Determine the necessary mass, volume, or concentration for preparing a solution.
Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
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SKU | Size | Availability | Price | Qty |
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P129440-5g | 5g | In stock | $103.90 | |
P129440-25g | 25g | In stock | $468.90 | |
P129440-100g | 100g | Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience! | $1,684.90 | |
P129440-500g | 500g | Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience! | $7,581.90 |
ABC-transporter inhibitor. Competitive MRP1 blocker. Pannexin channel blocker.
Synonyms | PROBENECID (USP IMPURITY) | Benemid; Benecid; Benuryl | Benzoic acid, 4-((dipropylamino)sulfonyl)- | PROBENECID [WHO-IP] | Spectrum3_000554 | PROBAMPACIN COMPONENT PROBENECID | PROBENECID COMPONENT OF PROBAMPACIN | Probenecide | DTXCID901188 | Probexin | |
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Specifications & Purity | Moligand™, ≥98% |
Biochemical and Physiological Mechanisms | ABC-transporter inhibitor. Competitive MRP1 blocker. Pannexin channel blocker (IC 50 = 150 μM). Can be used to block the efflux of intracellular dyes and indicators. |
Storage Temp | Store at -20°C |
Shipped In | Ice chest + Ice pads |
Grade | Moligand™ |
Action Type | ACTIVATOR, ANTAGONIST, INHIBITOR |
Mechanism of action | Solute carrier family 22 member 11 inhibitor |
Note | Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details. |
Product Description | Probenecid is a classical competitive inhibitor of organic anion transport, which is also a TRPV2 agonist and an inhibitor of TAS2R16. |
ALogP | 3.2 |
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Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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IUPAC Name | 4-(dipropylsulfamoyl)benzoic acid |
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INCHI | InChI=1S/C13H19NO4S/c1-3-9-14(10-4-2)19(17,18)12-7-5-11(6-8-12)13(15)16/h5-8H,3-4,9-10H2,1-2H3,(H,15,16) |
InChi Key | DBABZHXKTCFAPX-UHFFFAOYSA-N |
Canonical SMILES | CCCN(CCC)S(=O)(=O)C1=CC=C(C=C1)C(=O)O |
Isomeric SMILES | CCCN(CCC)S(=O)(=O)C1=CC=C(C=C1)C(=O)O |
WGK Germany | 3 |
RTECS | DG9400000 |
PubChem CID | 4911 |
UN Number | 3249 |
Packing Group | II |
Molecular Weight | 285.36 |
CAS Registry No. | 57-66-9 |
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PubChem CID | 4911 |
ChEMBL Ligand | CHEMBL897 |
DrugBank Ligand | DB01032 |
BindingDB Ligand | 50206509 |
Wikipedia | Probenecid |
PEP | probenecid |
DrugCentral Ligand | 2268 |
Enter Lot Number to search for COA:
Find and download the COA for your product by matching the lot number on the packaging.
Lot Number | Certificate Type | Date | Item |
---|---|---|---|
K2405087 | Certificate of Analysis | Nov 15, 2024 | P129440 |
G2419027 | Certificate of Analysis | Jul 23, 2024 | P129440 |
G2412029 | Certificate of Analysis | Jul 20, 2024 | P129440 |
G2220845 | Certificate of Analysis | May 14, 2024 | P129440 |
G2220920 | Certificate of Analysis | May 14, 2024 | P129440 |
H2117241 | Certificate of Analysis | Jun 05, 2023 | P129440 |
H2117249 | Certificate of Analysis | Jun 05, 2023 | P129440 |
B2328348 | Certificate of Analysis | Mar 02, 2023 | P129440 |
I2004153 | Certificate of Analysis | Jul 08, 2022 | P129440 |
B2419126 | Certificate of Analysis | Jun 12, 2022 | P129440 |
D2321340 | Certificate of Analysis | Jun 12, 2022 | P129440 |
G2220912 | Certificate of Analysis | Jun 12, 2022 | P129440 |
