Aurin

Names

[ CAS No. ]:
603-45-2

[ Name ]:
Aurin

[Synonym ]:
4-(p,p'-Dihydroxybenzhydrylidene)-2,5-cyclohexadien-1-one
Aurin No. 555
MFCD00001624
2,5-Cyclohexadien-1-one, 4-[bis(4-hydroxyphenyl)methylene]-
EINECS 210-041-8
4-[bis(4-hydroxyphenyl)methylene]cyclohexa-2,5-dien-1-one
Aurin
4-<bis(4-hydroxyphenyl)methylene>-2,5-cyclohexadienone
2,5-Cyclohexadien-1-one, 4-(bis(4-hydroxyphenyl)methylene)-
rosolic acid
4-[Bis(4-hydroxyphenyl)methylene]-2,5-cyclohexadien-1-one
Corallin Spirit Soluble
4,4'-Dihydroxyfuchsone
4-(Bis(p-hydroxyphenyl)methylene)cyclohexa-2,5-dien-1-one
4-[bis(4-hydroxyphenyl)methylidene]cyclohexa-2,5-dien-1-one
Aurine
Corallin
p-Rosolic acid
Spirit Aurine
4-[bis-(4-hydroxyphenyl)methylene]-cyclohexa-2,5-dienone
Rosalic Acid
CI 43800
Pararosolic Acid

Biological Activity

[Description]:

Rosolic Acid is an activator of Nrf2, as well as its downstream targets. Rosolic Acid increases the levels of angiogenic factors, decreases inflammation (TNF-α and IL-1β) and apoptotic markers (CXCL10 and CCL2). Rosolic Acid restores the function of pancreatic cells and protects endothelial cells (ECs) from endoplasmic reticulum stressed[1].

[Related Catalog]:

Signaling Pathways >> NF-κB >> Keap1-Nrf2

Research Areas >> Metabolic Disease

[References]

[1]. Amin KN, et al. Effect of Rosolic acid on endothelial dysfunction under ER stress in pancreatic microenvironment. Free Radic Res. 2021 Jun;55(6):698-713.

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
543.0±50.0 °C at 760 mmHg

[ Melting Point ]:
ca. 308ºC (decomposes)

[ Molecular Formula ]:
C₁₉H₁₄O₃

[ Molecular Weight ]:
290.31

[ Flash Point ]:
296.2±26.6 °C

[ Exact Mass ]:
290.094299

[ PSA ]:
57.53000

[ LogP ]:
3.15

[ Vapour Pressure ]:
0.0±1.5 mmHg at 25°C

[ Index of Refraction ]:
1.691

[ Storage condition ]:
Store at room temperature.

[ Water Solubility ]:
Solubility Practically insoluble in water, benzene; freely soluble in ethanol

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S26-S36

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ HS Code ]:
2914501900

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2914501900

[ Summary ]:
2914501900 other ketone-phenols。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:5.5%。General tariff:30.0%

Articles

Ligand polarizability contributes to tau fibril binding affinity.

Bioorg. Med. Chem. 19 , 5147-54, (2011)

Whole brain imaging of tau-bearing neurofibrillary lesions has the potential to improve the premortem diagnosis and staging of Alzheimer's disease. Diverse compounds with high affinity for tau aggrega...

Screening of natural and synthetic drugs against Trypanosoma cruzi. 1. Establishing a structure/activity relationship.

Microbios 78(315) , 83-90, (1994)

The activity of 45 compounds against bloodstream forms of Trypanosoma cruzi was investigated. The aim was to consider new agents which might subsequently be assayed for chemoprophylaxis in donated blo...

Crystal structure analysis of oxidized Pseudomonas aeruginosa azurin at pH 5.5 and pH 9.0. A pH-induced conformational transition involves a peptide bond flip.

J. Mol. Biol. 221(3) , 765-72, (1991)

The X-ray crystal structure of recombinant wild-type azurin from Pseudomonas aeruginosa was determined by difference Fourier techniques using phases derived from the structure of the mutant His35Leu. ...