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6,7-Dihydroxycoumarin - analytical standard，≥98%, high purity , CAS No.305-01-1

10 Citations

analytical standard

Moligand™

≥98%

CAS#: 305-01-1
Formula: C₉H₆O₄
Molecular Weight: 178.14
Beilstein Registry Number: 152788
EC Number: 206-161-5
MDL number: MFCD00006874
PubChem CID: 5281416

Item Number

D114065

Grouped product items
SKU	Size	Availability	Price	Qty
D114065-25mg	25mg	Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!	$102.90
D114065-100mg	100mg	Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!	$326.90

Potent, selective and non-competitive lipoxygenase inhibitor

Basic Description

Synonyms	6,7-bis(oxidanyl)chromen-2-one \| HMS2097L22 \| 6,7-Dihydroxy-2H-1-benzopyran-2-one \| Esculin aglucon \| HMS1921M14 \| Spectrum5_000512 \| Cichorigenin \| 2H-1-Benzopyran-2-one, 6,7-dihydroxy- \| 6,7-Dihydroxy-2H-chromen-2-one # \| AB00489955 \| BRN 0152788 \| KBio
Specifications & Purity	Moligand™, analytical standard, ≥98%
Biochemical and Physiological Mechanisms	Potent, selective and non-competitive lipoxygenase inhibitor (IC 50 = 650 nM). Inhibits cell proliferation in tumor cells in vitro (IC 50 = 193 μM). Suppresses MMP-9 expression in vitro . Antioxidant and antitumor agent. Active in vivo and in vitro .
Shipped In	Normal
Grade	analytical standard, Moligand™
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.

Associated Targets(Human)

CA12 Tclin Carbonic anhydrase 12 (1 Activities)

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CA9 Tclin Carbonic anhydrase 9 (1 Activities)

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CA2 Tclin Carbonic anhydrase II (17698 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PTGS1 Tclin Cyclooxygenase-1 (9233 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

XDH Tclin Xanthine dehydrogenase (1038 Activities)

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AKR1B1 Tclin Aldose reductase (1404 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CA1 Tclin Carbonic anhydrase I (13240 Activities)

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MIF Tchem Macrophage migration inhibitory factor (979 Activities)

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GLA Tclin Alpha-galactosidase A (5444 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

GBA1 Tclin Beta-glucocerebrosidase (14647 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

GAA Tclin Lysosomal alpha-glucosidase (35701 Activities)

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ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CYP2D6 Tclin Cytochrome P450 2D6 (33882 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SORD Tchem Sorbitol dehydrogenase (133 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CASP1 Tchem Caspase-1 (6235 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MPI Tchem Mannose-6-phosphate isomerase (940 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ALOX15 Tchem Arachidonate 15-lipoxygenase (7108 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CASP7 Tchem Caspase-7 (3146 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CA12 Tclin Carbonic anhydrase XII (6231 Activities)

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BACE1 Tchem Beta-secretase 1 (15641 Activities)

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CYP1A2 Tchem Cytochrome P450 1A2 (26471 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

UGT1A4 Tbio UDP-glucuronosyltransferase 1A4 (288 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CYP2C9 Tchem Cytochrome P450 2C9 (32119 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CYP2C19 Tchem Cytochrome P450 2C19 (29246 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CA9 Tclin Carbonic anhydrase IX (8255 Activities)

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CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)

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A498 (42825 Activities)

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ACHN (49357 Activities)

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CAKI-1 (44928 Activities)

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CCRF-CEM (65223 Activities)

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COLO 205 (50209 Activities)

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DU-145 (51482 Activities)

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HL-60 (67320 Activities)

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HT-29 (80576 Activities)

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K562 (73714 Activities)

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KM12 (47707 Activities)

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M14 (47487 Activities)

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MCF7 (126967 Activities)

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MOLT-4 (49676 Activities)

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OVCAR-3 (48710 Activities)

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OVCAR-4 (44535 Activities)

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OVCAR-5 (45555 Activities)

