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Details

Stereochemistry ACHIRAL
Molecular Formula C10H12O4
Molecular Weight 196.1999
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ETHYL ORSELLINATE

SMILES

CCOC(=O)C1=C(O)C=C(O)C=C1C

InChI

InChIKey=UQSRXQMIXSZGLA-UHFFFAOYSA-N
InChI=1S/C10H12O4/c1-3-14-10(13)9-6(2)4-7(11)5-8(9)12/h4-5,11-12H,3H2,1-2H3

HIDE SMILES / InChI

Molecular Formula C10H12O4
Molecular Weight 196.1999
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Ethyl orsellinate, a secondary metabolite, extracted from Himalayan lichen Parmelia reticulata Tayl, possesses antimicrobial activity and shows good inhibition of protein glycation, and urease activities. Urease produced by Helicobacter pylori is one of the major causes of the pathogenesis of peptic, and gastric ulcers, as well as related cancers. The discovery and development of new enzymes inhibitors are important for the treatment of the related diseases.

Approval Year

Targets

Targets

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
MIC determinations (against a broad spectrum of bacterial and fungal species: Pseudomonas aeruginosa, E. coli, Staphylococcus aureus, B. subtilis, C. albicans and A. niger) with the exception of those for E.coli, indicate that both the methyl P-orsellinate and the methyl and ethyl orsellinates were noticeably more active than the p-hydroxybenzoates (MIC values of 30 to 500 ug/ml compared with 400 to 2,000 ug/ml for the p-hydroxybenzoates) and showed the same order of activity as chlorocresol (MIC values of 100 to 400 ug/ml). Despite the fact that preliminary screening of extracts showed activity against E. coli, MIC tests indicated that activity against this organism was relatively poor and suggested the need for further screening with other gram-negative species.
Substance Class Chemical
Created
by admin
on Fri Dec 15 19:50:16 GMT 2023
Edited
by admin
on Fri Dec 15 19:50:16 GMT 2023
Record UNII
3035H4GP23
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ETHYL ORSELLINATE
Common Name English
2,4-DIHYDROXY-6-METHYLBENZOIC ACID ETHYL ESTER
Systematic Name English
.BETA.-RESORCYLIC ACID, 6-METHYL-, ETHYL ESTER
Common Name English
BENZOIC ACID, 2,4-DIHYDROXY-6-METHYL-, ETHYL ESTER
Common Name English
ETHYL 2,4-DIHYDROXY-6-METHYLBENZOATE
Systematic Name English
NSC-149781
Code English
O-ORSELLINIC ACID, ETHYL ESTER
Common Name English
Code System Code Type Description
EPA CompTox
DTXSID4062488
Created by admin on Fri Dec 15 19:50:16 GMT 2023 , Edited by admin on Fri Dec 15 19:50:16 GMT 2023
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CAS
2524-37-0
Created by admin on Fri Dec 15 19:50:16 GMT 2023 , Edited by admin on Fri Dec 15 19:50:16 GMT 2023
PRIMARY
FDA UNII
3035H4GP23
Created by admin on Fri Dec 15 19:50:16 GMT 2023 , Edited by admin on Fri Dec 15 19:50:16 GMT 2023
PRIMARY
PUBCHEM
75653
Created by admin on Fri Dec 15 19:50:16 GMT 2023 , Edited by admin on Fri Dec 15 19:50:16 GMT 2023
PRIMARY
NSC
149781
Created by admin on Fri Dec 15 19:50:16 GMT 2023 , Edited by admin on Fri Dec 15 19:50:16 GMT 2023
PRIMARY