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Merck
CN

84792

Scopoletin

purum, ≥98.0% (HPLC)

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:
92-61-5
Molecular Weight:
192.17
EC Number:
202-171-9
UNSPSC Code:
12352200
PubChem Substance ID:
24888268
Beilstein/REAXYS Number:
156296
MDL number:
MFCD00006872

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grade

purum

assay

≥98.0% (HPLC)

mp

203-205 °C (lit.), 204-207 °C

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

Gene Information

human ... ACHE(43)

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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.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Regulatory Information

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Jeong-Yeh Yang et al.
International journal of molecular medicine, 20(4), 527-531 (2007-09-06)
Hypertriglyceridemia is an independent risk factor of cardiovascular diseases. It is caused by the imbalance between hepatic triglyceride production and peripheral removal. Lipoprotein lipase (LPL) plays a central role in the removal of plasma triglyceride. During the screening of possible
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)
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
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