CHEBI:8899 - rottlerin

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ChEBI Name rottlerin
ChEBI ID CHEBI:8899
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C30H28O8
Net Charge 0
Average Mass 516.53850
Monoisotopic Mass 516.17842
InChI InChI=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+
InChIKey DEZFNHCVIZBHBI-ZHACJKMWSA-N
SMILES CC(=O)c1c(O)c(C)c(O)c(Cc2c(O)c3C=CC(C)(C)Oc3c(C(=O)\C=C\c3ccccc3)c2O)c1O
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
K-ATP channel agonist
A compound which acts as an agonist at the ATP-sensitive K+ channel.
Application(s): 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.
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ChEBI Ontology
Outgoing 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 Sources
3'-((8-cinnamoyl-5,7-dihydroxy-2,2-dimethyl-2H-1-benzopyran-6-yl)methyl)-2',4',6'-trihydroxy-5'-methyl-acetophenone ChEBI
Kamalin ChemIDplus
Mallotoxin ChemIDplus
Manual Xrefs Databases
C00002708 KNApSAcK
C10721 KEGG COMPOUND
EP2578210 Patent
LMPK12120428 LIPID MAPS
Rottlerin Wikipedia
US2011112182 Patent
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Registry Numbers Types Sources
70757 Reaxys Registry Number Reaxys
82-08-6 CAS Registry Number KEGG COMPOUND
82-08-6 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
21415309 PubMed citation Europe PMC
22272173 PubMed citation Europe PMC
22410117 PubMed citation Europe PMC
22490701 PubMed citation Europe PMC
22758638 PubMed citation Europe PMC
22970301 PubMed citation Europe PMC
23632085 PubMed citation Europe PMC
Last Modified
28 July 2014