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proline

AlkaPlorer ID: AK005348

Synonym: '', '(-)-2-pyrrolidinecarboxylic acid', 'DPR', 'Hpro', 'Proline', 'L-Pro', '(R)-pyrrolidine-2-carboxylic acid', 'L-Prolin', 'prolinum', '(-)-(S)-proline', 'D-Prolin', '(2R)-pyrrolidine-2-carboxylic acid', 'D-proline', 'prolina', 'L-alpha-pyrrolidinecarboxylic acid', 'DL-Proline', 'P', '(S)-2-Carboxypyrrolidine', '2-Pyrrolidinecarboxylic acid', 'L-proline', '(-)-proline', '(S)-pyrrolidine-2-carboxylic acid', 'Prolin', '(2S)-pyrrolidine-2-carboxylic acid', 'PROLINE', '(S)-2-Pyrrolidinecarboxylic acid', '(S)-2-pyrrolidinecarboxylic acid', '(R)-2-Carboxypyrrolidine', 'D-PROLINE', 'L-Proline', 'pyrrolidine-2-carboxylic acid', 'proline', 'D-Proline', '(S)-2-carboxypyrrolidine', 'L-(-)-proline', 'L-pyrrolidine-2-carboxylic acid'

IUPAC Name: (2R)-pyrrolidine-2-carboxylic acid

Structure

SMILES: O=C(O)[C@H]1CCCN1

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InChI: InChI=1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)/t4-/m1/s1

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InChIKey: ONIBWKKTOPOVIA-SCSAIBSYSA-N

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Source

Species Genus Family Order Class Phylum Kingdom Domain
Ginkgo biloba Ginkgo Ginkgoaceae Ginkgoales Ginkgoopsida Streptophyta Viridiplantae Eukaryota
Sinapis alba Sinapis Brassicaceae Brassicales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Taraxacum platycarpum Taraxacum Asteraceae Asterales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Leptodontidium elatius Leptodontidium Leptodontidiaceae Helotiales Leotiomycetes Ascomycota Fungi Eukaryota
Calvatia gigantea Calvatia Lycoperdaceae Agaricales Agaricomycetes Basidiomycota Fungi Eukaryota
Brassica juncea Brassica Brassicaceae Brassicales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Taraxacum coreanum Taraxacum Asteraceae Asterales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Homo sapiens Homo Hominidae Primates Mammalia Chordata Metazoa Eukaryota
Tussilago farfara Tussilago Asteraceae Asterales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Angelica gigas Angelica Apiaceae Apiales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Allium sativum Allium Amaryllidaceae Asparagales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Panax ginseng Panax Araliaceae Apiales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Taraxacum officinale Taraxacum Asteraceae Asterales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Calvatia fenzlii Calvatia Lycoperdaceae Agaricales Agaricomycetes Basidiomycota Fungi Eukaryota
Aniba canelilla Aniba Lauraceae Laurales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Taraxacum mongolicum Taraxacum Asteraceae Asterales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Calvatia lilacina Calvatia Lycoperdaceae Agaricales Agaricomycetes Basidiomycota Fungi Eukaryota
Angelica sinensis Angelica Apiaceae Apiales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Mus musculus Mus Muridae Rodentia Mammalia Chordata Metazoa Eukaryota
Comptonia peregrina Comptonia Myricaceae Fagales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Methylomonas methanica Methylomonas Methylococcaceae Methylococcales Gammaproteobacteria Pseudomonadota None Bacteria
Angelica acutiloba Angelica Apiaceae Apiales Magnoliopsida Streptophyta Viridiplantae Eukaryota

