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Chemical substance record

L-citrulline

372-75-8C₆H₁₃N₃O₃175.188 g/mol

Organic/Inorganic Small MoleculeChEBI source record

The L-enantiomer of citrulline. — ChEBI

Safety references

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Identity & molecular properties

Source-linked values

CAS number	372-75-8	ChEBI ↗
Molecular formula	C₆H₁₃N₃O₃	ChEBI ↗
Molar mass	175.188 g/mol	ChEBI ↗
Monoisotopic mass	175.09569 Da	ChEBI ↗
Formal charge	0	ChEBI ↗
ChEBI identifier	CHEBI:16349	ChEBI ↗

Cross-source molecular data

PubChem

Molar mass	175.19 g/mol	PubChem ↗
Exact mass	175.09569129 Da	PubChem ↗
Computed XLogP	-4.3	PubChem ↗
Topological polar surface area (Å²)	118	PubChem ↗
H-bond donors	4	PubChem ↗
H-bond acceptors	4	PubChem ↗
Rotatable bonds	5	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

L-citrulline

IUPAC name

(2S)-2-amino-5-(carbamoylamino)pentanoic acid

InChIKey

RHGKLRLOHDJJDR-BYPYZUCNSA-N

SMILES

NC(=O)NCCC[C@H](N)C(=O)O

InChI

InChI=1S/C6H13N3O3/c7-4(5(10)11)2-1-3-9-6(8)12/h4H,1-3,7H2,(H,10,11)(H3,8,9,12)/t4-/m0/s1

Names & synonyms

(2S)-2-amino-5-(carbamoylamino)pentanoic acidN(5)-carbamoyl-L-ornithine

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

Classification & relationships

ChEBI ontology

citrullineChEBI parent class · 18211 ↗

carboxylic acid amino acid organic molecular entity

Roles recorded in ChEBI

geroprotectormicronutrienthypoglycemic agentcardiovascular drugantineoplastic agentantihypertensive agentprotective agentnutraceuticalEC 1.14.13.39 (nitric oxide synthase) inhibitoranti-asthmatic 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

0.00570815 mol

Uses 175.188 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 · 6 atoms

41.14%

O

Oxygen · 3 atoms

27.40%

N

Nitrogen · 3 atoms

23.99%

H

Hydrogen · 13 atoms

7.48%

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

[The arginine paradox]. ↗Nihon yakurigaku zasshi. Folia pharmacologica Japonica · 2002 Jan · PMID 11862757

A metabolomic comparison of urinary changes in type 2 diabetes in mouse, rat, and human. ↗Physiological genomics · 2007 Apr 24 · PMID 17190852

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Sources & record history

Checked 27 Sep 2026

Identity, formula, mass, synonyms & ontologyEMBL-EBI ChEBI · CHEBI:16349

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

Additional molecular descriptorsNCBI PubChem · CID 9750 · 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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