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Merck
CN

SMB00436

Pinoresinol diglucoside

≥98% (HPLC)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C32H42O16
CAS Number:
63902-38-5
Molecular Weight:
682.67
NACRES:
NA.25
PubChem Substance ID:
329825015
UNSPSC Code:
12352205
MDL number:
MFCD06656077

Key Documents

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InChI key

ZJSJQWDXAYNLNS-FUPWJLLWSA-N

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

assay

≥98% (HPLC)

form

powder

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

−20°C

Quality Level

200

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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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000482778
0000482778
0000472081
0000472081
0000470535

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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)
J Lukl et al.
Vnitrni lekarstvi, 38(1), 1-5 (1992-01-01)
In the course of nine years the authors investigated in 3570 patients hospitalized on account of acute coronary syndrome associations between unstable angina pectoris (UAP) and a acute myocardial infarction (NMI). A total of 1732 patients were admitted with UAP
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)
Yusha Chen et al.
Journal of ethnopharmacology, 272, 113920-113920 (2021-02-20)
Pinoresinol diglucoside (PDG), the active compound extracted from Eucommia ulmoides, Styrax sp. and Forsythia suspensa, plays the roles in regulating hypertension, inflammation and oxidative stress. Considering that hypertension and inflammation has been proved to contribute to cardiac remodeling, we tested
M Harada et al.
Hinyokika kiyo. Acta urologica Japonica, 38(2), 207-211 (1992-02-01)
A rare case of ureteral endometriosis is reported. A 46-year-old nulliparous woman was referred to our hospital because of right hydronephrosis which was detected by ultrasonography; Drip infusion pyelography showed right hydroureteronephrosis with the distal obstruction. MRI demonstrated right ovarian
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