Molecule

2-aminoadipate(2-)

AlkaPlorer ID: AK003817

Synonym: '', 'aminoadipic acid', 'L-2-aminoadipic acid', 'L-2-aminoadipate', 'L-alpha-Aminoadipic acid', 'DL-2-Aminoadipic acid', '(S)-2-aminohexanedioic acid', 'DL-alpha-Aminoadipic acid', 'L-2-aminoadipate(1-)', 'alpha-aminoadipic acid', 'L-2-Aminoadipic acid', '(+/-)-2-Aminoadipic acid', '2-aminoadipic acid', 'DL-2-Aminohexanedioic acid', 'Aad', 'Aminoadipic acid', '542-32-5', 'L-alpha-Aminoadipate', '1118-90-7', 'L-2-Aminohexanedioate', 'alpha-aminoadipate', 'L-2-Aminoadipate', 'alpha-Aminoadipic acid', '2-Aminoadipate', '7620-28-2'

IUPAC Name: (2S)-2-aminohexanedioic acid

Structure

SMILES: N[C@@H](CCCC(=O)O)C(=O)O

InChI: InChI=1S/C6H11NO4/c7-4(6(10)11)2-1-3-5(8)9/h4H,1-3,7H2,(H,8,9)(H,10,11)/t4-/m0/s1

InChIKey: OYIFNHCXNCRBQI-BYPYZUCNSA-N

Reference

Isolierung und Identifizierung von alpha-Aminoadipinsäure aus Erbsenkeimlingen (Pisum sativum L.).

PubChem CID: 92136

CAS: 1118-90-7

LOTUS: LTS0127381

SuperNatural Ⅲ: SN0278417-01

NPASS: NPC321132

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Agaricus campestris	Agaricus	Agaricaceae	Agaricales	Agaricomycetes	Basidiomycota	Fungi	Eukaryota
Artemisia borealis	Artemisia	Asteraceae	Asterales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Medicago sativa	Medicago	Fabaceae	Fabales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Haplophyllum acutifolium	Haplophyllum	Rutaceae	Sapindales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Caylusea abyssinica	Caylusea	Resedaceae	Brassicales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Heracleum dissectum	Heracleum	Apiaceae	Apiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Turraea wakefieldii	Turraea	Meliaceae	Sapindales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Thryptomene saxicola	Thryptomene	Myrtaceae	Myrtales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota

