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≥95% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
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SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 33 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Proanthocyanidin (Procyanidin) are a class of polyphenolic that are widely distributed in higher plants, consisted of an electrophilic flavanyl unit. Proanthocyanidin can be used as antioxidant and anti-cancers agent. Proanthocyanidin also exhibit anti-inflammatory, cardioprotective, antibacterial and antifungal properties, which can be used in the treatment of chronic venous insufficiency, capillary fragility, sunburn and retinopathy.
| Pubchem Sid | 504756636 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/504756636 |
| Sonrisas canónicas | 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 |
| 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 |
| InChIKey | HGVVOUNEGQIPMS-UHFFFAOYSA-N |
| 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 |
| Isómeros 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 |
| CAS alternativo | 4852-22-6 |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
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View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Phenylpropanoids and polyketides |
| Clase | Flavonoids |
| Subclass | Flavans |
| Intermediate Tree Nodes | Flavan-3-ols |
| Direct Parent | Catechins |
| Alternative Parents | 3'-hydroxyflavonoids 3-hydroxyflavonoids 4'-hydroxyflavonoids 4-hydroxyflavonoids 5-hydroxyflavonoids 7-hydroxyflavonoids 1-benzopyrans Benzylethers Catechols Alkyl aryl ethers 1-hydroxy-4-unsubstituted benzenoids 1-hydroxy-2-unsubstituted benzenoids Ketals 1,2-diols Secondary alcohols Oxacyclic compounds Hydrocarbon derivatives |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Catechin - Hydroxyflavonoid - 7-hydroxyflavonoid - 5-hydroxyflavonoid - 4-hydroxyflavonoid - 4'-hydroxyflavonoid - 3-hydroxyflavonoid - 3'-hydroxyflavonoid - 1-benzopyran - Benzopyran - Chromane - Benzylether - Catechol - 1-hydroxy-4-unsubstituted benzenoid - Alkyl aryl ether - Ketal - Phenol - 1-hydroxy-2-unsubstituted benzenoid - Benzenoid - Monocyclic benzene moiety - Secondary alcohol - 1,2-diol - Polyol - Acetal - Organoheterocyclic compound - Oxacycle - Ether - Organic oxygen compound - Alcohol - Hydrocarbon derivative - Organooxygen compound - Aromatic heteropolycyclic compound |
| Descripción | This compound belongs to the class of organic compounds known as catechins. These are compounds containing a catechin moiety, which is a 3,4-dihydro-2-chromene-3,5.7-tiol. |
| External Descriptors | Not available |
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Fecha | Articulo |
|---|---|---|---|
| Certificate of Analysis | Jun 09, 2026 | P413229 | |
| Certificate of Analysis | May 09, 2026 | P413229 | |
| Certificate of Analysis | Mar 14, 2026 | P413229 | |
| Certificate of Analysis | Mar 10, 2026 | P413229 | |
| Certificate of Analysis | Mar 04, 2026 | P413229 | |
| Certificate of Analysis | Mar 04, 2026 | P413229 | |
| Certificate of Analysis | Mar 04, 2026 | P413229 | |
| Certificate of Analysis | Mar 04, 2026 | P413229 | |
| Certificate of Analysis | Mar 04, 2026 | P413229 | |
| Certificate of Analysis | Sep 09, 2025 | P413229 | |
| Certificate of Analysis | Sep 09, 2025 | P413229 | |
| Certificate of Analysis | Nov 15, 2022 | P413229 | |
| Certificate of Analysis | Nov 15, 2022 | P413229 | |
| Certificate of Analysis | Nov 15, 2022 | P413229 | |
| Certificate of Analysis | Nov 15, 2022 | P413229 | |
| Certificate of Analysis | Nov 15, 2022 | P413229 | |
| Certificate of Analysis | Nov 15, 2022 | P413229 | |
| Certificate of Analysis | Nov 15, 2022 | P413229 | |
| Certificate of Analysis | Nov 15, 2022 | P413229 | |
