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CHEBI:65717 - cytonic acid A

Default Structure
ChEBI IDCHEBI:65717
ChEBI Namecytonic acid A
Stars
DefinitionA benzoate ester obtained by the formal condensation of the hydroxy group at position 4 of 4-[(2,4-dihydroxy-6-propylbenzoyl)oxy]-2-hydroxy-6-propylbenzoic acid with the carboxy group of 2,4-dihydroxy-6-pentylbenzoic acid (olivetolic acid). It is isolated from the endophytic fungi Cytonaema and acts as an inhibitor of human cytomegalovirus (hCMV) protease.
Last Modified2 October 2012
DownloadsMolfile
FormulaC32H36O10
Net Charge0
Average Mass580.630
Monoisotopic Mass580.23085
SMILESCCCCCc1cc(O)cc(O)c1C(=O)Oc1cc(O)c(C(=O)Oc2cc(O)c(C(=O)O)c(CCC)c2)c(CCC)c1
InChIInChI=1S/C32H36O10/c1-4-7-8-11-20-12-21(33)15-24(34)29(20)32(40)42-23-14-19(10-6-3)28(26(36)17-23)31(39)41-22-13-18(9-5-2)27(30(37)38)25(35)16-22/h12-17,33-36H,4-11H2,1-3H3,(H,37,38)
InChIKeySQZYUOYBTIOEEA-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Cytonaema (mycobank:7899) - PubMed (10843568)
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
protease inhibitor  A compound which inhibits or antagonizes the biosynthesis or actions of proteases (endopeptidases).
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
antiviral agent  A substance that destroys or inhibits replication of viruses.
ChEBI Ontology
Outgoing Relation(s)
cytonic acid A (CHEBI:65717) has functional parent olivetolic acid (CHEBI:66955)
cytonic acid A (CHEBI:65717) has role antiviral agent (CHEBI:22587)
cytonic acid A (CHEBI:65717) has role metabolite (CHEBI:25212)
cytonic acid A (CHEBI:65717) has role protease inhibitor (CHEBI:37670)
cytonic acid A (CHEBI:65717) is a benzoate ester (CHEBI:36054)
cytonic acid A (CHEBI:65717) is a monohydroxybenzoic acid (CHEBI:25389)
cytonic acid A (CHEBI:65717) is a resorcinols (CHEBI:33572)
IUPAC Name 
4-({4-[(2,4-dihydroxy-6-pentylbenzoyl)oxy]-2-hydroxy-6-propylbenzoyl}oxy)-2-hydroxy-6-propylbenzoic acid
Registry NumbersSources
Reaxys:8667623Reaxys
Citations