fumarprotocetraric acid
((7-carboxy-4-formyl-3,8-dihydroxy-1,6-dimethyl-11-oxo-11H-dibenzo(b,E)(1,4)dioxepin-9-yl)methyl) hydrogen fumarate
Identification
| Name | fumarprotocetraric acid |
| CAS Number | 489-50-9 |
| EINECS | 207-698-8 |
| FDA UNII | 5VJ6J3A960 |
| Molecular Formula | C22 H16 O12 |
| Molecular Weight | 472.35992000 |
| MDL Number | MFCD00016760 |
| Nikkaji Number | J167.418H |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 805.71 °C. @ 760.00 mm Hg (est) |
| Flash Point | 541.00 °F. TCC ( 282.50 °C. ) (est) |
| logP (o/w) | 4.693 (est) |
| Soluble in | water, 0.2152 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | natural substances and extractives |
| Recommendation for fumarprotocetraric acid usage levels up to | not for fragrance use. |
| Recommendation for fumarprotocetraric acid flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
((7-
carboxy-4-formyl-3,8-dihydroxy-1,6-dimethyl-11-oxo-11H-dibenzo(b,E)(1,4)dioxepin-9-yl)methyl) hydrogen fumarate
4-(3-
carboxyprop-2-enoyloxymethyl)-10-formyl-3,9-dihydroxy-1,7-dimethyl-6-oxobenzo[b][1,4]benzodioxepine-2-carboxylic acid
PubMed:
Antitrypanosomal activity & docking studies of isolated constituents from the lichen Cetraria islandica: possibly multifunctional scaffolds.
PubMed:
Expectorant and antioxidant activities of purified fumarprotocetraric acid from Cladonia verticillaris lichen in mice.
PubMed:
Lichenic extracts and metabolites as UV filters.
PubMed:
Antimicrobial and antibiofilm activity of secondary metabolites of lichens against methicillin-resistant Staphylococcus aureus strains from cystic fibrosis patients.
PubMed:
Antibacterial activity of selected metabolites from Chilean lichen species against methicillin-resistant staphylococci.
PubMed:
Antioxidant and antimicrobial properties of some lichens and their constituents.
PubMed:
High acidity tolerance in lichens with fumarprotocetraric, perlatolic or thamnolic acids is correlated with low pKa1 values of these lichen substances.
PubMed:
Cladonia peziziformis (Lichenized Ascomycota, Cladoniaceae) New to Korea.
PubMed:
Susceptibility to acidic precipitation contributes to the decline of the terricolous lichens Cetraria aculeata and Cetraria islandica in central Europe.
PubMed:
Solubilization of poorly soluble lichen metabolites for biological testing on cell lines.
PubMed:
Cytotoxic activity of compounds from the lichen: Cladonia convoluta.
PubMed:
The antimicrobial activity of extracts of the lichen Cladonia foliacea and its (-)-usnic acid, atranorin, and fumarprotocetraric acid constituents.
PubMed:
An investigation of the allergenic constituents of Cladonia stellaris (Opiz) Pous & Vezda ('silver moss', 'reindeer moss' or 'reindeer lichen').
PubMed:
Contact allergy to atranorin in lichens and perfumes.