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name Structure Reference Source Properties Activities Metabolism

4-hydroxyproline

AlkaPlorer ID: AK003360

Synonym: '4-Hydroxyproline', 'cis-4-Hydroxy-L-Proline', '51-35-4', 'Hydroxyproline', 'L-Hydroxyproline', '(2S)-4-hydroxypyrrolidine-2-carboxylic acid', '4-Hydroxy-L-proline', '49761-17-3', 'cis-4-Hydroxy-D-proline', '4-hydroxy-L-proline', '618-27-9', 'trans-4-Hydroxy-L-proline', '3398-22-9', 'L-threo-4-hydroxyproline', 'Hydroxy-L-proline', '(2S,4R)-4-hydroxy-2-pyrrolidinecarboxylic acid', 'L-4-Hydroxyproline', 'Hyp', 'trans-4-Hydroxyproline', '618-28-0', 'cis-4-hydroxy-D-proline', 'trans-L-Hydroxyproline', 'trans-Hydroxyproline', 'Hypro', '4Hyp', '(2S,4R)-trans-4-hydroxyproline', '2584-71-6', 'trans-4-hydroxy-L-proline', 'delta-hydroxyproline', 'hydroxy-L-proline'

IUPAC Name: (2S,4S)-4-hydroxypyrrolidine-2-carboxylic acid

Structure

SMILES: O=C(O)[C@@H]1C[C@H](O)CN1

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InChI: InChI=1S/C5H9NO3/c7-3-1-4(5(8)9)6-2-3/h3-4,6-7H,1-2H2,(H,8,9)/t3-,4-/m0/s1

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InChIKey: PMMYEEVYMWASQN-IMJSIDKUSA-N

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Source

Species Genus Family Order Class Phylum Kingdom Domain
Daucus carota Daucus Apiaceae Apiales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Hordeum vulgare Hordeum Poaceae Poales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Avena sativa Avena Poaceae Poales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Amelanchier alnifolia Amelanchier Rosaceae Rosales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Capsicum annuum Capsicum Solanaceae Solanales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Brassica rapa Brassica Brassicaceae Brassicales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Calvatia gigantea Calvatia Lycoperdaceae Agaricales Agaricomycetes Basidiomycota Fungi Eukaryota
Prunus tomentosa Prunus Rosaceae Rosales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Rubus idaeus Rubus Rosaceae Rosales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Beta vulgaris Beta Chenopodiaceae Caryophyllales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Cucurbita maxima Cucurbita Cucurbitaceae Cucurbitales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Allium sativum Allium Amaryllidaceae Asparagales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Phaseolus vulgaris Phaseolus Fabaceae Fabales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Pastinaca sativa Pastinaca Apiaceae Apiales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Calvatia fenzlii Calvatia Lycoperdaceae Agaricales Agaricomycetes Basidiomycota Fungi Eukaryota
Calvatia lilacina Calvatia Lycoperdaceae Agaricales Agaricomycetes Basidiomycota Fungi Eukaryota
Cucurbita pepo Cucurbita Cucurbitaceae Cucurbitales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Spinacia oleracea Spinacia Chenopodiaceae Caryophyllales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Solanum tuberosum Solanum Solanaceae Solanales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Solanum melongena Solanum Solanaceae Solanales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Cucumis sativus Cucumis Cucurbitaceae Cucurbitales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Anethum graveolens Anethum Apiaceae Apiales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Allium cepa Allium Amaryllidaceae Asparagales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Brassica oleracea Brassica Brassicaceae Brassicales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Lactuca sativa Lactuca Asteraceae Asterales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Secale cereale Secale Poaceae Poales Magnoliopsida Streptophyta Viridiplantae Eukaryota

Properties Information

Molecule Weight: 131.131

TPSA？: 69.56

MolLogP？: -1.2062

Number of H-Donors: 3

Number of H-Acceptors: 3

RingCount: 1

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Homo sapiens Proton-coupled amino acid transporter 1 Ki 30000000.0 nM 10.1016/j.bmc.2011.08.058
Homo sapiens Proton-coupled amino acid transporter 1 pKi -1.48 mM 10.1016/j.bmc.2011.08.058

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT004456 CC(=O)[32S].O=C(O)[C@@H]1C[C@H](O)CN1>>CC(=O)N1C[C@@H](O)C[C@H]1C(=O)O None
AKRT004755 CC(=O)[CoA].O=C(O)[C@@H]1C[C@H](O)CN1>>CC(=O)N1C[C@@H](O)C[C@H]1C(=O)O enzymemap_30367
AKRT012932 C[C@@H](O)[C@H](N)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.O=C(O)[C@@H]1C[C@H](O)CN1>>C[C@@H](O)[C@H](NC(=O)[C@@H]1C[C@H](O)CN1)C(=O)O.Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O None
AKRT012943 C[C@@H](O)[C@H](N)C(=O)O.O=C(O)[C@@H]1C[C@H](O)CN1>>C[C@@H](O)[C@H](NC(=O)[C@@H]1C[C@H](O)CN1)C(=O)O enzymemap_90774
AKRT023030 O=C(O)[C@@H]1CCCN1>>O=C(O)[C@@H]1C[C@H](O)CN1 RXN-14244
AKRT023054 O=C(O)[C@@H]1C[C@H](O)CN1>>O=C(O)C1=NC[C@@H](O)C1 47688
AKRT023055 O=C(O)[C@@H]1C[C@H](O)CN1>>O=C(O)[C@H]1C[C@H](O)CN1 None
AKRT023056 O=C(O)[C@@H]1C[C@H](O)CN1>>O=C1CN[C@H](C(=O)O)C1 4-OXOPROLINE-REDUCTASE-RXN
AKRT023114 O=C(O)[C@H]1C[C@H](O)CN1>>O=C(O)[C@@H]1C[C@H](O)CN1 None
AKRT023573 O=C1CN[C@H](C(=O)O)C1>>O=C(O)[C@@H]1C[C@H](O)CN1 MNXR144542