L-Citrulline - Moligand™, ≥97% , Agonist of GPRC6 receptor, CAS No.372-75-8, Agonist of GPRC6 receptor

CAS: 372-75-8 Cat. No.: C109228 Molecular Weight: 175.19 Beilstein Registry Number: 1725416 EC Number: 206-759-6
AVAILABLE TO ORDER
GRADE & PURITY Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools. ≥97%
Synonyms
N(5)-carbamoyl-L-ornithine | N~5~-carbamoyl-L-ornithine | Ornithine, N5-(aminocarbonyl)- | bmse000032 | L-N5-carbamoyl-Ornithine | N(SUP 5)-(AMINOCARBONYL)-L-ORNITHINE | N5-(Aminocarbonyl)-L-ornithine | HY-N0391 | C6H13N3O3 | L-Citruline | Ureidovalerate
Storage
Room temperature
Shipped In
Normal
 ·  off list, applied to all prices below.
Size
Status
Price
Qty
5g
C109228-5g
7
$9.90
25g
C109228-25g
8

$12.90

$14.90
Save $2.00 (13.42%)
100g
C109228-100g
9

$17.90

$19.90
Save $2.00 (10.05%)
500g
C109228-500g
2

$46.90

$49.90
Save $3.00 (6.01%)
Enter a quantity for the sizes you want to add.
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Why this grade

Moligand™, ≥97% Moligand™ for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

🌡

Storage & shipping

Room temperature Ships Normal Check lot-specific COA for exact specifications.

📋

Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

📚

Literature proof

Cited in 38 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Overview

L-Citrulline is an essential intermediate in biosynthesis of nitric oxide from L-arginine.
An essential intermediate in the biosynthesis of nitric oxide.

Specifications

Synonyms
N(5)-carbamoyl-L-ornithine | N~5~-carbamoyl-L-ornithine | Ornithine, N5-(aminocarbonyl)- | bmse000032 | L-N5-carbamoyl-Ornithine | N(SUP 5)-(AMINOCARBONYL)-L-ORNITHINE | N5-(Aminocarbonyl)-L-ornithine | HY-N0391 | C6H13N3O3 | L-Citruline | Ureidovalerate
Specifications & Purity
Moligand™, ≥97%
Biochemical and Physiological Mechanisms
Nonessential α-amino acid. Argininosuccinate synthase substrate. Argininosuccinate synthase substrate. Essential intermediate in the biosynthesis of nitric oxide from L-arginine. Orally active.
Storage
Room temperature
Shipped In
Normal
Grade
Moligand™
Action Type
AGONIST
Mechanism of action
Agonist of GPRC6 receptor
Note
Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.
Purity
≥97%
Names and Identifiers
Pubchem Sid488181022
Pubchem Sid Urlhttps://pubchem.ncbi.nlm.nih.gov/substance/488181022
Canonical SmilesC(CC(C(=O)O)N)CNC(=O)N
IUPAC Name(2S)-2-amino-5-(carbamoylamino)pentanoic acid
InChIKeyRHGKLRLOHDJJDR-BYPYZUCNSA-N
INCHI1S/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
Isomeric SMILES C(C[C@@H](C(=O)O)N)CNC(=O)N
WGK Germany 3
Molecular Weight 175.19
Beilstein 1725416
Reaxy-Rn 1725417
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1725417&ln=

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
SubclassAmino acids, peptides, and analogues
Intermediate Tree Nodes Amino acids and derivatives - Alpha amino acids and derivatives - Alpha amino acids
Direct ParentL-alpha-amino acids
Alternative Parents Fatty acids and conjugates  Isoureas  Amino acids  Monocarboxylic acids and derivatives  Carboxylic acids  Carboximidamides  Organopnictogen compounds  Organic oxides  Monoalkylamines  Imines  Hydrocarbon derivatives  Carbonyl compounds  
Molecular FrameworkAliphatic acyclic compounds
Substituents L-alpha-amino acid - Fatty acid - Isourea - Amino acid - Carboximidic acid derivative - Carboxylic acid - Monocarboxylic acid or derivatives - Carboximidamide - Amine - Hydrocarbon derivative - Primary amine - Organooxygen compound - Organonitrogen compound - Organic oxide - Primary aliphatic amine - Organopnictogen compound - Imine - Organic oxygen compound - Organic nitrogen compound - Carbonyl group - Aliphatic acyclic compound
DescriptionThis compound belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.
External Descriptors Other amino acids
3D Structure
Interactive Chemical Structure Model





