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39665-12-8 molecular structure
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(2S)-2,5-diaminopentanoic acid

ChemBase ID: 15
Molecular Formular: C5H12N2O2
Molecular Mass: 132.16098
Monoisotopic Mass: 132.08987763
SMILES and InChIs

SMILES:
OC(=O)[C@@H](N)CCCN
Canonical SMILES:
N[C@H](C(=O)O)CCCN
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

Cite this record

CBID:15 http://www.chembase.cn/molecule-15.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(2S)-2,5-diaminopentanoic acid
IUPAC Traditional name
L-ornithine
ornithine
Brand Name
OKG (Nature's Bounty)
Synonyms
2,5-Diaminopentanoate
2,5-Diaminopentanoic acid
2,5-Diaminovaleric acid
Ornithine
L-Ornithine
(+)-(S)-2,5-Diaminovaleric acid
(+)-(S)-2,5-Diaminopentanoic acid
(2S)-2,5-diaminopentanoic acid
(S)-2,6-Diaminohexanoic acid monohydrate
H-Lys-OH.H2O
Ornithine
L-Lysine monohydrate
L-赖氨酸单水合物
CAS Number
39665-12-8
70-26-8
EC Number
200-294-2
200-731-7
MDL Number
MFCD00151035
MFCD00242584
Beilstein Number
1722531
Merck Index
145636
PubChem SID
160963478
46505239
PubChem CID
6262
CHEBI ID
15729
CHEMBL
446143
Chemspider ID
6026
DrugBank ID
DB00129
KEGG ID
D08302
MeSH Name
Ornithine
Unique Ingredient Identifier
E524N2IXA3
Wikipedia Title
Ornithine

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem ALOGPS 2.1
Acid pKa 2.6664226  H Acceptors
H Donor LogD (pH = 5.5) -6.399376 
LogD (pH = 7.4) -5.4160175  Log P -3.6582875 
Molar Refractivity 33.2085 cm3 Polarizability 13.533871 Å3
Polar Surface Area 89.34 Å2 Rotatable Bonds
Lipinski's Rule of Five true 
Log P -3.64  LOG S 0.11 
Solubility (Water) 1.72e+02 g/l 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
Appreciable expand Show data source
soluble in water expand Show data source
Melting Point
140 °C expand Show data source
210°C dec. expand Show data source
Optical Rotation
+11.5 (H2O, c = 6.5) expand Show data source
+22.5 (c=2 in 6M HCl) expand Show data source
Hydrophobicity(logP)
-3.3 expand Show data source
-3.953 expand Show data source
RTECS
OL5540000 expand Show data source
TSCA Listed
expand Show data source
Purity
95% expand Show data source
98+% expand Show data source

DETAILS

DETAILS

Wikipedia Wikipedia DrugBank DrugBank
DrugBank - DB00129 external link
Item Information
Drug Groups approved; nutraceutical
Description Ornithine is an amino acid produced in the urea cycle by the splitting off of urea from arginine. It is a central part of the urea cycle, which allows for the disposal of excess nitrogen. L-Ornithine is a precursor of citrulline and arginine.
Indication Used for nutritional supplementation, also for treating dietary shortage or imbalance. It has been claimed that ornithine improves athletic performance, has anabolic effects, has wound-healing effects, and is immuno-enhancing.
Pharmacology A non-essential and nonprotein amino acid, ornithine is critical for the production of the body's proteins, enzymes and muscle tissue. Ornithine plays a central role in the urea cycle and is important for the disposal of excess nitrogen (ammonia). Ornithine is the starting point for the synthesis of many polyamines such as putrescine and spermine. Ornithine supplements are claimed to enhance the release of growth hormone and to burn excess body fat. Ornithine is necessary for proper immune function and good liver function.
Toxicity Oral, rat LD50 = 10000 mg/kg
Affected Organisms
Humans and other mammals
Biotransformation Ornithine undergoes extensive metabolism in the liver to L-arginine, polyamines, and proline, and several other metabolites.
Absorption Absorbed from the small intestine via a sodium-dependent active transport process
External Links
Wikipedia
PDRhealth

REFERENCES

REFERENCES

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PATENTS

PATENTS

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