Properties Information

Molecule Weight: 115.13200000000002

TPSA？: 49.33

MolLogP？: -0.177

Number of H-Donors: 2

Number of H-Acceptors: 2

RingCount: 1

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Bacillus subtilis 4'-phosphopantetheinyl transferase ffp Potency 44668.4 nM None
Homo sapiens Proton-coupled amino acid transporter 1 Ki 1200000.0 nM 10.1016/j.bmc.2011.08.058
Homo sapiens Proton-coupled amino acid transporter 1 pKi -0.15 mM 10.1016/j.bmc.2011.08.058
Rattus norvegicus Glutamate (NMDA) receptor subunit zeta 1 Inhibition 4.0 % 10.1021/jm00080a006
Staphylococcus aureus Staphylococcus aureus Inhibition 70.0 % 10.1016/j.bmcl.2021.128259

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT004756 CC(=O)[CoA].O=C(O)[C@H]1CCCN1>>CC(=O)N1CCC[C@@H]1C(=O)O enzymemap_30752
AKRT005943 CC(C)C[C@H](NC(=O)[C@@H](NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CO)NC(=O)[C@H](CC(C)C)NC(=O)[C@H]1CCCN1)C(C)O)C(=O)N[C@@H](CO)C(=O)N[C@H](C(=O)N[C@@H](C)C(=O)N[C@@H](C)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)O)C(C)C>>CC(C)C[C@H](NC(=O)[C@@H](NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CO)NC(=O)[C@@H](N)CC(C)C)C(C)O)C(=O)N[C@@H](CO)C(=O)N[C@H](C(=O)N[C@@H](C)C(=O)N[C@@H](C)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)O)C(C)C.O=C(O)[C@H]1CCCN1 None
AKRT005944 CC(C)C[C@H](NC(=O)[C@@H](NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CO)NC(=O)[C@H](CC(C)C)NC(=O)[C@H]1CCCN1)C(C)O)C(=O)N[C@@H](CO)C(=O)N[C@H](C(=O)N[C@@H](C)C(=O)N[C@@H](C)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)O)C(C)C>>O=C(O)[C@H]1CCCN1 enzymemap_65963
AKRT013751 C[C@H](NC(=O)[C@@H](N)CCCCN)C(=O)N1CCC[C@@H]1C(=O)O>>O=C(O)[C@H]1CCCN1 enzymemap_66859
AKRT016892 NC(=O)CC[C@H](N)C(=O)O.O=C(O)[C@H]1CCCN1>>N[C@@H](CCC(=O)NN1CCC[C@@H]1C(=O)O)C(=O)O R02895
AKRT017916 NCCCCC(=O)O>>O=C(O)[C@H]1CCCN1 enzymemap_19240
AKRT018055 NCCCC[C@H](N)C(=O)N1CCC[C@@H]1C(=O)O>>NCCCC[C@H](N)C(=O)O.O=C(O)[C@H]1CCCN1 None
AKRT018056 NCCCC[C@H](N)C(=O)N1CCC[C@@H]1C(=O)O>>O=C(O)[C@H]1CCCN1 enzymemap_66591
AKRT022651 O=C(O)C1=NCCC1>>O=C(O)[C@H]1CCCN1 RXN-11185
AKRT023031 O=C(O)[C@@H]1CCCN1>>O=C(O)[C@H]1CCCN1 PROLINE-RACEMASE-RXN
AKRT023077 O=C(O)[C@H](CO)NC(=O)[C@H]1CCCN1>>O=C(O)[C@H]1CCCN1 enzymemap_66349
AKRT023102 O=C(O)[C@H]1CCCN1.O=C(O)[C@H]1CCCN1>>O=C(O)[C@H]1CCCN1C(=O)[C@H]1CCCN1 enzymemap_90701
AKRT023103 O=C(O)[C@H]1CCCN1>>CCCC(=O)C(=O)O MNXR132759
AKRT023104 O=C(O)[C@H]1CCCN1>>NCCCCC(=O)O R02825
AKRT023105 O=C(O)[C@H]1CCCN1>>O=C(O)C1=NCCC1 R02894
AKRT023106 O=C(O)[C@H]1CCCN1>>O=C(O)[C@@H]1CCCN1 R01255