L-Ornithine Chemical Properties

Melting point:

140°C

Boiling point:

244.08°C (rough estimate)

alpha 

D25 +11.5° (c = 6.5)

Density 

1.1740 (rough estimate)

refractive index 

1.4496 (estimate)

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

solubility 

Water: 50 mg/mL (378.33 mM); DMSO: < 1 mg/mL (insoluble or slightly soluble)

pka

1.705(at 25℃)

form 

Solid

color 

White to off-white

PH

9.70

optical activity

+12.125 (H2O)　+28.425 (5 mol dm-3 HCl)

Cosmetics Ingredients Functions

SKIN CONDITIONING

InChI

InChI=1S/C5H12N2O2/c6-3-1-2-4(7)5(8)9/h4H,1-3,6-7H2,(H,8,9)/t4-/m0/s1

InChIKey

AHLPHDHHMVZTML-BYPYZUCNSA-N

SMILES

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

LogP

-4.220

CAS DataBase Reference

70-26-8(CAS DataBase Reference)

EPA Substance Registry System

L-Ornithine (70-26-8)

Safety Information

TSCA 

TSCA listed

Toxicity

sce-hmn-lym 10 mg/L MUREAV 372,75,1996

L-Ornithine Usage And Synthesis

Chemical Properties

It is a white solid, but as it does not crystallise readily, it is usually found in a paste-like form. It is readily soluble in water and ethanol, sparingly soluble in diethyl ether, and its solution is alkaline.

Occurrence

Ornithine is found in many foods, including fish, dairy products and pulses. Sardines, salmon and herring are particularly good sources.

Uses

hepatoprotectant, anticholesteremic

Definition

ChEBI: L-ornithine is an optically active form of ornithine having L-configuration. It has a role as a hepatoprotective agent, a mouse metabolite and an algal metabolite. It is an ornithine and a non-proteinogenic L-alpha-amino acid. It is a conjugate base of a L-ornithinium(1+). It is a conjugate acid of a L-ornithinate. It is an enantiomer of a D-ornithine.

Synthesis Reference(s)

Canadian Journal of Chemistry, 31, p. 1060, 1953 DOI: 10.1139/v53-139

Safety Profile

Mutation data reported. When heated to decomposition it emits toxic vapors of NOx.

Purification Methods

Crystallise L-ornithine from water containing 1mM EDTA (to remove metal ions). [Perrin J Chem Soc 3125 1958, Rivard Biochemical Preparations 3 97 1955, Greenstein & Winitz The Chemistry of the Amino Acids J. Wiley, Vol 3 pp 2477-2491 1961, Beilstein 4 III 1346, 4 IV 2644.]

L-Ornithine(70-26-8)Related Product Information

• Ethyl 2-(Chlorosulfonyl)acetate
• Lithium diisopropylamide
• 5-AMINOVALERIC ACID
• N,N-Dimethyl-1,4-phenylenediamine
• 4,4'-Methylenedianiline
• Iminodiacetic acid
• 4,4'-Diaminodiphenylsulfone
• Folic acid
• Iminodiacetonitrile
• Ascoric Acid
• L-Glutamine
• L-Arginine L-glutamate
• TOS-ARG-OH
• N-ALPHA-BENZOYL-L-ARGININE
• L(+)-Arginine
• N-ALPHA-ACETYL-L-ARGININE
• N5-[IMINO(NITROAMINO)METHYL]-L-ORNITHINE,N5-[IMINO(NITROAMINO)METHYL]-L-ORNITHINE
• Ethyl N-benzoyl-L-argininate hydrochloride