α-Cyano-4-hydroxycinnamic acid
α-Cyano-4-hydroxycinnamic acid structure
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Common Name | α-Cyano-4-hydroxycinnamic acid | ||
|---|---|---|---|---|
| CAS Number | 28166-41-8 | Molecular Weight | 189.167 | |
| Density | 1.4±0.1 g/cm3 | Boiling Point | 398.1±32.0 °C at 760 mmHg | |
| Molecular Formula | C10H7NO3 | Melting Point | 245-250 °C(lit.) | |
| MSDS | Chinese USA | Flash Point | 194.5±25.1 °C | |
| Symbol |
GHS07 |
Signal Word | Warning | |
Use of α-Cyano-4-hydroxycinnamic acidα-Cyano-4-hydroxycinnamic acid (α-Cyano-4-hydroxycinnamate) is a potent and non-competitive inhibitor of monocarboxylate transporters (MCTs). α-Cyano-4-hydroxycinnamic acid inhibits mitochondrial pyruvate transporter with a Ki of 6.3 μM. α-Cyano-4-hydroxycinnamic acid is used as a matrix to facilitate peptide ionization in matrix-assisted laser desorption/ionization time-of-flight (MALDI-TOF) mass spectrometry applications[1][2]. |
This table lists Chinese names, IUPAC names and various aliases of this chemical substance.
| Name | α-cyano-4-hydroxycinnamic acid |
|---|---|
| Synonym | More Synonyms |
This table contains bioactivity, target information and biological‑assay experimental data of this compound.
| Description | α-Cyano-4-hydroxycinnamic acid (α-Cyano-4-hydroxycinnamate) is a potent and non-competitive inhibitor of monocarboxylate transporters (MCTs). α-Cyano-4-hydroxycinnamic acid inhibits mitochondrial pyruvate transporter with a Ki of 6.3 μM. α-Cyano-4-hydroxycinnamic acid is used as a matrix to facilitate peptide ionization in matrix-assisted laser desorption/ionization time-of-flight (MALDI-TOF) mass spectrometry applications[1][2]. |
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| Related Catalog | |
| In Vitro | α-Cyano-4-hydroxycinnamic acid (α-Cyano-4-hydroxycinnamate) inhibits monocarboxylates transport such as lactate and pyruvate[2]. α-Cyano-4-hydroxycinnamic acid (CHC; 0.5 mM and 1 mM) of 1 mM has a significant inhibitory effect on branching morphogenesis and decreases the epithelial perimeter and area of lung explants in a dose dependent way[2]. At 100 μM concentration, α-Cyano-4-hydroxycinnamic acid rapidly and almost totally inhibits O2 uptake by rat heart mitochondria oxidizing pyruvate. Inhibition can be detected at concentrations of inhibitor as low as 1 μM although inhibition took time to develop at this concentration. Inhibition can be reversed by diluting out the inhibitor[1]. |
| References |
This table shows physicochemical parameters including melting point, boiling point, density, solubility and optical rotation. Missing data is marked as N/A.
| Density | 1.4±0.1 g/cm3 |
|---|---|
| Boiling Point | 398.1±32.0 °C at 760 mmHg |
| Melting Point | 245-250 °C(lit.) |
| Molecular Formula | C10H7NO3 |
| Molecular Weight | 189.167 |
| Flash Point | 194.5±25.1 °C |
| Exact Mass | 189.042587 |
| PSA | 81.32000 |
| LogP | 1.53 |
| Vapour Pressure | 0.0±1.0 mmHg at 25°C |
| Index of Refraction | 1.674 |
| InChIKey | AFVLVVWMAFSXCK-UHFFFAOYSA-N |
| SMILES | N#CC(=Cc1ccc(O)cc1)C(=O)O |
| Storage condition | 2-8°C |
| Water Solubility | methanol: 10 mg/mL, clear |
This table provides MSDS information including hazard classification, first‑aid, fire‑fighting, spill handling, operation and storage instructions.
This table covers safety warnings, protective measures, incompatible substances and disposal guidelines for this compound.
| Symbol |
GHS07 |
|---|---|
| Signal Word | Warning |
| Hazard Statements | H315-H319-H335 |
| Precautionary Statements | P261-P305 + P351 + P338 |
| Personal Protective Equipment | dust mask type N95 (US);Eyeshields;Gloves |
| Hazard Codes | Xi: Irritant; |
| Risk Phrases | R36/37/38 |
| Safety Phrases | S26-S36 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | 3 |
| HS Code | 2926909090 |
This table shows customs‑related data including HS‑code, tariff and regulatory conditions for import and export.
| HS Code | 2926909090 |
|---|---|
| Summary | HS:2926909090 other nitrile-function compounds VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0% |
This table lists relevant public references with title, journal and publication metadata for this compound.
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Proteome mapping of epidermal growth factor induced hepatocellular carcinomas identifies novel cell metabolism targets and mitogen activated protein kinase signalling events.
BMC Genomics 16 , 124, (2015) Hepatocellular carcinoma (HCC) is on the rise and the sixth most common cancer worldwide. To combat HCC effectively research is directed towards its early detection and the development of targeted the... |
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Simple analytical strategy for MALDI-TOF-MS and nanoUPLC-MS/MS: quantitating curcumin in food condiments and dietary supplements and screening of acrylamide-induced ROS protein indicators reduced by curcumin.
