Menadione structure
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Common Name | Menadione | ||
|---|---|---|---|---|
| CAS Number | 58-27-5 | Molecular Weight | 172.18000 | |
| Density | 1.225 g/cm3 | Boiling Point | 304.5ºC at 760 mmHg | |
| Molecular Formula | C11H8O2 | Melting Point | 105-107 °C(lit.) | |
| MSDS | Chinese USA | Flash Point | 113.8ºC | |
| Symbol |
GHS07 |
Signal Word | Warning | |
Use of MenadioneMenadione, a synthetic naphthoquinone, can be converted to active vitamin K2 in vivo.Target: OthersMenadione (Vitamin K3) is a synthetic analogue of of 1,4-naphthoquinone with a methyl group in the 2-position. Menadione is used as a phosphatase inhibitor and an inhibitor of mitochondrial DNA polymerase γ (pol γ). Menadione can be used as an oxidative injury (free radical generator) inducing agent [1]. |
This table lists Chinese names, IUPAC names and various aliases of this chemical substance.
| Name | Menadione |
|---|---|
| Synonym | More Synonyms |
This table contains bioactivity, target information and biological‑assay experimental data of this compound.
| Description | Menadione, a synthetic naphthoquinone, can be converted to active vitamin K2 in vivo.Target: OthersMenadione (Vitamin K3) is a synthetic analogue of of 1,4-naphthoquinone with a methyl group in the 2-position. Menadione is used as a phosphatase inhibitor and an inhibitor of mitochondrial DNA polymerase γ (pol γ). Menadione can be used as an oxidative injury (free radical generator) inducing agent [1]. |
|---|---|
| Related Catalog | |
| Target |
Human Endogenous Metabolite |
| References |
This table shows physicochemical parameters including melting point, boiling point, density, solubility and optical rotation. Missing data is marked as N/A.
| Density | 1.225 g/cm3 |
|---|---|
| Boiling Point | 304.5ºC at 760 mmHg |
| Melting Point | 105-107 °C(lit.) |
| Molecular Formula | C11H8O2 |
| Molecular Weight | 172.18000 |
| Flash Point | 113.8ºC |
| Exact Mass | 172.05200 |
| PSA | 34.14000 |
| LogP | 2.01190 |
| InChIKey | MJVAVZPDRWSRRC-UHFFFAOYSA-N |
| SMILES | CC1=CC(=O)c2ccccc2C1=O |
| Storage condition | Store at RT. |
| Stability | Stable. May be light sensitive. Incompatible with strong oxidizing agents. |
| Water Solubility | INSOLUBLE |
This table provides MSDS information including hazard classification, first‑aid, fire‑fighting, spill handling, operation and storage instructions.
This table summarizes toxicological test data, acute & chronic toxicity and ecological hazard parameters for this chemical.
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATAACUTE TOXICITY DATA
MUTATION DATA
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This table covers safety warnings, protective measures, incompatible substances and disposal guidelines for this compound.
| Symbol |
GHS07 |
|---|---|
| Signal Word | Warning |
| Hazard Statements | H302-H315-H319-H335 |
| Precautionary Statements | P261-P305 + P351 + P338 |
| Personal Protective Equipment | dust mask type N95 (US);Eyeshields;Faceshields;Gloves |
| Hazard Codes | Xn:Harmful |
| Risk Phrases | R22;R36/37/38;R43 |
| Safety Phrases | S26-S36-S37/39-S24 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | 3 |
| RTECS | QL9100000 |
| HS Code | 2914700090 |
This table presents publicly reported synthetic routes, reaction conditions, reactants and product information of the compound.
This table lists upstream starting materials and downstream derivative products related to this chemical.
| Precursor 10 | |
|---|---|
| DownStream 10 | |
This table shows customs‑related data including HS‑code, tariff and regulatory conditions for import and export.
| HS Code | 2914690090 |
|---|---|
| Summary | 2914690090 other quinones。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:5.5%。General tariff:30.0% |
This table lists relevant public references with title, journal and publication metadata for this compound.
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Hypoxanthine uptake by skeletal muscle microvascular endothelial cells from equilibrative nucleoside transporter 1 (ENT1)-null mice: effect of oxidative stress.
Microvasc. Res. 98 , 16-22, (2015) Adenosine is an endogenous regulator of vascular tone. This activity of adenosine is terminated by its uptake and metabolism by microvascular endothelial cells (MVEC). The predominant transporter invo... |
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Minimal detection of nuclear mutations in XP-V and normal cells treated with oxidative stress inducing agents.
J. Biochem. Mol. Toxicol. 28(12) , 568-77, (2014) Elevated levels of reactive oxygen species (ROS) can be induced by exposure to various chemicals and radiation. One type of damage in DNA produced by ROS is modification of guanine to 7,8-dihydro-8-ox... |
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Time series analysis of oxidative stress response patterns in HepG2: a toxicogenomics approach.
Toxicology 306 , 24-34, (2013) Oxidative stress plays an important role in chemically induced liver injury, however, our insight into molecular responses to different oxygen radicals is fragmentary. Since these cellular responses w... |
This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.
| Aquakay |
| Karcon |
| Kipca |
| Menadione |
| Synkay |
| Koaxin |
| Kaykot |
| Kanone |
| 2-methyl-1,4-naphthalenedione |
| EINECS 200-372-6 |
| Kareon |
| 2-methyl-naphthoquinone |
| Juva-K |
| 2-methyl-1,4-naphthodione |
| MFCD00001681 |
| VK3 |
This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.
| Q: What is the LogP of Menadione? |
| A: LogP of Menadione is 2.01190. |
| Q: What is the molecular weight of Menadione? |
| A: Molecular weight of Menadione is 172.18000. |
| Q: What is the CAS number of Menadione? |
| A: CAS number of Menadione is 58-27-5. |
| Q: What is the polar surface area (PSA) of Menadione? |
| A: Polar surface area (PSA) of Menadione is 34.14000. |
| Q: What are the downstream products of Menadione? |
| A: Related downstream products(CAS) of Menadione: 111052-03-0;481-85-6;85485-07-0;85485-08-1;85485-05-8;85485-06-9;58-27-5;1059-86-5;2211-27-0;18690-80-7. |
| Q: What is the English name of Menadione? |
| A: The English name of Menadione is Menadione. |
| Q: What is the boiling point of Menadione? |
| A: Boiling point of Menadione is 304.5ºC at 760 mmHg. |
| Q: What are the storage conditions for Menadione? |
| A: Storage conditions for Menadione: Store at RT. |
| Q: What is the molecular formula of Menadione? |
| A: Molecular formula of Menadione is C11H8O2. |
| Q: What are the uses of Menadione? |
| A: Main uses of Menadione: Menadione, a synthetic naphthoquinone, can be converted to active vitamin K2 in vivo.Target: OthersMenadione (Vitamin K3) is a synthetic analogue of of 1,4-naphthoquinone with a methyl group in the 2-position. Menadione is used as a phosphatase inhibitor and an inhibitor of mitochondrial DNA polymerase γ (pol γ). Menadione can be used as an oxidative injury (free radical generator) inducing agent [1]. |
This table lists manufacturers and suppliers of this compound, including vendor names and product supply reference information.
| Shanghai Nianxing Industrial Co., Ltd |
| Henan Tianfu Chemical Co., Ltd. |