ChemicalBook > CAS DataBase List > L-Citrulline

L-Citrulline

Product Name
L-Citrulline
CAS No.
372-75-8
Chemical Name
L-Citrulline
Synonyms
CITRULLINE;(S)-2-AMINO-5-UREIDOPENTANOIC ACID;H-CIT-OH;L-CITRULINE;L-CIT;L-Cit-OH;L-Citrullne;L-Citrullin;N5-(aminocarbonyl)-L-Ornithine;L-CTRULLINE
CBNumber
CB6423883
Molecular Formula
C6H13N3O3
Formula Weight
175.19
MOL File
372-75-8.mol
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L-Citrulline Property

Melting point:
214 °C
alpha 
25.5 º (c=8, 6N HCl)
Boiling point:
306.48°C (rough estimate)
Density 
1.2919 (rough estimate)
refractive index 
26 ° (C=8, 6mol/L HCl)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
Aqueous Acid (Sparingly). Water (Slightly)
form 
Crystals or Crystalline Powder
pka
2.43(at 25℃)
color 
White
Odor
Odorless
optical activity
+4.025 (H2O) +24.225 (1 mol dm-3 HCl)
Water Solubility 
200 g/L (20 ºC)
Merck 
14,2331
BRN 
6055157
InChIKey
RHGKLRLOHDJJDR-BYPYZUCNSA-N
LogP
-3.190
CAS DataBase Reference
372-75-8(CAS DataBase Reference)
EPA Substance Registry System
L-Ornithine, N5-(aminocarbonyl)- (372-75-8)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
24/25-36-26
WGK Germany 
3
TSCA 
Yes
HS Code 
29241900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
PHR3191
Product name
L-Citrulline
Purity
pharmaceutical secondary standard, certified reference material
Packaging
500MG
Price
$200
Updated
2024/03/01
Sigma-Aldrich
Product number
C7629
Product name
L-Citrulline
Purity
≥98% (TLC)
Packaging
1kg
Price
$3000
Updated
2024/03/01
Sigma-Aldrich
Product number
19936
Product name
L-Citrulline
Purity
certified reference material, TraceCERT?
Packaging
10MG
Price
$84.3
Updated
2024/03/01
Sigma-Aldrich
Product number
1133842
Product name
L-Citrulline
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
200mg
Price
$467
Updated
2024/03/01
TCI Chemical
Product number
C0372
Product name
L-Citrulline
Purity
>98.0%(T)
Packaging
25g
Price
$27
Updated
2024/03/01
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L-Citrulline Chemical Properties,Usage,Production

Chemical Properties

White powder

Originator

StaminO2,ErgoPharm

Uses

L-Citrulline, is used as an essential intermediate in the biosynthesis of nitric oxide from L-arginine . It is also used as a nutritional drink and biochemical reagent.

Uses

An amino acid, L-Citrulline can be used in the treatment of asthenia and as an essential intermediate in the biosynthesis of nitric oxide.

Definition

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

Manufacturing Process

Citrulline is obtained as a result of a reaction of L-arginine hydrochloride with sodium hydroxide, copper oxide and hydrogen sulfide.
In practice it is usually used as malate salt

Therapeutic Function

Stimulant, Detoxicant

benefits

L-citrulline is used for Alzheimer's disease, dementia, fatigue, muscle weakness, sickle cell disease, erectile dysfunction, high blood pressure, and diabetes. It is used for heart disease, body building, increasing energy, and for improving athletic performance.

Biochem/physiol Actions

L-Citrulline, when orally administered is found to ameliorate the condition of sickle cell disease in humans. L-citrulline can be a replacement for L-arginine administration in case of defective NO synthetase. L-Citrulline supplementation is found to fulfill the purpose of NO-dependent signaling.

target

NO | IL Receptor

Drug interactions

There are no reported side effects of L-citrulline.
However, the supplement may affect the way certain drugs work in your body. Do not take this supplement if you are taking:
Nitrates for heart disease
ED drugs such as sildenafil (Revatio, Viagra), tadalafil (Cialis), or vardenafil (Levitra, Staxyn)
Combining L-citrulline with those drugs may cause a dangerous drop in blood pressure.
You should also be careful when taking L-citrulline if you take any type of blood pressure medicine.
Do not use L-citrulline if you are pregnant or breastfeeding.

