CHEBI:66140 - karalicin

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name karalicin
ChEBI ID CHEBI:66140
Definition A pentitol derivative that is 3-O-acetyl-1-deoxypentitol substituted by a 4-methoxyphenyl group at position 1. Isolated from the fermentation broth of Pseudomonas fluorescens and Pseudomonas putida, it exhibits anti-HSV-1 activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C14H20O6
Net Charge 0
Average Mass 284.30500
Monoisotopic Mass 284.12599
InChI InChI=1S/C14H20O6/c1-9(16)20-14(13(18)8-15)12(17)7-10-3-5-11(19-2)6-4-10/h3-6,12-15,17-18H,7-8H2,1-2H3
InChIKey JATBUOZGJQJSGA-UHFFFAOYSA-N
SMILES COc1ccc(CC(O)C(OC(C)=O)C(O)CO)cc1
Metabolite of Species Details
Pseudomonas fluorescens (NCBI:txid294) Co-cultured with pseudomonas putida of strain SS 3(CCM4430) See: PubMed
Pseudomonas putida (NCBI:txid303) Co-cultured with pseudomonas fluorescens of strain SS 3(CCM4430) See: PubMed
Roles Classification
Biological Role(s): anti-HSV-1 agent
An anti-HSV agent agent that destroys or inhibits the replication of herpes simplex virus-1.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing karalicin (CHEBI:66140) has role anti-HSV-1 agent (CHEBI:64953)
karalicin (CHEBI:66140) has role metabolite (CHEBI:25212)
karalicin (CHEBI:66140) is a acetate ester (CHEBI:47622)
karalicin (CHEBI:66140) is a monomethoxybenzene (CHEBI:25235)
karalicin (CHEBI:66140) is a pentitol derivative (CHEBI:63434)
karalicin (CHEBI:66140) is a triol (CHEBI:27136)
IUPAC Name
3-O-acetyl-1-deoxy-1-(4-methoxyphenyl)pentitol
Synonym Source
[1,2,4-trihydroxy-5-(4-methoxyphenyl)pentan-3-yl] acetate ChEBI
Registry Number Type Source
7816467 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
8626241 PubMed citation Europe PMC
8626242 PubMed citation Europe PMC
Last Modified
29 January 2015
General Comment
2013-03-18 The stereochemistry of karalicin has not been determined.