Proanthocyanidins - 95%, high purity , CAS No.20347-71-1

  • ≥95%
Item Number
P413229
Grouped product items
SKUSizeAvailabilityPrice Qty
P413229-1g
1g
In stock
$18.90
P413229-5g
5g
In stock
$55.90
P413229-25g
25g
In stock
$178.90
P413229-100g
100g
In stock
$534.90

Basic Description

SynonymsDTXSID90858698 | Procyanidins | CCG-270178 | A908663 | BCP25503 | CHEBI:166895 | 2H-1-Benzopyran-3,4,5,7-tetrol, 2-(3,4-dihydroxyphenyl)-2-[[2-(3,4-dihydroxyphenyl)-3,4-dihydro-5,7-dihydroxy-2H-1-benzopyran-3-yl]oxy]-3,4-dihydro- | 2-(3,4-dihydroxyphenyl)
Specifications & Purity≥95%
Biochemical and Physiological MechanismsProanthocyanidins (PAs), also known as condensed tannins, are a class of polyphenols found in a variety of plants. They are very Solidful antioxidants that remove harmful free oxygen radicals from cells.
Storage TempStore at -20°C
Shipped InIce chest + Ice pads
Product Description

Information

Proanthocyanidins (PAs), also known as condensed tannins, are a class of polyphenols found in a variety of plants. They are very Solidful antioxidants that remove harmful free oxygen radicals from cells.


In vitro

Proanthocyanidins have also been shown to inhibit lipid peroxidation, platelet aggregation, capillary permeability and fragility. They have been shown to modulate the activity of regulatory enzymes including cyclooxygenase, lipooxygenase, protein kinase C, angiotensin-converting enzyme, hyaluronidase enzyme and cytochrome P450 activities.


In vivo

Proanthocyanidins have been shown to play important roles in several biological processes resulting in health benefits. For instance, proanthocyanidins have been reported to have antioxidant, anti-inflammatory, antimicrobial, antiproliferative, cardioprotective, hypolipidemic and antidiabetic activities. Proanthocyanidins induce a strong hypotriglyceridemic effect in experimental animals, in part by inhibiting VLDL secretion by the liver. Animal studies demonstrate that proanthocyanidins reduce the plasma levels of atherogenic apolipoprotein B-triglyceride-rich lipoproteins and LDL-cholesterol but increase antiatherogenic HDL-cholesterol. Proanthocyanidins are thought to be poorly absorbable and highly metabolized by gut microflora before absorption. They affects lipid metabolism and has important positive consequences on cardiovascular diseases.

Names and Identifiers

IUPAC Name 2-(3,4-dihydroxyphenyl)-2-[[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl]oxy]-3,4-dihydrochromene-3,4,5,7-tetrol
INCHI InChI=1S/C30H26O13/c31-14-7-19(35)16-11-25(28(41-23(16)9-14)12-1-3-17(33)20(36)5-12)43-30(13-2-4-18(34)21(37)6-13)29(40)27(39)26-22(38)8-15(32)10-24(26)42-30/h1-10,25,27-29,31-40H,11H2
InChi Key HGVVOUNEGQIPMS-UHFFFAOYSA-N
Canonical SMILES C1C(C(OC2=CC(=CC(=C21)O)O)C3=CC(=C(C=C3)O)O)OC4(C(C(C5=C(C=C(C=C5O4)O)O)O)O)C6=CC(=C(C=C6)O)O
Isomeric SMILES C1C(C(OC2=CC(=CC(=C21)O)O)C3=CC(=C(C=C3)O)O)OC4(C(C(C5=C(C=C(C=C5O4)O)O)O)O)C6=CC(=C(C=C6)O)O
Alternate CAS 4852-22-6
PubChem CID 107876
Molecular Weight 594.52

Certificates

Certificate of Analysis(COA)

