(+)-Brazilin
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(+)-Brazilin
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CAS No:
474-07-7
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Formula:
C16H14O5
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Chemical Name:
(+)-Brazilin
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Synonyms:
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)-;Brazilin;(6aS,11bR)-7,11b-Dihydrobenz[b]indeno[1,2-d]pyran-3,6a,9,10(6H)-tetrol;Brasilin;Braziletto;Hypernic Extract;Limawood Extract;Pernambuco Extract;Superbresiline;(+)-Brazilin;NSC 56652;(6AS,11bR)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,6a,9,10-tetrol;22562-62-5
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CAS No:
Description
Brazilin is a red dye precursor obtained from the heartwood of several species of tropical hardwoods. Brazilin inhibits the cells proliferation, promotes apoptosis, and induces autophagy through the AMPK/mTOR pathway. Brazilin shows chondroprotective and anti-inflammatory activities[1][2][3].
Brazilin is a organic heterotetracyclic compound that is a red pigment obtained from the wood of Caesalpinia echinata (Brazil-wood) or Caesalpinia sappan (sappan-wood). It has a role as a plant metabolite, a histological dye, an antineoplastic agent, a biological pigment, an anti-inflammatory agent, an apoptosis inducer, an antioxidant, an antibacterial agent, a NF-kappaB inhibitor and a hepatoprotective agent. It is an organic heterotetracyclic compound, a member of catechols and a tertiary alcohol.
Characteristics
90.15000
1.32
1.6±0.1 g/cm3
156-157 °C
555.8±50.0 °C at 760 mmHg
289.9±30.1 °C
1.774
3.44E-13mmHg at 25°C
(+)-Brazilin Use and Manufacturing
Chiefly as a dye.Has also been recommended as indicator in acid-base titrations; acids = yellow, alkalies = carmine-red.
Benz[b]indeno[1,2-d]pyran-3,6a,9,10(6H)-tetrol, 7,11b-dihydro-, (6aS,11bR)-: INACTIVE
Computed Properties
Molecular Weight:286.28
XLogP3:1.5
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:5
Exact Mass:286.08412354
Monoisotopic Mass:286.08412354
Topological Polar Surface Area:90.2
Heavy Atom Count:21
Complexity:416
Defined Atom Stereocenter Count:2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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