CHEBI:9368 - swerchirin

ChEBI IDCHEBI:9368
ChEBI Nameswerchirin
Stars
DefinitionA member of the class of xanthones that is the 5-O-methyl derivative of bellidifolin. Isolated from Centaurium erythraea and Swertia chirayita, it exhibits hypoglycemic activity.
Secondary ChEBI IDCHEBI:66536
Last Modified28 July 2014
DownloadsMolfile
FormulaC15H12O6
Net Charge0
Average Mass288.255
Monoisotopic Mass288.06339
SMILESCOc1cc(O)c2c(=O)c3c(O)ccc(OC)c3oc2c1
InChIInChI=1S/C15H12O6/c1-19-7-5-9(17)12-11(6-7)21-15-10(20-2)4-3-8(16)13(15)14(12)18/h3-6,16-17H,1-2H3
InChIKeyGNSHHHWDGOHNPC-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Centaurium erythraea (ncbitaxon:172057) root (BTO:0001188) DOI (10.1021/np50044a037)
Swertia tetrapetala (IPNI:371108-1) - PubMed (7343662)
Swertia dilatata (ncbitaxon:559635) - PubMed (4472648)
Gentiana bellidifolia (IPNI:367849-1) - DOI (10.1016/S0040-4020(01)98434-0)
Centaurium littorale (ncbitaxon:225562) root (BTO:0001188) DOI (10.1007/BF00983311)
Swertia calycina (ncbitaxon:166613) whole plant (BTO:0001461) DOI (10.1016/S0944-7113(99)80040-3)
Swertia gracilescens (IPNI:370915-1) - PubMed (4472648)
Centaurium cachanlahuen (ncbitaxon:225565) - DOI (10.1007/BF01972262)
Swertia racemosa (ncbitaxon:137132) - PubMed (4472648)
Swertia chirata (IPNI:60447539-2)
aerial part (BTO:0001658) DOI (10.1002/jps.2600620614)
root (BTO:0001188) DOI (10.1002/jps.2600620614)
Swertia chirayita (ncbitaxon:993650) - PubMed (1891489) Hexane extract of Swertia chirayita
Swertia franchetiana (ncbitaxon:50785) - DOI (10.1016/j.bse.2004.02.008)
Swertia patens (IPNI:371018-1) - Article (YUNNAN ZHIWU YANJIU,1982,4,68)
Gentiana lactea (IPNI:368388-1) - PubMed (3174858)
Frasera albomarginata (ncbitaxon:166602) root (BTO:0001188) DOI (10.1016/S0031-9422(00)84173-4)
Swertia mileensis (ncbitaxon:266086) whole plant (BTO:0001461) PubMed (19260313) Air dried whole plant
Swertia paniculata (ncbitaxon:559637) - DOI (10.1055/s-2007-971248)
Comastoma pulmonarium (ncbitaxon:50754) - Article (ZHIWU XUEBAO,1988,30,303)
Swertia speciosa (IPNI:371090-1) - Article (BULL MUS NATL HIST NAT PARIS,1977,13,55)
Swertia longifolia (IPNI:370964-1) aerial part (BTO:0001658) Article (PHARM BIOL,2003,41,497)
Gentiana algida (ncbitaxon:50748) - DOI (10.1007/BF00629661)
Swertia mussotii (ncbitaxon:137888) - DOI (10.1016/j.jep.2004.12.015)
Swertia petiolata (ncbitaxon:39380) aerial part (BTO:0001658) DOI (10.1016/0031-9422(90)85439-M)
Swertia japonica (ncbitaxon:137129) - DOI (10.1016/0031-9422(90)80122-W)
Centaurium pulchellum (ncbitaxon:172069) whole plant (BTO:0001461) DOI (10.1016/S0031-9422(00)83457-3)
Canscora lucidissima (IPNI:366566-1) - PubMed (12575167)
Swertia nervosa (ncbitaxon:363513) - PubMed (4472648)
Frasera albicaulis (ncbitaxon:137093) root (BTO:0001188) DOI (10.1016/S0040-4020(01)82817-9)
Blackstonia perfoliata (ncbitaxon:82736) aerial part (BTO:0001658) DOI (10.1007/BF00983311)
Swertia bimaculata (ncbitaxon:148627) whole plant (BTO:0001461) DOI (10.1016/0031-9422(75)85248-4)
Frasera caroliniensis (ncbitaxon:485363) root (BTO:0001188) DOI (10.1016/S0040-4020(01)82816-7)
Gentiana karelini (IPNI:368363-1) - DOI (10.1007/BF00629661)
Roles Classification
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
hypoglycemic agent  A drug which lowers the blood glucose level.
ChEBI Ontology
Outgoing Relation(s)
swerchirin (CHEBI:9368) has functional parent bellidifolin (CHEBI:3008)
swerchirin (CHEBI:9368) has role hypoglycemic agent (CHEBI:35526)
swerchirin (CHEBI:9368) has role metabolite (CHEBI:25212)
swerchirin (CHEBI:9368) is a aromatic ether (CHEBI:35618)
swerchirin (CHEBI:9368) is a phenols (CHEBI:33853)
swerchirin (CHEBI:9368) is a xanthones (CHEBI:51149)
IUPAC Name 
1,8-dihydroxy-3,5-dimethoxy-9H-xanthen-9-one
Synonyms  Source
SwerchirinKEGG COMPOUND
5-O-MethylbellidifolinKEGG COMPOUND
3,5-Dimethoxy-1,8-dihydroxyxanthoneKEGG COMPOUND
1,8-Dihydroxy-3,5-dimethoxyxanthoneChEBI
methylbellidifolinChEBI
Manual XrefsDatabases
C10091KEGG COMPOUND
IN179769Patent
C00002973KNApSAcK
Registry NumbersSources
Reaxys:313581Reaxys
CAS:521-65-3KEGG COMPOUND
CAS:521-65-3ChemIDplus
Citations