ProcyanidinB2 - analytical standard , CAS No.29106-49-8

CAS: 29106-49-8 Cat. No.: P133625 Molecular Weight: 578.52 PubChem CID: 122738
AVAILABLE TO ORDER
GRADE & PURITY Analytical standard ? Analytical standard — certified-purity material for quantitative calibration. Use to prepare calibration standards and validate analytical methods.
Synonyms
BDBM50553253 | P17914 | AKOS008901339 | Proanthocyanidin B2 | PROCYANIDIN B2, (+)- | (2R,2'R,3R,3'R,4R)-2,2'-bis(3,4-dihydroxyphenyl)-3,3',4,4'-tetrahydro-2H,2'H-4,8'-bichromene-3,3',5,5',7,7'-hexol | (4,8'-BI-2H-1-BENZOPYRAN)-3,3',5,5',7,7'-HEXOL, 2,2'-B
Storage
Store at 2-8°C,Argon charged
Shipped In
Wet ice
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Size
Status
Price
Qty
1mg
P133625-1mg
5
$179.90
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Why this grade

analytical standard Analytical standard for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Storage & shipping

Store at 2-8°C,Argon charged Ships Wet ice Check lot-specific COA for exact specifications.

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Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

📚

Literature proof

Cited in 16 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Overview

Procyanidin B2 exerts a potent and beneficial role in reducing granulosa cell apoptosis and inducing autophagy process,and exerts a variety of potent protective pharmacological effects on diabetic complications.

Specifications

Synonyms
BDBM50553253 | P17914 | AKOS008901339 | Proanthocyanidin B2 | PROCYANIDIN B2, (+)- | (2R, 2'R, 3R, 3'R, 4R)-2, 2'-bis(3, 4-dihydroxyphenyl)-3, 3', 4, 4'-tetrahydro-2H, 2'H-4, 8'-bichromene-3, 3', 5, 5', 7, 7'-hexol | (4, 8'-BI-2H-1-BENZOPYRAN)-3, 3', 5, 5', 7, 7'-HEXOL, 2, 2'-B
Specifications & Purity
analytical standard
Biochemical and Physiological Mechanisms
Procyanidin B2 exerts a potent and beneficial role in reducing granulosa cell apoptosis and inducing autophagy process, and exerts a variety of potent protective pharmacological effects on diabetic complications. In vitro: Procyanidin B2 treatment decrease
Storage
Store at 2-8°C, Argon charged
Shipped In
Wet ice
This product requires cold chain shipping. Ground and other economy services are not available.
Grade
Analytical standard
Names and Identifiers
Canonical SmilesC1C(C(OC2=C1C(=CC(=C2C3C(C(OC4=CC(=CC(=C34)O)O)C5=CC(=C(C=C5)O)O)O)O)O)C6=CC(=C(C=C6)O)O)O
IUPAC Name(2R,3R)-2-(3,4-dihydroxyphenyl)-8-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-4-yl]-3,4-dihydro-2H-chromene-3,5,7-triol
InChIKeyXFZJEEAOWLFHDH-NFJBMHMQSA-N
INCHI1S/C30H26O12/c31-13-7-20(37)24-23(8-13)41-29(12-2-4-16(33)19(36)6-12)27(40)26(24)25-21(38)10-17(34)14-9-22(39)28(42-30(14)25)11-1-3-15(32)18(35)5-11/h1-8,10,22,26-29,31-40H,9H2/t22-,26-,27-,28-,29-/m1/s1
Isomeric SMILES C1[C@H]([C@H](OC2=C1C(=CC(=C2[C@@H]3[C@H]([C@H](OC4=CC(=CC(=C34)O)O)C5=CC(=C(C=C5)O)O)O)O)O)C6=CC(=C(C=C6)O)O)O
PubChem CID 122738
Molecular Weight 578.52

