CHEBI:69196 - brazilein

ChEBI IDCHEBI:69196
ChEBI Namebrazilein
Stars
DefinitionA organic heterotetracyclic compound that is a red pigment obtained from the wood of Caesalpinia echinata (Brazil-wood) or Caesalpinia sappan (sappan-wood).
Last Modified25 September 2015
DownloadsMolfile
FormulaC16H12O5
Net Charge0
Average Mass284.267
Monoisotopic Mass284.06847
SMILESO=C1C=C2C[C@@]3(O)COc4cc(O)ccc4C3=C2C=C1O
InChIInChI=1S/C16H12O5/c17-9-1-2-10-14(4-9)21-7-16(20)6-8-3-12(18)13(19)5-11(8)15(10)16/h1-5,17,19-20H,6-7H2/t16-/m1/s1
InChIKeyMLWIYODOURBGPI-MRXNPFEDSA-N
Species of MetaboliteComponentSourceComments
Caesalpinia sappan (ncbitaxon:483143) heartwood (PO:0004512) PubMed (21800859) Methanolic extract of dried heart wood of C.sappan(Caesalpinia001)
Roles Classification
Chemical Role:
antioxidant  A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Roles:
EC 3.6.3.9 (Na(+)/K(+)-transporting ATPase) inhibitor  An EC 3.6.3.* (acid anhydride hydrolase catalysing transmembrane movement of substances) inhibitor that interferes with the action of Na+/K+-transporting ATPase (EC 3.6.3.9).
EC 1.14.18.1 (tyrosinase) inhibitor  Any EC 1.14.18.* (oxidoreductase acting on paired donors, miscellaneous compound as one donor, incorporating 1 atom of oxygen) inhibitor that interferes with the action of tyrosinase (monophenol monooxygenase), EC 1.14.18.1, an enzyme that catalyses the oxidation of phenols (such as tyrosine) and is widespread in plants and animals.
biological pigment  An endogenous molecular entity that results in a colour of an organism as the consequence of the selective absorption of light.
EC 3.4.24.24 (gelatinase A) inhibitor  An EC 3.4.24.* (metalloendopeptidase) inhibitor that interferes with the action of gelatinase A (EC 3.4.24.24).
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
immunosuppressive agent  An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Applications:
histological dye  A dye used in microscopic or electron microscopic examination of cells and tissues to give contrast and to highlight particular features of interest, such as nuclei and cytoplasm.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
immunosuppressive agent  An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
ChEBI Ontology
Outgoing Relation(s)
brazilein (CHEBI:69196) has role anti-inflammatory agent (CHEBI:67079)
brazilein (CHEBI:69196) has role antibacterial agent (CHEBI:33282)
brazilein (CHEBI:69196) has role antineoplastic agent (CHEBI:35610)
brazilein (CHEBI:69196) has role antioxidant (CHEBI:22586)
brazilein (CHEBI:69196) has role biological pigment (CHEBI:26130)
brazilein (CHEBI:69196) has role EC 1.14.18.1 (tyrosinase) inhibitor (CHEBI:59997)
brazilein (CHEBI:69196) has role EC 3.4.24.24 (gelatinase A) inhibitor (CHEBI:84036)
brazilein (CHEBI:69196) has role EC 3.6.3.9 (Na+/K+-transporting ATPase) inhibitor (CHEBI:63510)
brazilein (CHEBI:69196) has role histological dye (CHEBI:77178)
brazilein (CHEBI:69196) has role immunosuppressive agent (CHEBI:35705)
brazilein (CHEBI:69196) has role plant metabolite (CHEBI:76924)
brazilein (CHEBI:69196) is a enol (CHEBI:33823)
brazilein (CHEBI:69196) is a organic heterotetracyclic compound (CHEBI:38163)
brazilein (CHEBI:69196) is a phenols (CHEBI:33853)
brazilein (CHEBI:69196) is a quinomethanes (CHEBI:52404)
brazilein (CHEBI:69196) is a tertiary alcohol (CHEBI:26878)
IUPAC Name 
(6aS)-3,6a,10-trihydroxy-6a,7-dihydrobenzo[b]indeno[1,2-d]pyran-9(6H)-one
Registry NumbersSources
Reaxys:8071909Reaxys
Citations