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11 results found

Lot NumberCertificate TypeDateItem
E2417071Certificate of AnalysisNov 15, 2022 P413229
G2321155Certificate of AnalysisNov 15, 2022 P413229
G2412023Certificate of AnalysisNov 15, 2022 P413229
H2331034Certificate of AnalysisNov 15, 2022 P413229
K2310016Certificate of AnalysisNov 15, 2022 P413229
K2429115Certificate of AnalysisNov 15, 2022 P413229
L2202281Certificate of AnalysisNov 15, 2022 P413229
L2202331Certificate of AnalysisNov 15, 2022 P413229
L2202333Certificate of AnalysisNov 15, 2022 P413229
L2202425Certificate of AnalysisNov 15, 2022 P413229
L2304033Certificate of AnalysisNov 15, 2022 P413229

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Chemical and Physical Properties

SolubilitySolubility (25°C) In vitro DMSO: 100 mg/mL (168.2 mM); Ethanol: 100 mg/mL (168.2 mM); Water: Insoluble;
DMSO(mg / mL) Max Solubility100
DMSO(mM) Max Solubility168.20292
Water(mg / mL) Max Solubility<1

Safety and Hazards(GHS)

Signal Warning
Hazard Statements

H315:Causes skin irritation

H319:Causes serious eye irritation

H335:May cause respiratory irritation

H302:Harmful if swallowed

Precautionary Statements

P261:Avoid breathing dust/fume/gas/mist/vapors/spray.

P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing.

