EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:132956 - cremastranone

ChEBI IDCHEBI:132956
ChEBI Namecremastranone
Stars
DefinitionA homoisoflavonoid that is 2,3-dihydro-4H-chromen-4-onethat is substituted by hydroxy groups at positions 5 and 7, a methoxy group at position 6, and a 3-hydroxy-4-methoxybenzyl group at position 3. It has been isolated from various plants, including the bulb of Cremastra appendiculata.
Last Modified9 August 2016
SubmitterGareth Owen
DownloadsMolfile
FormulaC18H18O7
Net Charge0
Average Mass346.335
Monoisotopic Mass346.10525
SMILESCOc1ccc(CC2COc3cc(O)c(OC)c(O)c3C2=O)cc1O
InChIInChI=1S/C18H18O7/c1-23-13-4-3-9(6-11(13)19)5-10-8-25-14-7-12(20)18(24-2)17(22)15(14)16(10)21/h3-4,6-7,10,19-20,22H,5,8H2,1-2H3
InChIKeyDSTDMPAJBBOFCE-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Merwilla plumbea (ncbitaxon:208511) - PubMed (15755657)
Muscari armeniacum (ncbitaxon:156613) - Article (Phytochemistry 1987, 26, 285-290)
Cremastra appendiculata (ncbitaxon:459596) bulb (BTO:0000159) PubMed (14994197)
Merwilla natalensis (ncbitaxon:205725) - Article (Phytochemistry 1999, 51, 943-946)
Roles Classification
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application:
angiogenesis modulating agent  An agent that modulates the physiologic angiogenesis process. This is accomplished by endogenous angiogenic proteins and a variety of other chemicals and pharmaceutical agents.
ChEBI Ontology
Outgoing Relation(s)
cremastranone (CHEBI:132956) has role angiogenesis modulating agent (CHEBI:50926)
cremastranone (CHEBI:132956) has role plant metabolite (CHEBI:76924)
cremastranone (CHEBI:132956) is a aromatic ether (CHEBI:35618)
cremastranone (CHEBI:132956) is a homoisoflavonoid (CHEBI:86008)
cremastranone (CHEBI:132956) is a polyphenol (CHEBI:26195)
Incoming Relation(s)
SH-11037 (CHEBI:132925) has functional parent cremastranone (CHEBI:132956)
IUPAC Name 
5,7-dihydroxy-3-(3-hydroxy-4-methoxybenzyl)-6-methoxy-2,3-dihydro-4H-chromen-4-one
Synonyms  Source
5,7-dihydroxy-3-(3-hydroxy-4-methoxybenzyl)-6-methoxychroman-4-oneChEBI
3-(3-hydroxy-4-methoxybenzyl)-5,7-dihydroxy-6-methoxychroman-4-oneChEBI
5,7-dihydroxy-6-methoxy-3-(3'-hydroxy-4'-methoxybenzyl)-4-chromanoneChEBI
Registry NumbersSources
Reaxys:5452227Reaxys
Citations