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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
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

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

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
Unknown

Approved Use

Unknown
Palliative
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Oxaceprol is as effective as diclofenac in the therapy of osteoarthritis of the knee and hip.
1999
Antirheumatic agents and leukocyte recruitment. New light on the mechanism of action of oxaceprol.
1999 Jul 15
Oxaceprol is a well-tolerated therapy for osteoarthritis with efficacy equivalent to diclofenac.
2000
Oxaceprol, an atypical inhibitor of inflammation, reduces leukocyte adherence in mouse antigen-induced arthritis.
2001 Jun
Patents

Sample Use Guides

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
Created
by admin
on Fri Dec 15 16:11:05 UTC 2023
Edited
by admin
on Fri Dec 15 16:11:05 UTC 2023
Record UNII
Q0XV76B96L
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
OXACEPROL
INN   MART.   MI   WHO-DD  
INN  
Official Name English
N-ACETYLHYDROXYPROLINE
Systematic Name English
ACETYL HYDROXYPROLINE
INCI  
INCI  
Official Name English
N-ACETYL-L-HYDROXYPROLINE
Systematic Name English
ACETYL HYDROXYPROLINE [INCI]
Common Name English
JONCTUM
Brand Name English
Oxaceprol [WHO-DD]
Common Name English
oxaceprol [INN]
Common Name English
OXACEPROL [MART.]
Common Name English
OXACEPROL [MI]
Common Name English
(-)-1-ACETYL-4-HYDROXY-L-PROLINE
Systematic Name English
Classification Tree Code System Code
WHO-VATC QM01AX24
Created by admin on Fri Dec 15 16:11:05 UTC 2023 , Edited by admin on Fri Dec 15 16:11:05 UTC 2023
WHO-VATC QD11AX09
Created by admin on Fri Dec 15 16:11:05 UTC 2023 , Edited by admin on Fri Dec 15 16:11:05 UTC 2023
NCI_THESAURUS C257
Created by admin on Fri Dec 15 16:11:05 UTC 2023 , Edited by admin on Fri Dec 15 16:11:05 UTC 2023
WHO-ATC M01AX24
Created by admin on Fri Dec 15 16:11:05 UTC 2023 , Edited by admin on Fri Dec 15 16:11:05 UTC 2023
WHO-ATC D11AX09
Created by admin on Fri Dec 15 16:11:05 UTC 2023 , Edited by admin on Fri Dec 15 16:11:05 UTC 2023
Code System Code Type Description
CAS
33996-33-7
Created by admin on Fri Dec 15 16:11:05 UTC 2023 , Edited by admin on Fri Dec 15 16:11:05 UTC 2023
PRIMARY
NCI_THESAURUS
C90905
Created by admin on Fri Dec 15 16:11:05 UTC 2023 , Edited by admin on Fri Dec 15 16:11:05 UTC 2023
PRIMARY
EVMPD
SUB09483MIG
Created by admin on Fri Dec 15 16:11:05 UTC 2023 , Edited by admin on Fri Dec 15 16:11:05 UTC 2023
PRIMARY
PUBCHEM
65784
Created by admin on Fri Dec 15 16:11:05 UTC 2023 , Edited by admin on Fri Dec 15 16:11:05 UTC 2023
PRIMARY
WIKIPEDIA
OXACEPROL
Created by admin on Fri Dec 15 16:11:05 UTC 2023 , Edited by admin on Fri Dec 15 16:11:05 UTC 2023
PRIMARY
ECHA (EC/EINECS)
251-780-6
Created by admin on Fri Dec 15 16:11:05 UTC 2023 , Edited by admin on Fri Dec 15 16:11:05 UTC 2023
PRIMARY
INN
3891
Created by admin on Fri Dec 15 16:11:05 UTC 2023 , Edited by admin on Fri Dec 15 16:11:05 UTC 2023
PRIMARY
DRUG BANK
DB13363
Created by admin on Fri Dec 15 16:11:05 UTC 2023 , Edited by admin on Fri Dec 15 16:11:05 UTC 2023
PRIMARY
FDA UNII
Q0XV76B96L
Created by admin on Fri Dec 15 16:11:05 UTC 2023 , Edited by admin on Fri Dec 15 16:11:05 UTC 2023
PRIMARY
EPA CompTox
DTXSID2046410
Created by admin on Fri Dec 15 16:11:05 UTC 2023 , Edited by admin on Fri Dec 15 16:11:05 UTC 2023
PRIMARY
SMS_ID
100000083577
Created by admin on Fri Dec 15 16:11:05 UTC 2023 , Edited by admin on Fri Dec 15 16:11:05 UTC 2023
PRIMARY
DRUG CENTRAL
2005
Created by admin on Fri Dec 15 16:11:05 UTC 2023 , Edited by admin on Fri Dec 15 16:11:05 UTC 2023
PRIMARY
RXCUI
28068
Created by admin on Fri Dec 15 16:11:05 UTC 2023 , Edited by admin on Fri Dec 15 16:11:05 UTC 2023
PRIMARY RxNorm
DAILYMED
Q0XV76B96L
Created by admin on Fri Dec 15 16:11:05 UTC 2023 , Edited by admin on Fri Dec 15 16:11:05 UTC 2023
PRIMARY
MERCK INDEX
m8272
Created by admin on Fri Dec 15 16:11:05 UTC 2023 , Edited by admin on Fri Dec 15 16:11:05 UTC 2023
PRIMARY Merck Index
ChEMBL
CHEMBL2105621
Created by admin on Fri Dec 15 16:11:05 UTC 2023 , Edited by admin on Fri Dec 15 16:11:05 UTC 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY