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
EC Number:
202-171-9
UNSPSC Code:
12352103
MDL number:
Beilstein/REAXYS Number:
156296
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
SMILES string
COc1cc2C=CC(=O)Oc2cc1O
assay
95%
mp
203-205 °C (lit.)
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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.
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Gui-Ping Zhang et al.
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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
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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
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Anna Maria Ferrari et al.
European journal of medicinal chemistry, 42(7), 1028-1031 (2007-02-24)
Quantum-chemical descriptors related to proton dissociation constants of a set of coumarins hydroxylated in various positions have been computed and related to the experimental pK(a) values. An excellent correlation was found between the computed deprotonation energies of hydroxycoumarins in water
M Salomé Gachet et al.
Journal of natural products, 74(4), 559-566 (2011-03-29)
In a survey of plants from Ecuador with antiprotozoal activity, Cupania cinerea was found to show significant in vitro activity against the Plasmodium falciparum K1 strain and Trypanosoma brucei rhodesiense. Subsequently, activity-guided isolation of the n-hexane and dichloromethane extracts from
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