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Chemical substance record

L-proline

147-85-3C5H9NO2115.132 g/mol

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 α 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. — ChEBI

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Identity & molecular properties

Source-linked values
CAS number147-85-3ChEBI ↗
Molecular formulaC5H9NO2ChEBI ↗
Molar mass115.132 g/molChEBI ↗
Monoisotopic mass115.06333 DaChEBI ↗
Formal charge0ChEBI ↗
ChEBI identifierCHEBI:17203ChEBI ↗

Cross-source molecular data

PubChem
Molar mass115.13 g/molPubChem ↗
Exact mass115.063328530 DaPubChem ↗
Computed XLogP-2.5PubChem ↗
Topological polar surface area (Ų)49.3PubChem ↗
H-bond donors2PubChem ↗
H-bond acceptors3PubChem ↗
Rotatable bonds1PubChem ↗

PubChem computed values are shown separately from the ChEBI record. An exact InChIKey match was used to connect the records. Molecular descriptors do not describe a supplied product’s purity, particle size or performance.

Names & structural identifiers

Copy any identifier
L-proline
L-proline
ONIBWKKTOPOVIA-BYPYZUCNSA-N
O=C(O)[C@@H]1CCCN1
InChI=1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)/t4-/m0/s1

Names & synonyms

proline

Names are supplied by ChEBI. Trade names and related synonyms may describe a broader product context.

Classification & relationships

ChEBI ontology

Roles recorded in ChEBI

compatible osmolytesmicronutrientnutraceuticalmouse metaboliteSaccharomyces cerevisiae metaboliteEscherichia coli metabolitealgal metabolite

Database role annotations describe reported biological or chemical roles; they are not product approvals or recommendations for use.

Mass ↔ amount of substance

Calculated from sourced mass
Equivalent amount
0.00868568 mol

Uses 115.132 g/mol from ChEBI. Assumes the substance described by this record; no purity or concentration correction is applied.

Elemental composition

Theoretical mass fractions
C
Carbon · 5 atoms
52.16%
O
Oxygen · 2 atoms
27.79%
N
Nitrogen · 1 atom
12.17%
H
Hydrogen · 9 atoms
7.88%

Calculated theoretical mass fractions from the reported formula and PubChem periodic-table atomic masses. These are not assay or purity results.

Research & patent references

Selected source associations

Sources & record history

Checked 27 Sep 2026
EMBL-EBI ChEBI · CHEBI:17203

Release 255, 9 September 2026. ChEBI three-star (manually annotated) source entry. View original record ↗ · CC BY 4.0

NCBI PubChem · CID 145742 · retrieved 2026-09-27

PubCAS formats source data, connects references and computes explicitly labelled conversions. CAS cross-references are supplied by ChEBI; they do not constitute CAS verification or endorsement.