Virensic acid
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| Category | Enzyme inhibitors |
| Catalog number | BBF-05524 |
| CAS | 668-14-4 |
| Molecular Weight | 358.30 |
| Molecular Formula | C18H14O8 |
Online Inquiry
Description
It is a lichen acid with enzyme inhibitory potential.
Specification
| Synonyms | 11H-Dibenzo[b,e][1,4]dioxepin-7-carboxylic acid, 4-formyl-3,8-dihydroxy-1,6,9-trimethyl-11-oxo-; 10-formyl-3,9-dihydroxy-1,4,7-trimethyl-6-oxobenzo[b][1,4]benzodioxepine-2-carboxylic acid; Granulatine; NSC 685587 |
| IUPAC Name | 4-formyl-3,8-dihydroxy-1,6,9-trimethyl-11-oxo-11H-dibenzo[b,e][1,4]dioxepine-7-carboxylic acid |
| Canonical SMILES | CC1=CC(=C(C2=C1C(=O)OC3=C(O2)C(=C(C(=C3C)O)C(=O)O)C)C=O)O |
| InChI | InChI=1S/C18H14O8/c1-6-4-10(20)9(5-19)16-11(6)18(24)26-15-8(3)13(21)12(17(22)23)7(2)14(15)25-16/h4-5,20-21H,1-3H3,(H,22,23) |
| InChI Key | FOKAHYDSEWGOHN-UHFFFAOYSA-N |
Properties
| Boiling Point | 643.7±55.0°C at 760 mmHg |
| Density | 1.5±0.1 g/cm3 |
Reference Reading
1. Paresordin A, a new diphenyl cyclic peroxide from the lichen Parmotrema praesorediosum
Bui Linh Chi Huynh, Nguyen Kim Tuyen Pham, Tan Phat Nguyen J Asian Nat Prod Res. 2022 Feb;24(2):190-195. doi: 10.1080/10286020.2021.1908271. Epub 2021 Apr 1.
From the lichen Parmotrema praesorediosum, one new diphenyl peroxide, named praesordin A (1), together with four depsidones, including virensic acid (2), protocetraric acid (3), 8'-O-methylprotocetraric acid (4), and furfuric acid (5) were purified. Their structures were chacracterized using extensive HR-ESI-MS and NMR spectroscopic methods. The isolated compounds (2-5) possessed stronger α-glucosidase inhibitory activity (IC50 = 43.7-110.1 μM) than the standard drug acarbose (IC50 = 214.5 μM).
2. Metabolites of Pseudevernia furfuracea (L.) Zopf. and their inhibition potential of proteolytic enzymes
B Proksa, J Adamcová, M Sturdíková, J Fuska Pharmazie. 1994 Apr;49(4):282-3.
Atranorin (1), physodic acid (2), oxyphysodic acid (3) and virensic (4) acid were identified in P. furfuracea, a lichen species collected in West Tatra. According to HPLC analysis contents of these metabolites in dried material was 0.11-0.19% (1), 1.46-3.78% (2), 1.69 to 3.44% (3), 1.14-1.46% (4). Atranorin was the strongest inhibitor of trypsin as well as of the porcine pancreatic elastase.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
