flavoglaucin
benzaldehyde, 2-heptyl-3,6-dihydroxy-5-(3-methyl-2-butenyl)-
Identification
| Name | flavoglaucin |
| IUPAC | 2-heptyl-3,6-dihydroxy-5-(3-methylbut-2-enyl)benzaldehyde |
| CAS Number | 523-73-9 |
| FDA UNII | Search |
| Molecular Formula | C19 H28 O3 |
| Molecular Weight | 304.42976000 |
| Nikkaji Number | J11.709I |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 433.70 °C. @ 760.00 mm Hg (est) |
| Flash Point | 446.00 °F. TCC ( 230.20 °C. ) (est) |
| logP (o/w) | 6.860 (est) |
| Soluble in | water, 0.02219 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 flavoglaucin usage levels up to | not for fragrance use. |
| Recommendation for flavoglaucin flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
benzaldehyde, 2-heptyl-3,6-dihydroxy-5-(3-methyl-2-butenyl)-
6-
heptyl-3-(3-methyl-2-butenyl)gentisaldehyde
2-
heptyl-3,6-dihydroxy-5-(3-methyl-2-butenyl) benzaldehyde
2-
heptyl-3,6-dihydroxy-5-(3-methyl-2-butenyl)benzaldehyde
2-
heptyl-3,6-dihydroxy-5-(3-methylbut-2-enyl)benzaldehyde
PubMed:
PTP1B inhibitory secondary metabolites from marine-derived fungal strains Penicillium spp. and Eurotium sp.
PubMed:
Benzyl derivatives with in vitro binding affinity for human opioid and cannabinoid receptors from the fungus Eurotium repens.
PubMed:
Evaluation of flavoglaucin, its derivatives and pyranonigrins produced by molds used in fermented foods for inhibiting tumor promotion.
PubMed:
Antioxidants produced by Eurotium herbariorum of filamentous fungi used for the manufacture of karebushi, dried bonito (Katsuobushi).
PubMed:
Secondary metabolites from Eurotium species, Aspergillus calidoustus and A. insuetus common in Canadian homes with a review of their chemistry and biological activities.
PubMed:
A new radical scavenging anthracene glycoside, asperflavin ribofuranoside, and polyketides from a marine isolate of the fungus microsporum.
PubMed:
Effect of weak acid preservatives on growth of bakery product spoilage fungi at different water activities and pH values.
PubMed:
Modifying effects of fungal and herb metabolites on azoxymethane-induced intestinal carcinogenesis in rats.
PubMed:
Toxicity of flavoglaucin from Aspergillus chevalieri in rabbits.
PubMed:
The uncoupling effect of flavoglaucin, a quinol pigment from Aspergillus chevalieri (Mangin), on mitochondrial respiration.
PubMed:
Eurotium (Aspergillus) repens metabolites and their biological activity.
PubMed:
[Synthetic studies on echinulin and related natural products. IV. Isolation, structure and synthesis of flavoglaucin-auroglaucin type natural products isolated from Aspergillus amstelodami (author's transl)].
PubMed:
Structure of flavoglaucin and auroglaucin.