Molecule

L-dopa

AlkaPlorer ID: AK003787

Synonym: '', 'Dihydroxyphenylalanine', '(-)-dopa', 'l-3-hydroxytyrosine', '(-)-3-(3,4-dihydroxyphenyl)-L-alanine', 'beta-(3,4-dihydroxyphenyl)alanine', '3,4-Dihydroxy-L-phenylalanine', '59-92-7', '3,4-DIHYDROXYPHENYLALANINE', 'DL-Dopa', 'Dihydroxy-L-phenylalanine', 'L-Dopa', 'L-DOPA', '3-Hydroxy-L-tyrosine', 'Levodopa', 'beta-(3,4-dihydroxyphenyl)-L-alanine', 'L-beta-(3,4-Dihydroxyphenyl)alanine', '63-84-3'

IUPAC Name: (2R)-2-amino-3-(3,4-dihydroxyphenyl)propanoic acid

Structure

SMILES: N[C@H](CC1=CC=C(O)C(O)=C1)C(=O)O

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-/m1/s1

InChIKey: WTDRDQBEARUVNC-ZCFIWIBFSA-N

Reference

Catecholamine Biosynthesis Dependent on the Dark in Betacyanin-forming Portulaca Callus

PubChem CID: 6989908

CAS: 5796-17-8

LOTUS: LTS0258042

SuperNatural Ⅲ: SN0419357-02

NPASS: NPC145888

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Salix cheilophila	Salix	Salicaceae	Malpighiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Carausius morosus	Carausius	Lonchodidae	Phasmatodea	Insecta	Arthropoda	Metazoa	Eukaryota
Hordeum vulgare	Hordeum	Poaceae	Poales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Helicteres isora	Helicteres	Malvaceae	Malvales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Parmotrema conformatum	Parmotrema	Parmeliaceae	Lecanorales	Lecanoromycetes	Ascomycota	Fungi	Eukaryota
Ophioderma longicauda	Ophioderma	Ophiodermatidae	Amphilepidida	Ophiuroidea	Echinodermata	Metazoa	Eukaryota
Lindackeria dentata	Lindackeria	Achariaceae	Malpighiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Zephyranthes rosea	Zephyranthes	Amaryllidaceae	Asparagales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota

