Chemical substance record

Captopril

62571-86-2C₉H₁₅NO₃S217.29 g/mol

Organic/Inorganic Small MoleculeChEBI source record

A L-proline derivative in which L-proline is substituted on nitrogen with a (2S)-2-methyl-3-sulfanylpropanoyl group. It is used as an anti-hypertensive ACE inhibitor drug. — ChEBI

Safety references

Safety documents & references

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Identity & molecular properties

Source-linked values

CAS number	62571-86-2	ChEBI ↗
Molecular formula	C₉H₁₅NO₃S	ChEBI ↗
Molar mass	217.29 g/mol	ChEBI ↗
Monoisotopic mass	217.07726 Da	ChEBI ↗
Formal charge	0	ChEBI ↗
ChEBI identifier	CHEBI:3380	ChEBI ↗

Cross-source molecular data

PubChem

Molar mass	217.29 g/mol	PubChem ↗
Exact mass	217.07726451 Da	PubChem ↗
Computed XLogP	0.3	PubChem ↗
Topological polar surface area (Å²)	58.6	PubChem ↗
H-bond donors	2	PubChem ↗
H-bond acceptors	4	PubChem ↗
Rotatable bonds	3	PubChem ↗

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

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Source preferred name

captopril

IUPAC name

1-[(2S)-2-methyl-3-sulfanylpropanoyl]-L-proline

InChIKey

FAKRSMQSSFJEIM-RQJHMYQMSA-N

SMILES

C[C@H](CS)C(=O)N1CCC[C@H]1C(=O)O

InChI

InChI=1S/C9H15NO3S/c1-6(5-14)8(11)10-4-2-3-7(10)9(12)13/h6-7,14H,2-5H2,1H3,(H,12,13)/t6-,7+/m1/s1

Names & synonyms

1-[(2S)-2-methyl-3-sulfanylpropanoyl]-L-prolineAcepressApoprilCapotenCaptolanecaptoprilumCaptorilCesplonDilabarGarranilHypertilLopirin

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

Classification & relationships

ChEBI ontology

pyrrolidinemonocarboxylic acidChEBI parent class · 46701 ↗N-acylpyrrolidineChEBI parent class · 46766 ↗alkanethiolChEBI parent class · 47908 ↗L-proline derivativeChEBI parent class · 84186 ↗

carboxylic acid organosulfur compound organic heterocyclic compound organic molecular entity

Roles recorded in ChEBI

antiviral agentantifibrotic agentantimicrobial agentEC 3.4.15.1 (peptidyl-dipeptidase A) inhibitorhypoglycemic agentcardiovascular drugantineoplastic agentantihypertensive agent

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

Amount

Input unit

Equivalent amount

0.00460214 mol

Uses 217.29 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 · 9 atoms

49.75%

O

Oxygen · 3 atoms

22.09%

S

Sulfur · 1 atom

14.76%

H

Hydrogen · 15 atoms

6.96%

N

Nitrogen · 1 atom

6.45%

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

nNOS expression in the brain of rats after burn and the effect of the ACE inhibitor captopril. ↗Burns : journal of the International Society for Burn Injuries · 2013 Aug · PMID 23137627

Same effect of sublingual and oral captopril in hypertensive crisis. ↗European review for medical and pharmacological sciences · 2012 Nov · PMID 23161035

US4046889 · Patent reference ↗Patent cross-reference supplied by ChEBI. Association alone does not establish claim scope.

US4105776 · Patent reference ↗Patent cross-reference supplied by ChEBI. Association alone does not establish claim scope.

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Sources & record history

Checked 27 Sep 2026

Identity, formula, mass, synonyms & ontologyEMBL-EBI ChEBI · CHEBI:3380

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

Additional molecular descriptorsNCBI PubChem · CID 44093 · 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.

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