lobaric acid
11H-dibenzo(b,e)(1,4)dioxepin-7-carboxylic acid, 8-hydroxy-3-methoxy-11-oxo-1-(1-oxopentyl)-6-pentyl-
Identification
| Name | lobaric acid |
| IUPAC | 3-hydroxy-9-methoxy-6-oxo-7-pentanoyl-1-pentylbenzo[b][1,4]benzodioxepine-2-carboxylic acid |
| CAS Number | 522-53-2 |
| FDA UNII | Search |
| Molecular Formula | C25 H28 O8 |
| Molecular Weight | 456.49176000 |
| MDL Number | MFCD00597234 |
| Nikkaji Number | J11.718H |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 667.90 °C. @ 760.00 mm Hg (est) |
| Flash Point | 438.00 °F. TCC ( 225.70 °C. ) (est) |
| logP (o/w) | 7.070 (est) |
| Soluble in | water, 0.007725 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 lobaric acid usage levels up to | not for fragrance use. |
| Recommendation for lobaric acid flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
11H-
dibenzo(b,e)(1,4)dioxepin-7-carboxylic acid, 8-hydroxy-3-methoxy-11-oxo-1-(1-oxopentyl)-6-pentyl-
8-
hydroxy-3-methoxy-11-oxo-1-(1-oxopentyl)-6-pentyl-11H-dibenzo(b,e)(1,4)dioxepin-7-carboxylic acid
8-
hydroxy-3-methoxy-11-oxo-1-pentanoyl-6-pentyl-11H-dibenzo[b,e][1,4]dioxepine-7-carboxylic acid
3-
hydroxy-9-methoxy-6-oxo-7-pentanoyl-1-pentylbenzo[b][1,4]benzodioxepine-2-carboxylic acid
usnetic acid
PubMed:
UV-protectant metabolites from lichens and their symbiotic partners.
PubMed:
Sekikaic acid and lobaric acid target a dynamic interface of the coactivator CBP/p300.
PubMed:
Lobarin from the Sumatran lichen, Stereocaulon halei.
PubMed:
Cytotoxic activity and antioxidant capacity of purified lichen metabolites: an in vitro study.
PubMed:
Antioxidant activity of some lichen metabolites.
PubMed:
Antimitotic activity of lobaric acid and a new benzofuran, sakisacaulon A from Stereocaulon sasakii.
PubMed:
Protein tyrosine phosphatase 1B inhibitory effects of depsidone and pseudodepsidone metabolites from the Antarctic lichen Stereocaulon alpinum.
PubMed:
Eubacterium rangiferina, a novel usnic acid-resistant bacterium from the reindeer rumen.
PubMed:
Spectroscopic and photochemical properties of the lichen compound lobaric acid.
PubMed:
Anti-proliferative lichen compounds with inhibitory activity on 12(S)-HETE production in human platelets.
PubMed:
Anti-proliferative effects of lichen-derived lipoxygenase inhibitors on twelve human cancer cell lines of different tissue origin in vitro.
PubMed:
Antimycobacterial activity of lichen metabolites in vitro.
PubMed:
Anti-proliferative effects of lichen-derived inhibitors of 5-lipoxygenase on malignant cell-lines and mitogen-stimulated lymphocytes.
PubMed:
Effect of lobaric acid on cysteinyl-leukotriene formation and contractile activity of guinea pig taenia coli.
PubMed:
Inhibitory effects of the lichen metabolite lobaric acid on arachidonate metabolism in vitro.