glucose 1-phosphate
Definition The β-anomer of D-glucose 1-phosphate.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:10398, CHEBI:12374, CHEBI:8142, CHEBI:22796, CHEBI:26049, CHEBI:28149
Supplier Information ChemicalBook:CB0895802, eMolecules:1985299, ZINC000003079336
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Acetylcholine (ACh) is an organic compound that functions in the brain and body of many types of animals (including humans) as a neurotransmitter. Its name is derived from its chemical structure: it is an ester of acetic acid and choline. Parts in the body that use or are affected by acetylcholine are referred to as cholinergic. Acetylcholine is the neurotransmitter used at the neuromuscular junction—in other words, it is the chemical that motor neurons of the nervous system release in order to activate muscles. This property means that drugs that affect cholinergic systems can have very dangerous effects ranging from paralysis to convulsions. Acetylcholine is also a neurotransmitter in the autonomic nervous system, both as an internal transmitter for both the sympathetic and the parasympathetic nervous system, and as the final product released by the parasympathetic nervous system. Acetylcholine is the primary neurotransmitter of the parasympathetic nervous system. In the brain, acetylcholine functions as a neurotransmitter and as a neuromodulator. The brain contains a number of cholinergic areas, each with distinct functions; such as playing an important role in arousal, attention, memory and motivation. Acetylcholine has also been found in cells of non-neural origins as well as microbes. Recently, enzymes related to its synthesis, degradation and cellular uptake have been traced back to early origins of unicellular eukaryotes. The protist pathogens Acanthamoeba spp. have shown evidence of the presence of ACh, which provides growth and proliferative signals via a membrane-located M1-muscarinic receptor homolog. Partly because of acetylcholine's muscle-activating function, but also because of its functions in the autonomic nervous system and brain, many important drugs exert their effects by altering cholinergic transmission. Numerous venoms and toxins produced by plants, animals, and bacteria, as well as chemical nerve agents such as sarin, cause harm by inactivating or hyperactivating muscles through their influences on the neuromuscular junction. Drugs that act on muscarinic acetylcholine receptors, such as atropine, can be poisonous in large quantities, but in smaller doses they are commonly used to treat certain heart conditions and eye problems. Scopolamine, or diphenhydramine, which also act mainly on muscarinic receptors in an inhibitory fashion in the brain (especially the M1 receptor) can cause delirium, hallucinations, and amnesia through receptor antagonism at these sites. So far as of 2016, only the M1 receptor subtype has been implicated in anticholinergic delirium. The addictive qualities of nicotine are derived from its effects on nicotinic acetylcholine receptors in the brain.
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Formula C6H13O9P
Net Charge 0
Average Mass 260.13578
Monoisotopic Mass 260.02972
InChI InChI=1S/C6H13O9P/c7-1-2-3(8)4(9)5(10)6(14-2)15-16(11,12)13/h2-10H,1H2,(H2,11,12,13)/t2-,3-,4+,5-,6+/m1/s1
InChIKey HXXFSFRBOHSIMQ-DVKNGEFBSA-N
SMILES OC[C@H]1O[C@@H](OP(O)(O)=O)[C@H](O)[C@@H](O)[C@@H]1O
Roles Classification
Biological Role(s): fundamental metabolite
Any metabolite produced by all living cells.
(via D-glucopyranose 1-phosphate )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing β-D-glucose 1-phosphate (CHEBI:16218) has functional parent β-D-glucose (CHEBI:15903)
β-D-glucose 1-phosphate (CHEBI:16218) is a D-glucopyranose 1-phosphate (CHEBI:16077)
β-D-glucose 1-phosphate (CHEBI:16218) is conjugate acid of β-D-glucose 1-phosphate(2−) (CHEBI:57684)
Incoming β-D-glucose 1-phosphate(2−) (CHEBI:57684) is conjugate base of β-D-glucose 1-phosphate (CHEBI:16218)
IUPAC Name
β-D-glucopyranose 1-(dihydrogen phosphate)
Synonyms Sources
1-O-phosphono-β-D-glucopyranose ChEBI
1-phospho-β-D-glucopyranose ChEBI
beta-D-Glucose 1-phosphate KEGG COMPOUND
Manual Xrefs Databases
C00663 KEGG COMPOUND
CPD-448 MetaCyc
Glucose-1-phosphate Wikipedia
View more database links
Registry Numbers Types Sources
87850 Beilstein Registry Number Beilstein
87850 Reaxys Registry Number Reaxys
Last Modified
28 June 2012