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Basic Description
| Synonyms | FT-0621717 | Tox21_202947 | NCGC00260493-01 | Q2739953 | 1,2-Diketoacenaphthene | Acenaphthenedione | Acenaphthenequinone | F1908-0136 | SCHEMBL141538 | acenaphthene-1,2-dione | MFCD00003805 | 1,2-dihydroacenaphthylenedione | NSC 7656 | AKOS000120366 | Ac |
|---|---|
| Specifications & Purity | ≥98% |
| Shipped In | Normal |
| Product Description |
application： Acenaphthenequinone is used in the preparation of acetylcholinesterase inhibitory agents. It is also used in the preparation of turn-on sensors for cysteine/homocysteine and its application in bioimaging. Further, it is used as an intermediate in manufacturing of dyes and pharmaceuticals. In addition to this, it is used in chemical research as a drug and therapeutic agent. |
Taxonomic Classification
Taxonomy Tree
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Kingdom
Organic compounds
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Superclass
Benzenoids
- Class Naphthalenes
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Superclass
Benzenoids
| Kingdom | Organic compounds |
|---|---|
| Superclass | Benzenoids |
| Class | Naphthalenes |
| Subclass | Not available |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Naphthalenes |
| Alternative Parents | Organooxygen compounds Organic oxides Hydrocarbon derivatives |
| Molecular Framework | Aromatic homopolycyclic compounds |
| Substituents | Naphthalene - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Aromatic homopolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as naphthalenes. These are compounds containing a naphthalene moiety, which consists of two fused benzene rings. |
| External Descriptors | a quinone |
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Associated Targets(Human)
CES1
Tchem
Liver carboxylesterase 1 (2 Activities)
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
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CES2
Tchem
Cocaine esterase (1 Activities)
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
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ACHE
Tclin
Acetylcholinesterase (18204 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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BCHE
Tclin
Butyrylcholinesterase (7174 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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ALDH1A1
Tchem
Aldehyde dehydrogenase 1A1 (77053 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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CES2
Tchem
Carboxylesterase 2 (583 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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CES1
Tchem
Acyl coenzyme A:cholesterol acyltransferase (1029 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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HL-60 (67320 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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HCT-116 (91556 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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MCL1
Tchem
Induced myeloid leukemia cell differentiation protein Mcl-1 (3820 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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APEX1
Tchem
DNA-(apurinic or apyrimidinic site) lyase (38016 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
EHMT2
Tchem
Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 (93046 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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TDP1
Tchem
Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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SMAD3
Tchem
Mothers against decapentaplegic homolog 3 (68039 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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GMNN
Tbio
Geminin (128009 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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ATAD5
Tbio
ATPase family AAA domain-containing protein 5 (122566 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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ATXN2
Tbio
Ataxin-2 (54410 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Associated Targets(non-human)
Plasmodium falciparum (966862 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Rorc
Nuclear receptor ROR-gamma (89407 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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fba
Putative fructose-1,6-bisphosphate aldolase (15559 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Mechanisms of Action
| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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Names and Identifiers
| Pubchem Sid | 488180141 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/488180141 |
| IUPAC Name | acenaphthylene-1,2-dione |
| INCHI | InChI=1S/C12H6O2/c13-11-8-5-1-3-7-4-2-6-9(10(7)8)12(11)14/h1-6H |
| InChIKey | AFPRJLBZLPBTPZ-UHFFFAOYSA-N |
| Smiles | C1=CC2=C3C(=C1)C(=O)C(=O)C3=CC=C2 |
| Isomeric SMILES | C1=CC2=C3C(=C1)C(=O)C(=O)C3=CC=C2 |
| WGK Germany | 3 |
| RTECS | AB1024500 |
| Molecular Weight | 182.17 |
| Beilstein | 879172 |
| Reaxy-Rn | 879172 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=879172&ln= |
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.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
 F2121030 |
Certificate of Analysis | Apr 08, 2025 | A112967 |
| L1909163 |
Certificate of Analysis | Sep 07, 2023 | A112967 |
| B2325205 |
Certificate of Analysis | Mar 03, 2023 | A112967 |
| B2325206 |
Certificate of Analysis | Mar 03, 2023 | A112967 |
| L2207431 |
Certificate of Analysis | Nov 14, 2022 | A112967 |
| L2207429 |
Certificate of Analysis | Nov 14, 2022 | A112967 |
| L2207430 |
Certificate of Analysis | Nov 14, 2022 | A112967 |
| L2207445 |
Certificate of Analysis | Nov 14, 2022 | A112967 |
| L2207037 |
Certificate of Analysis | Nov 14, 2022 | A112967 |
| L2207080 |
Certificate of Analysis | Nov 14, 2022 | A112967 |
| L2207086 |
Certificate of Analysis | Nov 14, 2022 | A112967 |
| L2207085 |
Certificate of Analysis | Nov 14, 2022 | A112967 |
| C2211124 |
Certificate of Analysis | Feb 14, 2022 | A112967 |
| C2211154 |
Certificate of Analysis | Feb 14, 2022 | A112967 |
| C2211126 |
Certificate of Analysis | Feb 14, 2022 | A112967 |
| C2211092 |
Certificate of Analysis | Feb 14, 2022 | A112967 |
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Chemical and Physical Properties
| Solubility | Soluble in chloroform and alcohol. Insoluble in water. |
|---|---|
| Melt Point(°C) | 255°C |
| Molecular Weight | 182.170 g/mol |
| XLogP3 | 1.900 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 2 |
| Rotatable Bond Count | 0 |
| Exact Mass | 182.037 Da |
| Monoisotopic Mass | 182.037 Da |
| Topological Polar Surface Area | 34.100 Ų |
| Heavy Atom Count | 14 |
| Formal Charge | 0 |
| Complexity | 267.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
Citations of This Product
| 1. Ning Liu, NiNa Qiao, Feng-Shou Liu, ShaoHua Wang, Ying Liang. (2020) Bulky α-diimine palladium complexes supported graphene oxide as heterogeneous catalysts for Suzuki-Miyaura reaction. JOURNAL OF MOLECULAR STRUCTURE, 1218 (128537). |
| 2. Jie Zhao, Hongjuan Li, Kui Yang, Shiguo Sun, Aiping Lu, Yongqian Xu. (2014) A specific and rapid “on-off” acenaphthenequinone-based probe for HOCl detection and imaging in living cells. NEW JOURNAL OF CHEMISTRY, 38 (8): (3371-3374). |
| 3. Jie Zhao, Yongqian Xu, Hongjuan Li, Aiping Lu, Shiguo Sun. (2013) A facile intracellular fluorescent probe for detection of hydrazine and its application. NEW JOURNAL OF CHEMISTRY, 37 (12): (3849-3852). |
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