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(+)-Brazilin

(+)-Brazilin structure

(+)-Brazilin 

structure
  • CAS No:

    474-07-7

  • Formula:

    C16H14O5

  • Chemical Name:

    (+)-Brazilin

  • 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

  • Categories:

    Natural Products  >  Flavonoids

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.

(+)-Brazilin Basic Attributes

286.28

286.084137

207-477-6

FZ39SW1K10

29329990

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

Safety Information

24/25

Drug Information

brasilin

(+)-Brazilin Use and Manufacturing

Uses

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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