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

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📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassPhenylpropanoids and polyketides
ClassFlavonoids
SubclassBiflavonoids and polyflavonoids
Intermediate Tree Nodes Not available
Direct ParentBiflavonoids and polyflavonoids
Alternative Parents B-type proanthocyanidins  Catechins  3'-hydroxyflavonoids  3-hydroxyflavonoids  4'-hydroxyflavonoids  5-hydroxyflavonoids  7-hydroxyflavonoids  1-benzopyrans  Catechols  1-hydroxy-4-unsubstituted benzenoids  1-hydroxy-2-unsubstituted benzenoids  Alkyl aryl ethers  Benzene and substituted derivatives  Secondary alcohols  Oxacyclic compounds  Polyols  Hydrocarbon derivatives  
Molecular FrameworkAromatic heteropolycyclic compounds
Substituents B-type proanthocyanidin - Bi- and polyflavonoid skeleton - Proanthocyanidin - Catechin - Flavan-3-ol - Hydroxyflavonoid - 3'-hydroxyflavonoid - 7-hydroxyflavonoid - 5-hydroxyflavonoid - 4'-hydroxyflavonoid - 3-hydroxyflavonoid - Flavan - Chromane - 1-benzopyran - Benzopyran - Catechol - Phenol - 1-hydroxy-2-unsubstituted benzenoid - Alkyl aryl ether - 1-hydroxy-4-unsubstituted benzenoid - Benzenoid - Monocyclic benzene moiety - Secondary alcohol - Polyol - Organoheterocyclic compound - Oxacycle - Ether - Hydrocarbon derivative - Alcohol - Organic oxygen compound - Organooxygen compound - Aromatic heteropolycyclic compound
DescriptionThis compound belongs to the class of organic compounds known as biflavonoids and polyflavonoids. These are organic compounds containing at least two flavan/flavone units. These units are usually linked through CC or C-O-C bonds. Some examples include C2-O-C3, C2-O-C4, C3'-C3''', and C6-C8''.
External Descriptors Proanthocyanidins
3D Structure
Interactive Chemical Structure Model





Associated Targets(Human)
F2 Tclin Thrombin (11687 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
APP Tclin Amyloid-beta A4 protein (8510 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HCT-8 (3484 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MT4 (17854 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TE-671 (161 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
A549 (127892 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
KB (17409 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PBMC (10003 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
LPO Tbio Lactoperoxidase (15 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SNCA Tchem Alpha-synuclein (10960 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Associated Targets(non-human)
pol Human immunodeficiency virus type 1 reverse transcriptase (18245 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Hdac6 Histone deacetylase 6 (222 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Salmonella paratyphi (588 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Pseudomonas aeruginosa (123386 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Enterobacter cloacae (7976 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Staphylococcus aureus (210822 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Escherichia coli (133304 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Streptococcus pyogenes (16140 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mycolicibacterium fortuitum (1335 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Candida albicans (78123 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Human immunodeficiency virus 1 (70413 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Human immunodeficiency virus (3636 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Trpa1 Transient receptor potential cation channel subfamily A member 1 (1003 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Potato virus X (11 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Simplexvirus (54 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Liver microsome (341 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mechanisms of Action
Certificates(CoA,COO,BSE/TSE and Analysis Chart)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

