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SMB00088

Sigma-Aldrich

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
MDL number:
MFCD24849303
UNSPSC Code:
12352205
PubChem Substance ID:
329824766
NACRES:
NA.25

Assay

≥95% (LC/MS-ELSD)

form

solid

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

−20°C

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

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

InChI key

AQRNEKDRSXYJIN-IRFILORWSA-N

General description

Natural product derived from plant source.

Biochem/physiol Actions

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

Storage Class Code

11 - Combustible Solids

WGK

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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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
Seong-Soo Joo et al.
Archives of pharmacal research, 25(4), 457-462 (2002-09-07)
Oregonin, a diarylheptanoid derivative from Alnus hirsuta Turcz, Betulaceae, was evaluated for its antitumor activity. Oregonin, known to have an antitumor function, and is a novel immunomodulator, which may augment macrophage activity. MTT assays and NO production tests were performed
Jong-Min Han et al.
Journal of agricultural and food chemistry, 55(23), 9457-9464 (2007-10-13)
Atherosclerosis is a chronic inflammatory disease that is characterized by infiltration of mononuclear lymphocytes into the intima through the expression of adhesion molecules on the arterial wall. In the present study, we report the inhibitory effects of two diarylheptanoids, 5-O-methylhirsutanonol
K K Lee et al.
Journal of natural products, 61(11), 1407-1409 (1998-12-03)
Bioassay-guided fractionation of the CH2Cl2-MeOH extract of Pinus flexilis using an assay for protein kinase C (PKC) inhibitory activity led to the isolation of the two new bioactive diarylheptanoids (3R)-1,7-bis(3, 4-dihydroxyphenyl)-3-(beta-D-glucopyranosyl)heptan-3-ol (1) and its aglycon (3R)-1,7-bis(3,4-dihydroxyphenyl)heptan-3-ol (2), together with the
Ching-Hua Kuo et al.
Journal of pharmaceutical and biomedical analysis, 47(1), 195-200 (2008-02-05)
Oregonin, existing primarily in the Alnus plants, displayed anti-inflammatory and antioxidative activities. The capillary zone electrophoresis (CZE) method was developed in this study to quantitatively determine oregonin content in the Alnus plants for the first time. Various parameters, including buffer
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