RefMet Compound Details

RefMet ID, RefMet name, exact mass and formula
RefMet ID	RM0138924
RefMet name	DOPA
Systematic name	(2S)-2-amino-3-(3,4-dihydroxyphenyl)propanoic acid
Synonyms	PubChem Synonyms
Exact mass	197.068809 (neutral)	Calculate m/z: (Choose adduct) [M+H]+ [M+H-H2O]+ [M.]+ [M+2H]2+ [M+3H]3+ [M+4H]4+ [M+K]+ [M+2K]2+ [M+2K-H]+ [M+Na]+ [M+2Na]2+ [M+2Na-H]+ [M+Li]+ [M+2Li]2+ [M+NH4]+ [M.CH3]+ [M+Ag]+ [M+H+CH3OH]+ [M+H+CH3CN]+ [M+H+2CH3CN]+ [M+Na+CH3CN]+ [M.NaFormate+H]+ [M.NH4Formate+H]+ [M.TMSi]+ [M.tBuDMSi]+ [M+H-Hexose]+ [M+H-EtnP]+ [M+H-SerP]+ [M-H]- [M-H-H2O]- [M-CH3]- [M-2H]2- [M-3H]3- [M-4H]4- [M+Cl]- [M+OAc]- [M+Na-2H]- [M+K-2H]- [M.Formate]- [M.NaFormate-H]- [M.NH4Formate-H]- [M.F]- [M-H-Ser]- [M.HF2]- M(neutral)    View other RefMet entries with this exact (neutral) mass:   +/- 0.05 amu   +/- 0.1 amu   +/- 0.2 amu   +/- 0.5 amu
Formula	C9H11NO4	View other entries in RefMet with this formula
Molecular descriptors
Molfile	37120 (Download molfile/View MW Metabolite Database details)
InChI	InChI=1S/C9H11NO4/c10-6(9(13)14)3-5-1-2-7(11)8(12)4-5/h1-2,4,6,11-12H,3,10H2,(H,13,14)/t6-/m0/s1
InChIKey	WTDRDQBEARUVNC-LURJTMIESA-N	View other enantiomers/diastereomers of this metabolite in RefMet
SMILES	c1cc(c(cc1C[C@@H](C(=O)O)N)O)O Run Tanimoto similarity search (with similarity coefficient >=0.6)
Chemical/Biochemical Classification
Super Class	Organic acids
Main Class	Amino acids and peptides
Sub Class	Amino acids
Distribution of DOPA in NMDR studies
Species	Plot Species distribution
Sample source	Plot Sample source(tissue) distribution
Platform	Platform (MS/NMR) used for detection
Chromatography	Chromatography methods used for detection
Studies	NMDR Studies reporting DOPA
External Links
Pubchem CID	6047
ChEBI ID	49168
KEGG ID	C00355
HMDB ID	HMDB0000181
Chemspider ID	5824
MetaCyc ID	L-DIHYDROXY-PHENYLALANINE
EPA CompTox	DTXCID00549
Spectral data for DOPA standards
BMRB ID(NMR)	View NMR spectra
NP-MRD ID(NMR)	View NMR spectra
MassBank(EU)	View MS spectra
Structural annotation level
Annotation level	1   (1:Known structure; 2:Known regiochemistry; 3:Partial structure; 4:Sum-composition)

Table of KEGG reactions in human pathways involving DOPA

Rxn ID	KEGG Reaction	Enzyme
R00031	Oxygen + 2 L-Tyrosine <=> 2 3,4-Dihydroxy-L-phenylalanine	1,2-benzenediol:oxygen oxidoreductase
R00731	L-Tyrosine + Oxygen <=> 3,4-Dihydroxy-L-phenylalanine + H2O	L-Tyrosine:oxygen oxidoreductase
R01815	Tetrahydrobiopterin + L-Tyrosine + Oxygen <=> 3,4-Dihydroxy-L-phenylalanine + Dihydrobiopterin + H2O	L-Tyrosine,tetrahydrobiopterin:oxygen oxidoreductase (3-hydroxylating)
R02078	3,4-Dihydroxy-L-phenylalanine + L-Tyrosine + Oxygen <=> Dopaquinone + 3,4-Dihydroxy-L-phenylalanine + H2O	L-Tyrosine,L-dopa:oxygen oxidoreductase
R02080	3,4-Dihydroxy-L-phenylalanine <=> Dopamine + CO2	3,4-Dihydroxy-L-phenylalanine carboxy-lyase
R12611	L-Tyrosine + Hydrogen peroxide <=> 3,4-Dihydroxy-L-phenylalanine + H2O	L-tyrosine:hydrogen-peroxide oxidoreductase (L-dopa-forming)

Table of KEGG human pathways containing DOPA

Pathway ID	Human Pathway	# of reactions
hsa00350	Tyrosine metabolism	4
hsa01100	Metabolic pathways	2