2 results found

Lot NumberCertificate TypeDateItem
D1816171Certificate of AnalysisJul 09, 2025 P133625
D1816170Certificate of AnalysisJul 09, 2025 P133625
Chemical and Physical Properties
Refractive Index1.8
Boil Point(°C)955.32° C
Melt Point(°C)197-198°C
Molecular Weight578.500 g/mol
XLogP32.400
Hydrogen Bond Donor Count10
Hydrogen Bond Acceptor Count12
Rotatable Bond Count3
Exact Mass578.142 Da
Monoisotopic Mass578.142 Da
Topological Polar Surface Area221.000 Ų
Heavy Atom Count42
Formal Charge0
Complexity925.000
Isotope Atom Count0
Defined Atom Stereocenter Count5
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
Documents & Articles
Citations of This Product
References
1. Lei He, Qian Hu, Jiukai Zhang, Ranran Xing, Yongsheng Zhao, Ning Yu, Ying Chen.  (2023)  An integrated untargeted metabolomic approach reveals the quality characteristics of black soybeans from different geographical origins in China.  FOOD RESEARCH INTERNATIONAL,      [PMID:37254343] [10.1016/j.foodres.2023.112908]
2. Lei He, Qian Hu, Liyang Wei, Xuliyang Ge, Ning Yu, Ying Chen.  (2023)  Unravelling dynamic changes in non-volatile and volatile metabolites of pulses during soaking: An integrated metabolomics approach.  FOOD CHEMISTRY,      [PMID:37141754] [10.1016/j.foodchem.2023.136231]
3. Su Xuexia, Bai Cuihua, Wang Xianghe, Liu Huilin, Zhu Yongcong, Wei Leping, Cui Zixiao, Yao Lixian.  (2022)  Potassium Sulfate Spray Promotes Fruit Color Preference via Regulation of Pigment Profile in Litchi Pericarp.  Frontiers in Plant Science,      [PMID:35774808] [10.3389/fpls.2022.925609]
4. Yuting Fan, Qingyu He, Chao Gan, Zhen Wen, Jiang Yi.  (2022)  Investigation of binding interaction between bovine α-lactalbumin and procyanidin B2 by spectroscopic methods and molecular docking.  FOOD CHEMISTRY,      [PMID:35217463] [10.1016/j.foodchem.2022.132509]
5. Zhang Haipin, Song Huijia, Tian Xuemeng, Wang Yue, Hao Yi, Wang Wenting, Gao Ruixia, Yang Wan, Ke YuShen, Tang Yuhai.  (2021)  Magnetic imprinted nanoparticles with synergistic tailoring of covalent and non-covalent interactions for purification and detection of procyanidin B2.  MICROCHIMICA ACTA,  188  (1): (1-12).  [PMID:33403455] [10.1007/s00604-020-04693-x]
6. Taotao Dai, Jun Chen, David Julian McClements, Ti Li, Chengmei Liu.  (2019)  Investigation the interaction between procyanidin dimer and α-glucosidase: Spectroscopic analyses and molecular docking simulation.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:30794902] [10.1016/j.ijbiomac.2019.02.105]
7. Qian Li, Chengmei Liu, Ti Li, David Julian McClements, Yinxin Fu, Jiyan Liu.  (2018)  Comparison of phytochemical profiles and antiproliferative activities of different proanthocyanidins fractions from Choerospondias axillaris fruit peels.  FOOD RESEARCH INTERNATIONAL,      [PMID:30195524] [10.1016/j.foodres.2018.07.006]
8. Jie Zheng, Yu-yan An, Xin-xin Feng, Liang-ju Wang.  (2017)  Rhizospheric application with 5-aminolevulinic acid improves coloration and quality in ‘Fuji’ apples.  SCIENTIA HORTICULTURAE,      [PMID:] [10.1016/j.scienta.2017.06.004]
9. Yi-Long Ma, Zi-Tong Wang, Dong-Mei Yang, Zhi Li, Qian-Lan Wu, Xin Guo, Ya-Fang Shang, Kiran Thakur, Zhao-Jun Wei.  (2024)  Effect of processing and simulated digestion on phenolics, antioxidant and hypoglycemic potential of winter jujube.  LWT-FOOD SCIENCE AND TECHNOLOGY,      [PMID:] [10.1016/j.lwt.2024.116944]
10. Jin Peng, Xu Huiting, Guo Yongjun, Liu Silin, Bai Cuihua, Cao Laixin, Yao Lixian.  (2025)  The Sprays of Nanoparticles of Zinc Oxide and Titanium Dioxide Enhance Fruit Coloration in Litchi.  JOURNAL OF PLANT GROWTH REGULATION,      [PMID:] [10.1007/s00344-025-11792-7]
11. Yu Chang, Bowei Zhang, Yuze Jia, Xiaolu Shi, Yingshuang Lu, Fan Wei, Yunhui Zhang, Huan Lv, Lu Dong, Yan Zhang, Xiangwei Tang, Shuo Wang.  (2025)  Effects of dietary polyphenols addition and oxygen concentration on digestion and absorption of fat in roast beef patties.  FOOD CHEMISTRY,      [PMID:40222130] [10.1016/j.foodchem.2025.144280]
12. Mengru Li, Wei Zhang, Yuan Huang, Xiaoying Zhang, Wuernisha Kadeer, Leihong Mao, Yuqian Jiang, Rong Tsao, Yao Tang.  (2025)  Unravelling the migration of bioactive and volatile compounds coupled with water sublimation from grapes to recovered water during dynamic freeze-drying.  FOOD CHEMISTRY,      [PMID:41075660] [10.1016/j.foodchem.2025.146536]
13. Jingjing Liu, Yan Zhang, Hongwei Yu, Weijia Li, Longfei Li, Yizhou Chen, Shikun Liu, Lixin Qiao, Jiale Kuang, Zetao Chen, Shuang Li, Qingjun Liu.  (2026)  In-vitro tongue-inspired hydrogel sensor for wine astringency evaluation.  MICROCHEMICAL JOURNAL,      [PMID:] [10.1016/j.microc.2026.117425]
14. Xueqiang Deng, Zhiqiang Li, Xuan Yi, Dong Ruan, Xiang Chen, Jun Luo.  (2026)  Calcium-Polyphenol Functionalized Black Phosphorus Nanosheet System for Osteoporosis Therapy via Macrophage Reprogramming and Bone Microenvironment Remodeling.  Advanced Healthcare Materials,      [PMID:] [10.1002/adhm.202504217]
15. Wenli Tang, Daiwen Zhu, Qilong Zeng, Huan Zhong.  (2026)  Rice Cultivation Reshapes Mercury Accumulation in Soil-Plant Systems.  ENVIRONMENTAL SCIENCE & TECHNOLOGY,      [PMID:] [10.1021/acs.est.5c16234]
16. Danfei Liu, Yuyang Chen, Xiaoxuan Li, Wenxuan Zhou, Changfan Zhang.  (2026)  Multifunctional Indicator Films of Polyvinyl Alcohol/Guar Gum (Anthocyanins and Houttuynia Essential Oil Pickering Emulsion) Aided by Residual Networks for Monitoring Pork Freshness.  Journal of Future Foods,      [PMID:] [10.1016/j.jfutfo.2026.03.018]
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