CHEBI:141063 - rubimaillin

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ChEBI Name rubimaillin
ChEBI ID CHEBI:141063
Definition A benzochromene that is 2H-benzo[h]chromene which is substituted by two methyl groups at position 2, a methoxycarbonyl group at position 5, and a hydroxy group at position 6. Found in the Chinese medical plant Rubia cordifola, It has an anti-cancer effect by inhibition of TNF-α-induced NF-κB activation. It is also a dual inhibitor of acyl-CoA:cholesterol acyltransferase 1 and 2 (ACAT1 and ACAT2), but is more selective for the ACAT2 isozyme.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Ceri
Supplier Information
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Formula C17H16O4
Net Charge 0
Average Mass 284.307
Monoisotopic Mass 284.10486
InChI InChI=1S/C17H16O4/c1-17(2)9-8-12-13(16(19)20-3)14(18)10-6-4-5-7-11(10)15(12)21-17/h4-9,18H,1-3H3
InChIKey VLGATXOTCNBWIT-UHFFFAOYSA-N
SMILES C12=CC=CC=C1C3=C(C(=C2O)C(OC)=O)C=CC(O3)(C)C
Metabolite of Species Details
Rubia cordifolia (NCBI:txid339321) 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.
acyl-CoA:cholesterol acyltransferase 2 inhibitor
A sterol O-acyltransferase inhibitor that specifically inhibits acyl-CoA:cholesterol acyltransferase 2.
NF-kappaB inhibitor
An inhibitor of NF-kappaB (nuclear factor kappa-light-chain-enhancer of activated B cells), a protein complex involved in the transcription of DNA.
apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
neuroprotective agent
Any compound that can be used for the treatment of neurodegenerative disorders.
anti-inflammatory agent
Any compound that has anti-inflammatory effects.
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ChEBI Ontology
Outgoing rubimaillin (CHEBI:141063) has role acyl-CoA:cholesterol acyltransferase 2 inhibitor (CHEBI:64697)
rubimaillin (CHEBI:141063) has role anti-inflammatory agent (CHEBI:67079)
rubimaillin (CHEBI:141063) has role antineoplastic agent (CHEBI:35610)
rubimaillin (CHEBI:141063) has role apoptosis inducer (CHEBI:68495)
rubimaillin (CHEBI:141063) has role neuroprotective agent (CHEBI:63726)
rubimaillin (CHEBI:141063) has role NF-κB inhibitor (CHEBI:73240)
rubimaillin (CHEBI:141063) has role plant metabolite (CHEBI:76924)
rubimaillin (CHEBI:141063) is a benzochromene (CHEBI:38920)
rubimaillin (CHEBI:141063) is a methyl ester (CHEBI:25248)
rubimaillin (CHEBI:141063) is a phenols (CHEBI:33853)
IUPAC Name
methyl 6-hydroxy-2,2-dimethyl-2H-benzo[h]chromene-5-carboxylate
Synonym Source
mollugin ChemIDplus
Registry Number Type Source
55481-88-4 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
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Last Modified
25 June 2018