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OVCAR-8 (47708 Activities)

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PC-3 (62116 Activities)

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RPMI-8226 (44974 Activities)

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RXF 393 (41971 Activities)

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SF-295 (48000 Activities)

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SK-MEL-2 (46422 Activities)

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SK-MEL-28 (48833 Activities)

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SK-MEL3 (228 Activities)

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SK-MEL-5 (47095 Activities)

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SK-OV-3 (52876 Activities)

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Associated Targets(non-human)

Agrobacterium tumefaciens (620 Activities)

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Aspergillus flavus (8875 Activities)

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Aspergillus fumigatus (16427 Activities)

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Artemia (698 Activities)

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Mus musculus (284745 Activities)

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Human alphaherpesvirus 1 (11089 Activities)

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Human immunodeficiency virus (3636 Activities)

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RAW264.7 (28094 Activities)

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Vero (26788 Activities)

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C6 (2371 Activities)

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lef Anthrax lethal factor (7585 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

srtA Sortase A (641 Activities)

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Txnrd1 Thioredoxin reductase 1, cytoplasmic (45279 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Large T antigen (1457 Activities)

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Mapt Microtubule-associated protein tau (6 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

fba Putative fructose-1,6-bisphosphate aldolase (15559 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ffp 4'-phosphopantetheinyl transferase ffp (24982 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

FTL Ferritin light chain (43324 Activities)

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Mechanisms of Action

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Names and Identifiers

IUPAC Name	6,7-dihydroxychromen-2-one
INCHI	InChI=1S/C9H6O4/c10-6-3-5-1-2-9(12)13-8(5)4-7(6)11/h1-4,10-11H
InChi Key	ILEDWLMCKZNDJK-UHFFFAOYSA-N
Canonical SMILES	C1=CC(=O)OC2=CC(=C(C=C21)O)O
Isomeric SMILES	C1=CC(=O)OC2=CC(=C(C=C21)O)O
WGK Germany	3
RTECS	GN6382500
PubChem CID	5281416
Molecular Weight	178.14
Beilstein	152788

Certificates

Certificate of Analysis(COA)

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1 results found

Lot Number	Certificate Type	Date	Item
C1812057	Certificate of Analysis	Aug 02, 2023	D114065

Chemical and Physical Properties

Melt Point(°C)	270°C

Safety and Hazards(GHS)

Pictogram(s)	GHS07
Signal	Warning
Hazard Statements	H315:Causes skin irritation H319:Causes serious eye irritation H335:May cause respiratory irritation
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. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of water. P321:Specific treatment (see ... on this label). P405:Store locked up. P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P271:Use only outdoors or in a well-ventilated area. P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing. P403+P233:Store in a well-ventilated place. Keep container tightly closed. P362+P364:Take off contaminated clothing and wash it before reuse. P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes. P337+P317:If eye irritation persists: Get medical help. P332+P317:If skin irritation occurs: Get medical help. P319:Get medical help if you feel unwell.
WGK Germany	3
RTECS	GN6382500
Merck Index	3697

Citations of This Product

How to Cite Aladdin Scientific Products?

