(2R)-2-amino-5-(carbamoylamino)pentanoic acid
Basic information
- CAS
13594-51-9- Standard SMILES
NC(=O)NCCC[C@@H](N)C(=O)O- InChIKey
RHGKLRLOHDJJDR-SCSAIBSYSA-N- Molecular formula
- C6H13N3O3
- Average molar mass
- 175.19 g/mol
- Monoisotopic mass
- 175.09569129
Overview
D-citrulline is a citrulline. It is an enantiomer of a L-citrulline.
Names & identifiers
- Preferred name
- (2R)-2-amino-5-(carbamoylamino)pentanoic acid
- IUPAC
- (2R)-2-amino-5-(carbamoylamino)pentanoic acid
- English name
- H-D-Cit-OH
- Molecular formula
- C6H13N3O3
- Molecular weight
- 175.19
Names & synonyms
(2R)-2-amino-5-(carbamoylamino)pentanoic acidRefChem:397181898-193-7D-Citrulline13594-51-9H-D-Cit-OH(R)-2-Amino-5-ureidopentanoic acidCitrulline, D-N5-(Aminocarbonyl)-D-ornithineD-CitrulineMFCD00216469D-Ornithine, N5-(aminocarbonyl)-
Show more names
C6H13N3O3D-CITRULLINH-D-CITRULLINEH-D-ORN(CONH2)-OHD-Citrulline ,99%D-Orn(carbamoyl)-OHD-Citrulline >=99.0%
N(5)-carbamoyl-D-ornithine(2R)-2-ammonio-5-(carbamoylamino)pentanoateKNS2VUH6P2NSC-206276(2R)-2-amino-5-ureido-pentanoic acidSCHEMBL437142AKOS016843011EN300-7358469
Database identifiers
- CAS
13594-51-9- PubChem CID
- 637599
- DTXSID
DTXSID90348463- ChEBI
CHEBI:49007- UNII
- KNS2VUH6P2
- EC Number
- 898-193-7
- Nikkaji
- J231.768K
Properties
Computed structural properties
- XLogP
- -4.3
- Topological polar surface area
- 118 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 5
- Heavy atoms
- 12
- Formal charge
- 0
- Complexity
- 171
Physicochemical properties
- Melting point
- 220 · 220-221°C
- Boiling point
- 386.7 · 386.7±42.0 °C(Predicted)
- Density
- 1.289 · 1.289±0.06 g/cm3(Predicted)
- storage temp.
- -20 °C · -20°C
- pka
- 2.51 · 2.51±0.24(Predicted)
- form
- powder
- optical activity
- 20 · [α]20/D 20.5±2.0°, c = 2% in 1 M HCl
- BRN
- 1725415 · 1725415
- Major Application
- peptide synthesis
- 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-/m1/s1
- InChIKey
- RHGKLRLOHDJJDR-SCSAIBSYSA-N
- SMILES
- C(O)(=O)[C@@H](CCCNC(N)=O)N
- CAS DataBase Reference
- 13594 · 13594-51-9(CAS DataBase Reference)
- FDA UNII
- 2 VUH6P2 · KNS2VUH6P2
- UNSPSC Code
- 12352209 · 12352209
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- Storage Class
- 11 - Combustible Solids
Chemistry & industry
Additional notes
DefinitionChEBI: D-citrulline is a citrulline. It is an enantiomer of a L-citrulline.
Suppliers
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Compound notes
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