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2D Structure
Also known as: (2s)-4-hydroxypyrrolidine-2-carboxylic acid, 4-hydroxyproline, 6912-67-0, Cis-hydroxyproline, The (r)-4-hydroxy l-isomer has been assumedunless otherwise specified or implied in the original document and is indexed at l-proline,4-hydroxy-,(4r)- [51-35-4]. when synthetichydroxyproline has been clearly indicated in theoriginal document,the 4-hydroxy, Proline, 4-hydroxy-
Molecular Formula
C5H9NO3
Molecular Weight
131.13  g/mol
InChI Key
PMMYEEVYMWASQN-BKLSDQPFSA-N

A hydroxylated form of the imino acid proline. A deficiency in ASCORBIC ACID can result in impaired hydroxyproline formation.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(2S)-4-hydroxypyrrolidine-2-carboxylic acid
2.1.2 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
2.1.3 InChI Key
PMMYEEVYMWASQN-BKLSDQPFSA-N
2.1.4 Canonical SMILES
C1C(CNC1C(=O)O)O
2.1.5 Isomeric SMILES
C1[C@H](NCC1O)C(=O)O
2.2 Synonyms
2.2.1 MeSH Synonyms

1. 4 Hydroxyproline

2. 4-hydroxyproline

3. Cis 4 Hydroxyproline

4. Cis-4-hydroxyproline

5. Hydroxyproline

6. Oxyproline

2.2.2 Depositor-Supplied Synonyms

1. (2s)-4-hydroxypyrrolidine-2-carboxylic Acid

2. 4-hydroxyproline

3. 6912-67-0

4. Cis-hydroxyproline

5. The (r)-4-hydroxy L-isomer Has Been Assumedunless Otherwise Specified Or Implied In The Original Document And Is Indexed At L-proline,4-hydroxy-,(4r)- [51-35-4]. When Synthetichydroxyproline Has Been Clearly Indicated In Theoriginal Document,the 4-hydroxy

6. Proline, 4-hydroxy-

7. L-allohydroxyproline

8. Allo-l-hydroxyproline

9. Allo-4-hydroxyproline

10. Allo-hydroxy-l-proline

11. L-proline, Allo-hydroxy-

12. L-proline, 4-hydroxy-, Cis-

13. Proline, 4-allo-hydroxy-, L-

14. Nsc 206274

15. 4-hydroxy-proline

16. 4hydroxy-l-proline

17. 30724-02-8

18. Cis-4-hydroxy-l-pro

19. 4-hydroxy-(l)-proline

20. 4-cis-hydroxy-l-proline

21. Schembl21184

22. 4-hydroxy-l-proline, (z)-

23. L-proline, Allo-hydroxy-, Cis

24. Chebi:18240

25. Cis-proline, 4-allo-hydroxy-, L-

26. As-10781

27. Cs-0526696

28. H0296

29. A820581

30. Q27102938

2.3 Create Date
2004-09-16
3 Chemical and Physical Properties
Molecular Weight 131.13 g/mol
Molecular Formula C5H9NO3
XLogP3-3.3
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count4
Rotatable Bond Count1
Exact Mass131.058243149 g/mol
Monoisotopic Mass131.058243149 g/mol
Topological Polar Surface Area69.6 Ų
Heavy Atom Count9
Formal Charge0
Complexity125
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1