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)
Artemisia asiatica (IPNI:179234-1) - PubMed (17404061)
Artemisia copa (ncbitaxon:927720) - PubMed (16450301)
Artemisia princeps (ncbitaxon:223870) - PubMed (17996677)
Helenium alternifolium (IPNI:211741-1) aerial part (BTO:0001658) DOI (10.1021/jo01271a036)
Helichrysum viscosum (IPNI:213476-1) aerial part (BTO:0001658) DOI (10.1016/S0031-9422(00)82953-2)
Plummera ambigens (IPNI:238918-1) - DOI (10.1016/0305-1978(78)90048-0)
Salvia tomentosa (IPNI:457405-1) - DOI (10.1021/np50003a002)
Santolina chamaecyparissus (ncbitaxon:41644) aerial part (BTO:0001658) DOI (10.1055/s-2008-1074873)
Roles Classification
Biological Roles:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
Applications:
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
anti-allergic agent  A drug used to treat allergic reactions.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
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
4',5,7-trihydroxy-3',6-dimethoxyflavoneChEBI
5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-6-methoxy-4H-1-Benzopyran-4-oneChEBI
Manual XrefsDatabases
CN102697767Patent
KR20060121623Patent
KR20090079608Patent
LMPK12111235LIPID MAPS
Registry NumbersSources
Reaxys:1265265Reaxys
CAS:18085-97-7ChemIDplus
Citations