Properties Information

Molecule Weight: 197.19

TPSA？: 103.78000000000002

MolLogP？: 0.0522000000000001

Number of H-Donors: 4

Number of H-Acceptors: 4

RingCount: 1

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Bacillus subtilis	4'-phosphopantetheinyl transferase ffp	Potency	50118.7	nM	None
Candida albicans (strain SC5314 / ATCC MYA-2876) (Yeast)	Carbonic anhydrase	KA	2.5	uM	10.1016/j.bmc.2009.12.058
Candida glabrata CBS 138	Carbonic anhydrase	Ka	15.1	uM	10.1016/j.bmcl.2010.01.054
Cryptococcus neoformans var. grubii	Carbonic anhydrase 2	KA	35.1	uM	10.1016/j.bmc.2009.12.058
Escherichia coli K-12	Endonuclease 4	Potency	22387.2	nM	None
Giardia intestinalis	Putative fructose-1,6-bisphosphate aldolase	Potency	15811.4	nM	None
Homo sapiens	Aldehyde dehydrogenase 1A1	Potency	35481.3	nM	None
Homo sapiens	ATP-dependent DNA helicase Q1	Potency	2818.4	nM	None
Homo sapiens	ATP-dependent DNA helicase Q1	Potency	6309.6	nM	None
Homo sapiens	ATP-dependent DNA helicase Q1	Potency	35481.3	nM	None
Homo sapiens	Bloom syndrome protein	Potency	25118.9	nM	None
Homo sapiens	Bloom syndrome protein	Potency	28183.8	nM	None
Homo sapiens	Carbonic anhydrase I	Ka	4.9	uM	10.1016/j.bmc.2007.03.004
Homo sapiens	Carbonic anhydrase I	Ka	4.9	uM	10.1016/j.bmcl.2008.06.075
Homo sapiens	Carbonic anhydrase I	KA	4.9	uM	10.1016/j.bmc.2008.02.021
Homo sapiens	Carbonic anhydrase I	KA	4.9	uM	10.1016/j.bmc.2010.01.059
Homo sapiens	Carbonic anhydrase I	KA	4.9	uM	10.1016/j.bmc.2018.07.011
Homo sapiens	Carbonic anhydrase I	KA	4.9	uM	10.1016/j.bmcl.2006.05.023
Homo sapiens	Carbonic anhydrase I	KA	4.9	uM	10.1016/j.bmcl.2007.05.052
Homo sapiens	Carbonic anhydrase I	KA	4.9	uM	10.1016/j.bmcl.2008.10.005
Homo sapiens	Carbonic anhydrase I	KA	4.9	uM	10.1016/j.bmcl.2012.08.088
Homo sapiens	Carbonic anhydrase I	KA	4.9	uM	10.1016/j.bmcl.2012.12.009
Homo sapiens	Carbonic anhydrase I	KA	4.9	uM	10.1016/j.bmcl.2016.11.027
Homo sapiens	Carbonic anhydrase II	Ka	7.8	uM	10.1016/j.bmc.2007.03.004
Homo sapiens	Carbonic anhydrase II	Ka	7.8	uM	10.1016/j.bmcl.2008.06.075
Homo sapiens	Carbonic anhydrase II	Ka	7.8	uM	10.1016/j.bmcl.2009.01.105
Homo sapiens	Carbonic anhydrase II	Ka	7.8	uM	10.1016/j.bmcl.2010.01.054
Homo sapiens	Carbonic anhydrase II	KA	7.8	uM	10.1016/j.bmc.2008.02.021
Homo sapiens	Carbonic anhydrase II	KA	7.8	uM	10.1016/j.bmc.2010.01.059
Homo sapiens	Carbonic anhydrase II	KA	7.8	uM	10.1016/j.bmc.2018.07.011
Homo sapiens	Carbonic anhydrase II	KA	7.8	uM	10.1016/j.bmcl.2006.05.023
Homo sapiens	Carbonic anhydrase II	KA	7.8	uM	10.1016/j.bmcl.2007.05.052
Homo sapiens	Carbonic anhydrase II	KA	7.8	uM	10.1016/j.bmcl.2008.10.005
Homo sapiens	Carbonic anhydrase II	KA	7.8	uM	10.1016/j.bmcl.2012.08.088
Homo sapiens	Carbonic anhydrase II	KA	7.8	uM	10.1016/j.bmcl.2012.12.009
Homo sapiens	Carbonic anhydrase II	KA	7.8	uM	10.1016/j.bmcl.2016.11.027
Homo sapiens	Carbonic anhydrase III	Ka	28.7	uM	10.1016/j.bmcl.2008.06.075
Homo sapiens	Carbonic anhydrase III	KA	28.7	uM	10.1016/j.bmcl.2008.10.005
Homo sapiens	Carbonic anhydrase IV	Ka	34.7	uM	10.1016/j.bmcl.2008.06.075
Homo sapiens	Carbonic anhydrase IV	KA	34.7	uM	10.1016/j.bmcl.2009.05.026
Homo sapiens	Carbonic anhydrase IX	KA	54.7	uM	10.1016/j.bmc.2008.02.021
Homo sapiens	Carbonic anhydrase VA	KA	4.59	uM	10.1016/j.bmcl.2006.11.075
Homo sapiens	Carbonic anhydrase VB	KA	3.71	uM	10.1016/j.bmcl.2006.11.075
Homo sapiens	Carbonic anhydrase VI	Ka	4.58	uM	10.1016/j.bmc.2007.03.004
Homo sapiens	Carbonic anhydrase VI	KA	4.58	uM	10.1016/j.bmc.2010.01.059
Homo sapiens	Carbonic anhydrase VII	KA	58.3	uM	10.1016/j.bmcl.2007.05.052
Homo sapiens	Carbonic anhydrase XII	KA	0.89	uM	10.1016/j.bmc.2008.02.021
Homo sapiens	Carbonic anhydrase XIV	KA	36.8	uM	10.1016/j.bmcl.2007.05.052
