CHEBI:3170 - brazilin

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name brazilin
ChEBI ID CHEBI:3170
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
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
Formula C16H14O5
Net Charge 0
Average Mass 286.27936
Monoisotopic Mass 286.084
InChI InChI=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
InChIKey UWHUTZOCTZJUKC-JKSUJKDBSA-N
SMILES [H][C@@]12c3ccc(O)cc3OC[C@]1(O)Cc1cc(O)c(O)cc21
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): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
biological pigment
An endogenous molecular entity that results in a colour of an organism as the consequence of the selective absorption of light.
apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
antibacterial agent
A substance that kills or slows the growth of bacteria.
NF-kappaB inhibitor
An inhibitor of NF-kappaB (nuclear factor kappa-light-chain-enhancer of activated B cells), a protein complex involved in the transcription of DNA.
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.
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
anti-inflammatory agent
Any compound that has anti-inflammatory effects.
hepatoprotective agent
Any compound that is able to prevent damage to the liver.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
(+)-brazilin ChEBI
brasilin ChemIDplus
Brazilin KEGG COMPOUND
Natural Red 24 ChEBI
Database Links Databases
Brazilin Wikipedia
C00010268 KNApSAcK
C09920 KEGG COMPOUND
View more database links
Registry Numbers Types Sources
4198570 Reaxys Registry Number Reaxys
4198570 Beilstein Registry Number Beilstein
474-07-7 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
18021765 PubMed citation Europe PMC
18983903 PubMed citation Europe PMC
22044921 PubMed citation Europe PMC
22920671 PubMed citation Europe PMC
24095700 PubMed citation Europe PMC
24716195 PubMed citation Europe PMC
24735611 PubMed citation Europe PMC
24963948 PubMed citation Europe PMC
25233024 PubMed citation Europe PMC
25248564 PubMed citation Europe PMC
25369797 PubMed citation Europe PMC
25562504 PubMed citation Europe PMC
25613018 PubMed citation Europe PMC
25760294 PubMed citation Europe PMC
25767080 PubMed citation Europe PMC
25864864 PubMed citation Europe PMC
25865820 PubMed citation Europe PMC
25893688 PubMed citation Europe PMC
25896410 PubMed citation Europe PMC
25939535 PubMed citation Europe PMC
26194825 PubMed citation Europe PMC
26295477 PubMed citation Europe PMC
IND44330815 Agricola citation Europe PMC
Last Modified
24 September 2015