G2220914 | Certificate of Analysis | Jun 12, 2022 | P129440 |
J2310201 | Certificate of Analysis | Jun 12, 2022 | P129440 |
D1810197 | Certificate of Analysis | Jan 25, 2022 | P129440 |
Solubility | Soluble in water (partly miscible), solutions of alkali hydroxides,, ethanol (100 mM), acetone, chloroform, sodium hydroxide (1 M), DMSO (100 mM), methanol, dilute acids (practically insoluble), dilute alkalies, and ether (slightly soluble). |
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Melt Point(°C) | 198-199°C |
Pictogram(s) | GHS07 |
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Signal | Warning |
Hazard Statements | H302:Harmful if swallowed |
Precautionary Statements | P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P270:Do not eat, drink or smoke when using this product. P330:Rinse mouth. P301+P317:IF SWALLOWED: Get medical help. |
WGK Germany | 3 |
RTECS | DG9400000 |
Class | 6.1 |
1. Xiao Fei, Jiang Haizhou, Li Zi, Jiang Xiaoxue, Chen Shanghai, Niu Yuguo, Yin Hanrui, Shu Yousheng, Peng Bo, Lu Wei, Li Xiaoying, Li Zhigang, Lan Shujue, Xu Xiaoyan, Guo Feifan. (2023) Reduced hepatic bradykinin degradation accounts for cold-induced BAT thermogenesis and WAT browning in male mice. Nature Communications, 14 (1): (1-17). [PMID:37130842] [10.1038/s41467-023-38141-0] |
2. Fan Wu, Ting Zhao, Yu Zhang, Yan Wang, Guoxin Liao, Baojing Zhang, Chao Wang, Xiangge Tian, Lei Feng, Bangjiang Fang, Xiaokui Huo, Xiaochi Ma. (2023) Beneficial herb-drug interaction of rhein in Jinhongtang and Imipenem/Cilastatin mediated by organic anion transporters. JOURNAL OF ETHNOPHARMACOLOGY, 312 (116449). [PMID:37023835] [10.1016/j.jep.2023.116449] |
3. Chen Sun, Mingyu Zhang, Yanhong Zhao, Jianxin Pang, Ying Peng, Jiang Zheng. (2020) An LC-MS/MS- and hURAT1 cell-based approach for screening of uricosuric agents. JOURNAL OF CHROMATOGRAPHY B-ANALYTICAL TECHNOLOGIES IN THE BIOMEDICAL AND LIFE SCIENCES, 1159 (122336). [PMID:32905987] [10.1016/j.jchromb.2020.122336] |
4. Qingquan Zeng, Mengru Bai, Cui Li, Shuanghui Lu, Zhiyuan Ma, Yunchun Zhao, Hui Zhou, Huidi Jiang, Dongli Sun, Caihong Zheng. (2019) Multiple Drug Transporters Contribute to the Placental Transfer of Emtricitabine. ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, [PMID:31160284] [10.1128/AAC.00199-19] |
5. Yufeng Chen, Fan Xue, Guobin Xia, Zhenlei Zhao, Chun Chen, Yunhong Li, Ying Zhang. (2019) Transepithelial transport mechanisms of 7,8-dihydroxyflavone, a small molecular TrkB receptor agonist, in human intestinal Caco-2 cells. Food & Function, 10 (8): (5215-5227). [PMID:31384856] [10.1039/C9FO01007F] |
6. Peter Yaro, Jing Nie, Mingcheng Xu, Kui Zeng, Houhong He, Jianbiao Yao, Ruwei Wang, Su Zeng. (2019) Influence of organic anion transporter 1/3 on the pharmacokinetics and renal excretion of ginkgolides and bilobalide. JOURNAL OF ETHNOPHARMACOLOGY, 243 (112098). [PMID:31325605] [10.1016/j.jep.2019.112098] |
7. Bin Lin, Libin Wan, Xiaojie Sun, Chuixiu Huang, Stig Pedersen-Bjergaard, Xiantao Shen. (2018) Electromembrane extraction of high level substances: A novel approach for selective recovery of templates in molecular imprinting. JOURNAL OF MEMBRANE SCIENCE, 568 (30). [PMID:] [10.1016/j.memsci.2018.09.056] |
8. Lili Wu, Yulian Chen, Han Liu, Zhikun Zhan, Zhi Liang, Tao Zhang, Zheng Cai, Ling Ye, Menghua Liu, Jie Zhao, Shuwen Liu, Lan Tang. (2018) Emodin-induced hepatotoxicity was exacerbated by probenecid through inhibiting UGTs and MRP2. TOXICOLOGY AND APPLIED PHARMACOLOGY, 359 (91). [PMID:30248416] [10.1016/j.taap.2018.09.029] |