Food Chem. 174 , 571-6, (2014) Curcumin is the major active ingredient of turmeric and is widely used as a preservative, flavouring and colouring agent. Curcumin is a potent substance with several functions, including antioxidant, ... |
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High-throughput workflow for identification of phosphorylated peptides by LC-MALDI-TOF/TOF-MS coupled to in situ enrichment on MALDI plates functionalized by ion landing.
J. Mass Spectrom. 50 , 802-11, (2015) We report an MS-based workflow for identification of phosphorylated peptides from trypsinized protein mixtures and cell lysates that is suitable for high-throughput sample analysis. The workflow is ba... |
This table contains target information, in‑vitro & in‑vivo assay data for this compound.
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Name: A screen for small molecules that modulate mitochondrial supercomplex formation
Source: ICCB-Longwood/NSRB Screening Facility, Harvard Medical School
Target: N/A
External Id: HMS1482
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Name: Stabilization of p53 in human papillomavirus-positive cells
Source: ICCB-Longwood/NSRB Screening Facility, Harvard Medical School
Target: Cellular tumor antigen p53
External Id: HMS1485
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This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.
| (2E)-2-Cyano-3-(4-hydroxyphenyl)acrylic acid |
| Ganaxolone |
| 4-HCCA |
| α-cyano-4-hydroxycinnamic acid |
| 2-Cyano-3-(4-hydroxyphenyl)acrylic Acid |
| alpha-Cyano-4-hydroxycinnamic acid |
| MFCD00004204 |
| (2E)-2-cyano-3-(4-hydroxyphenyl)prop-2-enoic acid |
| EINECS 248-879-1 |
| A-CYANO-4-HYDROXYCINNAMIC ACID |
| ACCA |
This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.
| Q: What are the storage conditions for α-cyano-4-hydroxycinnamic acid? |
| A: Storage conditions for α-cyano-4-hydroxycinnamic acid: 2-8°C. |
| Q: What is the boiling point of α-cyano-4-hydroxycinnamic acid? |
| A: Boiling point of α-cyano-4-hydroxycinnamic acid is 398.1±32.0 °C at 760 mmHg. |
| Q: What is the molecular weight of α-cyano-4-hydroxycinnamic acid? |
| A: Molecular weight of α-cyano-4-hydroxycinnamic acid is 189.167. |
| Q: What is the InChIKey of α-cyano-4-hydroxycinnamic acid? |
| A: InChIKey of α-cyano-4-hydroxycinnamic acid is AFVLVVWMAFSXCK-UHFFFAOYSA-N. |
| Q: What English synonyms does α-cyano-4-hydroxycinnamic acid have? |
| A: English synonyms of α-cyano-4-hydroxycinnamic acid: (2E)-2-Cyano-3-(4-hydroxyphenyl)acrylic acid, Ganaxolone, 4-HCCA, α-cyano-4-hydroxycinnamic acid, 2-Cyano-3-(4-hydroxyphenyl)acrylic Acid, alpha-Cyano-4-hydroxycinnamic acid, MFCD00004204, (2E)-2-cyano-3-(4-hydroxyphenyl)prop-2-enoic acid, EINECS 248-879-1, A-CYANO-4-HYDROXYCINNAMIC ACID, ACCA. |
| Q: What is the SMILES notation of α-cyano-4-hydroxycinnamic acid? |
| A: SMILES notation of α-cyano-4-hydroxycinnamic acid is N#CC(=Cc1ccc(O)cc1)C(=O)O. |
| Q: What is the polar surface area (PSA) of α-cyano-4-hydroxycinnamic acid? |
| A: Polar surface area (PSA) of α-cyano-4-hydroxycinnamic acid is 81.32000. |
| Q: What is the molecular formula of α-cyano-4-hydroxycinnamic acid? |
| A: Molecular formula of α-cyano-4-hydroxycinnamic acid is C10H7NO3. |
| Q: What is the CAS number of α-cyano-4-hydroxycinnamic acid? |
| A: CAS number of α-cyano-4-hydroxycinnamic acid is 28166-41-8. |
| Q: What are the uses of α-cyano-4-hydroxycinnamic acid? |
| A: Main uses of α-cyano-4-hydroxycinnamic acid: α-Cyano-4-hydroxycinnamic acid (α-Cyano-4-hydroxycinnamate) is a potent and non-competitive inhibitor of monocarboxylate transporters (MCTs). α-Cyano-4-hydroxycinnamic acid inhibits mitochondrial pyruvate transporter with a Ki of 6.3 μM. α-Cyano-4-hydroxycinnamic acid is used as a matrix to facilitate peptide ionization in matrix-assisted laser desorption/ionization time-of-flight (MALDI-TOF) mass spectrometry applications[1][2]. |
This table lists manufacturers and suppliers of this compound, including vendor names and product supply reference information.
| Shanghai Nianxing Industrial Co., Ltd |
| Dayang Chem (Hangzhou) Co., Ltd. |