Alanine (symbol Ala or A), or α-alanine, is an α-amino acid that is used in the biosynthesis of proteins. It contains an amine group and a carboxylic acid group, both attached to the central carbon atom which also carries a methyl group side chain. Consequently it is classified as a non-polar, aliphatic α-amino acid. Under biological conditions, it exists in its zwitterionic form with its amine group protonated (as −NH+3) and its carboxyl group deprotonated (as −CO−2). It is non-essential to humans as it can be synthesized metabolically and does not need to be present in the diet. It is encoded by all codons starting with GC (GCU, GCC, GCA, and GCG).
The L-isomer of alanine (left-handed) is the one that is incorporated into proteins. L-alanine is second only to L-leucine in rate of occurrence, accounting for 7.8% of the primary structure in a sample of 1,150 proteins. The right-handed form, D-alanine, occurs in peptides in some bacterial cell walls: 131 (in peptidoglycan) and in some peptide antibiotics, and occurs in the tissues of many crustaceans and molluscs as an osmolyte. |
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InChI=1S/C21H24F3N3S/c1- 25- 11- 13- 26(14- 12- 25) 9- 4- 10- 27- 17- 5- 2- 3- 6- 19(17) 28- 20- 8- 7- 16(15- 18(20) 27) 21(22,23) 24/h2- 3,5- 8,15H,4,9- 14H2,1H3 |
ZEWQUBUPAILYHI-UHFFFAOYSA-N |
CN1CCN(CCCN2c3ccccc3Sc3ccc(cc23)C(F)(F)F)CC1 |
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Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
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dopaminergic antagonist
A drug that binds to but does not activate dopamine receptors, thereby blocking the actions of dopamine or exogenous agonists.
calmodulin antagonist
An antagonist that interferes with the action of the calcium-binding messenger protein calmodulin.
EC 1.8.1.12 (trypanothione-disulfide reductase) inhibitor
An EC 1.8.1.* (oxidoreductase acting on sulfur group of donors, NAD+ or NADP+ as acceptor) inhibitor that interferes with the action of trypanothione-disulfide reductase (EC 1.8.1.12).
EC 5.3.3.5 (cholestenol Delta-isomerase) inhibitor
An EC 5.3.3.* (intramolecular oxidase transposing C2C bonds) inhibitor that interferes with the action of a cholestenol Delta-isomerase (EC 5.3.3.5).
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dopaminergic antagonist
A drug that binds to but does not activate dopamine receptors, thereby blocking the actions of dopamine or exogenous agonists.
antiemetic
A drug used to prevent nausea or vomiting. An antiemetic may act by a wide range of mechanisms: it might affect the medullary control centres (the vomiting centre and the chemoreceptive trigger zone) or affect the peripheral receptors.
phenothiazine antipsychotic drug
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View more via ChEBI Ontology
10-[3-(4-methylpiperazin-1-yl)propyl]-2-(trifluoromethyl)-10H-phenothiazine
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trifluoperazina
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ChemIDplus
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trifluoperazine
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KEGG DRUG
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trifluopérazine
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ChEBI
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trifluoperazinum
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ChemIDplus
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10-[3-(4-methyl-1-piperazinyl)propyl]-2-(trifluoromethyl)-10H-phenothiazine
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NIST Chemistry WebBook
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10-[3-(4-METHYL-PIPERAZIN-1-YL)-PROPYL]-2-TRIFLUOROMETHYL-10H-PHENOTHIAZINE
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PDBeChem
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Trifluoperazine
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KEGG COMPOUND
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trifluoromethyl-10-(3'-(1-methyl-4-piperazinyl)propyl)phenothiazine
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NIST Chemistry WebBook
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trifluoroperazine
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NIST Chemistry WebBook
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trifluperazine
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ChemIDplus
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117-89-5
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CAS Registry Number
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KEGG COMPOUND
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117-89-5
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CAS Registry Number
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ChemIDplus
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117-89-5
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CAS Registry Number
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NIST Chemistry WebBook
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2415561
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Gmelin Registry Number
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Gmelin
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57272
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Beilstein Registry Number
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Beilstein
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57272
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Reaxys Registry Number
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Reaxys
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11121417
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PubMed citation
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Europe PMC
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14974020
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PubMed citation
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Europe PMC
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15722405
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PubMed citation
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Europe PMC
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1650428
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PubMed citation
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Europe PMC
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19277699
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PubMed citation
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Europe PMC
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19747949
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PubMed citation
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Europe PMC
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20544963
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PubMed citation
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Europe PMC
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7404501
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PubMed citation
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Europe PMC
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9730919
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PubMed citation
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Europe PMC
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