isoscopoletin

2H-1-benzopyran-2-one, 6-hydroxy-7-methoxy-

CAS: 776-86-3 C10 H8 O4 MW: 192.17056000

Identification

Nameisoscopoletin
IUPAC6-hydroxy-7-methoxychromen-2-one
CAS Number776-86-3
EINECS212-282-4
FDA UNIISearch
Molecular FormulaC10 H8 O4
Molecular Weight192.17056000
MDL NumberMFCD00016976
Nikkaji NumberJ12.486I
Beilstein157280

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Boiling Point 413.50 °C. @ 760.00 mm Hg (est)
Flash Point 342.00 °F. TCC ( 172.40 °C. ) (est)
logP (o/w) 0.830 (est)
Soluble in water, 8879 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorynatural substances and extractives
Recommendation for isoscopoletin usage levels up tonot for fragrance use.
Recommendation for isoscopoletin flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

coriander plant eggplant root

Synonyms

2H-1- benzopyran-2-one, 6-hydroxy-7-methoxy- 6- hydroxy-7-methoxy-2-benzopyrone 6- hydroxy-7-methoxychromen-2-one 7- methoxyesculetin PubMed: Polyphenols from the stems of Morus alba and their inhibitory activity against nitric oxide production by lipopolysaccharide-activated microglia. PubMed: Galanthamine, an anticholinesterase drug, effects plant growth and development in Artemisia tridentate Nutt. via modulation of auxin and neutrotransmitter signaling. PubMed: Compounds from Dryopteris fragrans (L.) Schott with cytotoxic activity. PubMed: Spectroscopic and biological activities studies of bivalent transition metal complexes of Schiff bases derived from condensation of 1,4-phenylenediamine and benzopyrone derivatives. PubMed: New limonoids and a dihydrobenzofuran norlignan from the roots of Toona sinensis. PubMed: [Phenolic compounds from Jatropha curcas]. PubMed: Phenols and flavonoids from the aerial part of Euphorbia hirta. PubMed: Machilusmarin, a new neuroprotective isocoumarin dimer from the stems of Machilus ichangensis Rehd. et Wils. PubMed: Inhibitory activity of coumarins from Artemisia capillaris against advanced glycation endproduct formation. PubMed: Cytotoxic fraction from Artemisia sacrorum Ledeb. against three human cancer cell lines and separation and identification of its compounds. PubMed: Anticancer activity of botanical compounds in ancient fermented beverages (review). PubMed: Constituents and secondary metabolite natural products in fresh and deteriorated cassava roots. PubMed: [Studies on the chemical constituents of Scyphiphora hydrophyllacea (II)]. PubMed: [Studies on chemical constituents from herbs of Viola yedoensis]. PubMed: [Studies on chemical constituents of Saussurea laniceps]. PubMed: [Study on chemical constituents in roots and rhizomes of Ligularia duciforms II]. PubMed: Development of a rapid and validated method for investigating the metabolism of scoparone in rat using ultra-performance liquid chromatography/electrospray ionization quadruple time-of-flight mass spectrometry. PubMed: Constituents, biological activities and quality control parameters of the crude extract and essential oil from Arracacia tolucensis var. multifida. PubMed: Lipoxygenase inhibitory constituents of the fruits of noni (Morinda citrifolia) collected in Tahiti. PubMed: [Studies on chemical constituents of Paederia scandense]. PubMed: Activity-guided isolation of scopoletin and isoscopoletin, the inhibitory active principles towards CCRF-CEM leukaemia cells and multi-drug resistant CEM/ADR5000 cells, from Artemisia argyi. PubMed: Production of three O-methhylated esculetins with Escherichia coli expressing O-methyltransferase from poplar. PubMed: Evaluation of antiviral activity of compounds isolated from Ranunculus sieboldii and Ranunculus sceleratus. PubMed: [Studies on the chemical constituents in herb of Ranunculus sceleratus]. PubMed: New chemical constituents of Euphorbia quinquecostata and absolute configuration assignment by a convenient Mosher ester procedure carried out in NMR tubes. PubMed: New coumarins from Pterocaulon polystachyum. PubMed: Oxidative hydrolysis of scoparone by cytochrome p450 CYP2C29 reveals a novel metabolite. PubMed: New stilbene carboxylic acid from Convolvulus hystrix. PubMed: Mono- and sesquiterpenes and antifungal constituents from Artemisia species. PubMed: Methyltransferase activity in Allanthm altissima cell suspension cultures. PubMed: Regioselective O-demethylation of scoparone (6,7-dimethoxycoumarin) to assess cytochrome P450 activities in vitro in rat. Effects of gonadal steroids and the involvement of constitutive P450 enzymes. PubMed: Differences in the effects of model inducers of cytochrome P450 on the biotransformation of scoparone in rat and hamster liver. PubMed: Scoparone O-demethylase assay is not useful to differentiate the effects of model inducers of cytochrome P-450 in rabbit and guinea pig liver. PubMed: Biotransformation of scoparone used to monitor changes in cytochrome P450 activities in primary hepatocyte cultures derived from rats, hamsters and monkeys. PubMed: The sensitizing capacity of coumarins (III). PubMed: Differentiation of cytochrome P-450 activities with scoparone as substrate. A rapid one-step HPLC-analysis. PubMed: Regioselective O-demethylation of scoparone: differentiation between rat liver cytochrome P-450 isozymes. PubMed: Induction of cytochrome P-450 isozymes in liver microsomes of rats treated with the cardiotonic agent sulmazole. PubMed: O-demethylation of scoparone and studies on the scoparone-induced spectral change of cytochrome P-450 in rat liver microsomes. PubMed: [6.7-Dihydroxycoumarin (Aesculetin) as a substrate for catechol-o-methyltransferase (author's transl)]. PubMed: Maturation of the adrenal medulla--IV. Effects of morphine.