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CHEBI:8899 - rottlerin

Default Structure
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:
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.
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
Applications:
anti-allergic agent  A drug used to treat allergic reactions.
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.
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
C00002708KNApSAcK
C10721KEGG COMPOUND
EP2578210Patent
LMPK12120428LIPID MAPS
RottlerinWikipedia
US2011112182Patent
Registry NumbersSources
Reaxys:70757Reaxys
CAS:82-08-6KEGG COMPOUND
CAS:82-08-6ChemIDplus
Citations