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Citrulline chemical structure, C6H13N3O3, CAS 372-75-8
2D chemical structure

Key facts

What buyers check first

CAS number
372-75-8
Formula
C6H13N3O3
Molar mass
175.19 g/mol
EC number
206-759-6
HS code
292419
Category
Amino acids and derivatives

What is Citrulline?

Plain description, key identifiers and synonyms

L-citrulline is the L-enantiomer of citrulline. It has a role as a micronutrient, a protective agent, a nutraceutical, an EC 1.14.13.39 (nitric oxide synthase) inhibitor, a mouse metabolite, a Saccharomyces cerevisiae metabolite, an Escherichia coli metabolite and a human metabolite. It is an enantiomer of a D-citrulline. It is a tautomer of a L-citrulline zwitterion.

Identifiers

Registry numbers, names and line notations, tap to copy

IUPAC name
(2S)-2-amino-5-(carbamoylamino)pentanoic acid
CAS number
372-75-8 CAS number cross-checked
EC number
206-759-6
Molecular formula
C6H13N3O3
UNII
29VT07BGDA
MDL number
MFCD00064397
INCI name
CITRULLINE
InChIKey
RHGKLRLOHDJJDR-BYPYZUCNSA-N
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
Canonical SMILES
NC(=O)NCCCC(N)C(=O)O
Isomeric SMILES
C(C[C@@H](C(=O)O)N)CNC(=O)N

Synonyms

  • L-citrulline
  • delta-Ureidonorvaline
  • Sitrulline
  • N5-Carbamoyl-L-ornithine
  • (S)-2-Amino-5-ureidopentanoic acid
  • L-Cytrulline
  • N5-(Aminocarbonyl)-L-ornithine
  • Citrulline, L-
  • N(delta)-Carbamylornithine
  • N5-(Aminocarbonyl)ornithine
  • L-2-Amino-5-ureidovaleric acid
  • N5-carbamoylornithine
  • alpha-Amino-delta-ureidovaleric acid
  • (2S)-2-amino-5-(carbamoylamino)pentanoic acid
  • L-Ornithine, N5-(aminocarbonyl)-
  • 2-Amino-5-ureidovaleric acid
  • 2-Amino-5-uredovaleric acid
  • Ngamma-carbamylornithine
  • N(5)-(aminocarbonyl)-L-ornithine
  • alpha-amino-gamma-ureidovaleric acid
  • (2S)-2-azaniumyl-5-(carbamoylamino)pentanoate
  • H-cit-oh
  • L(+)-citrulline
  • Ornithine, N5-(aminocarbonyl)-
  • N~5~-carbamoyl-L-ornithine
Show all 37 synonyms
  • d-ureidonorvaline
  • (2S)-2-amino-5-(aminocarbonylamino)pentanoic acid
  • CIR
  • L-citrullin
  • L-(+)-Citrulline
  • Ornithine, N5-carbamoyl-, L- (8CI)
  • N5-carbamylornithine
  • A-amino-d-ureidovaleric acid
  • Cytrulline
  • Ureidonorvaline
  • Ureidovalerate
  • H-Orn(carbamoyl)-OH, L-Citrulline

Physical and chemical properties

Measured values and descriptors computed from the structure

Physical and chemical properties

Measured values, check the supplier specification for your grade

No measured properties are recorded for this substance yet. Ask suppliers for a technical data sheet.

Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.

Computed descriptors

Calculated from the structure, useful for screening and formulation

Molecular weight
175.19 g/molcalc.
Exact mass
175.0957 Dacalc.
LogP (octanol/water)
-1.15calc.
Topological polar surface area
118.4 Ųcalc.
Hydrogen bond donors
4calc.
Hydrogen bond acceptors
3calc.
Rotatable bonds
5calc.
Heavy atoms
12calc.
Rings
0calc.
Aromatic rings
0calc.
Fraction sp3 carbons
0.67calc.
Formal charge
0calc.
Stereocentres
1calc.
Lipinski rule of five
Passes (0 violations)calc.

Calculated for screening. Confirm critical figures with the supplier.

Safety and hazards

GHS classification summary, not a safety data sheet

GHS signal word
Warning
GHS07: Harmful or irritant
Harmful or irritant

Hazard statements

  • H315Causes skin irritation.
  • H319Causes serious eye irritation.
Precautionary statements (9)
  • P264Wash skin thoroughly after handling.
  • P264 + P265Wash skin thoroughly after handling. Do not touch eyes.
  • P280Wear protective gloves, protective clothing, eye protection and face protection.
  • P302 + P352If on skin: Wash with plenty of water.
  • P305 + P351 + P338If in eyes: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
  • P321Specific treatment (see supplemental first aid instructions on the label).
  • P332 + P317If skin irritation occurs: Get medical help.
  • P337 + P317If eye irritation persists: Get medical help.
  • P362 + P364Take off contaminated clothing. And wash it before reuse.

GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.

Full safety data and first aid

Citrulline suppliers

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Citrulline price

Indicative price range per kg from live supplier offers

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Uses and applications

What the substance is used for, by industry and function

Use classes: Cosmetics.

Cosmetic ingredient, INCI name CITRULLINE(skin conditioning)

Roles

  • Daphnia magna metabolite
  • Escherichia coli metabolite
  • Saccharomyces cerevisiae metabolite
  • anti-anaemic agent
  • anti-asthmatic agent
  • antihypertensive agent
  • antineoplastic agent
  • cardiovascular drug
  • enzyme inhibitor
  • eukaryotic metabolite
  • food component
  • geroprotector
  • human metabolite
  • hypoglycemic agent
  • metabolite
  • micronutrient
  • mouse metabolite
  • nutraceutical
  • nutrient
  • pharmaceutical
  • physiological role
  • plant metabolite
  • prokaryotic metabolite
  • protective agent

Functional uses

  • Softener and conditioner

Cosmetic functions

  • Skin conditioning

Pharmacology

Citrulline is a non-essential amino acid. In hepatocytes, L-citrulline is synthesized in the urea cycle by the addition of carbon dioxide and ammonia to ornithine. L-citrulline is converted into L-arginine by the enzymes argininosuccinate synthetase and argininosuccinate lyase in the presence of L-aspartate and ATP. Subsequently, L-arginine is converted to nitric oxide by nitric oxide synthase and L-citrulline is regenerated as a by-product.

Regulatory status

Inventories, regulations and trade controls that list this substance

Health and food

  • EU cosmetic ingredient inventory

United States

  • TSCA inventory (USA)
    Status: Active in US commerce

HS code and trade data

Customs classification and reported world trade statistics

Global trade

World import and export statistics for the HS code Citrulline is traded under.

HS 2924.19Indicative HS code

Acyclic amides (including acyclic carbamates) and their derivatives, salts thereof, other

World exports in 2024
$2.38B
−1.7% vs 2023, imports $2.22B
2019 to 2024
Top exporters
  1. China34.7%
  2. Germany12.5%
  3. India * partner reported6.8%
Top importers
  1. United States17.5%
  2. Germany8.8%
  3. India * partner reported6.7%

* Partner reported figures, a lower bound.

Reported customs values in USD, not prices.Full trade data

The HS code shown for Citrulline is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.

Frequently asked questions

Quick answers about Citrulline, based on the data on this page

What is Citrulline?

L-citrulline is the L-enantiomer of citrulline. It has a role as a micronutrient, a protective agent, a nutraceutical, an EC 1.14.13.39 (nitric oxide synthase) inhibitor, a mouse metabolite, a Saccharomyces cerevisiae metabolite, an Escherichia coli metabolite and a human metabolite.

What is the CAS number of Citrulline?

The CAS registry number of Citrulline is 372-75-8.

What is the molecular formula and weight of Citrulline?

The molecular formula of Citrulline is C6H13N3O3 and its molar mass is 175.19 g/mol.

What is Citrulline used for?

Use classes: Cosmetics.

Is Citrulline hazardous?

Citrulline carries the GHS signal word "Warning". Main hazards: causes skin irritation, causes serious eye irritation. This summary is not an SDS, always read the supplier safety data sheet.

What is the HS code of Citrulline?

Citrulline is usually classified under HS code 292419 (Acyclic amides (including acyclic carbamates) and their derivatives, salts thereof, other). This is indicative, confirm it with your customs broker before shipping.

Where can I buy Citrulline?

CompoundList lists 159 suppliers of Citrulline in China, United States, India, Germany and 16 more. Send one free request to get and compare quotes. Your contact details stay private until you accept a quote.

Where can I buy Citrulline in India?

8 suppliers in India list Citrulline on CompoundList. Filter the suppliers list by country and send a request to compare prices, grades and delivery times.

What is the price of Citrulline?

Suppliers quote Citrulline on request because prices depend on grade, purity, quantity and destination. A free request on CompoundList gets you several quotes to compare.

Guides for buyers

Practical guides that help when you source, ship or handle Citrulline

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Data last updated 7 Oct 2026. Details may have changed, please confirm them with the supplier. Report an error on this page
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