6-Hydroxydopa

6-Hydroxydopa (6-OH-DOPA; 6-OHDOPA) is a catecholaminergic neurotoxin that damages noradrenergic and dopaminergic neurons and is used in scientific research.^[1][2][3] It is a precursor and prodrug of 6-hydroxydopamine (6-OHDA).^[1][2][3] The drug is a derivative of levodopa (L-DOPA).^[1][2][3] It has certain advantages over 6-OHDA, such as the ability to cross the blood–brain barrier into the central nervous system and hence the ability to be administered systemically rather than directly into the brain.^[1][2][3] 6-OH-DOPA was first described in the scientific literature by 1969.^[4]

Other names6-OH-DOPA; 6-OHDOPA

Drug classCatecholaminergic neurotoxin

CAS Number

• 27244-64-0

PubChem CID

• 33755

Quick facts Clinical data, Other names ...

6-Hydroxydopa

Clinical data
Other names	6-OH-DOPA; 6-OHDOPA
Drug class	Catecholaminergic neurotoxin
Identifiers
IUPAC name (2S)-2-amino-3-(2,4,5-trihydroxyphenyl)propanoic acid
CAS Number	27244-64-0
PubChem CID	33755
ChemSpider	31117
UNII	580PK2O48O
ChEBI	CHEBI:72753
ChEMBL	ChEMBL1256516
Chemical and physical data
Formula	C9H11NO5
Molar mass	213.189 g·mol−1
3D model (JSmol)	Interactive image
SMILES C1=C(C(=CC(=C1O)O)O)C[C@@H](C(=O)O)N
InChI InChI=1S/C9H11NO5/c10-5(9(14)15)1-4-2-7(12)8(13)3-6(4)11/h2-3,5,11-13H,1,10H2,(H,14,15)/t5-/m0/s1 Key:YLKRUSPZOTYMAT-YFKPBYRVSA-N

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