Associated Targets(Human)
GPRC6A Tchem G-protein coupled receptor family C group 6 member A (1 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
F2 Tclin Thrombin (11687 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ESR1 Tclin Estrogen receptor alpha (17718 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PGR Tclin Progesterone receptor (8562 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CHRM2 Tclin Muscarinic acetylcholine receptor M2 (10671 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HTR1A Tclin Serotonin 1a (5-HT1a) receptor (14969 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ADRA2A Tclin Alpha-2a adrenergic receptor (9450 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
AR Tclin Androgen Receptor (11781 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CHRM1 Tclin Muscarinic acetylcholine receptor M1 (12690 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GABRA1 Tclin GABA receptor alpha-1 subunit (399 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MAOA Tclin Monoamine oxidase A (11911 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
DRD1 Tclin Dopamine D1 receptor (9720 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ACHE Tclin Acetylcholinesterase (18204 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PTGS1 Tclin Cyclooxygenase-1 (9233 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLC6A2 Tclin Norepinephrine transporter (10102 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLC6A4 Tclin Serotonin transporter (12625 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ADRA1A Tclin Alpha-1a adrenergic receptor (8359 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
OPRM1 Tclin Mu opioid receptor (19785 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
DRD3 Tclin Dopamine D3 receptor (14368 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLC6A3 Tclin Dopamine transporter (10535 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
KCNH2 Tclin HERG (29587 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PDE3A Tclin Phosphodiesterase 3A (3309 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HTR2B Tclin Serotonin 2b (5-HT2b) receptor (10323 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TBXA2R Tclin Thromboxane A2 receptor (5717 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PDE4A Tclin Phosphodiesterase 4A (1943 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ADORA3 Tchem Adenosine A3 receptor (15931 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HRH3 Tclin Histamine H3 receptor (10389 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
KDR Tclin Vascular endothelial growth factor receptor 2 (20924 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Associated Targets(non-human)
rep Replicase polyprotein 1ab (378 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GAP1 General amino-acid permease GAP1 (481 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mechanisms of Action
Certificates(CoA,COO,BSE/TSE and Analysis Chart)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

27 results found

Lot NumberCertificate TypeDateItem
F2216294Certificate of AnalysisMar 18, 2026 C109228
A2605299Certificate of AnalysisDec 18, 2025 C109228
A2605300Certificate of AnalysisDec 18, 2025 C109228
A2605301Certificate of AnalysisDec 18, 2025 C109228
C2619020Certificate of AnalysisDec 18, 2025 C109228
A2605298Certificate of AnalysisDec 18, 2025 C109228
H2522437Certificate of AnalysisAug 08, 2025 C109228
H2522436Certificate of AnalysisAug 08, 2025 C109228
H2522366Certificate of AnalysisAug 08, 2025 C109228
H2522248Certificate of AnalysisAug 08, 2025 C109228
I2425230Certificate of AnalysisSep 02, 2024 C109228
I2425229Certificate of AnalysisSep 02, 2024 C109228
I2425228Certificate of AnalysisSep 02, 2024 C109228
I2425227Certificate of AnalysisSep 02, 2024 C109228
G2403201Certificate of AnalysisApr 12, 2024 C109228
H2412487Certificate of AnalysisApr 12, 2024 C109228
G2403243Certificate of AnalysisApr 12, 2024 C109228
H2408046Certificate of AnalysisJun 04, 2022 C109228
F2216293Certificate of AnalysisJun 04, 2022 C109228
F2216292Certificate of AnalysisJun 04, 2022 C109228
F2216275Certificate of AnalysisJun 04, 2022 C109228
C23211004Certificate of AnalysisJun 04, 2022 C109228
C23211000Certificate of AnalysisJun 04, 2022 C109228
B2310248Certificate of AnalysisJun 04, 2022 C109228
K2309014Certificate of AnalysisJun 04, 2022 C109228
L2314041Certificate of AnalysisJun 04, 2022 C109228
D1820086Certificate of AnalysisFeb 23, 2022 C109228

