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CHEBI:156408 - monascorubrin

ChEBI IDCHEBI:156408
ChEBI Namemonascorubrin
Stars
DefinitionA bulgarialactone azaphilone compound found in Monascus pilosus used as an orange food colourant for biscuits or ice-cream.
Last Modified26 August 2020
SubmitterMartin Larralde
DownloadsMolfile
FormulaC23H26O5
Net Charge0
Average Mass382.456
Monoisotopic Mass382.17802
SMILESC/C=C/C1=CC2=CC3=C(C(=O)CCCCCCC)C(=O)O[C@@]3(C)C(=O)C2=CO1
InChIInChI=1S/C23H26O5/c1-4-6-7-8-9-11-19(24)20-18-13-15-12-16(10-5-2)27-14-17(15)21(25)23(18,3)28-22(20)26/h5,10,12-14H,4,6-9,11H2,1-3H3/b10-5+/t23-/m1/s1
InChIKeyIIPVSGPTPPURBD-HAOIVFDCSA-N
Species of MetaboliteComponentSourceComments
Monascus pilosus (ncbitaxon:89488) - PubMed (23504076)
Monascus purpureus (ncbitaxon:5098) - PubMed (21506577) Strain: NTU 568
Talaromyces marneffei (ncbitaxon:37727) - PubMed (25335861)
Roles Classification
Biological Roles:
Hsp90 inhibitor  An EC 3.6.4.10 (non-chaperonin molecular chaperone ATPase) inhibitor that blocks the action of heat shock protein 90.
fungal metabolite  Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
food colouring  A food additive that imparts colour to food. In European countries, E-numbers for permitted food colours are from E 100 to E 199, divided into yellows (E 100-109), oranges (E 110-119), reds (E 120-129), blues and violets (E 130-139), greens (E 140-149), browns and blacks (E 150-159), and others (E 160-199).
biological pigment  An endogenous molecular entity that results in a colour of an organism as the consequence of the selective absorption of light.
fungal metabolite  Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
Applications:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
food colouring  A food additive that imparts colour to food. In European countries, E-numbers for permitted food colours are from E 100 to E 199, divided into yellows (E 100-109), oranges (E 110-119), reds (E 120-129), blues and violets (E 130-139), greens (E 140-149), browns and blacks (E 150-159), and others (E 160-199).
ChEBI Ontology
Outgoing Relation(s)
monascorubrin (CHEBI:156408) has role anti-inflammatory agent (CHEBI:67079)
monascorubrin (CHEBI:156408) has role antineoplastic agent (CHEBI:35610)
monascorubrin (CHEBI:156408) has role biological pigment (CHEBI:26130)
monascorubrin (CHEBI:156408) has role food colouring (CHEBI:77182)
monascorubrin (CHEBI:156408) has role fungal metabolite (CHEBI:76946)
monascorubrin (CHEBI:156408) has role Hsp90 inhibitor (CHEBI:63962)
monascorubrin (CHEBI:156408) is a azaphilone (CHEBI:50941)
monascorubrin (CHEBI:156408) is a enone (CHEBI:51689)
monascorubrin (CHEBI:156408) is a polyketide (CHEBI:26188)
monascorubrin (CHEBI:156408) is a triketone (CHEBI:140322)
monascorubrin (CHEBI:156408) is a γ-lactone (CHEBI:37581)
IUPAC Name 
(9aR)-9a-methyl-3-octanoyl-6-[(1E)-prop-1-en-1-yl]-2H-furo[3,2-g]isochromene-2,9(9aH)-dione
Synonyms  Source
monasredChemIDplus
(9aR)-9a-methyl-3-octanoyl-6-[(1E)-prop-1-en-1-yl]-2H-furo[3,2-g][2]benzopyran-2,9(9aH)-dioneIUPAC
Manual XrefsDatabases
EP0469704Patent
Registry NumbersSources
CAS:13283-90-4ChemIDplus
Citations