9. Liu Yixian, Wang Yafeng, Peng Youmei, Liu Bingjie, Ma Fang, Jiang Jinhua, Wang Qingduan, Chang Junbiao. (2018) Effects of the antiretroviral drug 2'-deoxy-2'-β-fluoro-4'-azidocytidine (FNC) on P-gp, MRP2 and BCRP expressions and functions. PHARMAZIE, 73 (9): (503-507). [PMID:30223932] [10.1691/ph.2018.8555] |
10. Wei Li, Bi-De Liu, Kai Liao, Yong Liu, Zi-Jin Wan, Yu-Fen Dong, Qian-Qian Cao, Qian Zhu, Xiao Gu. (2018) Alteration of Androgen Receptor Protein Stability by Triptolide in LNCaP Cells. Medicina-Lithuania, 54 (3): (39). [PMID:30344270] [10.3390/medicina54030039] |
11. Yixian Liu, Bingjie Liu, Yan Zhang, Youmei Peng, Chenzheng Huang, Ning Wang, Jinhua Jiang, Qingduan Wang, Junbiao Chang. (2017) Intestinal absorption mechanisms of 2′-deoxy-2′-β-fluoro-4′-azidocytidine, a cytidine analog for AIDS treatment, and its interaction with P-glycoprotein, multidrug resistance-associated protein 2 and breast cancer resistance protein. EUROPEAN JOURNAL OF PHARMACEUTICAL SCIENCES, 105 (150). [PMID:28487144] [10.1016/j.ejps.2017.05.009] |
12. Wen-Hao Yu, Na Zhang, Jin-Feng Qi, Chen Sun, Yong-Hui Wang, Mei Lin. (2015) Arsenic and Mercury Containing Traditional Chinese Medicine (Realgar and Cinnabar) Strongly Inhibit Organic Anion Transporters, Oat1 and Oat3, In Vivo in Mice. Biomed Research International, 2015 (863971). [PMID:26788513] [10.1155/2015/863971] |
1. Bakos E, Evers R, Sinkó E, Váradi A, Borst P, Sarkadi B. (2000) Interactions of the human multidrug resistance proteins MRP1 and MRP2 with organic anions.. Mol Pharmacol, 57 (4): (760-8). [PMID:10727523] [10.1021/op500134e] |
2. Enomoto A, Takeda M, Shimoda M, Narikawa S, Kobayashi Y, Kobayashi Y, Yamamoto T, Sekine T, Cha SH, Niwa T et al.. (2002) Interaction of human organic anion transporters 2 and 4 with organic anion transport inhibitors.. J Pharmacol Exp Ther, 301 (3): (797-802). [PMID:12023506] [10.1021/op500134e] |
3. Dallas S, Schlichter L, Bendayan R. (2004) Multidrug resistance protein (MRP) 4- and MRP 5-mediated efflux of 9-(2-phosphonylmethoxyethyl)adenine by microglia.. J Pharmacol Exp Ther, 309 (3): (1221-9). [PMID:14762102] [10.1021/op500134e] |
4. Youngblood GL, Sweet DH. (2004) Identification and functional assessment of the novel murine organic anion transporter Oat5 (Slc22a19) expressed in kidney.. Am J Physiol Renal Physiol, 287 (2): (F236-44). [PMID:15068970] [10.1021/op500134e] |
5. Horikawa M, Kato Y, Tyson CA, Sugiyama Y. (2002) The potential for an interaction between MRP2 (ABCC2) and various therapeutic agents: probenecid as a candidate inhibitor of the biliary excretion of irinotecan metabolites.. Drug Metab Pharmacokinet, 17 (1): (23-33). [PMID:15618649] [10.1021/op500134e] |
6. Monien BH, Müller C, Bakhiya N, Donath C, Frank H, Seidel A, Glatt H. (2009) Probenecid, an inhibitor of transmembrane organic anion transporters, alters tissue distribution of DNA adducts in 1-hydroxymethylpyrene-treated rats.. Toxicology, 262 (1): (80-5). [PMID:19481134] [10.1021/op500134e] |
7. Tan PK, Ostertag TM, Miner JN. (2016) Mechanism of high affinity inhibition of the human urate transporter URAT1.. Sci Rep, 6 (13): (34995). [PMID:27713539] [10.1021/op500134e] |
8. Nakamichi N, Ishimoto T, Yamauchi Y, Masuo Y, Kato Y. (2016) Screening to Identify Multidrug Resistance-Associated Protein Inhibitors with Neuroblastoma-Selective Cytotoxicity.. Biol Pharm Bull, 39 (10): (1638-1645). [PMID:27725440] [10.1021/op500134e] |