Related Documents

Citations of This Product

1. Yao Shi, Haojie Zhang, Shuang Li, Danqing Xin, Shiyang Li, Bing Yan, Shuanglian Wang, Chuanyong Liu.  (2023)  Procyanidin improves experimental colitis by regulating macrophage polarization.  BIOMEDICINE & PHARMACOTHERAPY,  165  (115076).  [PMID:37478578]
2. Xintao Gao, Yulan Yin, Shuai Liu, Kehong Dong, Jing Wang, Chuanlong Guo.  (2023)  Fucoidan-proanthocyanidins nanoparticles protect against cisplatin-induced acute kidney injury by activating mitophagy and inhibiting mtDNA-cGAS/STING signaling pathway.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,  245  (125541).  [PMID:37355076]
3. Lin Yamei, Zhi Hongxin, Liu Shengkai, Chen Boyu, Fu Yujie, Liu Zhiguo.  (2023)  Green synthesis, characterization and application on the proanthocyanidins-functionalized Fe3O4 @ Ag nanoparticles.  CHEMICAL PAPERS,  77  (4): (2115-2124).  [PMID:]
4. Yao Fan, Siying Che, Lei Zhang, Chunsong Zhou, Haiyan Fu, Yuanbin She.  (2022)  Dual channel sensor array based on ZnCdSe QDs – KMnO4: An effective tool for analysis of catechins and green teas.  FOOD RESEARCH INTERNATIONAL,  160  (111734).  [PMID:36076421]
5. Chao Song, Chao Gao, Zhenxin Wang.  (2022)  Grape-Seed-Derived Procyanidin Attenuates Chemotherapy-Induced Cognitive Impairment by Suppressing MMP-9 Activity and Related Blood–Brain-Barrier Damage.  Brain Sciences,  12  (5): (571).  [PMID:35624958]
6. Jia Gao, Li Chen, Yongsheng Yan, Jian Lu, Wendong Xing, Jiangdong Dai, Minjia Meng, Yilin Wu.  (2021)  Dot-matrix-initiated molecularly imprinted nanocomposite membranes for selective recognition: a high-efficiency separation system with an anti-oil fouling layer.  Environmental Science-Nano,  (10): (2932-2949).  [PMID:]
7. Xianglian Liao, Chunxiu Yang, Huiyun Lin, Buhong Li.  (2021)  Quenching effects of (-)-Epigallocatechin gallate for singlet oxygen production and its protection against oxidative damage induced by Ce6-mediated photodynamic therapy in vitro.  Photodiagnosis and Photodynamic Therapy,  36  (102467).  [PMID:34333147]
8. Zhishan Liang, Dongfang Han, Fangjie Han, Zhifang Wu, Xin Zhao, Wencai Fu, Wei Wang, Dongxue Han, Li Niu.  (2021)  Novel strategy of natural antioxidant nutrition quality evaluation in food: Oxidation resistance mechanism and synergistic effects investigation.  FOOD CHEMISTRY,  359  (129768).  [PMID:33957329]
9. Zhaohua Huang, Baozhong Guo, Chong Deng, Can Tang, Chengmei Liu, Xiuting Hu.  (2021)  Fabrication and characterization of the W/O/W multiple emulsion through oleogelation of oil.  FOOD CHEMISTRY,  358  (129856).  [PMID:33933975]
10. Yanyuan Zhou, Huan Lan, Zhewen Dong, Wenjing Cao, Zhen Zeng, Jia-Le Song.  (2021)  Dietary proanthocyanidins alleviated ovarian fibrosis in letrozole-induced polycystic ovary syndrome in rats.  JOURNAL OF FOOD BIOCHEMISTRY,  45  (5): (e13723).  [PMID:33818798]
