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MilliporeSigma

SMB00436

Sigma-Aldrich

Pinoresinol diglucoside

≥98% (HPLC)

Sinónimos:

(+)-Pinoresinol 4,4′-O-bisglucopyranoside, Pinoresinol di-β-D-glucoside

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About This Item

Fórmula empírica (notación de Hill):
C32H42O16
Número de CAS:
Peso molecular:
682.67
MDL number:
UNSPSC Code:
12352205
PubChem Substance ID:
NACRES:
NA.25

Quality Level

assay

≥98% (HPLC)

form

powder

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

−20°C

SMILES string

O[C@H]1[C@H](O)[C@@H](CO)O[C@@H](OC2=CC=C([C@H]3OC[C@@]4([H])[C@]3([H])CO[C@@H]4C5=CC=C(O[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O)C(OC)=C5)C=C2OC)[C@@H]1O

InChI

1S/C32H42O16/c1-41-19-7-13(3-5-17(19)45-31-27(39)25(37)23(35)21(9-33)47-31)29-15-11-44-30(16(15)12-43-29)14-4-6-18(20(8-14)42-2)46-32-28(40)26(38)24(36)22(10-34)48-32/h3-8,15-16,21-40H,9-12H2,1-2H3/t15-,16-,21+,22+,23+,24+,25-,26-,27+,28+,29+,30+,31+,32+/m0/s1

InChI key

ZJSJQWDXAYNLNS-FUPWJLLWSA-N

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General description

Pinoresinol diglucoside (PDG) is an important lignan found in the bark of the traditional Chinese medicinal plant Eucommia ulmoides, also known as Tu-Chung. It is also associated with other plants such as Forsythia suspensa and Styrax spp. In plants, PDG is produced through the phenylpropanoid pathway.
Pinoresinol diglucoside is an important lignan found in the bark of the Eucommia ulmoides, which is known in traditional Chinese medicine as du zhong. In plants, pinoresinol diglucoside is produced through the phenylpropanoid pathway.

Biochem/physiol Actions

Pinoresinol diglucoside has antihypertensive properties. It serves as a α-glucosidase inhibitor. α-Glucosidase catalyzes the conversion of carbohydrates to glucose in the small intestine. Hence, pinoresinol diglucoside might be useful as an antidiabetic agent.
Pinoresinol diglucoside is a potent antihypertensive, anti-inflammatory and antioxidant agent. It also exerts tumor-suppressive and anti-osteoporotic properties. PDG serves as an α-glucosidase inhibitor that catalyzes the conversion of carbohydrates to glucose in the small intestine. Hence, it may serve as an antidiabetic agent in the management of diabetes. It displays neuroprotective properties by alleviating ischemic stroke-related brain injury in mice model.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Pinoresinol diglucoside is screened as a putative ?-glucosidase inhibiting compound in Actinidia arguta leaves
Kwon D, et al.
Journal of the Korean Society for Applied Biological Chemistry, 57(4) (2014)
Bioconversion of pinoresinol diglucoside and pinoresinol from substrates in the phenylpropanoid pathway by resting cells of Phomopsis sp. XP-8
Zhang Y, et al.
PLoS ONE, 10(9), e0137066-e0137066 (2015)
Structure identification and fermentation characteristics of pinoresinol diglucoside produced by Phomopsis sp. isolated from Eucommia ulmoides Oliv
Shi J , et al.
Applied Microbiology and Biotechnology, 93(4) (2012)
Zhenhong Gao et al.
Journal of microbiology and biotechnology, 27(8), 1428-1440 (2017-06-18)
Phomopsis sp. XP-8 (an endophytic fungus) was previously found to produce pinoresinol diglucoside (PDG), a major antihypertensive compound of Tu-Chung (the bark of Eucommia ulmoides Oliv.), which is widely used in Chinese traditional medicines. In the present study, two bioconversion
M Harada et al.
Hinyokika kiyo. Acta urologica Japonica, 38(2), 207-211 (1992-02-01)
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