9. Hagos FT, Daood MJ, Ocque JA, Nolin TD, Bayir H, Poloyac SM, Kochanek PM, Clark RS, Empey PE. (2017) Probenecid, an organic anion transporter 1 and 3 inhibitor, increases plasma and brain exposure of N-acetylcysteine.. Xenobiotica, 47 (4): (346-353). [PMID:27278858] [10.1021/op500134e] |
10. Gollapudi S, Kim CH, Tran BN, Sangha S, Gupta S. (1997) Probenecid reverses multidrug resistance in multidrug resistance-associated protein-overexpressing HL60/AR and H69/AR cells but not in P-glycoprotein-overexpressing HL60/Tax and P388/ADR cells.. Cancer Chemother Pharmacol, 40 (2): (150-8). [PMID:9182837] [10.1021/op500134e] |
11. Bai L et al.. (2018) A Conserved Circadian Function for the Neurofibromatosis 1 Gene.. Cell Rep, 22 (13): (3416-3426). [PMID:29590612] |
12. Xiao Fei, Jiang Haizhou, Li Zi, Jiang Xiaoxue, Chen Shanghai, Niu Yuguo, Yin Hanrui, Shu Yousheng, Peng Bo, Lu Wei, Li Xiaoying, Li Zhigang, Lan Shujue, Xu Xiaoyan, Guo Feifan. (2023) Reduced hepatic bradykinin degradation accounts for cold-induced BAT thermogenesis and WAT browning in male mice. Nature Communications, 14 (1): (1-17). [PMID:37130842] [10.1038/s41467-023-38141-0] |
13. Fan Wu, Ting Zhao, Yu Zhang, Yan Wang, Guoxin Liao, Baojing Zhang, Chao Wang, Xiangge Tian, Lei Feng, Bangjiang Fang, Xiaokui Huo, Xiaochi Ma. (2023) Beneficial herb-drug interaction of rhein in Jinhongtang and Imipenem/Cilastatin mediated by organic anion transporters. JOURNAL OF ETHNOPHARMACOLOGY, 312 (116449). [PMID:37023835] [10.1016/j.jep.2023.116449] |
14. Chen Sun, Mingyu Zhang, Yanhong Zhao, Jianxin Pang, Ying Peng, Jiang Zheng. (2020) An LC-MS/MS- and hURAT1 cell-based approach for screening of uricosuric agents. JOURNAL OF CHROMATOGRAPHY B-ANALYTICAL TECHNOLOGIES IN THE BIOMEDICAL AND LIFE SCIENCES, 1159 (122336). [PMID:32905987] [10.1016/j.jchromb.2020.122336] |
15. Qingquan Zeng, Mengru Bai, Cui Li, Shuanghui Lu, Zhiyuan Ma, Yunchun Zhao, Hui Zhou, Huidi Jiang, Dongli Sun, Caihong Zheng. (2019) Multiple Drug Transporters Contribute to the Placental Transfer of Emtricitabine. ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, [PMID:31160284] [10.1128/AAC.00199-19] |
16. Yufeng Chen, Fan Xue, Guobin Xia, Zhenlei Zhao, Chun Chen, Yunhong Li, Ying Zhang. (2019) Transepithelial transport mechanisms of 7,8-dihydroxyflavone, a small molecular TrkB receptor agonist, in human intestinal Caco-2 cells. Food & Function, 10 (8): (5215-5227). [PMID:31384856] [10.1039/C9FO01007F] |
17. Peter Yaro, Jing Nie, Mingcheng Xu, Kui Zeng, Houhong He, Jianbiao Yao, Ruwei Wang, Su Zeng. (2019) Influence of organic anion transporter 1/3 on the pharmacokinetics and renal excretion of ginkgolides and bilobalide. JOURNAL OF ETHNOPHARMACOLOGY, 243 (112098). [PMID:31325605] [10.1016/j.jep.2019.112098] |
18. Bin Lin, Libin Wan, Xiaojie Sun, Chuixiu Huang, Stig Pedersen-Bjergaard, Xiantao Shen. (2018) Electromembrane extraction of high level substances: A novel approach for selective recovery of templates in molecular imprinting. JOURNAL OF MEMBRANE SCIENCE, 568 (30). [PMID:] [10.1016/j.memsci.2018.09.056] |
19. Lili Wu, Yulian Chen, Han Liu, Zhikun Zhan, Zhi Liang, Tao Zhang, Zheng Cai, Ling Ye, Menghua Liu, Jie Zhao, Shuwen Liu, Lan Tang. (2018) Emodin-induced hepatotoxicity was exacerbated by probenecid through inhibiting UGTs and MRP2. TOXICOLOGY AND APPLIED PHARMACOLOGY, 359 (91). [PMID:30248416] [10.1016/j.taap.2018.09.029] |
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