1. Shuai-Nan Zhang, Qi Liu, Xu-Zhao Li, Wu-De Yang, Ying Zhou. (2024) Sophora tonkinensis and active compounds inhibit mitochondrial impairments, inflammation, and LDLR deficiency in myocardial ischemia mice through regulating the vesicle-mediated transport pathway. FITOTERAPIA, 172 (105756). [PMID:38007052] [10.1016/j.fitote.2023.105756]
2. Zhang Shuai-nan, Liu Qi, Li Xu-zhao, Yang Wu-de, Zhou Ying. (2023) Cardioprotection of Eucommiae Folium: the extract and pharmaceutically active compounds attenuate hyperglycemia, mitochondrial dysfunction, calcium dyshomeostasis, insulin resistance, and oxidative stress in diabetic cardiomyopathy db/db mice. JOURNAL OF PHARMACY AND PHARMACOLOGY, 75 (12): (1509-1520). [PMID:37889854] [10.1093/jpp/rgad095]
3. Ji Ma, Yang Deng, Tingting Yang, Maoru Li, Jing Shang. (2023) Esculetin Alleviates Nonalcoholic Fatty Liver Disease on High-Cholesterol-Diet-Induced Larval Zebrafish and FFA-Induced BRL-3A Hepatocyte. INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES, 24 (2): (1593). [PMID:36675107] [10.3390/ijms24021593]
4. Yin Lu, Yuan Zhang, Kan Zhang. (2022) Renewable biomass resources to access halogen- and phosphorus-free flame retardant thermosets with ultra-low heat release capacity. CHEMICAL ENGINEERING JOURNAL, 448 (137670). [PMID:] [10.1016/j.cej.2022.137670]
5. Guoyan Liu, Wenqi Zhu, Sitong Li, Wanli Zhou, Huijuan Zhang, Jing Wang, Xiaofang Liu, Jixian Zhang, Li Liang, Xin Xu. (2022) Antioxidant capacity and interaction of endogenous phenolic compounds from tea seed oil. FOOD CHEMISTRY, 376 (131940). [PMID:34968910] [10.1016/j.foodchem.2021.131940]
6. Bi Wang, Pirui Li, Shu Xu, Lanying Liu, Yannan Xu, Xu Feng, Xingzeng Zhao, Yu Chen. (2021) Inhibitory Effects of the Natural Product Esculetin on Phytophthora capsici and Its Possible Mechanism. PLANT DISEASE, 105 (6): [PMID:33332162] [10.1094/PDIS-09-20-2054-RE]
7. Yuanyang Dong, Qihang Hou, Meng Sun, Jingjing Sun, Bingkun Zhang. (2020) Targeted Isolation of Antioxidant Constituents from Plantago asiatica L. and In Vitro Activity Assay. MOLECULES, 25 (8): (1825). [PMID:32316264] [10.3390/molecules25081825]
8. Yang Wang, Chennong Xiang, Ting Li, Piming Ma, Huiyu Bai, Yi Xie, Mingqing Chen, Weifu Dong. (2017) Enhanced Thermal Stability and UV-Shielding Properties of Poly(vinyl alcohol) Based on Esculetin. JOURNAL OF PHYSICAL CHEMISTRY B, 121 (5): (1148–1157). [PMID:28085278] [10.1021/acs.jpcb.6b11453]
9. Lingzhi Zhao, Liu Zhao, Yanqing Miao, Chunye Liu, Chenxiao Zhang. (2016) Construction of a Turn Off-On-Off Fluorescent System Based on Competitive Coordination of Cu2+ between 6,7-Dihydroxycoumarin and Pyrophosphate Ion for Sensitive Assay of Pyrophosphatase Activity. Journal of Analytical Methods in Chemistry, 2016 (4306838). [PMID:27766179] [10.1155/2016/4306838]
10. Huichao Li, Lu Wang, Kai Sheng, Lina Zou, Baoxian Ye. (2016) Highly sensitive determination of esculetin on TiO2-NPs-coated poly(diallyldimethylammonium chloride)-functionalized graphene modified electrode. TALANTA, 161 (838). [PMID:27769491] [10.1016/j.talanta.2016.09.050]

