246581
Scopoletin
95%
Synonym(s):
6-Methoxyumbelliferone, 6-Methylesculetin, 7-Hydroxy-6-methoxy-2H-1-benzopyran-2-one, 7-Hydroxy-6-methoxycoumarin, Buxuletin, Chrysatropic acid, Escopoletin, Esculetin-6-methyl ether, Gelseminic acid, Murrayetin
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About This Item
Empirical Formula (Hill Notation):
C10H8O4
CAS Number:
Molecular Weight:
192.17
Beilstein/REAXYS Number:
156296
EC Number:
MDL number:
UNSPSC Code:
12352103
assay
95%
mp
203-205 °C (lit.)
SMILES string
COc1cc2C=CC(=O)Oc2cc1O
InChI
1S/C10H8O4/c1-13-9-4-6-2-3-10(12)14-8(6)5-7(9)11/h2-5,11H,1H3
InChI key
RODXRVNMMDRFIK-UHFFFAOYSA-N
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Biochem/physiol Actions
Scopoletin significantly increases activity of lipoprotein lipase in adipocytes by promoting transcription of the LPL gene. It also partially reverses inhibition of LPL by TNF-α.[1]
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Gui-Ping Zhang et al.
Journal of natural products, 72(7), 1265-1268 (2009-07-04)
Six new prenylated isoflavanones named sophoronols A-F (1-6), together with eight phenolic constituents, were isolated from the roots of Sophora mollis. Their structures and stereochemistry were established by 1D and 2D NMR techniques, especially HMBC and NOESY as well as
Soyoung Kim et al.
Journal of natural products, 69(12), 1769-1775 (2006-12-28)
Two new cyclopenta[b]benzofurans, aglaroxin A 1-O-acetate (2) and 3'-methoxyaglaroxin A 1-O-acetate (3), a new benzo[b]oxepine, 19,20-dehydroedulisone A (4), and five new cyclopenta[bc]benzopyrans, edulirin A (5), edulirin A 10-O-acetate (6), 19,20-dehydroedulirin A (7), isoedulirin A (8), and edulirin B (9), were
Jih-Jung Chen et al.
Journal of natural products, 71(2), 212-217 (2008-01-24)
Eight new compounds, including four new neolignans, (7' S,8' S)-bilagrewin ( 1), (7' S,8' S)-5-demethoxybilagrewin ( 2), (7' S,8' S)-5- O-demethyl-4'- O-methylbilagrewin ( 3), and (7' S,8' S)-nocomtal ( 4), a new coumarinolignan, (7' S,8' S)-4'- O-methylcleomiscosin D ( 5)
Lipoxygenase inhibitory constituents of the fruits of noni (Morinda citrifolia) collected in Tahiti.
Shixin Deng et al.
Journal of natural products, 70(5), 859-862 (2007-03-24)
A phytochemical study of the fruits of noni (Morinda citrifolia) collected in Tahiti led to the isolation of two new lignans, (+)-3,4,3',4'-tetrahydroxy-9,7'alpha-epoxylignano-7 alpha,9'-lactone (1) and (+)-3,3'-bisdemethyltanegool (2), as well as seven known compounds, (-)-pinoresinol (3), (-)-3,3'-bisdemethylpinoresinol (4), quercetin (5), kaempferol
Maria E Riveiro et al.
Bioorganic & medicinal chemistry, 16(5), 2665-2675 (2007-12-07)
In the present study, we sought to establish the effect of diverse structural-related hydroxycoumarins on the proliferation, cytotoxicity, and induction of apoptosis in promonocytic leukemic cells (U-937). The dihydroxylated coumarins, 7,8-dihydroxy-coumarin and esculetin, induced DNA fragmentation as well as characteristic
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