CHEBI:66103 - jaceosidin

ChEBI IDCHEBI:66103
ChEBI Namejaceosidin
Stars
DefinitionA trihydroxyflavone that is flavone with hydroxy groups at positions 5, 7 and 4' and methoxy groups at positions 3' and 6. Isolated from Salvia tomentosa and Artemisia asiatica, it exhibits anti-allergic, anti-inflammatory and apoptosis inducing activties.
Last Modified4 March 2013
DownloadsMolfile
FormulaC17H14O7
Net Charge0
Average Mass330.292
Monoisotopic Mass330.07395
SMILESCOc1cc(-c2cc(=O)c3c(O)c(OC)c(O)cc3o2)ccc1O
InChIInChI=1S/C17H14O7/c1-22-13-5-8(3-4-9(13)18)12-6-10(19)15-14(24-12)7-11(20)17(23-2)16(15)21/h3-7,18,20-21H,1-2H3
InChIKeyGLAAQZFBFGEBPS-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Artemisia argyi (ncbitaxon:259893) - DOI (10.1016/j.jep.2005.01.054)
Salvia tomentosa (IPNI:457405-1) - DOI (10.1021/np50003a002)
Helenium alternifolium (IPNI:211741-1) aerial part (BTO:0001658) DOI (10.1021/jo01271a036)
Plummera ambigens (IPNI:238918-1) - DOI (10.1016/0305-1978(78)90048-0)
Artemisia copa (ncbitaxon:927720) - PubMed (16450301)
Santolina chamaecyparissus (ncbitaxon:41644) aerial part (BTO:0001658) DOI (10.1055/s-2008-1074873)
Artemisia asiatica (IPNI:179234-1) - PubMed (17404061)
Helichrysum viscosum (IPNI:213476-1) aerial part (BTO:0001658) DOI (10.1016/S0031-9422(00)82953-2)
Artemisia princeps (ncbitaxon:223870) - PubMed (17996677)
Roles Classification
Biological Roles:
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Applications:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
anti-allergic agent  A drug used to treat allergic reactions.
ChEBI Ontology
Outgoing Relation(s)
jaceosidin (CHEBI:66103) has role anti-allergic agent (CHEBI:50857)
jaceosidin (CHEBI:66103) has role anti-inflammatory agent (CHEBI:67079)
jaceosidin (CHEBI:66103) has role antineoplastic agent (CHEBI:35610)
jaceosidin (CHEBI:66103) has role apoptosis inducer (CHEBI:68495)
jaceosidin (CHEBI:66103) has role metabolite (CHEBI:25212)
jaceosidin (CHEBI:66103) is a dimethoxyflavone (CHEBI:23798)
jaceosidin (CHEBI:66103) is a trihydroxyflavone (CHEBI:27116)
IUPAC Name 
5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-6-methoxy-4H-chromen-4-one
Synonyms  Source
5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-6-methoxy-4H-1-Benzopyran-4-oneChEBI
4',5,7-trihydroxy-3',6-dimethoxyflavoneChEBI
Manual XrefsDatabases
LMPK12111235LIPID MAPS
CN102697767Patent
KR20060121623Patent
KR20090079608Patent
Registry NumbersSources
Reaxys:1265265Reaxys
CAS:18085-97-7ChemIDplus
Citations