References

1. Shuai-Nan Zhang, Qi Liu, Xu-Zhao Li, Wu-De Yang, Ying Zhou. (2024) Sophora tonkinensis and active compounds inhibit mitochondrial impairments, inflammation, and LDLR deficiency in myocardial ischemia mice through regulating the vesicle-mediated transport pathway. FITOTERAPIA, 172 (105756). [PMID:38007052] [10.1016/j.fitote.2023.105756]
2. Zhang Shuai-nan, Liu Qi, Li Xu-zhao, Yang Wu-de, Zhou Ying. (2023) Cardioprotection of Eucommiae Folium: the extract and pharmaceutically active compounds attenuate hyperglycemia, mitochondrial dysfunction, calcium dyshomeostasis, insulin resistance, and oxidative stress in diabetic cardiomyopathy db/db mice. JOURNAL OF PHARMACY AND PHARMACOLOGY, 75 (12): (1509-1520). [PMID:37889854] [10.1093/jpp/rgad095]
3. Ji Ma, Yang Deng, Tingting Yang, Maoru Li, Jing Shang. (2023) Esculetin Alleviates Nonalcoholic Fatty Liver Disease on High-Cholesterol-Diet-Induced Larval Zebrafish and FFA-Induced BRL-3A Hepatocyte. INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES, 24 (2): (1593). [PMID:36675107] [10.3390/ijms24021593]
4. Yin Lu, Yuan Zhang, Kan Zhang. (2022) Renewable biomass resources to access halogen- and phosphorus-free flame retardant thermosets with ultra-low heat release capacity. CHEMICAL ENGINEERING JOURNAL, 448 (137670). [PMID:] [10.1016/j.cej.2022.137670]
5. Guoyan Liu, Wenqi Zhu, Sitong Li, Wanli Zhou, Huijuan Zhang, Jing Wang, Xiaofang Liu, Jixian Zhang, Li Liang, Xin Xu. (2022) Antioxidant capacity and interaction of endogenous phenolic compounds from tea seed oil. FOOD CHEMISTRY, 376 (131940). [PMID:34968910] [10.1016/j.foodchem.2021.131940]
6. Bi Wang, Pirui Li, Shu Xu, Lanying Liu, Yannan Xu, Xu Feng, Xingzeng Zhao, Yu Chen. (2021) Inhibitory Effects of the Natural Product Esculetin on Phytophthora capsici and Its Possible Mechanism. PLANT DISEASE, 105 (6): [PMID:33332162] [10.1094/PDIS-09-20-2054-RE]
7. Yuanyang Dong, Qihang Hou, Meng Sun, Jingjing Sun, Bingkun Zhang. (2020) Targeted Isolation of Antioxidant Constituents from Plantago asiatica L. and In Vitro Activity Assay. MOLECULES, 25 (8): (1825). [PMID:32316264] [10.3390/molecules25081825]
8. Yang Wang, Chennong Xiang, Ting Li, Piming Ma, Huiyu Bai, Yi Xie, Mingqing Chen, Weifu Dong. (2017) Enhanced Thermal Stability and UV-Shielding Properties of Poly(vinyl alcohol) Based on Esculetin. JOURNAL OF PHYSICAL CHEMISTRY B, 121 (5): (1148–1157). [PMID:28085278] [10.1021/acs.jpcb.6b11453]
9. Lingzhi Zhao, Liu Zhao, Yanqing Miao, Chunye Liu, Chenxiao Zhang. (2016) Construction of a Turn Off-On-Off Fluorescent System Based on Competitive Coordination of Cu2+ between 6,7-Dihydroxycoumarin and Pyrophosphate Ion for Sensitive Assay of Pyrophosphatase Activity. Journal of Analytical Methods in Chemistry, 2016 (4306838). [PMID:27766179] [10.1155/2016/4306838]
10. Huichao Li, Lu Wang, Kai Sheng, Lina Zou, Baoxian Ye. (2016) Highly sensitive determination of esculetin on TiO2-NPs-coated poly(diallyldimethylammonium chloride)-functionalized graphene modified electrode. TALANTA, 161 (838). [PMID:27769491] [10.1016/j.talanta.2016.09.050]

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6,7-Dihydroxycoumarin - analytical standard，≥98%, high purity , CAS No.305-01-1

Basic Description

Associated Targets(Human)

Associated Targets(non-human)

Mechanisms of Action

Names and Identifiers

Certificates

Certificate of Analysis(COA)

Chemical and Physical Properties

Safety and Hazards(GHS)

Related Documents

Citations of This Product

References

Solution Calculators

Molarity Calculator

Dilution Calculator

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