Homo sapiens	DNA-(apurinic or apyrimidinic site) lyase	Potency	1000.0	nM	None
Homo sapiens	DNA-(apurinic or apyrimidinic site) lyase	Potency	1584.9	nM	None
Homo sapiens	DNA-(apurinic or apyrimidinic site) lyase	Potency	3548.1	nM	None
Homo sapiens	DNA-(apurinic or apyrimidinic site) lyase	Potency	10000.0	nM	None
Homo sapiens	DNA-(apurinic or apyrimidinic site) lyase	Potency	11220.2	nM	None
Homo sapiens	DNA polymerase beta	Potency	3162.3	nM	None
Homo sapiens	DNA polymerase eta	Potency	10000.0	nM	None
Homo sapiens	DNA polymerase iota	Potency	8912.5	nM	None
Homo sapiens	HEK293	Potency	8.9	nM	None
Homo sapiens	Histone-lysine N-methyltransferase, H3 lysine-9 specific 3	Potency	17782.8	nM	None
Homo sapiens	Huntingtin	Potency	31622.8	nM	None
Homo sapiens	Lysine-specific demethylase 4D-like	Potency	17782.8	nM	None
Homo sapiens	Menin/Histone-lysine N-methyltransferase MLL	Potency	39810.7	nM	None
Homo sapiens	Microtubule-associated protein tau	Potency	3548.1	nM	None
Homo sapiens	Microtubule-associated protein tau	Potency	7943.3	nM	None
Homo sapiens	Microtubule-associated protein tau	Potency	15848.9	nM	None
Homo sapiens	Microtubule-associated protein tau	Potency	17782.8	nM	None
Homo sapiens	Microtubule-associated protein tau	Potency	22387.2	nM	None
Homo sapiens	M-phase phosphoprotein 8	Potency	17782.8	nM	None
Homo sapiens	Nuclear factor erythroid 2-related factor 2	Potency	68589.6	nM	None
Homo sapiens	Runt-related transcription factor 1/Core-binding factor subunit beta	Potency	7079.5	nM	None
Homo sapiens	Runt-related transcription factor 1/Core-binding factor subunit beta	Potency	8912.5	nM	None
Homo sapiens	Thyroid hormone receptor beta-1	Potency	28183.8	nM	None
Homo sapiens	Tyrosyl-DNA phosphodiesterase 1	Potency	562.3	nM	None
Homo sapiens	Tyrosyl-DNA phosphodiesterase 1	Potency	1258.9	nM	None
Homo sapiens	Tyrosyl-DNA phosphodiesterase 1	Potency	7943.3	nM	None
Methanobacterium thermoautotrophicum	Carbonic anhydrase	Ka	15.6	uM	10.1016/j.bmcl.2010.01.054
Methanosarcina thermophila	Carbonic anhydrase	KA	37.0	uM	10.1016/j.bmcl.2016.11.027
Mus musculus	Carbonic anhydrase 15	KA	4.0	uM	10.1016/j.bmcl.2009.05.026
Mus musculus	Carbonic anhydrase XIII	KA	0.73	uM	10.1016/j.bmcl.2006.05.023
Rattus norvegicus	Thioredoxin reductase 1, cytoplasmic	Potency	26679.5	nM	None
Saccharomyces cerevisiae S288c	Carbonic anhydrase	Ka	89.0	uM	10.1016/j.bmcl.2009.01.105
Saccharomyces cerevisiae S288c	Carbonic anhydrase	Ka	89.0	uM	10.1016/j.bmcl.2010.01.054
Trypanosoma cruzi (strain CL Brener)	Carbonic anhydrase-like protein, putative	KA	0.38	uM	10.1016/j.bmc.2018.07.011
None	Unchecked	Ka	15.6	uM	10.1016/j.bmcl.2009.01.105
None	Unchecked	KA	0.18	uM	10.1016/j.bmc.2010.01.059
None	Unchecked	KA	0.43	uM	10.1016/j.bmcl.2012.08.088
None	Unchecked	KA	0.43	uM	10.1016/j.bmcl.2012.12.009
None	Unchecked	KA	0.89	uM	10.1016/j.bmcl.2012.12.009
None	Unchecked	KA	0.98	uM	10.1016/j.bmcl.2016.11.027
None	Unchecked	KA	5.47	uM	10.1016/j.bmc.2018.07.011
None	Unchecked	KA	13.7	uM	10.1016/j.bmcl.2016.01.078
None	Unchecked	KA	15.6	uM	10.1016/j.bmcl.2008.10.005
None	Unchecked	KA	37.0	uM	10.1016/j.bmcl.2008.10.005
None	Unchecked	KA	41.0	uM	10.1016/j.bmcl.2008.10.005
None	Unchecked	Kcat	1.02	10'6/s	10.1016/j.bmcl.2016.11.027
None	Unchecked	Potency	8.9	nM	None
None	Unchecked	Potency	2818.4	nM	None
None	Unchecked	Potency	15785.0	nM	None
None	Unchecked	Potency	39810.7	nM	None

Metabolism Information

AKRT ID	Reaction	Reaction Link ID
AKRT020348	N[C@H](Cc1ccc(O)c(O)c1)C(=O)O>>NCCc1ccc(O)c(O)c1	enzymemap_81641
AKRT020349	N[C@H](Cc1ccc(O)c(O)c1)C(=O)O>>O=C(O)C(=O)Cc1ccc(O)c(O)c1	70971
AKRT020350	N[C@H](Cc1ccc(O)c(O)c1)C(=O)O>>O=C=O	enzymemap_81641