erybraedin A
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http://purl.obolibrary.org/obo/CHEBI_65862
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.
Term info
Label
erybraedin A
Synonyms
- (6aR,11aR)-4,10-bis(3-methylbut-2-en-1-yl)-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromene-3,9-diol
Subsets
3_STAR
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
[
IUPAC
]
charge
0
formula
C25H28O4
has obo namespace
chebi_ontology
has related synonym
(6aR,11aR-cis)-6a,11a-dihydro-4,10-bis(3-methyl-2-butenyl)-6H-benzofuro(3,2-c)(1)benzopyran-3,9-diol, 4-prenylphaseollidin
id
CHEBI:65862
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
mass
392.48740
monoisotopicmass
392.19876
smiles
[H][C@@]12COc3c(CC=C(C)C)c(O)ccc3[C@]1([H])Oc1c(CC=C(C)C)c(O)ccc21
Term relations
Subclass of:
- pterocarpans
- phenols
- has role some antiplasmodial drug
- has role some antineoplastic agent
- has role some antibacterial agent
- has role some plant metabolite
- has functional parent some (6aR,11aR)-3,9-dihydroxypterocarpan