CHEBI:64078 - (1R,3S)-3-(adamantan-1-yl)-1-(aminomethyl)-3,4-dihydroisochromene-5,6-diol hydrochloride

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ChEBI Name (1R,3S)-3-(adamantan-1-yl)-1-(aminomethyl)-3,4-dihydroisochromene-5,6-diol hydrochloride
ChEBI ID CHEBI:64078
ChEBI ASCII Name (1R,3S)-3-(adamantan-1-yl)-1-(aminomethyl)-3,4-dihydroisochromene-5,6-diol hydrochloride
Definition A hydrochloride salt obtained by mixing equimolar amounts of (1R,3S)-3-(adamantan-1-yl)-1-(aminomethyl)-3,4-dihydroisochromene-5,6-diol with hydrochloric acid. Potent and selective dopamine D1-like receptor agonist (pEC50 values are 8.97 and < 5 for D1-like and D2-like receptors respectively). Displays anti-Parkinsonian activity following oral administration in vivo.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C20H28ClNO3
Net Charge 0
Average Mass 365.89400
Monoisotopic Mass 365.17577
InChI InChI=1S/C20H27NO3.ClH/c21-10-17-14-1-2-16(22)19(23)15(14)6-18(24-17)20-7-11-3-12(8-20)5-13(4-11)9-20;/h1-2,11-13,17-18,22-23H,3-10,21H2;1H/t11?,12?,13?,17-,18-,20?;/m0./s1
InChIKey BWHPNJVKFAPVOG-QYFJGNGUSA-N
SMILES Cl.NC[C@@H]1O[C@@H](Cc2c(O)c(O)ccc12)C12CC3CC(CC(C3)C1)C2
Roles Classification
Biological Role(s): dopamine agonist
A drug that binds to and activates dopamine receptors.
Application(s): antiparkinson drug
A drug used in the treatment of Parkinson's disease.
dopamine agonist
A drug that binds to and activates dopamine receptors.
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ChEBI Ontology
Outgoing (1R,3S)-3-(adamantan-1-yl)-1-(aminomethyl)-3,4-dihydroisochromene-5,6-diol hydrochloride (CHEBI:64078) has part (1R,3S)-3-(adamantan-1-yl)-1-(ammoniomethyl)-3,4-dihydroisochromene-5,6-diol(1+) (CHEBI:64079)
(1R,3S)-3-(adamantan-1-yl)-1-(aminomethyl)-3,4-dihydroisochromene-5,6-diol hydrochloride (CHEBI:64078) has role antiparkinson drug (CHEBI:48407)
(1R,3S)-3-(adamantan-1-yl)-1-(aminomethyl)-3,4-dihydroisochromene-5,6-diol hydrochloride (CHEBI:64078) has role dopamine agonist (CHEBI:51065)
(1R,3S)-3-(adamantan-1-yl)-1-(aminomethyl)-3,4-dihydroisochromene-5,6-diol hydrochloride (CHEBI:64078) is a hydrochloride (CHEBI:36807)
IUPAC Name
(1R,3S)-3-(adamantan-1-yl)-1-(aminomethyl)-3,4-dihydro-1H-isochromene-5,6-diol hydrochloride
Synonyms Sources
3-(1'-Adamantyl)-1-aminomethyl-3,4-dihydro-5,6-dihydroxy-1H-2-benzopyran hydrochloride ChemIDplus
[(1R,3S)-3-(adamantan-1-yl)-5,6-dihydroxy-3,4-dihydro-1H-isochromen-1-yl]methanaminium chloride IUPAC
A 77636 ChemIDplus
A 77636 hydrochloride ChEBI
A-77636 ChemIDplus
A77636 ChemIDplus
A77636 hydrochloride ChEBI
Registry Numbers Types Sources
145307-34-2 CAS Registry Number ChemIDplus
5859104 Reaxys Registry Number Reaxys
Last Modified
02 March 2012