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6-Hydroxy-L-DOPA

6-Hydroxy-L-DOPA structure

CAS No:
27244-64-0
Formula:
C9H11NO5
Chemical Name:
6-Hydroxy-L-DOPA
Synonyms:
L-Tyrosine,2,5-dihydroxy-;Alanine,3-(2,4,5-trihydroxyphenyl)-,L-;2,5-Dihydroxy-L-tyrosine;L-6-Hydroxydopa;3-(3,4,6-Trihydroxyphenyl)-L-alanine;2,4,5-Trihydroxy-L-phenylalanine;Hydroxy-L-dopa;TOPA;2,4,5-Trihydroxyphenylalanine;6-Hydroxy-L-DOPA;(2S)-2-Amino-3-(2,4,5-trihydroxyphenyl)propanoic acid;21373-54-6
Categories:
Analytical Chemistry > Standard

Description

ChEBI: An L-alpha-amino acid that is L-dopa carrying an additional hydroxy substituent at position 6.

6-hydroxy-L-dopa is an L-alpha-amino acid that is L-dopa carrying an additional hydroxy substituent at position 6. It is a non-proteinogenic L-alpha-amino acid and a L-phenylalanine derivative. It derives from a L-dopa.

6-Hydroxy-L-DOPA Basic Attributes

Molecular Weight：

213.18734

Exact Mass：

213.19

UNII：

580PK2O48O

HScode：

2922504500

Characteristics

PSA：

124

XLogP3：

-2.5

Density：

1.606±0.06 g/cm3(Predicted)

Boiling Point：

515.2ºC at 760mmHg

Flash Point：

265.4ºC

Safety Information

GHS Classification：

|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P264, P270, P280, P301+P312, P302+P352, P321, P330, P332+P313, P362, and P501|The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Drug Information

MeSH Entry Terms：

2,4,5-trihydroxyphenyl-D,L-alanine

6-Hydroxy-L-DOPA Use and Manufacturing

6-Hydroxy-L-DOPA is the 6-hydroxy derivative of the amino acid L-DOPA (D533751) with neurotoxic properties. Studies show that exogenously administered 6-Hydroxy-L-DOPA is biotransformed by amino acid decarboxylase to the highly potent and catecholamine-selective neurotoxin, 6-Hydroxydopamine. The treatment of 6-Hydroxy-L-DOPA in rats resulted in the stimulation of acetylcholinesterase.

Computed Properties

Molecular Weight:213.19
XLogP3:-2.5
Hydrogen Bond Donor Count:5
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:3
Exact Mass:213.06372245
Monoisotopic Mass:213.06372245
Topological Polar Surface Area:124
Heavy Atom Count:15
Complexity:235
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes