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Merck
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SMB00088

Oregonin

≥95% (LC/MS-ELSD)

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About This Item

Empirical Formula (Hill Notation):
C24H30O10
CAS Number:
55303-93-0
Molecular Weight:
478.49
NACRES:
NA.25
PubChem Substance ID:
329824766
UNSPSC Code:
12352205
MDL number:
MFCD24849303

Key Documents

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Product Name

Oregonin, ≥95% (LC/MS-ELSD)

InChI

1S/C24H30O10/c25-15(5-1-13-3-7-17(26)19(28)9-13)11-16(6-2-14-4-8-18(27)20(29)10-14)34-24-23(32)22(31)21(30)12-33-24/h3-4,7-10,16,21-24,26-32H,1-2,5-6,11-12H2/t16-,21+,22-,23+,24-/m0/s1

SMILES string

OC1=CC=C(CCC(C[C@H](CCC2=CC(O)=C(O)C=C2)O[C@H]3[C@H](O)[C@@H](O)[C@H](O)CO3)=O)C=C1O

InChI key

AQRNEKDRSXYJIN-IRFILORWSA-N

assay

≥95% (LC/MS-ELSD)

form

solid

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

−20°C

Related Categories

Biochem/physiol Actions

Oregonin is a diarylheptanoid with known antioxidant, anti-cancer, and anti-inflammatory properties.

General description

Natural product derived from plant source.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
122228354V
12222839V
122228-39V

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Sun Eun Choi et al.
Experimental dermatology, 19(8), e37-e43 (2009-10-24)
The diarylheptanoid, oregonin (ORE), which was isolated from the bark of Alnus japonica Steudel that grows natively in Korea, has been known to exert antioxidative, anti-inflammatory, anti-cancer and immune response inhibitory effects. The antioxidative effect of ORE was observed on
M W Lee et al.
Biological & pharmaceutical bulletin, 23(4), 517-518 (2000-04-28)
Two known diarylheptanoids, oregonin (1), (5S)-1,7-bis-(3,4-dihydroxyphenyl)-heptane-3-one-5-O-beta-D-xylopyranosi de and hirsutanonol (2), (5S)-1,7-bis-(3,4-dihydroxyphenyl)-5-hydroxyheptane-3-one isolated from the bark of Alnus hirsuta var. sibirica, showed significant inhibitory effects on 12-O-tetradecanoylphorbol-13-acetate (TPA)-induced cyclooxygenase-2 (COX-2) expression in immortalized human breast epithelial MCF10A cells.
Eun Joo Choi et al.
International immunopharmacology, 8(5), 748-755 (2008-04-05)
Antigen-presenting dendritic cells may play an important role in the pathogenesis of inflammatory skin diseases, including atopic dermatitis. Oregonin is demonstrated to have anti-inflammatory and anti-oxidant effects. The present study was designed to assess the effect of oregonin against stimulated
Seong-Soo Joo et al.
Archives of pharmacal research, 25(4), 493-499 (2002-09-07)
We investigated the antitumor activity of oregonin, a diarylheptanoid derivative purified from Alnus hirsuta Turcz, Betulaceae. Oregonin is a potential novel immunomodulator, which augments the activation of natural killer (NK) cells, and thereby leads to a powerful antitumor activity. To
Louis C Martineau et al.
Planta medica, 76(14), 1519-1524 (2010-03-20)
Among modern day metabolic diseases, obesity has reached epidemic proportions worldwide and novel therapeutic support strategies are urgently needed. Adipocytes are interesting targets in this context. Using ethnobotanical and bioassay screening techniques, we have identified two Boreal Forest plants used
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