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:
biological pigment  An endogenous molecular entity that results in a colour of an organism as the consequence of the selective absorption of light.
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.
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
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.
Applications:
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
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.
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
brasilinChemIDplus
(+)-brazilinChEBI
BrazilinKEGG COMPOUND
Natural Red 24ChEBI
Manual XrefsDatabases
BrazilinWikipedia
C00010268KNApSAcK
C09920KEGG COMPOUND
Registry NumbersSources
Reaxys:4198570Reaxys
CAS:474-07-7ChemIDplus
CAS:474-07-7KEGG COMPOUND
Citations