Compound: Brazilin
SMILES: O1c2c(ccc(c2)O)[C@H]3c4cc(O)c(cc4C[C@]3(C1)O)O
InChIKey: UWHUTZOCTZJUKC-JKSUJKDBSA-N
Synonyms: Brazilin, 474-07-7, (+)-BRAZILIN, c.i. natural red 24, FZ39SW1K10, (6aS,11bR)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol, CHEBI:3170, DTXSID80883393, NSC-56652, CI-75280, C.I. 75280, (6aS,11bR)-7,11b-dihydroindeno[2,1-c]chromene-3,6a,9,10(6H)-tetrol, (6aS,11bR)-7,11b-dihydro-6H-indeno(2,1-c)chromene-3,6a,9,10-tetrol, (6aS,11bR)-7,11b-dihydroindeno(2,1-c)chromene-3,6a,9,10(6H)-tetrol, RefChem:570216, DTXCID101022927, 207-477-6, Braziletto, Natural Red 24, Superbresiline, MFCD00210817, BRASILINE, 7,11b-Dihydrobenz(b)indeno(1,2-d)pyran-3,6a,9,10(6H)-tetrol, NSC 56652, (6aS,11bR)-7,11b-Dihydrobenz[b]indeno[1,2-d]pyran-3,6a,9,10(6H)-tetrol, 7,11b-dihydrobenz[b]indeno[1,2-d]pyran-3,6a,9,10(6h)-tetrol, (6As,11Br)-7,11B-Dihydroindeno[2,1-C]Chromene-3,6A,9,10(6H)-Tetraol, NSC 8661, EINECS 207-477-6, UNII-FZ39SW1K10, (6AS,11BR)-7,11B-DIHYDROBENZ(B)INDENO(1,2-D)PYRAN-3,6A,9,10(6H)-TETROL, Benz(b)indeno(1,2-d)pyran-3,6a,9,10(6H)-tetrol, 7,11b-dihydro-, (6aS,11bR)-, Brazilin (Standard), C.I.Natural Red 24, BRAZILIN [MI], Brazilin - Bio-X trade mark, SCHEMBL157997, CHEMBL598951, orb1300188, orb3139412, SCHEMBL29388525, SCHEMBL29398878, HY-N0072R, WLZ4628, UWHUTZOCTZJUKC-JKSUJKDBSA-N, GLXC-10024, HMS3887O03, HY-N0072, s9428, AKOS030573513, CCG-267339, EBC-615519, FB74024, AS-56044, BB300040, CS-0007115, C09920, Q3643873, Benz(b)indeno(1,2-d)pyran-3,6a,9,10(6H)-tetrol, 7,11b-dihydro- (VAN), (6aS,11bR)-7,11b-Dihydrobenzo[b]indeno[1,2-d]pyran-3,6a,9,10(6H)-tetrol, Benz[b]indeno[1,2-d]pyran-3,6a,9,10(6H)-tetrol, 7,11b-dihydro-,(6aS,11bR)-, (1R,10S)-8-oxatetracyclo[8.7.0.0?,?.0??,??]heptadeca-2(7),3,5,12,14,16-hexaene-5,10,14,15-tetrol, (1R,10S)-8-oxatetracyclo[8.7.0.0^{2,7}.0^{12,17}]heptadeca-2(7),3,5,12(17),13,15-hexaene-5,10,14,15-tetrol, Brazilin; Benz[b]indeno[1,2-d]pyran-3,6a,9,10(6H)-tetrol, 7,11b-dihydro-, (6aS,11bR)-; Benz[b]indeno[1,2-d]pyran-3,6a,9,10(6H)-tetrol, 7,11b-dihydro-, (6aS-cis)- (7CI,8CI); Brazilin (6CI); (+)-Brazilin; (6aS,11bR)-7,11b-Dihydrobenz[b]indeno[1,2-d]pyran-3,6a,9,10(6H
Theoretical properties:
molecular_formula: C16H14O5
molecular_weight: 286.28 g/mol
exact_mass: 286.08412354 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 4
hydrogen_bond_acceptor_count: 5
rotatable_bond_count: 0
heavy_atom_count: 21
topological_polar_surface_area: 90.2 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Brazilin is a tertiary alcohol, a member of catechols and an organic heterotetracyclic compound. It has a role as an antioxidant, a biological pigment, an antibacterial agent, an antineoplastic agent, a hepatoprotective agent, an anti-inflammatory agent, an apoptosis inducer, a NF-kappaB inhibitor, a plant metabolite and a histological dye.
chembl: BRAZILIN is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Brazilin is a naturally occurring, homoisoflavonoid, red dye obtained from the wood of Paubrasilia echinata, Biancaea sappan, Caesalpinia violacea, and Haematoxylum brasiletto (also known as Natural Red 24 and  CI 75280). Brazilin has been used since at least the Middle Ages to dye fabric, and has been used to make paints and inks as well. The specific color produced by the pigment depends on its manner of preparation: in an acidic solution brazilin will appear yellow, but in an alkaline preparation it will appear red. Brazilin is closely related to the blue-black dye precursor hematoxylin, having one fewer hydroxyl group. Brazilein, the active dye agent, is an oxidized form of brazilin.