Molecular Identity
Citrulline
(2S)-2-amino-5-(carbamoylamino)pentanoic acid
PubChem CID: 9750
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.
2D Structure
Properties
C6H13N3O3
Molecular Formula
175.19
Molecular Weight
g/mol
175.0957
Exact Mass
Da
-4.3
XLogP
Drug-like (Lipinski: < 5)
118
TPSA
Good oral absorption (< 140 A²)
4
H-Bond Donors
4
H-Bond Acceptors
171
Complexity
SMILES
Canonical SMILES
SMILES: C(CC(C(=O)O)N)CNC(=O)NIsomeric SMILES
SMILES: C(C[C@@H](C(=O)O)N)CNC(=O)NSynonyms(20)
L-citrullinecitrulline372-75-8delta-UreidonorvalineSitrullineN5-Carbamoyl-L-ornithine(S)-2-Amino-5-ureidopentanoic acidL-CytrullineN5-(Aminocarbonyl)-L-ornithineCitrulline, L-N(delta)-CarbamylornithineN5-(Aminocarbonyl)ornithineL-2-Amino-5-ureidovaleric acidN5-carbamoylornithinealpha-Amino-delta-ureidovaleric acid
Data from PubChem (NCBI)
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Drug Network
Trials and conditions connected to Citrulline
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