CHEBI:132956 - cremastranone

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ChEBI Name cremastranone
ChEBI ID CHEBI:132956
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C18H18O7
Net Charge 0
Average Mass 346.332
Monoisotopic Mass 346.10525
InChI InChI=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
InChIKey DSTDMPAJBBOFCE-UHFFFAOYSA-N
SMILES C12=C(C(=C(C=C1OCC(C2=O)CC=3C=CC(=C(C3)O)OC)O)OC)O
Metabolite of Species Details
Muscari armeniacum (NCBI:txid156613) See: Phytochemistry 1987, 26, 285-290
Merwilla natalensis (NCBI:txid205725) See: Phytochemistry 1999, 51, 943-946
Merwilla plumbea (NCBI:txid208511) See: PubMed
Cremastra appendiculata (NCBI:txid459596) Found in bulb (BTO:0000159). See: PubMed
Roles Classification
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application(s): 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 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 Sources
3-(3-hydroxy-4-methoxybenzyl)-5,7-dihydroxy-6-methoxychroman-4-one ChEBI
5,7-dihydroxy-3-(3-hydroxy-4-methoxybenzyl)-6-methoxychroman-4-one ChEBI
5,7-dihydroxy-6-methoxy-3-(3'-hydroxy-4'-methoxybenzyl)-4-chromanone ChEBI
Registry Number Type Source
5452227 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
25167470 PubMed citation Europe PMC
Last Modified
09 August 2016