Purification Methods

Likely impurities are arginine and ornithine. Crystallise S-citrulline from water by adding 5 volumes of EtOH. Also crystallise it from water by addition of MeOH. [Ellenbogen J Am Chem Soc 74 5198 1952, Greenstein & Winitz The Chemistry of the Amino Acids J. Wiley, Vol 3 pp 2491-2494 1961, Beilstein 4 IV 2647.]

L-Citrulline Preparation Products And Raw materials

Raw materials

Preparation Products

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L-Citrulline Suppliers

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View Lastest Price from L-Citrulline manufacturers

Hebei Andu Technology Com.,Ltd
Product
L-Citrulline 372-75-8
Price
US $15.00/kg
Min. Order
1kg
Purity
≥98%
Supply Ability
3000tons/month
Release date
2024-07-20
Dorne Chemical Technology co. LTD
Product
L-Citrulline 372-75-8
Price
US $1.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
10 tons
Release date
2024-03-26
Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
L-(+)-2-Amino-5-ureidovaleric acid 372-75-8
Price
US $70.00/kg
Min. Order
1kg
Purity
99
Supply Ability
5000
Release date
2024-05-27

372-75-8, L-CitrullineRelated Search:

Pivalic acid ALTRENOGEST 5-AMINOVALERIC ACID L-Tryptophan L(+)-Arginine Glycine Semicarbazide Estradiol valerate MAGNESIUM DIPROPYLACETATE HYDRATE 2-Propylpentanoic acid L-Serine L-Glutamine L-Prolinamide L-Proline L-Methionine N-[(tert-Butoxy)carbonyl]-D-tryptophan BOC-CIT-OH DL-CITRULLINE

  • Ibuprofen Impurity 78
  • Arginine Impurity 2（Arginine EP Impurity B）（Citrulline）
  • L-CTRULLINE
  • L-Citrullne
  • Arginine EP Impurity B
  • n5-(aminocarbonyl)-l-ornithin
  • N5-(aminocarbonyl)-L-Ornithine
  • ALPHA-AMINO-DELTA-UREIDO-N-VALERIC ACID
  • N-ORN(CARBAMOYL)-OH
  • N-DELTA-CARBAMOYL-L-ORNITHINE
  • (S)-2-AMINO-5-UREIDOPENTANOIC ACID
  • L-CITRULLINERESEARCH GRADE
  • L-Citrulline,(S)-2-Amino-5-ureidopentanoic acid, L-2-Amino-5-ureidovaleric acid
  • L-Citrulline, extra pure
  • L-2-AMINO-5-UREIDO-N-VALERIC ACID
  • 2-Amino-5-(carbamoylamino)pentanoic acid
  • a-Amino-D-ureidovaleric acid
  • D-Carbamylornithine
  • D-Ureidonorvaline
  • (S)-2-Amino-5-ureidovaleric acid
  • Citrullin
  • NSC 27425
  • Nδ-CarbaMylornithine
  • α-AMino-δ-ureidovaleric Acid
  • δ-Ureidonorvaline
  • L-Citrulline-d7
  • L-CITRULLINE (5,5-D2, 98%)
  • L-CITRULLINE (5-13C, 99%
  • 4,4,5,5-D4, 95%) MICROBIOLOGICAL/PYROGEN TESTED
  • 3,3,4-D3, 98%)
  • L(+)-2-AMINO-5-UREIDOVALERIC ACID
  • L-2-AMINO-5-UREIDOVALERIC ACID
  • L-2-AMINE-5-UREIDOVAIERIC ACID
  • L-2-AMINE-5-UREIDOVALERIC ACID
  • L-CITRULINE
  • L-CIT
  • L-(+)-CITRULLINE
  • L-CITRULLINE
  • CITRULLINE, L-
  • CITRULLINE
  • H-CIT-OH
  • H-L-CIT-OH
  • H-ORN(CONH2)-OH
  • H-ORN(CARBAMOYL)-OH
  • L-Cit-OH
  • L-Citrullin
  • L-Citrulline (1.12117)
  • L-Citrulline[(+)-2-amino-5-ureidopentanoic acid]
  • L-CITRULLINE FOR BIOCHEMISTRY
  • L-Citrulline,98%
  • N5-CARBAMOYL-L-ORNITHINE
  • L(+)-Citrulline, 99+%
  • L-Citrulline(-ureido-13C)
  • L-Ornithine, N5-(aminocarbonyl)-
  • (2S)-2-amino-5-(carbamoylamino)pentanoic acid
  • CITRULLINE, L-(RG)
  • Citrulline Malate, L-
  • (S)-2-Amino-5-ureidopentanoic acid L-2-Amino-5-ureidovaleric acid