rubimaillin (CHEBI:141063)

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CHEBI:141063 - rubimaillin

ChEBI ID	CHEBI:141063
ChEBI Name	rubimaillin
Stars
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.
Last Modified	25 June 2018
Submitter	Ceri
Downloads	Molfile

Formula	C17H16O4
Net Charge	0
Average Mass	284.311
Monoisotopic Mass	284.10486
SMILES	COC(=O)c1c2c(c3ccccc3c1O)OC(C)(C)C=C2
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

Species of Metabolite	Component	Source	Comments
Rubia cordifolia (ncbitaxon:339321)	-	PubMed (19652367)

Roles Classification

Biological Roles:

NF-kappaB inhibitor An inhibitor of NF-κB (nuclear factor κ-light-chain-enhancer of activated B cells), a protein complex involved in the transcription of DNA.

acyl-CoA:cholesterol acyltransferase 2 inhibitor A sterol O-acyltransferase inhibitor that specifically inhibits acyl-CoA:cholesterol acyltransferase 2.

plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.

apoptosis inducer Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.

Applications:

neuroprotective agent Any compound that can be used for the treatment of neurodegenerative disorders.

anti-inflammatory agent Any compound that has anti-inflammatory effects.

antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms.

ChEBI Ontology

Outgoing Relation(s)
	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 Numbers	Sources
CAS:55481-88-4	ChemIDplus

Citations