4-Hydroxy-L-Proline

Synopsis, Chemistry

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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

4-Hydroxy-L-Proline

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 Formula	C₅H₉NO₃
Molecular Weight	131.13 g/mol
XLogP3	-3.3
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	1
Exact Mass	131.058243149 g/mol
Monoisotopic Mass	131.058243149 g/mol
Topological Polar Surface Area	69.6 Å²
Heavy Atom Count	9
Formal Charge	0
Complexity	125
Isotope Atom Count	0
Defined Atom Stereocenter Count	1
Undefined Atom Stereocenter Count	1
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1