cis-4-Hydroxy-L-proline

Details

• Internal ID: 69ee881a-9a58-4a1c-b1ce-a66e29b75c41
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Proline and derivatives
• IUPAC Name: (2S,4S)-4-hydroxypyrrolidine-2-carboxylic acid
• SMILES (Canonical): C1C(CNC1C(=O)O)O
• SMILES (Isomeric): C1[C@@H](CN[C@@H]1C(=O)O)O
• 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
• InChI Key: PMMYEEVYMWASQN-IMJSIDKUSA-N
• Popularity: 11,065 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅H₉NO₃
• Molecular Weight: 131.13 g/mol
• Exact Mass: 131.058243149 g/mol
• Topological Polar Surface Area (TPSA): 69.60 Ų
• XlogP: -3.30

Synonyms

• 618-27-9
• (2S,4S)-4-hydroxypyrrolidine-2-carboxylic acid
• L-Proline, 4-hydroxy-, (4S)-
• cis-4-hydroxyproline
• (4S)-4-hydroxy-L-proline
• L-cis-4-hydroxyproline
• allo-4-Hydroxy-L-proline
• L-allo-hydroxyproline
• H-CIS-HYP-OH
• L-Allohydroxyproline
• cis-Hydroxyproline
• 4-cis-L-hydroxyproline
• CIS-L-4-HYDROXYPROLINE
• allo-4-Hydroxyproline
• CHEMBL1233477
• CHEBI:28397
• 43V78B6A3B
• L-Proline, 4-hydroxy-, cis-
• cis-4-Hydroxypyrrolidine-2-carboxylic acid
• L-Proline, allo-hydroxy-
• (2S,4S)-4-hydroxy-2-pyrrolidinecarboxylic acid
• rel-(2S,4S)-4-Hydroxypyrrolidine-2-carboxylic acid
• Proline, 4-allo-hydroxy-, L-
• MFCD21608679
• NSC 206274
• allo-hydroxy-L-Proline
• 81666-01-5
• Hydroxyproline, cis-
• Hydroxyproline cis-form
• UNII-43V78B6A3B
• NSC-206274
• L-Hydroxy proline
• 49761-17-3
• EINECS 210-542-1
• (4s)-hydroxyproline
• L-CIS-HYDROXYPROLINE
• SCHEMBL19307
• DTXSID20883473
• PMMYEEVYMWASQN-IMJSIDKUSA-N
• 4-HYDROXYPROLINE CIS-(-)-
• BDBM50357209
• HYDROXYPROLINE CIS-FORM [MI]
• AKOS016015787
• AC-2250
• AC-3101
• CS-W009077
• AM808165
• AS-15085
• HY-40136
• A8558
• CS-0526875
• H1169
• EN300-66089
• C01015
• Q-200862
• cis-4-Hydroxy-L-proline, collagen synthesis inhibitor
• Q27103674
• cis-4-Hydroxy-L-proline, Vetec(TM) reagent grade, 98%
• F8880-8952

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.18%	96.95%
CHEMBL4040	P28482	MAP kinase ERK2	89.75%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.49%	96.09%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	88.97%	97.21%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.34%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.33%	94.45%

Plants that contains it

• Daucus carota
• Festuca pratensis
• Santalum album

Cross-Links

• PubChem: 440015
• LOTUS: LTS0201835
• wikiData: Q27103674