CHEBI:69196 - brazilein

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name brazilein
ChEBI ID CHEBI:69196
Definition A organic heterotetracyclic compound that is a red pigment obtained from the wood of Caesalpinia echinata (Brazil-wood) or Caesalpinia sappan (sappan-wood).
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C16H12O5
Net Charge 0
Average Mass 284.264
Monoisotopic Mass 284.06847
InChI InChI=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
InChIKey MLWIYODOURBGPI-MRXNPFEDSA-N
SMILES C=12C(=CC(O)=CC1)OC[C@]3(C2=C4C(C3)=CC(=O)C(=C4)O)O
Metabolite of Species Details
Caesalpinia sappan (NCBI:txid483143) Found in heartwood (PO:0004512). Methanolic extract of dried heart wood of C.sappan(Caesalpinia001) See: PubMed
Roles Classification
Chemical Role(s): antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Role(s): biological pigment
An endogenous molecular entity that results in a colour of an organism as the consequence of the selective absorption of light.
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.
antibacterial agent
A substance (or active part thereof) that kills or slows the growth of bacteria.
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.
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).
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).
Application(s): 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.
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.
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Number Type Source
8071909 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
16319518 PubMed citation Europe PMC
16428078 PubMed citation Europe PMC
17504570 PubMed citation Europe PMC
23554834 PubMed citation Europe PMC
23657435 PubMed citation Europe PMC
23707804 PubMed citation Europe PMC
23948132 PubMed citation Europe PMC
24050687 PubMed citation Europe PMC
24703330 PubMed citation Europe PMC
25233024 PubMed citation Europe PMC
25275506 PubMed citation Europe PMC
25893688 PubMed citation Europe PMC
26254246 PubMed citation Europe PMC
Last Modified
25 September 2015
General Comment
2014-10-17 Suggested Classification: ISA:aromatic ether(CHEBI:35618); ISA:phenols(CHEBI:33853); ISA:enol ether(CHEBI:47985); ISA:enone(CHEBI:51689); ISA:tertiary alcohol(CHEBI:26878); ISA:polyol(CHEBI:26191); ISA:cyclic ketone(CHEBI:3992); ISA:enol(CHEBI:33823); ISA:aromatic alcohol(CHEBI:33854);