Properties Information

Molecule Weight: 161.15699999999998

TPSA？: 100.62000000000002

MolLogP？: -0.3468000000000003

Number of H-Donors: 3

Number of H-Acceptors: 3

RingCount: 0

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Homo sapiens	Bloom syndrome protein	Potency	15.8	nM	None
Homo sapiens	Dopamine D1 receptor	Potency	29.1	nM	None
Homo sapiens	HEK293	Potency	29081.0	nM	None
Homo sapiens	Histone-lysine N-methyltransferase, H3 lysine-9 specific 3	Potency	26679.5	nM	None
Homo sapiens	Histone-lysine N-methyltransferase, H3 lysine-9 specific 3	Potency	70794.6	nM	None
Homo sapiens	Metabotropic glutamate receptor 1	EC50	1000000.0	nM	10.1021/jm9602569
Homo sapiens	Metabotropic glutamate receptor 1	Ki	1000000.0	nM	10.1021/jm000007r
Homo sapiens	Metabotropic glutamate receptor 2	EC50	35000.0	nM	10.1021/jm9602569
Homo sapiens	Metabotropic glutamate receptor 2	Ki	35000.0	nM	10.1021/jm000007r
Homo sapiens	Metabotropic glutamate receptor 4	EC50	3000000.0	nM	10.1021/jm9602569
Homo sapiens	Metabotropic glutamate receptor 4	Ki	3000000.0	nM	10.1021/jm000007r
Homo sapiens	Metabotropic glutamate receptor 5	Ki	1000000.0	nM	10.1021/jm000007r
Homo sapiens	Metabotropic glutamate receptor 6	EC50	140000.0	nM	10.1021/jm9602569
Homo sapiens	Metabotropic glutamate receptor 6	Ki	140000.0	nM	10.1021/jm000007r
Homo sapiens	Runt-related transcription factor 1/Core-binding factor subunit beta	Potency	8912.5	nM	None
Homo sapiens	THP-1	ED50	100000.0	nM	10.1021/jm049365a
Rattus norvegicus	Metabotropic glutamate receptor 1	EC50	1000000.0	nM	10.1021/jm020122x
Rattus norvegicus	Metabotropic glutamate receptor 1	EC50	1000000.0	nM	10.1021/jm9703597
Rattus norvegicus	Metabotropic glutamate receptor 2	EC50	35000.0	nM	10.1021/jm020122x
Rattus norvegicus	Metabotropic glutamate receptor 2	EC50	35000.0	nM	10.1021/jm9703597
Rattus norvegicus	Metabotropic glutamate receptor 4	EC50	3000000.0	nM	10.1021/jm020122x
Rattus norvegicus	Metabotropic glutamate receptor 4	EC50	3000000.0	nM	10.1021/jm9703597
Rattus norvegicus	Metabotropic glutamate receptor 5	EC50	1000000.0	nM	10.1021/jm020122x
Rattus norvegicus	Metabotropic glutamate receptor 6	EC50	140000.0	nM	10.1021/jm9703597
Rattus norvegicus	Thioredoxin reductase 1, cytoplasmic	Potency	100.0	nM	None
Trypanosoma brucei	6-phospho-1-fructokinase	Potency	849.2	nM	None
Trypanosoma cruzi	Cruzipain	Potency	3162.3	nM	None
None	Unchecked	Inhibition	nan	%	10.1038/nchembio873
None	Unchecked	Potency	20.0	nM	None
None	Unchecked	Potency	29081.0	nM	None

