Ethyl orsellinate

Names

[ Name ]:
Ethyl orsellinate

[Synonym ]:
Orsellinsaeureethylester
Ethyl 2,4-dihydroxy-6-methylbenzoate
Ethyl orsellinate
2,4-Dihydroxy-6-methylbenzoic Acid Ethyl Ester
4-Ethoxycarbonyl-5-methylresorcinol
2-Ethoxycarbonyl-3,5-dihydroxytoluene
o-Orsellinic acid,ethyl ester
2,4,6-TRINITROBENZENE SULFONIC ACID
4-Carbethoxy-5-methylresorcinol
MFCD00010821
orsellinic acid ethyl ester
ethyl dihydro-orsellinate
2-Carbethoxy-3,5-dihydroxytoluene
ethyl orcellinate
Benzoic acid, 2,4-dihydroxy-6-methyl-, ethyl ester
ethyl 2,4-dihydroxy-6-methyl-benzoate

Biological Activity

[Description]:

Ethyl orsellinate is a lichen metabolite and a derivative of lecanoric acid with antiproliferative and antitumour activities[1]. Ethyl Orsellinate is against A. salina for the cytotoxic activity with an LC50 of 495 μM[2].

[Related Catalog]:

Research Areas >> Cancer

Research Areas >> Infection

Signaling Pathways >> Anti-infection >> Bacterial

[In Vitro]

Ethyl Orsellinate (0-50 μg/ml; 48 hours) inhibits Hep-2 cells, MCF-7 breast cancer cells, and 786-0 kidney carcinoma cells, as well as B16-F10 murine melanoma and non-cancerous Vero cells (IC50s=31.2, 70.3, 47.5, 64.8, and 28.1 µg/ml, respectively)[2].

[References]

[1]. Bogo D, et al. In vitro antitumour activity of orsellinates. Z Naturforsch C. 2010 Jan-Feb;65(1-2):43-8.

[2]. Gomes AT, et al. Cytotoxic activity of orsellinates. Z Naturforsch C. 2006 Sep-Oct;61(9-10):653-7.

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
349.5±22.0 °C at 760 mmHg

[ Melting Point ]:
129-132 °C(lit.)

[ Molecular Formula ]:
C₁₀H₁₂O₄

[ Molecular Weight ]:
196.200

[ Flash Point ]:
138.6±15.8 °C

[ Exact Mass ]:
196.073563

[ PSA ]:
66.76000

[ LogP ]:
2.91

[ Vapour Pressure ]:
0.0±0.8 mmHg at 25°C

[ Index of Refraction ]:
1.567

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

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

[ Hazard Codes ]:
Xi: Irritant;

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S26-S37/39

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ HS Code ]:
2918199090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2918199090

[ Summary ]:
2918199090 other carboxylic acids with alcohol function but without other oxygen function, their anhydrides, halides, peroxides, peroxyacids and their derivatives。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:6.5%。General tariff:30.0%

Articles

In vitro evaluation of the antimicrobial activity of lichen metabolites as potential preservatives.

Antimicrob. Agents Chemother. 28(2) , 289-92, (1985)

Antimicrobial screening of several lichen species and subsequent isolation and structure elucidation of active compounds revealed that the hydrolysis products of certain lichen metabolites, i.e., deps...

Antibacterial activity of orsellinates. Gomes AT, et al.

Braz. J. Microbiol. 34(3) , 194-6, (2003)