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O9265

Sigma-Aldrich

Osthole

Synonym(s):

7-Methoxy-8-(3-methyl-2-butenyl)coumarin, 7-Methoxy-8-isopentenylcoumarin, Osthol

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About This Item

Empirical Formula (Hill Notation):
C15H16O3
CAS Number:
484-12-8
Molecular Weight:
244.29
MDL number:
MFCD00076049
UNSPSC Code:
12352205
PubChem Substance ID:
329818938
NACRES:
NA.25

assay

≥95% (HPLC)

form

powder

color

white

solubility

methanol: soluble 10 mg/mL, clear, colorless

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

room temp

SMILES string

COc1ccc2C=CC(=O)Oc2c1C\C=C(\C)C

InChI

1S/C15H16O3/c1-10(2)4-7-12-13(17-3)8-5-11-6-9-14(16)18-15(11)12/h4-6,8-9H,7H2,1-3H3

InChI key

MBRLOUHOWLUMFF-UHFFFAOYSA-N

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Biochem/physiol Actions

Active constituent of Cnidium monnieri, a traditional Chinese medicine used for its anti-inflammatory, analgesic, and anti-lipedemic activities. Dramatically decreased lipid accumulation in a quail model. Its neuroprotective effect on MPP(+)-induced cytotoxicity in PC12 cells supports the use of osthole as a therapeutic agent for the treatment of neurodegenerative disorders. Suppression of fatty acid synthase expression in HER2-overexpressing breast cancer cells indicates osthole as a promising agent for chemotherapy.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Yue-fei Zhou et al.
The Journal of surgical research, 185(2), 805-814 (2013-08-01)
Osthole, the main bioactive compounds isolated from the traditional Chinese medical herb broad Cnidium monnieri (L.) cusson, has been shown to exert spectrum of pharmacologic activities. The aim of this study was to investigate the potential neuroprotective effects of osthole
Wonhyoung Park et al.
Nutrients, 11(11) (2019-11-17)
Breast cancer is the most commonly diagnosed cancer and the second leading cause of cancer death in women. Although, recently, the number of pathological studies of breast cancer have increased, it is necessary to identify a novel compound that targets
Ola D Alabi et al.
Life sciences, 102(2), 105-110 (2014-03-25)
Osthole, a coumarin derivative, has been used in Chinese medicine and studies have suggested a potential use in treatment of diabetes and cancers. Therefore, we investigated the effects of osthole and other coumarins on GLUT1 activity in two cell lines
Natalia K Kordulewska et al.
Nutrients, 13(1) (2021-01-06)
Lipopolysaccharydes (LPS) are responsible for the intestinal inflammatory reaction, as they may disrupt tight junctions and induce cytokines (CKs) secretion. Osthole has a wide spectrum of pharmacological effects, thus its anti-inflammatory potential in the LPS-treated Caco-2 cell line as well
Jian Zhou et al.
Zhongguo yi xue ke xue yuan xue bao. Acta Academiae Medicinae Sinicae, 35(5), 561-566 (2013-11-05)
To investigate the effect of osthole on bone metabolism in rat femoral tissues in vitro. The rat femoral tissues were isolated in vitro. The optimal concentrations of ostehole (1×10(-5) mol/L) and estradiol (1×10(-8) mol/L) (the positive control) were selected by

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Fatty Acid Synthesis in Cancer Cells

Fatty acid synthesis supports cancer cell proliferation, essential for membrane generation, protein modification, and bioenergetics.

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