SMB00088
Oregonin
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About This Item
Empirical Formula (Hill Notation):
C24H30O10
CAS Number:
Molecular Weight:
478.49
NACRES:
NA.25
PubChem Substance ID:
UNSPSC Code:
12352205
MDL number:
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
form
solid
application(s)
metabolomics
vitamins, nutraceuticals, and natural products
Related Categories
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
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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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
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
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
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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