Basic Description

Synonyms	2H-1-Benzopyran-2-one, 3,3'-methylenebis(4-hydroxy- \| Di-4-hydroxy-3,3'-methylenedicoumarin \| Temparin \| 3,3'-Methylenebis[4-hydroxy-1,2-benzopyrone] \| Kumoran \| Acadyl \| NSC41834 \| NSC-41834 \| 2H-1-Benzopyran-2-one, 3,3'-methylenebis(4-hydroxy)- \| BB 021
Specifications & Purity	Moligand™, ≥98%
Shipped In	Normal
Grade	Moligand™
Action Type	INHIBITOR
Mechanism of action	Inhibitor of vitamin K epoxide reductase complex subunit 1
Product Description	Prototype of the 4-hydroxycoumarin class of anticoagulants, which act as vitamin K antagonists, preventing formation of prothrombin. There are many reports that dicumarol also inhibits NADPH:quinone oxidoreductase (NQO(1)). In one, it inhibited NQO(1) in a pancreatic cancer cell line, causing increased formation of superoxide and inhibiting cell growth.

Associated Targets(Human)

GPR35 Tchem G-protein coupled receptor 35 (1 Activities)

Discover Target: GPR35

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

CYP2C9 Tchem Cytochrome P450 2C9 (3 Activities)

Discover Target: CYP2C9

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

VKORC1 Tclin Vitamin K epoxide reductase complex subunit 1 (0 Activities)

Discover Target: VKORC1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

NQO1 Tchem NAD(P)H dehydrogenase [quinone] 1 (6 Activities)

Discover Target: NQO1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Names and Identifiers

Pubchem Sid	488201684
Pubchem Sid Url	https://pubchem.ncbi.nlm.nih.gov/substance/488201684
IUPAC Name	4-hydroxy-3-[(4-hydroxy-2-oxochromen-3-yl)methyl]chromen-2-one
INCHI	InChI=1S/C19H12O6/c20-16-10-5-1-3-7-14(10)24-18(22)12(16)9-13-17(21)11-6-2-4-8-15(11)25-19(13)23/h1-8,20-21H,9H2
InChi Key	DOBMPNYZJYQDGZ-UHFFFAOYSA-N
Canonical SMILES	C1=CC=C2C(=C1)C(=C(C(=O)O2)CC3=C(C4=CC=CC=C4OC3=O)O)O
Isomeric SMILES	C1=CC=C2C(=C1)C(=C(C(=O)O2)CC3=C(C4=CC=CC=C4OC3=O)O)O
PubChem CID	54676038
UN Number	3077
Packing Group	III
Molecular Weight	336.3

Database links

DrugBank Ligand	DB00266
PubChem CID	54676038
CAS Registry No.	66-76-2
ChEMBL Ligand	CHEMBL1466
Wikipedia	Dicumarol
Reactome Reaction	R-HSA-9026967
Reactome Drug	R-ALL-9035047
DrugCentral Ligand	867
PubChem SID	488201684

Certificates

Certificate of Analysis(COA)

Enter Lot Number to search for COA:

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

3 results found

Lot Number	Certificate Type	Date	Item
A2405056	Certificate of Analysis	Dec 03, 2021	D155113
F2328233	Certificate of Analysis	Dec 03, 2021	D155113
F2328239	Certificate of Analysis	Dec 03, 2021	D155113

Safety and Hazards(GHS)

Pictogram(s)	GHS06, GHS08, GHS09
Signal	Danger
Hazard Statements	H301:Toxic if swallowed H411:Toxic to aquatic life with long lasting effects H372:Causes damage to organs through prolonged or repeated exposure
Precautionary Statements	P273:Avoid release to the environment. P301+P310:IF SWALLOWED: Immediately call a POISON CENTER/doctor/... P405:Store locked up. P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P260:Do not breathe dust/fume/gas/mist/vapors/spray. P270:Do not eat, drink or smoke when using this product. P314:Get medical advice/attention if you feel unwell. P391:Collect spillage. P330:Rinse mouth.
Class	9

Citations of This Product

How to Cite Aladdin Scientific Products?