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Chemical and Physical Properties
SolubilitySoluble in water (200 mg/ml at 20 °C), and 1M HCl.
Specific Rotation[α]26 ° (C=8, 6mol/L HCl)
Melt Point(°C)214-216°C
Molecular Weight175.190 g/mol
XLogP3-4.300
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count4
Rotatable Bond Count5
Exact Mass175.096 Da
Monoisotopic Mass175.096 Da
Topological Polar Surface Area118.000 Ų
Heavy Atom Count12
Formal Charge0
Complexity171.000
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
Citations of This Product
References
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7. Huimin Li, Yapan Shi, Yudong Gao.  (2022)  A simple but highly sensitive electropolymerization of L-citrulline and β-cyclodextrin based voltammetric sensor for metribuzin.  INTERNATIONAL JOURNAL OF ENVIRONMENTAL ANALYTICAL CHEMISTRY,      [PMID:] [10.1080/03067319.2020.1743279]
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16. Mingjie Deng, Feiyan Lin, Caiping Zhou, Yuyan Chen, Leijie Xuan, Hongzhe Wang, Tiantian Feng, Lufeng Hu.  (2020)  Determination of 27 amino acids’ levels in seminal plasma of asthenospermia and oligospermia patients and diagnostic value analysis.  JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS,      [PMID:32126460] [10.1016/j.jpba.2020.113211]
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18. Ke Song, Zhaobo Wang, Xue Liu, Guolin Zhang, Xin Wang, DeFang Ouyang, Mingrui Guo, Lijiang Chen.  (2019)  A novel dual sensitive polymer-gambogic acid conjugate: synthesis, characterization, and in vitro evaluation.  NANOTECHNOLOGY,  30  (50): (505701).  [PMID:31480032] [10.1088/1361-6528/ab40ee]
19. Piaopiao Chen, Iqra Ilyas, Su He, Yichen Xing, Zhigang Jin, Chaobiao Huang.  (2019)  Ratiometric pH Sensing and Imaging in Living Cells with Dual-Emission Semiconductor Polymer Dots.  MOLECULES,  24  (16): (2923).  [PMID:31409040] [10.3390/molecules24162923]
20. Zhu Shu, Lin Xia, Ran Peiyao, Mo Fangjing, Xia Qiao, Fu Yingzi.  (2017)  A glassy carbon electrode modified with C-dots and silver nanoparticles for enzymatic electrochemiluminescent detection of glutamate enantiomers.  MICROCHIMICA ACTA,  184  (12): (4679-4684).  [PMID:] [10.1007/s00604-017-2515-6]
21. Wenjing Wang, Lu Wang, Lina Zou, Gaiping Li, Baoxian Ye.  (2015)  A novel voltammetric sensor based on poly(l-Citrulline)/SWCNTs composite film modified electrode for sensitive determination of picroside II.  TALANTA,      [PMID:26838418] [10.1016/j.talanta.2015.12.055]
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35. Qianchun Zhang, Xiaofang Tian, Meijie Xie, Xinyu Luo, Boyan Zheng, Xiangming Luo, Mei Wang, Shan Mou, Yun Wu.  (2025)  Construction of a silver-doped carbon dots-based fluorescent probe for trace tartrazine analysis in foodstuffs.  SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY,      [PMID:41308370] [10.1016/j.saa.2025.127241]
36. Chi Yan, Xingyu Chen, Wenqing Gao, Chunlan Tang, Liwen Du, Chengyi Xie, Feng Xu, Keqi Tang, Jiancheng Yu.  (2025)  Chiral Derivatization Enables High-Resolution Ion Mobility Spectrometry of 30 Amino Acid Enantiomers.  ANALYTICAL CHEMISTRY,      [PMID:41451537] [10.1021/acs.analchem.5c06382]
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