CHEBI:8093 - phenylephrine

ChEBI IDCHEBI:8093
ChEBI Namephenylephrine
Stars
DefinitionA member of the class of the class of phenylethanolamines that is (1R)-2-(methylamino)-1-phenylethan-1-ol carrying an additional hydroxy substituent at position 3 on the phenyl ring.
Last Modified19 June 2017
DownloadsMolfile
FormulaC9H13NO2
Net Charge0
Average Mass167.208
Monoisotopic Mass167.09463
SMILESCNC[C@H](O)c1cccc(O)c1
InChIInChI=1S/C9H13NO2/c1-10-6-9(12)7-3-2-4-8(11)5-7/h2-5,9-12H,6H2,1H3/t9-/m0/s1
InChIKeySONNWYBIRXJNDC-VIFPVBQESA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
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.
alpha-adrenergic agonist  An agent that selectively binds to and activates α-adrenergic receptors.
Applications:
cardiotonic drug  A drug that has a strengthening effect on the heart or that can increase cardiac output.
protective agent  Synthetic or natural substance which is given to prevent a disease or disorder or are used in the process of treating a disease or injury due to a poisonous agent.
mydriatic agent  Agent that dilates the pupil. Used in eye diseases and to facilitate eye examination. It may be either a sympathomimetic or parasympatholytic. The latter cause cycloplegia or paralysis of accommodation at high doses and may precipitate glaucoma.
nasal decongestant  A drug used to relieve nasal congestion in the upper respiratory tract.
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.
vasoconstrictor agent  Drug used to cause constriction of the blood vessels.
alpha-adrenergic agonist  An agent that selectively binds to and activates α-adrenergic receptors.
ChEBI Ontology
Outgoing Relation(s)
phenylephrine (CHEBI:8093) has role cardiotonic drug (CHEBI:38147)
phenylephrine (CHEBI:8093) has role mydriatic agent (CHEBI:50513)
phenylephrine (CHEBI:8093) has role nasal decongestant (CHEBI:77715)
phenylephrine (CHEBI:8093) has role protective agent (CHEBI:50267)
phenylephrine (CHEBI:8093) has role sympathomimetic agent (CHEBI:35524)
phenylephrine (CHEBI:8093) has role vasoconstrictor agent (CHEBI:50514)
phenylephrine (CHEBI:8093) has role α-adrenergic agonist (CHEBI:35569)
phenylephrine (CHEBI:8093) is a phenols (CHEBI:33853)
phenylephrine (CHEBI:8093) is a phenylethanolamines (CHEBI:25990)
phenylephrine (CHEBI:8093) is a secondary amino compound (CHEBI:50995)
phenylephrine (CHEBI:8093) is conjugate base of phenylephrine(1+) (CHEBI:132294)
Incoming Relation(s)
phenylephrine(1+) (CHEBI:132294) is conjugate acid of phenylephrine (CHEBI:8093)
IUPAC Name 
3-[(1R)-1-hydroxy-2-(methylamino)ethyl]phenol
INNs  Source
fenilefrinaChemIDplus
phenylephrineChemIDplus
phenylephrinumChemIDplus
Synonyms  Source
Benzenemethanol, 3-hydroxy-.alpha.-[(methylamino)methyl]-, (R)-NIST Chemistry WebBook
Benzenemethanol, 3-hydroxy-alpha-((methylamino)methyl)-, (R)-ChemIDplus
Benzyl alcohol, m-hydroxy-alpha-((methylamino)methyl)-, (-)-ChemIDplus
(−)-m-hydroxy-α-(methylaminomethyl)benzyl alcoholNIST Chemistry WebBook
l-(3-Hydroxyphenyl)-N-methylethanolamineNIST Chemistry WebBook
PhenylephrineKEGG COMPOUND
Manual XrefsDatabases
2146DrugCentral
C07441KEGG COMPOUND
D08365KEGG DRUG
DB00388DrugBank
HMDB0002182HMDB
LSM-15380LINCS
PhenylephrineWikipedia
US1932347Patent
US1954389Patent
Registry NumbersSources
Reaxys:3198815Reaxys
CAS:59-42-7ChemIDplus
CAS:59-42-7NIST Chemistry WebBook
CAS:59-42-7KEGG COMPOUND
Citations