Metabolism Information

AKRT ID	Reaction	Reaction Link ID
AKRT000626	N[C@@H](CCC(=O)O)C(=O)O.N[C@@H](CCCC(=O)O)C(=O)O>>N[C@@H](CCC(=O)N[C@@H](CCCC(=O)O)C(=O)O)C(=O)O	RXN-15002
AKRT002625	CC(=O)N[C@@H](CCCC(=O)O)C(=O)O>>N[C@@H](CCCC(=O)O)C(=O)O	RXN-5181
AKRT004692	CC(=O)[CoA].N[C@@H](CCCC(=O)O)C(=O)O>>CC(=O)NC(CCCC(=O)O)C(=O)O	enzymemap_28405
AKRT004693	CC(=O)[CoA].N[C@@H](CCCC(=O)O)C(=O)O>>CC(=O)N[C@@H](CCCC(=O)O)C(=O)O	RXN-5181
AKRT006286	CC(C)[C@H](N)C(=O)O.N[C@@H](CCCC(=O)O)C(=O)O.N[C@@H](CS)C(=O)O>>CC(C)[C@@H](NC(=O)C(CS)NC(=O)CCC[C@H](N)C(=O)O)C(=O)O	R04870
AKRT006287	CC(C)[C@H](N)C(=O)O.N[C@@H](CCCC(=O)O)C(=O)O.N[C@@H](CS)C(=O)O>>CC(C)[C@@H](NC(=O)[C@H](CS)NC(=O)CCC[C@H](N)C(=O)O)C(=O)O	6.3.2.26-RXN
AKRT006878	CC1(C)S[C@@H]2[C@H](NC(=O)CCC[C@H](N)C(=O)O)C(=O)N2[C@H]1C(=O)O>>N[C@@H](CCCC(=O)O)C(=O)O	RXN-8809
AKRT006904	CC1(C)S[C@H]2[C@@H](NC(=O)CCC[C@H](N)C(=O)O)C(=O)N2[C@@H]1C(=O)O>>N[C@@H](CCCC(=O)O)C(=O)O	enzymemap_29086
AKRT018746	N[C@@H](CC(CC(=O)O)C(=O)O)C(=O)O>>N[C@@H](CCCC(=O)O)C(=O)O	enzymemap_42229
AKRT019198	N[C@@H](CCC(=O)O)C(=O)O.O=C(O)CCCC(=O)C(=O)O>>N[C@@H](CCCC(=O)O)C(=O)O	2-AMINOADIPATE-AMINOTRANSFERASE-RXN
AKRT019254	N[C@@H](CCC(C(=O)O)C(=O)CCC(=O)O)C(=O)O>>N[C@@H](CCCC(=O)O)C(=O)O	enzymemap_42229
AKRT019268	N[C@@H](CCCC(=O)O)C(=O)O.Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O>>N[C@@H](CCCC=O)C(=O)O.Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O	None
AKRT019269	N[C@@H](CCCC(=O)O)C(=O)O.Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O>>Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OC(=O)CCC[C@H](N)C(=O)O)[C@@H](O)[C@H]1O	R03098
AKRT019270	N[C@@H](CCCC(=O)O)C(=O)O.O=C(O)C(=O)Cc1ccccc1>>N[C@@H](Cc1ccccc1)C(=O)O.O=C(O)CCCC(=O)C(=O)O	None
AKRT019271	N[C@@H](CCCC(=O)O)C(=O)O.O=C(O)CCC(=O)C(=O)O>>N[C@@H](CC(CC(=O)O)C(=O)O)C(=O)O	enzymemap_42229
AKRT019272	N[C@@H](CCCC(=O)O)C(=O)O.O=C(O)CCC(=O)C(=O)O>>N[C@@H](CCC(=O)O)C(=O)O.O=C(O)CCCC(=O)C(=O)O	None
AKRT019273	N[C@@H](CCCC(=O)O)C(=O)O.O=C(O)CCC(=O)C(=O)O>>N[C@@H](CCC(C(=O)O)C(=O)CCC(=O)O)C(=O)O	enzymemap_42229
AKRT019274	N[C@@H](CCCC(=O)O)C(=O)O.O=C(O)CCC(=O)C(=O)O>>O=C(O)CCCC(=O)C(=O)O	R01939
AKRT019275	N[C@@H](CCCC(=O)O)C(=O)O>>*C(=O)CCC[C@H](N)C(=O)O	RXN-16757
AKRT019276	N[C@@H](CCCC(=O)O)C(=O)O>>N[C@@H](CCC(=O)O)C(=O)O	R01939
AKRT019277	N[C@@H](CCCC(=O)O)C(=O)O>>N[C@@H](CCCC=O)C(=O)O	RXN-16756
AKRT019278	N[C@@H](CCCC(=O)O)C(=O)O>>N[C@H](CCCC(=O)O)C(=O)O	enzymemap_86997
AKRT019279	N[C@@H](CCCC(=O)O)C(=O)O>>O=C(O)CCCC(=O)C(=O)O	69112
AKRT019281	N[C@@H](CCCC=O)C(=O)O>>N[C@@H](CCCC(=O)O)C(=O)O	1.2.1.31-RXN
AKRT019586	N[C@@H](CS)C(=O)O.N[C@@H](CCCC(=O)O)C(=O)O>>NC(CCCC(=O)O)C(=O)N[C@@H](CS)C(=O)O	enzymemap_90509
AKRT020530	Nc1c(O)cccc1C(=O)C[C@H](N)C(=O)O.O=C(O)CCCC(=O)C(=O)O>>N[C@@H](CCCC(=O)O)C(=O)O	MNXR131032
AKRT020722	Nc1ccccc1C(=O)C[C@H](N)C(=O)O.O=C(O)CCCC(=O)C(=O)O>>N[C@@H](CCCC(=O)O)C(=O)O	70047
AKRT022770	O=C(O)CCCC(=O)C(=O)O>>N[C@@H](CCCC(=O)O)C(=O)O	enzymemap_21793
AKRT023008	O=C(O)[C@@H]1CCCC=N1>>N[C@@H](CCCC(=O)O)C(=O)O	RXN-8162