Citrulline

C₆H₁₃N₃O₃CAS 372-75-8175.19 g/mol

Open in Covalent MOL file

Carboxylic acid Primary amine

Properties

Molecular formula: C₆H₁₃N₃O₃
Molar mass: 175.19 g/mol
Exact mass: 175.0957 Da
Melting point: 235.5 °C
logP: -0.74Crippen estimate
Polar surface area: 119.4 Å²
H-bond donors / acceptors: 5 / 3
Rotatable bonds: 5
Stereocentres: Sin SMILES atom order

Hazards

Warning

H315 Causes skin irritation85.5% of notifiers
H319 Causes serious eye irritation85.5% of notifiers

Aggregated from 69 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Precautionary statements

P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, P362+P364

Identifiers

CAS number

372-75-8

SMILES

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

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

Weigh it out

Type any one amount. The others follow from the molar mass.

Names and synonyms

11 names

L-Ornithine, N5-(aminocarbonyl)-
Ornithine, N5-carbamoyl-, L-
N5-(Aminocarbonyl)-L-ornithine
α-Amino-δ-ureidovaleric acid
Nδ-carbamylornithine
δ-Ureidonorvaline
N5-Carbamoyl-L-ornithine
Cit
L-Citrulline
NSC 27425
L-(+)-Citrulline

Work with Citrulline

Predict the NMR spectrum1H and 13C shifts with multiplicities Make a solutionWhat to weigh for any molarity and volume Check drug-likenessLipinski, Veber and lead-likeness Isotope patternExact mass and the mass spectrum pattern

Stereoisomers, salts and isotopologues

The same compound in another form: other stereochemistry, a salt or hydrate, the free acid or base, or an isotope-labelled version.

H-D-Cit-oh13594-51-9Enantiomer Citrulline627-77-0Stereo not defined

Similar compounds

Homocitrulline1190-49-490 % similar D-Arginine157-06-279 % similar (±)-Arginine7200-25-179 % similar Arginine74-79-379 % similar L-(+)-Arginine monohydrochloride1119-34-273 % similar Arginine hydrochloride15595-35-473 % similar Arginine hydrochloride (1:?)32042-43-673 % similar D-Arginine hydrochloride627-75-873 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue. All similar compounds

Same formula

2-(2-(2-Azidoethoxy)ethoxy)ethanol86520-52-7

Elsewhere

PubChem CAS Common Chemistry NIST WebBook