1. Yamei Ma, Zhen Zhang, Shengchao Gao, Yue Zhan, Zihao Wei, Ying Liu. (2023) The efficient Congo red decolorization coupled with electricity generation via G. sulfurreducens based on microbial fuel cells. Journal of Environmental Chemical Engineering, 11 (1): (111296). [PMID:26449471] [10.1016/j.jece.2023.111296]
2. Xing Yan, Ming-Jun Zhu. (2023) Enhanced bioelectricity generation in thermophilic microbial fuel cell with lignocellulose as an electron donor by resazurin-mediated electron transfer. BIORESOURCE TECHNOLOGY, 388 (8): (129764). [PMID:37722540] [10.1016/j.biortech.2023.129764]
3. Yanhao Li, Chengfang Hu, Bo Hu, Jian Tian, Gang Zhao, Chuandong Cai, Yuange Li, Zhenyu Sun, Shuo Wang, Sa Pang, Rong Bao, Zaijing Tao, Huajiang Chen, Jinglei Wu, Shen Liu. (2023) Sustained Release of Dicumarol via Novel Grafted Polymer in Electrospun Nanofiber Membrane for Treatment of Peritendinous Adhesion. Advanced Healthcare Materials, 12 (15): (2203078). [PMID:36864645] [10.1002/adhm.202203078]
4. Yi-Xuan Fu, Wu-Yingzheng Guo, Nan Wang, Yi-Jie Dai, Zi-Ye Zhang, Xin-Lin Sun, Wen-Chao Yang, Guang-Fu Yang. (2022) Diagnosis of Bacterial Plant Diseases via a Nitroreductase-Activated Fluorescent Sensor. ANALYTICAL CHEMISTRY, 94 (50): (17692–17699). [PMID:36469707] [10.1021/acs.analchem.2c04614]
5. Xianghan Zhang, Zhiqing Gao, Yuqiong Xia, Qunyan Dong, Yutian Cao, Qian Jia, Fang Sun, Zheng Li, Chu Tang, Jie Yu. (2022) Insight into the spatial interaction of D-π-A bridge derived cyanines and nitroreductase for fluorescent cancer hypoxia detection. SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 273 (121031). [PMID:35189489] [10.1016/j.saa.2022.121031]
6. Bingfeng Liang, Dangxia Zhou. (2021) ROS-Activated homodimeric podophyllotoxin nanomedicine with self-accelerating drug release for efficient cancer eradication. DRUG DELIVERY, 28 (1): (2361-2372). [PMID:34747277] [10.1080/10717544.2021.1995076]

References

1. Yamei Ma, Zhen Zhang, Shengchao Gao, Yue Zhan, Zihao Wei, Ying Liu. (2023) The efficient Congo red decolorization coupled with electricity generation via G. sulfurreducens based on microbial fuel cells. Journal of Environmental Chemical Engineering, 11 (1): (111296). [PMID:26449471] [10.1016/j.jece.2023.111296]
2. Xing Yan, Ming-Jun Zhu. (2023) Enhanced bioelectricity generation in thermophilic microbial fuel cell with lignocellulose as an electron donor by resazurin-mediated electron transfer. BIORESOURCE TECHNOLOGY, 388 (8): (129764). [PMID:37722540] [10.1016/j.biortech.2023.129764]
3. Yanhao Li, Chengfang Hu, Bo Hu, Jian Tian, Gang Zhao, Chuandong Cai, Yuange Li, Zhenyu Sun, Shuo Wang, Sa Pang, Rong Bao, Zaijing Tao, Huajiang Chen, Jinglei Wu, Shen Liu. (2023) Sustained Release of Dicumarol via Novel Grafted Polymer in Electrospun Nanofiber Membrane for Treatment of Peritendinous Adhesion. Advanced Healthcare Materials, 12 (15): (2203078). [PMID:36864645] [10.1002/adhm.202203078]
4. Yi-Xuan Fu, Wu-Yingzheng Guo, Nan Wang, Yi-Jie Dai, Zi-Ye Zhang, Xin-Lin Sun, Wen-Chao Yang, Guang-Fu Yang. (2022) Diagnosis of Bacterial Plant Diseases via a Nitroreductase-Activated Fluorescent Sensor. ANALYTICAL CHEMISTRY, 94 (50): (17692–17699). [PMID:36469707] [10.1021/acs.analchem.2c04614]
5. Xianghan Zhang, Zhiqing Gao, Yuqiong Xia, Qunyan Dong, Yutian Cao, Qian Jia, Fang Sun, Zheng Li, Chu Tang, Jie Yu. (2022) Insight into the spatial interaction of D-π-A bridge derived cyanines and nitroreductase for fluorescent cancer hypoxia detection. SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 273 (121031). [PMID:35189489] [10.1016/j.saa.2022.121031]
6. Bingfeng Liang, Dangxia Zhou. (2021) ROS-Activated homodimeric podophyllotoxin nanomedicine with self-accelerating drug release for efficient cancer eradication. DRUG DELIVERY, 28 (1): (2361-2372). [PMID:34747277] [10.1080/10717544.2021.1995076]

Solution Calculators

Molarity Calculator

Determine the necessary mass, volume, or concentration for preparing a solution.

Dilution Calculator

Determine the dilution needed to prepare a stock solution.

SKU	Size	Availability	Price
D155113-1g	1g	In stock	$9.90
D155113-5g	5g	In stock	$30.90
D155113-25g	25g	In stock	$74.90

Dicoumarol - ≥98.0%, high purity , CAS No.66-76-2, Inhibitor of vitamin K epoxide reductase complex subunit 1