CHEBI:65862 - erybraedin A

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ChEBI Name erybraedin A
ChEBI ID CHEBI:65862
Definition A member of the class of pterocarpans that is 3,9-dihydroxypterocarpan substituted with prenyl groups at positions 4 and 10 (the 6aR,11aR stereoisomer). Isolated from Erythrina stricta and Erythrina zeyheri, it exhibits antibacterial, antimycobacterial, antiplasmodial and cytotoxic activities.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information No supplier information found for this compound.
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Formula C25H28O4
Net Charge 0
Average Mass 392.48740
Monoisotopic Mass 392.19876
InChI InChI=1S/C25H28O4/c1-14(2)5-7-17-21(26)12-10-19-23(17)28-13-20-16-9-11-22(27)18(8-6-15(3)4)24(16)29-25(19)20/h5-6,9-12,20,25-27H,7-8,13H2,1-4H3/t20-,25-/m0/s1
InChIKey HOGHBEDTLGAJAS-CPJSRVTESA-N
SMILES [H][C@@]12COc3c(CC=C(C)C)c(O)ccc3[C@]1([H])Oc1c(CC=C(C)C)c(O)ccc21
Metabolite of Species Details
Erythrina burttii (IPNI:494372-1) Found in root (BTO:0001188). Previous component: root bark; See: DOI
Erythrina eriotricha (IPNI:494416-1) Found in root (BTO:0001188). Previous component: root bark; See: PubMed
Erythrina mildbraedii (IPNI:494506-1) See: DOI
Erythrina stricta (IPNI:494596-1) Found in root (BTO:0001188). See: PubMed
Erythrina subumbrans (IPNI:494601-1) Found in bark (BTO:0001301). See: PubMed
Erythrina subumbrans (IPNI:494601-1) Found in stem (BTO:0001300). See: PubMed
Erythrina zeyheri (NCBI:txid347911) Found in root (BTO:0001188). 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.
antibacterial agent
A substance (or active part thereof) that kills or slows the growth of bacteria.
antiplasmodial drug
An antiparasitic drug which is effective against Apicomplexan parasites in the genus Plasmodium. The genus contains over 200 species and includes those responsible for malaria.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
antiplasmodial drug
An antiparasitic drug which is effective against Apicomplexan parasites in the genus Plasmodium. The genus contains over 200 species and includes those responsible for malaria.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing erybraedin A (CHEBI:65862) has functional parent (6aR,11aR)-3,9-dihydroxypterocarpan (CHEBI:15648)
erybraedin A (CHEBI:65862) has role antibacterial agent (CHEBI:33282)
erybraedin A (CHEBI:65862) has role antineoplastic agent (CHEBI:35610)
erybraedin A (CHEBI:65862) has role antiplasmodial drug (CHEBI:64915)
erybraedin A (CHEBI:65862) has role plant metabolite (CHEBI:76924)
erybraedin A (CHEBI:65862) is a phenols (CHEBI:33853)
erybraedin A (CHEBI:65862) is a pterocarpans (CHEBI:26377)
IUPAC Name
(6aR,11aR)-4,10-bis(3-methylbut-2-en-1-yl)-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene-3,9-diol
Synonyms Sources
(6aR,11aR-cis)-6a,11a-dihydro-4,10-bis(3-methyl-2-butenyl)-6H-benzofuro(3,2-c)(1)benzopyran-3,9-diol ChemIDplus
4-prenylphaseollidin ChEBI
Manual Xref Database
LMPK12070044 LIPID MAPS
View more database links
Registry Numbers Types Sources
119269-76-0 CAS Registry Number ChemIDplus
9090260 Reaxys Registry Number Reaxys
Citations
Last Modified
16 January 2014