esculetin
coumarin, 6,7-dihydroxy-
Identification
| Name | esculetin |
| IUPAC | 6,7-dihydroxychromen-2-one |
| CAS Number | 305-01-1 |
| EINECS | 206-161-5 |
| FDA UNII | SM2XD6V944 |
| Molecular Formula | C9 H6 O4 |
| Molecular Weight | 178.14362000 |
| MDL Number | MFCD00006874 |
| Nikkaji Number | J5.493C |
| Beilstein | 0152788 |
| XlogP3 | 1.20 (est) |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Melting Point | 276.00 °C. @ 760.00 mm Hg |
| Boiling Point | 469.70 °C. @ 760.00 mm Hg (est) |
| Flash Point | 395.00 °F. TCC ( 201.50 °C. ) (est) |
| logP (o/w) | 0.980 (est) |
| Soluble in | water, 7.213e+004 mg/L @ 25 °C (est) |
Cosmetic Information
| CosIng | cosmetic data |
| Cosmetic Uses | skin conditioning |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | intraperitoneal-mouse LD50 1500 mg/kg |
| 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 | cosmetic agents |
| Recommendation for esculetin usage levels up to | not for fragrance use. |
| Recommendation for esculetin flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
aesculetin
asculetine
2H-1-
benzopyran-2-one, 6,7-dihydroxy- (9CI)
cichorigenin
cichoriin aglucon
cichoriin aglycon
coumarin, 6,7-dihydroxy-
6,7-
dihydroxy-2-benzopyrone
6,7-
dihydroxy-2H-1-benzopyran-2-one
6,7-
dihydroxychromen-2-one
6,7-
dihydroxycoumarin
esculatin
esculetol
esculin aglucon
esculin aglycon
PubMed:
Esculetin inhibits the inflammatory response by inducing heme oxygenase-1 in cocultured macrophages and adipocytes.
PubMed:
Protective effect of esculin on streptozotocin-induced diabetic renal damage in mice.
PubMed:
Regulation of 3β-hydroxysteroid dehydrogenase and sulphotransferase 2A1 gene expression in primary porcine hepatocytes by selected sex-steroids and plant secondary metabolites from chicory (Cichorium intybus L.) and wormwood (Artemisia sp.).
PubMed:
Regulation of cytochrome P450 mRNA expression in primary porcine hepatocytes by selected secondary plant metabolites from chicory (Cichorium intybus L.).
PubMed:
Potent α-glucosidase and protein tyrosine phosphatase 1B inhibitors from Artemisia capillaris.
PubMed:
Inhibitory activity of coumarins from Artemisia capillaris against advanced glycation endproduct formation.
PubMed:
Changes in scopoletin concentration in cassava chips from four varieties during storage.
PubMed:
Inhibitory effect of esculetin on migration, invasion and matrix metalloproteinase-9 expression in TNF-α-induced vascular smooth muscle cells.
PubMed:
Extraction and identification of three major aldose reductase inhibitors from Artemisia montana.
PubMed:
Cassava: an appraisal of its phytochemistry and its biotechnological prospects.
PubMed:
Constituents and secondary metabolite natural products in fresh and deteriorated cassava roots.
PubMed:
Protective effect of esculetin against oxidative stress-induced cell damage via scavenging reactive oxygen species.
PubMed:
Protective effects of dietary chamomile tea on diabetic complications.
PubMed:
Antifungal and antibacterial activities of Mexican tarragon (Tagetes lucida).
PubMed:
Enhancement of growth and coumarin production in hairy root cultures of witloof chicory (Cichorium intybus L.cv. Lucknow local) under the influence of fungal elicitors.
PubMed:
Dietary antioxidant compounds and liver health.
PubMed:
Inhibition of P-glycoprotein transport function and reversion of MDR1 multidrug resistance by cnidiadin.
PubMed:
Disruption of putative regulatory loci in Listeria monocytogenes demonstrates a significant role for Fur and PerR in virulence.
PubMed:
Hibiscus protocatechuic acid or esculetin can inhibit oxidative LDL induced by either copper ion or nitric oxide donor.
PubMed:
Isolation of luteolin 7-O-rutinoside and esculetin with potential antioxidant activity from the aerial parts of Artemisia montana.
PubMed:
Putrescine Influences Growth and Production of Coumarins in Hairy Root Cultures of Witloof Chicory (Cichorium intybus L. cv. Lucknow Local).
PubMed:
Influence of Polyamines on Growth of Hairy Root Cultures of Witloof Chicory (Cichorium intybus L. cv. Lucknow Local) and Formation of Coumarins.
PubMed:
Enzymatic sulfation of glycosides and their corresponding aglycones by arylsulfate sulfotransferase from a human intestinal bacterium.
PubMed:
Petite colony formation by Listeria monocytogenes and Listeria species grown on esculin-containing agar.