(+)-brazilin

Modify Date: 2025-08-22 16:47:26

(+)-brazilin Structure
(+)-brazilin structure
Common Name (+)-brazilin
CAS Number 474-07-7 Molecular Weight 286.279
Density 1.6±0.1 g/cm3 Boiling Point 555.8±50.0 °C at 760 mmHg
Molecular Formula C16H14O5 Melting Point 156-157ºC
MSDS N/A Flash Point 289.9±30.1 °C

 Use of (+)-brazilin


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].

 Names

Name brazilin
Synonym More Synonyms

 Chemical & Physical Properties

Density 1.6±0.1 g/cm3
Boiling Point 555.8±50.0 °C at 760 mmHg
Melting Point 156-157ºC
Molecular Formula C16H14O5
Molecular Weight 286.279
Flash Point 289.9±30.1 °C
Exact Mass 286.084137
PSA 90.15000
LogP 1.32
Vapour Pressure 0.0±1.6 mmHg at 25°C
Index of Refraction 1.774
InChIKey UWHUTZOCTZJUKC-JKSUJKDBSA-N
SMILES Oc1ccc2c(c1)OCC1(O)Cc3cc(O)c(O)cc3C21

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
DE3124000
CHEMICAL NAME :
Benz(b)indeno(1,2-d)pyran-3,6a,9,10(6H)-tetrol, 7,11b-dihydro-
CAS REGISTRY NUMBER :
474-07-7
LAST UPDATED :
199701
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C16-H14-O5
MOLECULAR WEIGHT :
286.30

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1500 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
85GDA2 "CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980- Volume(issue)/page/year: 8(1),252,1982

 Safety Information

Hazard Codes Xi
Safety Phrases 24/25

 Synthetic Route

 (+)-brazilinBioassay

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Name: Cytotoxicity against rat PC12 cells assessed as survival rate at 50 to 100 uM incubat...
Source: ChEMBL
Target: PC-12
External Id: CHEMBL5518532
Name: Antiinflammatory activity in human neutrophils assessed as inhibition of fMLP/cytocha...
Source: ChEMBL
Target: NON-PROTEIN TARGET
External Id: CHEMBL1064992
Name: Cytotoxicity against rat PC12 cells assessed as survival rate at 100 uM incubated for...
Source: ChEMBL
Target: PC-12
External Id: CHEMBL5518531
Name: ERK5 transcriptional activity HTS
Source: 24565
Target: N/A
External Id: ERK5 transcriptional activity-HTS
Name: Cytotoxicity against rat PC12 cells assessed as survival rate at 50 uM incubated for ...
Source: ChEMBL
Target: PC-12
External Id: CHEMBL5518530
Name: Antiinflammatory activity in human neutrophils assessed as inhibition of fMLP/cytocha...
Source: ChEMBL
Target: NON-PROTEIN TARGET
External Id: CHEMBL1064990
Name: Cytotoxicity against rat PC12 cells assessed as survival rate at 25 uM incubated for ...
Source: ChEMBL
Target: PC-12
External Id: CHEMBL5518529
Name: HIV Enzyme Data
Source: NIAID
Target: N/A
External Id: HIV Enzyme Data
Name: Inhibition of sodium fluorescein uptake in OATP1B3-transfected CHO cells at an equimo...
Source: ChEMBL
Target: Solute carrier organic anion transporter family member 1B3
External Id: CHEMBL3039491
Name: HIV Cellular Data
Source: NIAID
Target: N/A
External Id: HIV Cellular Data
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 Synonyms

(6aS-cis)-7,11b-Dihydrobenz[b]indeno[1,2-d]pyran-3,6a,9,10(6H)-tetrol
superbresiline
pernambucoextract
(+)-brazilin
(6aS,11bR)-7,11b-Dihydroindeno[2,1-c]chromene-3,6a,9,10(6H)-tetrol
braziletto
C.I. Natural Red 24
hypernicextract
limawoodextract
BRAZILIN
brasilin
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