11. Yuanyuan Zhao, Yanqiu Zhang, Feiran Li, Yongping Bai, Yunlu Pan, Jun Ma, Sui Zhang, Lu Shao.  (2021)  Ultra-robust superwetting hierarchical membranes constructed by coordination complex networks for oily water treatment.  JOURNAL OF MEMBRANE SCIENCE,  627  (119234).  [PMID:]
12. Fangjie Han, Zhongqian Song, Jianan Xu, Mengjiao Dai, Shulin Luo, Dongxue Han, Li Niu, Zhenxin Wang.  (2021)  Oxidized titanium carbide MXene-enabled photoelectrochemical sensor for quantifying synergistic interaction of ascorbic acid based antioxidants system.  BIOSENSORS & BIOELECTRONICS,  177  (112978).  [PMID:33465536]
13. Shixian Deng, Baihan Zhao, Yayan Xing, Yuzhe Shi, Yujie Fu, Zhiguo Liu.  (2021)  Green synthesis of proanthocyanidins-functionalized Au/Ag bimetallic nanoparticles.  Green Chemistry Letters and Reviews,      [PMID:]
14. Yuzhe Shi, Yayan Xing, Shixian Deng, Baihan Zhao, Yujie Fu, Zhiguo Liu.  (2020)  Synthesis of proanthocyanidins-functionalized Fe3O4 magnetic nanoparticles with high solubility for removal of heavy-metal ions.  CHEMICAL PHYSICS LETTERS,  753  (137600).  [PMID:]
15. Haoqi Tan, Junjie Sun, Dawei Jin, Jialin Song, Miao Lei, Artem Antoshin, Xin Chen, Meng Yin, Xue Qu, Changsheng Liu.  (2020)  Coupling PEG-LZM polymer networks with polyphenols yields suturable biohydrogels for tissue patching.  Biomaterials Science,  (12): (3334-3347).  [PMID:32432582]
16. Ling Zhou, Pan-Pan Huang, Lin-Lin Chen, Ping Wang.  (2019)  Panax Notoginseng Saponins Ameliorate Aβ-Mediated Neurotoxicity in C. elegans through Antioxidant Activities.  Evidence-based Complementary and Alternative Medicine,  2019  (7621043).  [PMID:31275419]
17. Linhai Biao, Shengnan Tan, Xuewei Zhang, Jing Gao, Zhiguo Liu, Yujie Fu.  (2018)  Synthesis and characterization of proanthocyanidins-functionalized Ag nanoparticles.  COLLOIDS AND SURFACES B-BIOINTERFACES,  169  (438).  [PMID:29852432]
18. Chen Lu, You Qian, Hu Liang, Gao Jian, Meng Qianqian, Liu Wentao, Wu Xuefeng, Xu Qiang.  (2018)  The Antioxidant Procyanidin Reduces Reactive Oxygen Species Signaling in Macrophages and Ameliorates Experimental Colitis in Mice.  Frontiers in Immunology,  (1910).  [PMID:29354126]
19. Mengshuo Li, Gang Hu, Yangyang Chen.  (2016)  Evaluation of the antioxidant capacity of natural polyphenolic compounds using a macrocyclic Ni-(II) complex-catalysed Briggs–Rauscher reaction.  FOOD CHEMISTRY,  197  (987).  [PMID:26617044]
20. Ya-Nan Zhao, Jianjun Gu, Siyu Jia, Ying Guan, Yongjun Zhang.  (2016)  Zero-order release of polyphenolic drugs from dynamic, hydrogen-bonded LBL films.  Soft Matter,  12  (4): (1085-1092).  [PMID:26577014]

