CHEBI:3170 - brazilin

ChEBI IDCHEBI:3170
ChEBI Namebrazilin
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 Modified24 September 2015
DownloadsMolfile
FormulaC16H14O5
Net Charge0
Average Mass286.283
Monoisotopic Mass286.08412
SMILES[H][C@]12c3cc(O)c(O)cc3C[C@@]1(O)COc1cc(O)ccc12
InChIInChI=1S/C16H14O5/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/h1-5,15,17-20H,6-7H2/t15-,16+/m0/s1
InChIKeyUWHUTZOCTZJUKC-JKSUJKDBSA-N
Wikipedia
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:
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.
biological pigment  An endogenous molecular entity that results in a colour of an organism as the consequence of the selective absorption of light.
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
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:
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
hepatoprotective agent  Any compound that is able to prevent damage to the liver.
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.
ChEBI Ontology
Outgoing Relation(s)
brazilin (CHEBI:3170) has role anti-inflammatory agent (CHEBI:67079)
brazilin (CHEBI:3170) has role antibacterial agent (CHEBI:33282)
brazilin (CHEBI:3170) has role antineoplastic agent (CHEBI:35610)
brazilin (CHEBI:3170) has role antioxidant (CHEBI:22586)
brazilin (CHEBI:3170) has role apoptosis inducer (CHEBI:68495)
brazilin (CHEBI:3170) has role biological pigment (CHEBI:26130)
brazilin (CHEBI:3170) has role hepatoprotective agent (CHEBI:62868)
brazilin (CHEBI:3170) has role histological dye (CHEBI:77178)
brazilin (CHEBI:3170) has role NF-κB inhibitor (CHEBI:73240)
brazilin (CHEBI:3170) has role plant metabolite (CHEBI:76924)
brazilin (CHEBI:3170) is a catechols (CHEBI:33566)
brazilin (CHEBI:3170) is a organic heterotetracyclic compound (CHEBI:38163)
brazilin (CHEBI:3170) is a tertiary alcohol (CHEBI:26878)
IUPAC Name 
(6aS,11bR)-7,11b-dihydroindeno[2,1-c]chromene-3,6a,9,10(6H)-tetrol
Synonyms  Source
BrazilinKEGG COMPOUND
brasilinChemIDplus
Natural Red 24ChEBI
(+)-brazilinChEBI
Manual XrefsDatabases
C09920KEGG COMPOUND
BrazilinWikipedia
C00010268KNApSAcK
Registry NumbersSources
Reaxys:4198570Reaxys
CAS:474-07-7KEGG COMPOUND
CAS:474-07-7ChemIDplus
Citations