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CHEBI:4469 - (S)-amphetamine
| Formula | C9H13N |
| Net Charge | 0 |
| Average Mass | 135.210 |
| Monoisotopic Mass | 135.10480 |
| SMILES | C[C@H](N)Cc1ccccc1 |
| InChI | InChI=1S/C9H13N/c1-8(10)7-9-5-3-2-4-6-9/h2-6,8H,7,10H2,1H3/t8-/m0/s1 |
| InChIKey | KWTSXDURSIMDCE-QMMMGPOBSA-N |
| Wikipedia |
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| Roles Classification |
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| Chemical Role: | Bronsted base A molecular entity capable of accepting a hydron from a donor (Brønsted acid). |
| Biological Roles: | adrenergic agent Any agent that acts on an adrenergic receptor or affects the life cycle of an adrenergic transmitter. dopaminergic agent A drug used for its effects on dopamine receptors, on the life cycle of dopamine, or on the survival of dopaminergic neurons. adrenergic uptake inhibitor Adrenergic uptake inhibitors are drugs that block the transport of adrenergic transmitters into axon terminals or into storage vesicles within terminals. The tricyclic antidepressants and amphetamines are among the therapeutically important drugs that may act via inhibition of adrenergic transport. Many of these drugs also block transport of serotonin. sympathomimetic agent A drug that mimics the effects of stimulating postganglionic adrenergic sympathetic nerves. Included in this class are drugs that directly stimulate adrenergic receptors and drugs that act indirectly by provoking the release of adrenergic transmitters. dopamine uptake inhibitor A dopaminergic agent that blocks the transport of dopamine into axon terminals or into storage vesicles within terminals. Most of the adrenergic uptake inhibitors also inhibit dopamine uptake. neurotoxin A poison that interferes with the functions of the nervous system. |
| Applications: | adrenergic agent Any agent that acts on an adrenergic receptor or affects the life cycle of an adrenergic transmitter. dopaminergic agent A drug used for its effects on dopamine receptors, on the life cycle of dopamine, or on the survival of dopaminergic neurons. adrenergic uptake inhibitor Adrenergic uptake inhibitors are drugs that block the transport of adrenergic transmitters into axon terminals or into storage vesicles within terminals. The tricyclic antidepressants and amphetamines are among the therapeutically important drugs that may act via inhibition of adrenergic transport. Many of these drugs also block transport of serotonin. sympathomimetic agent A drug that mimics the effects of stimulating postganglionic adrenergic sympathetic nerves. Included in this class are drugs that directly stimulate adrenergic receptors and drugs that act indirectly by provoking the release of adrenergic transmitters. dopamine uptake inhibitor A dopaminergic agent that blocks the transport of dopamine into axon terminals or into storage vesicles within terminals. Most of the adrenergic uptake inhibitors also inhibit dopamine uptake. |
| ChEBI Ontology |
|---|
| Outgoing Relation(s) |
| (S)-amphetamine (CHEBI:4469) has role adrenergic agent (CHEBI:37962) |
| (S)-amphetamine (CHEBI:4469) has role adrenergic uptake inhibitor (CHEBI:35640) |
| (S)-amphetamine (CHEBI:4469) has role dopamine uptake inhibitor (CHEBI:51039) |
| (S)-amphetamine (CHEBI:4469) has role dopaminergic agent (CHEBI:48560) |
| (S)-amphetamine (CHEBI:4469) has role neurotoxin (CHEBI:50910) |
| (S)-amphetamine (CHEBI:4469) has role sympathomimetic agent (CHEBI:35524) |
| (S)-amphetamine (CHEBI:4469) is a 1-phenylpropan-2-amine (CHEBI:132233) |
| (S)-amphetamine (CHEBI:4469) is enantiomer of (R)-amphetamine (CHEBI:42724) |
| Incoming Relation(s) |
| methamphetamine (CHEBI:6809) has functional parent (S)-amphetamine (CHEBI:4469) |
| (S)-amphetamine sulfate (CHEBI:51064) has part (S)-amphetamine (CHEBI:4469) |
| amphetamine (CHEBI:2679) has part (S)-amphetamine (CHEBI:4469) |
| (R)-amphetamine (CHEBI:42724) is enantiomer of (S)-amphetamine (CHEBI:4469) |
| IUPAC Name |
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| (2S)-1-phenylpropan-2-amine |
| Synonyms | Source |
|---|---|
| Dextroamphetamine | KEGG COMPOUND |
| (+)-(S)-amphetamine | ChemIDplus |
| (+)-α-methylphenethylamine | NIST Chemistry WebBook |
| (αS)-α-methylbenzeneethanamine | ChemIDplus |
| (+)-α-methylphenylethylamine | NIST Chemistry WebBook |
| (S)-(+)-β-phenylisopropylamine | NIST Chemistry WebBook |
| Citations |
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