| Certificate of Analysis | Nov 15, 2022 | P413229 | |
| Certificate of Analysis | Nov 15, 2022 | P413229 | |
| Certificate of Analysis | Nov 15, 2022 | P413229 |
| Solubilidad | Solubility (25°C) In vitro DMSO: 100 mg/mL (168.2 mM); Ethanol: 100 mg/mL (168.2 mM); Water: Insoluble; |
|---|---|
| DMSO (mg/ml) Solubilidad máxima | 100 |
| DMSO (mM) Solubilidad máxima | 168.20292 |
| Agua (mg/ml) Solubilidad máxima | <1 |
| Peso molecular | 594.500 g/mol |
| XLogP3 | 2.000 |
| Hydrogen Bond Donor Count | 10 |
| Hydrogen Bond Acceptor Count | 13 |
| Rotatable Bond Count | 4 |
| Exact Mass | 594.137 Da |
| Monoisotopic Mass | 594.137 Da |
| Topological Polar Surface Area | 230.000 Ų |
| Heavy Atom Count | 43 |
| Formal Charge | 0 |
| Complexity | 957.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 5 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
| 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, [PMID:37478578] [10.1016/j.biopha.2023.115076] |
| 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, [PMID:37355076] [10.1016/j.ijbiomac.2023.125541] |
| 3. Lin Yamei, Zhi Hongxin, Liu Shengkai, Chen Boyu, Fu Yujie, Liu Zhiguo. (2022) Green synthesis, characterization and application on the proanthocyanidins-functionalized Fe3O4 @ Ag nanoparticles. CHEMICAL PAPERS, 77 (4): (2115-2124). [PMID:] [10.1007/s11696-022-02614-1] |
| 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, [PMID:36076421] [10.1016/j.foodres.2022.111734] |
| 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] [10.3390/brainsci12050571] |
| 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, 8 (10): (2932-2949). [PMID:] [10.1039/D1EN00296A] |
| 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, [PMID:34333147] [10.1016/j.pdpdt.2021.102467] |
| 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, [PMID:33957329] [10.1016/j.foodchem.2021.129768] |
| 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, [PMID:33933975] [10.1016/j.foodchem.2021.129856] |
| 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] [10.1111/jfbc.13723] |
| 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, [PMID:] [10.1016/j.memsci.2021.119234] |
| 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, [PMID:33465536] [10.1016/j.bios.2021.112978] |
| 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:] [10.1080/17518253.2020.1861343] |
| 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, [PMID:] [10.1016/j.cplett.2020.137600] |
| 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, 8 (12): (3334-3347). [PMID:32432582] [10.1039/D0BM00429D] |
| 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, [PMID:31275419] [10.1155/2019/7621043] |
| 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, [PMID:29852432] [10.1016/j.colsurfb.2018.05.050] |
| 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, [PMID:29354126] [10.3389/fimmu.2017.01910] |
| 19. Mengshuo Li, Gang Hu, Yangyang Chen. (2015) Evaluation of the antioxidant capacity of natural polyphenolic compounds using a macrocyclic Ni-(II) complex-catalysed Briggs–Rauscher reaction. FOOD CHEMISTRY, [PMID:26617044] [10.1016/j.foodchem.2015.11.004] |
| 20. Ya-Nan Zhao, Jianjun Gu, Siyu Jia, Ying Guan, Yongjun Zhang. (2015) Zero-order release of polyphenolic drugs from dynamic, hydrogen-bonded LBL films. Soft Matter, 12 (4): (1085-1092). [PMID:26577014] [10.1039/C5SM02186C] |
| 21. Kun Li, Zheng-Hao Zhao, Tian-Yi Yang, Hai-Long Wang, Li Deng, Kai-Hua Wang, Wen-Feng Ren, Run-Cang Sun. (2024) A biomass-based protective layer with rigid structure and ion conductivity for high-performance lithium metal batteries. ELECTROCHIMICA ACTA, [PMID:] [10.1016/j.electacta.2024.145220] |
