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L-Proline

CAT: 0127-BUP18747-02Size: 1 gDry Ice: NoHazardous: No
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CAS Number
147-85-3
Synonyms
L- (-) -Proline, proline
Purity
=98%
Smiles
OC(=O)[C@@H]1CCCN1

Chemical Information

L-Proline

L-proline is pyrrolidine in which the pro-S hydrogen at position 2 is substituted by a carboxylic acid group. L-Proline is the only one of the twenty DNA-encoded amino acids which has a secondary amino group alpha to the carboxyl group. It is an essential component of collagen and is important for proper functioning of joints and tendons. It also helps maintain and strengthen heart muscles. It has a role as a member of compatible osmolytes, a micronutrient, a nutraceutical, a mouse metabolite, a Saccharomyces cerevisiae metabolite, an Escherichia coli metabolite and an algal metabolite. It is a L-alpha-amino acid, a glutamine family amino acid, a proline and a proteinogenic amino acid. It is a conjugate base of a L-prolinium. It is a conjugate acid of a L-prolinate. It is an enantiomer of a D-proline. It is a tautomer of a L-proline zwitterion.

CAS Number147-85-3
PubChem CID145742
IUPAC Name(2S)-pyrrolidine-2-carboxylic acid
Molecular FormulaC5H9NO2
Molecular Weight115.13
XLogP-2.5
Topological Polar Surface Area49.3
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count1
Heavy Atom Count8
Formal Charge0
Complexity103
SMILES
C1C[C@H](NC1)C(=O)O
InChI
InChI=1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)/t4-/m0/s1
InChIKey
ONIBWKKTOPOVIA-BYPYZUCNSA-N
Chemical Structure
2D Structure
2D structure of L-Proline
CAS: 147-85-3
CID: 145742
Formula: C5H9NO2
MW: 115.13
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight115.13
XLogP3-2.5
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count1
Exact Mass115.063328530
Monoisotopic Mass115.063328530
Topological Polar Surface Area49.3 Ų
Heavy Atom Count8
Formal Charge0
Complexity103
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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116002L‐PROLINE

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