CHEBI:156408 - monascorubrin

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ChEBI Name monascorubrin
ChEBI ID CHEBI:156408
Definition A bulgarialactone azaphilone compound found in Monascus pilosus used as an orange food colourant for biscuits or ice-cream.
Stars This entity has been manually annotated by a third party.
Submitter Martin Larralde
Supplier Information
Download Molfile XML SDF
Formula C23H26O5
Net Charge 0
Average Mass 382.456
Monoisotopic Mass 382.17802
InChI InChI=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
InChIKey IIPVSGPTPPURBD-HAOIVFDCSA-N
SMILES CCCCCCCC(=O)C1=C2C=C3C=C(OC=C3C(=O)[C@]2(C)OC1=O)\C=C\C
Metabolite of Species Details
Talaromyces marneffei (NCBI:txid37727) See: PubMed
Monascus purpureus (NCBI:txid5098) of strain NTU 568 See: PubMed
Monascus pilosus (NCBI:txid89488) See: PubMed
Roles Classification
Biological Role(s): 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).
fungal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
(via azaphilone )
Hsp90 inhibitor
An EC 3.6.4.10 (non-chaperonin molecular chaperone ATPase) inhibitor that blocks the action of heat shock protein 90.
biological pigment
An endogenous molecular entity that results in a colour of an organism as the consequence of the selective absorption of light.
Application(s): 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).
anti-inflammatory agent
Any compound that has anti-inflammatory effects.
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 γ-lactone (CHEBI:37581)
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)
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 Sources
(9aR)-9a-methyl-3-octanoyl-6-[(1E)-prop-1-en-1-yl]-2H-furo[3,2-g][2]benzopyran-2,9(9aH)-dione IUPAC
monasred ChemIDplus
Manual Xref Database
EP0469704 Patent
View more database links
Registry Number Type Source
13283-90-4 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
17559225 PubMed citation Europe PMC
17927198 PubMed citation Europe PMC
18409064 PubMed citation Europe PMC
21506577 PubMed citation Europe PMC
21736 PubMed citation Europe PMC
23458314 PubMed citation Europe PMC
23504076 PubMed citation SUBMITTER
23873642 PubMed citation Europe PMC
25335861 PubMed citation Europe PMC
26529013 PubMed citation Europe PMC
27033206 PubMed citation Europe PMC
28545553 PubMed citation Europe PMC
29579968 PubMed citation Europe PMC
31501941 PubMed citation Europe PMC
31763000 PubMed citation Europe PMC
8265094 PubMed citation SUBMITTER
IND60146163 Agricola citation Europe PMC
IND605912347 Agricola citation Europe PMC
Last Modified
26 August 2020