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CHEBI:8899 - rottlerin

ChEBI IDCHEBI:8899
ChEBI Namerottlerin
Stars
DefinitionA chromenol that is 2,2-dimethyl-2H-chromene substituted by hydroxy groups at positions 5 and 7, a 3-acetyl-2,4,6-trihydroxy-5-methylbenzyl group at position 6 and a (1E)-3-oxo-1-phenylprop-1-en-3-yl group at position 8. A potassium channel opener, it is isolated from Mallotus philippensis.
Last Modified28 July 2014
DownloadsMolfile
FormulaC30H28O8
Net Charge0
Average Mass516.546
Monoisotopic Mass516.17842
SMILESCC(=O)c1c(O)c(C)c(O)c(Cc2c(O)c3c(c(C(=O)/C=C/c4ccccc4)c2O)OC(C)(C)C=C3)c1O
InChIInChI=1S/C30H28O8/c1-15-24(33)19(27(36)22(16(2)31)25(15)34)14-20-26(35)18-12-13-30(3,4)38-29(18)23(28(20)37)21(32)11-10-17-8-6-5-7-9-17/h5-13,33-37H,14H2,1-4H3/b11-10+
InChIKeyDEZFNHCVIZBHBI-ZHACJKMWSA-N
Wikipedia
Roles Classification
Biological Roles:
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
K-ATP channel agonist  A compound which acts as an agonist at the ATP-sensitive K+ channel.
Applications:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
antihypertensive agent  Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
anti-allergic agent  A drug used to treat allergic reactions.
ChEBI Ontology
Outgoing Relation(s)
rottlerin (CHEBI:8899) has role anti-allergic agent (CHEBI:50857)
rottlerin (CHEBI:8899) has role antihypertensive agent (CHEBI:35674)
rottlerin (CHEBI:8899) has role antineoplastic agent (CHEBI:35610)
rottlerin (CHEBI:8899) has role apoptosis inducer (CHEBI:68495)
rottlerin (CHEBI:8899) has role K-ATP channel agonist (CHEBI:64338)
rottlerin (CHEBI:8899) has role metabolite (CHEBI:25212)
rottlerin (CHEBI:8899) is a aromatic ketone (CHEBI:76224)
rottlerin (CHEBI:8899) is a benzenetriol (CHEBI:22707)
rottlerin (CHEBI:8899) is a chromenol (CHEBI:39436)
rottlerin (CHEBI:8899) is a enone (CHEBI:51689)
rottlerin (CHEBI:8899) is a methyl ketone (CHEBI:51867)
IUPAC Name 
(2E)-1-[6-(3-acetyl-2,4,6-trihydroxy-5-methylbenzyl)-5,7-dihydroxy-2,2-dimethyl-2H-chromen-8-yl]-3-phenylprop-2-en-1-one
Synonyms  Source
3'-((8-cinnamoyl-5,7-dihydroxy-2,2-dimethyl-2H-1-benzopyran-6-yl)methyl)-2',4',6'-trihydroxy-5'-methyl-acetophenoneChEBI
KamalinChemIDplus
MallotoxinChemIDplus
Manual XrefsDatabases
C10721KEGG COMPOUND
US2011112182Patent
EP2578210Patent
LMPK12120428LIPID MAPS
RottlerinWikipedia
C00002708KNApSAcK
Registry NumbersSources
Reaxys:70757Reaxys
CAS:82-08-6KEGG COMPOUND
CAS:82-08-6ChemIDplus
Citations