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Details

Stereochemistry ABSOLUTE
Molecular Formula C7H11NO4
Molecular Weight 173.1665
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of OXACEPROL

SMILES

CC(=O)N1C[C@H](O)C[C@H]1C(O)=O

InChI

InChIKey=BAPRUDZDYCKSOQ-RITPCOANSA-N
InChI=1S/C7H11NO4/c1-4(9)8-3-5(10)2-6(8)7(11)12/h5-6,10H,2-3H2,1H3,(H,11,12)/t5-,6+/m1/s1

HIDE SMILES / InChI

Molecular Formula C7H11NO4
Molecular Weight 173.1665
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Oxaceprol, a structural analog of hydroxyproline, has been used for several years for the treatment of osteoarthritis and rheumatoid arthritis, showing good gastrointestinal safety, particularly in comparison with NSAIDs. It was shown that oxaceprol does not inhibit the synthesis of prostaglandins in vitro, but acts predominantly by inhibiting leukocyte adhesion and migration, thus inhibiting inflammation at an early stage and helps in pain relief.

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
Unknown
Palliative
Unknown

Doses

AEs

PubMed

Sample Use Guides

In Vivo Use Guide
for 21 days with 400 mg t.i.d. oxaceprol
Route of Administration: Oral
In Vitro Use Guide
It was studied the effect of oxaceprol on the synthesis and degradation of proteoglycans and proteins by calf articular cartilage explants. The effect was observed at concentrations 10(-6) M to 10(-9) M, i.e. at 170 ng to 170 pg of the oxaceprol per ml of culture media, respectively. However, no significant effect was seen at concentrations 10(-4) M (17 micrograms/ml) to 10(-8) M (1.7 ng/ml) on the protein and proteoglycan catabolism.
Substance Class Chemical
Record UNII
Q0XV76B96L
Record Status Validated (UNII)
Record Version