| 22. Shihang Sun, Xiujuan Qi, Zhenzhen Zhang, Leiming Sun, Ran Wang, Yukuo Li, Jinyong Chen, Hong Gu, Jinbao Fang, Miaomiao Lin. (2024) A structural variation in the promoter of the leucoanthocyanidin reductase gene AaLAR1 enhances freezing tolerance by modulating proanthocyanidin accumulation in kiwifruit (Actinidia arguta). PLANT CELL AND ENVIRONMENT, [PMID:38884345] [10.1111/pce.15003] |
| 23. Chen Chen, Yu Chen, Zhiyi Ye, Ahmad Ali, Shun Yao. (2024) Bioactive Deep Eutectic Solvent-Involved Sprayable Versatile Hydrogel for Monkeypox Virus Lesions Treatment. ACS Applied Materials & Interfaces, [PMID:39727382] [10.1021/acsami.4c14905] |
| 24. Qingxin Wu, Zhengfeng Lu, Lantao Wang, Shuting Peng, Zhengxiao Wang, Yan Qiu, Zhengping Liao, Yarong Wang, Xiaofei Qin. (2025) Konjac glucomannan/xanthan gum hydrogels loaded with metal-phenolic networks encapsulated probiotic to promote infected wound healing. CARBOHYDRATE POLYMERS, [PMID:39914948] [10.1016/j.carbpol.2025.123243] |
| 25. Shaoyin Wei, Dong Yang, Zeyu Shou, Yipiao Zhang, Shengwu Zheng, Xingjie Zan, Lianxin Li, Chunwu Zhang. (2025) Proanthocyanidin Capsules Remodel the ROS Microenvironment via Regulating MAPK Signaling for Accelerating Diabetic Wound Healing. Materials Today Bio, [PMID:39896292] [10.1016/j.mtbio.2025.101467] |
| 26. Linxiao Sun, Shaoyin Wei, Chenglong Wang, Yipiao Zhang, Xingjie Zan, Lianxin Li, Chunwu Zhang. (2024) Procyanidin capsules provide a new option for long-term ROS scavenging in chronic inflammatory diseases. Materials Today Bio, [PMID:39534678] [10.1016/j.mtbio.2024.101310] |
| 27. Zhanjun Li, Yibin Xu, Yunwei Liu, Mingru Kong, Jiarong Wang, Yanxia Li, Yuhong Zhao. (2024) Study on the extraction, purification, stability, free radical scavenging kinetics, polymerization degree and characterization of proanthocyanidins from Pinus koraiensis seed scales. FOOD CHEMISTRY, [PMID:38824782] [10.1016/j.foodchem.2024.139776] |
| 28. Shuwen Li, Zhiguo Wang, Siyi Chen, Jialin Gu, Yanping Ma, Jiangang Jiang, Rui Zhang, Dan Zhang, Yiping Wang, He Wang. (2022) Ratiometric fluorescence sensing based on rare-earth upconversion nanoparticles for the rapid identification of antioxidant capacity. NEW JOURNAL OF CHEMISTRY, 47 (4): (2079-2085). [PMID:] [10.1039/D2NJ05429A] |
| 29. Zhibin Dong, Fengjun Ma, Xiaocen Wei, Linlin Zhang, Yongling Ding, Lei Shi, Chen Chen, Yuxia Ma, Yuning Ma. (2024) Injectable, thermo-sensitive and self-adhesive supramolecular hydrogels built from binary herbal small molecules towards reusable antibacterial coatings. RSC Advances, 14 (3): (2027-2035). [PMID:38196913] [10.1039/D3RA07882E] |
| 30. Gen Li, Chunxiu Cai, Ning Zhang, Zijia Wang, Mingzhe Zhang, Quan Liu, Siyu Chen, Yanfei Shang, Chengqing Zhao, Shenzhen Ren, Hailong An. (2025) Carrier-free procyanidin-ferric nanonetworks loading gefitinib to inhibit TMEM16A-EGFR mutual activation loop for photothermally enhanced breast cancer targeted therapy. Materials Today Bio, [PMID:41158712] [10.1016/j.mtbio.2025.102426] |
| 31. Nai-Cui Liu, Yu-Zhu Zhao, Tao Zhan, Moldir Rustem, Zhencheng Chen, Guo-Cheng Han, Xiao-Zhen Feng, Heinz-Bernhard Kraatz. (2025) Hydroxylated Multi-Walled Carbon Nanotubes and Spherical Zn-MOF Nanoparticles Enable Electrochemical Detection of Trans-Resveratrol. JOURNAL OF THE ELECTROCHEMICAL SOCIETY, [PMID:] [10.1149/1945-7111/ae125c] |
| 32. Zhaohui Yan, Zhiyuan Zheng, Sijia Cao, Renzhao Zhang, Yudan Zhang, Ting Zhang, Jingbo Liu, Xuanting Liu. (2025) Polyphenol-modified ovalbumin-lysozyme heteroprotein microcapsules: A complex coacervation approach for enhancing probiotic viability. FOOD CHEMISTRY, [PMID:41391404] [10.1016/j.foodchem.2025.147545] |
| 33. Cheng Wang, Shaoyin Wei, Qingtian Tang, Kaixian Deng, Hongjun Jin, Huali Weng, Xingjie Zan, Qiangqiang Li. (2026) Procyanidin Capsules Relieve Inflammation in Hypertriglyceridemic Acute Pancreatitis via Regulating Oxidative Phosphorylation Signaling. ACS Omega, [PMID:41799146] [10.1021/acsomega.5c09867] |