References

1. Yao Shi, Haojie Zhang, Shuang Li, Danqing Xin, Shiyang Li, Bing Yan, Shuanglian Wang, Chuanyong Liu.  (2023)  Procyanidin improves experimental colitis by regulating macrophage polarization.  BIOMEDICINE & PHARMACOTHERAPY,  165  (115076).  [PMID:37478578]
2. Xintao Gao, Yulan Yin, Shuai Liu, Kehong Dong, Jing Wang, Chuanlong Guo.  (2023)  Fucoidan-proanthocyanidins nanoparticles protect against cisplatin-induced acute kidney injury by activating mitophagy and inhibiting mtDNA-cGAS/STING signaling pathway.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,  245  (125541).  [PMID:37355076]
3. Lin Yamei, Zhi Hongxin, Liu Shengkai, Chen Boyu, Fu Yujie, Liu Zhiguo.  (2023)  Green synthesis, characterization and application on the proanthocyanidins-functionalized Fe3O4 @ Ag nanoparticles.  CHEMICAL PAPERS,  77  (4): (2115-2124).  [PMID:]
4. Yao Fan, Siying Che, Lei Zhang, Chunsong Zhou, Haiyan Fu, Yuanbin She.  (2022)  Dual channel sensor array based on ZnCdSe QDs – KMnO4: An effective tool for analysis of catechins and green teas.  FOOD RESEARCH INTERNATIONAL,  160  (111734).  [PMID:36076421]
5. Chao Song, Chao Gao, Zhenxin Wang.  (2022)  Grape-Seed-Derived Procyanidin Attenuates Chemotherapy-Induced Cognitive Impairment by Suppressing MMP-9 Activity and Related Blood–Brain-Barrier Damage.  Brain Sciences,  12  (5): (571).  [PMID:35624958]
6. Jia Gao, Li Chen, Yongsheng Yan, Jian Lu, Wendong Xing, Jiangdong Dai, Minjia Meng, Yilin Wu.  (2021)  Dot-matrix-initiated molecularly imprinted nanocomposite membranes for selective recognition: a high-efficiency separation system with an anti-oil fouling layer.  Environmental Science-Nano,  (10): (2932-2949).  [PMID:]
7. Xianglian Liao, Chunxiu Yang, Huiyun Lin, Buhong Li.  (2021)  Quenching effects of (-)-Epigallocatechin gallate for singlet oxygen production and its protection against oxidative damage induced by Ce6-mediated photodynamic therapy in vitro.  Photodiagnosis and Photodynamic Therapy,  36  (102467).  [PMID:34333147]
8. Zhishan Liang, Dongfang Han, Fangjie Han, Zhifang Wu, Xin Zhao, Wencai Fu, Wei Wang, Dongxue Han, Li Niu.  (2021)  Novel strategy of natural antioxidant nutrition quality evaluation in food: Oxidation resistance mechanism and synergistic effects investigation.  FOOD CHEMISTRY,  359  (129768).  [PMID:33957329]
9. Zhaohua Huang, Baozhong Guo, Chong Deng, Can Tang, Chengmei Liu, Xiuting Hu.  (2021)  Fabrication and characterization of the W/O/W multiple emulsion through oleogelation of oil.  FOOD CHEMISTRY,  358  (129856).  [PMID:33933975]
10. Yanyuan Zhou, Huan Lan, Zhewen Dong, Wenjing Cao, Zhen Zeng, Jia-Le Song.  (2021)  Dietary proanthocyanidins alleviated ovarian fibrosis in letrozole-induced polycystic ovary syndrome in rats.  JOURNAL OF FOOD BIOCHEMISTRY,  45  (5): (e13723).  [PMID:33818798]
11. Yuanyuan Zhao, Yanqiu Zhang, Feiran Li, Yongping Bai, Yunlu Pan, Jun Ma, Sui Zhang, Lu Shao.  (2021)  Ultra-robust superwetting hierarchical membranes constructed by coordination complex networks for oily water treatment.  JOURNAL OF MEMBRANE SCIENCE,  627  (119234).  [PMID:]
12. Fangjie Han, Zhongqian Song, Jianan Xu, Mengjiao Dai, Shulin Luo, Dongxue Han, Li Niu, Zhenxin Wang.  (2021)  Oxidized titanium carbide MXene-enabled photoelectrochemical sensor for quantifying synergistic interaction of ascorbic acid based antioxidants system.  BIOSENSORS & BIOELECTRONICS,  177  (112978).  [PMID:33465536]
13. Shixian Deng, Baihan Zhao, Yayan Xing, Yuzhe Shi, Yujie Fu, Zhiguo Liu.  (2021)  Green synthesis of proanthocyanidins-functionalized Au/Ag bimetallic nanoparticles.  Green Chemistry Letters and Reviews,      [PMID:]
14. Yuzhe Shi, Yayan Xing, Shixian Deng, Baihan Zhao, Yujie Fu, Zhiguo Liu.  (2020)  Synthesis of proanthocyanidins-functionalized Fe3O4 magnetic nanoparticles with high solubility for removal of heavy-metal ions.  CHEMICAL PHYSICS LETTERS,  753  (137600).  [PMID:]
15. Haoqi Tan, Junjie Sun, Dawei Jin, Jialin Song, Miao Lei, Artem Antoshin, Xin Chen, Meng Yin, Xue Qu, Changsheng Liu.  (2020)  Coupling PEG-LZM polymer networks with polyphenols yields suturable biohydrogels for tissue patching.  Biomaterials Science,  (12): (3334-3347).  [PMID:32432582]
16. Ling Zhou, Pan-Pan Huang, Lin-Lin Chen, Ping Wang.  (2019)  Panax Notoginseng Saponins Ameliorate Aβ-Mediated Neurotoxicity in C. elegans through Antioxidant Activities.  Evidence-based Complementary and Alternative Medicine,  2019  (7621043).  [PMID:31275419]
17. Linhai Biao, Shengnan Tan, Xuewei Zhang, Jing Gao, Zhiguo Liu, Yujie Fu.  (2018)  Synthesis and characterization of proanthocyanidins-functionalized Ag nanoparticles.  COLLOIDS AND SURFACES B-BIOINTERFACES,  169  (438).  [PMID:29852432]
18. Chen Lu, You Qian, Hu Liang, Gao Jian, Meng Qianqian, Liu Wentao, Wu Xuefeng, Xu Qiang.  (2018)  The Antioxidant Procyanidin Reduces Reactive Oxygen Species Signaling in Macrophages and Ameliorates Experimental Colitis in Mice.  Frontiers in Immunology,  (1910).  [PMID:29354126]
19. Mengshuo Li, Gang Hu, Yangyang Chen.  (2016)  Evaluation of the antioxidant capacity of natural polyphenolic compounds using a macrocyclic Ni-(II) complex-catalysed Briggs–Rauscher reaction.  FOOD CHEMISTRY,  197  (987).  [PMID:26617044]
20. Ya-Nan Zhao, Jianjun Gu, Siyu Jia, Ying Guan, Yongjun Zhang.  (2016)  Zero-order release of polyphenolic drugs from dynamic, hydrogen-bonded LBL films.  Soft Matter,  12  (4): (1085-1092).  [PMID:26577014]

Solution Calculators