All-trans-retinal structure
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Common Name | All-trans-retinal | ||
|---|---|---|---|---|
| CAS Number | 116-31-4 | Molecular Weight | 284.436 | |
| Density | 0.9±0.1 g/cm3 | Boiling Point | 421.4±14.0 °C at 760 mmHg | |
| Molecular Formula | C20H28O | Melting Point | 61-63°C | |
| MSDS | Chinese USA | Flash Point | 205.4±12.4 °C | |
| Symbol |
GHS07 |
Signal Word | Warning | |
Use of All-trans-retinalAll-trans-retinal is a one of the major vitamin A metabolites in the retina. In physiological conditions, all-trans-RAL is regenerated to the visual chromophore, 11-cis-retinal. |
This table lists Chinese names, IUPAC names and various aliases of this chemical substance.
| Name | all-trans-retinal |
|---|---|
| Synonym | More Synonyms |
This table contains bioactivity, target information and biological‑assay experimental data of this compound.
| Description | All-trans-retinal is a one of the major vitamin A metabolites in the retina. In physiological conditions, all-trans-RAL is regenerated to the visual chromophore, 11-cis-retinal. |
|---|---|
| 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 | 0.9±0.1 g/cm3 |
|---|---|
| Boiling Point | 421.4±14.0 °C at 760 mmHg |
| Melting Point | 61-63°C |
| Molecular Formula | C20H28O |
| Molecular Weight | 284.436 |
| Flash Point | 205.4±12.4 °C |
| Exact Mass | 284.214020 |
| PSA | 17.07000 |
| LogP | 6.54 |
| Vapour Pressure | 0.0±1.0 mmHg at 25°C |
| Index of Refraction | 1.541 |
| InChIKey | NCYCYZXNIZJOKI-OVSJKPMPSA-N |
| SMILES | CC(C=CC=C(C)C=CC1=C(C)CCCC1(C)C)=CC=O |
| Storage condition | −20°C |
This table provides MSDS information including hazard classification, first‑aid, fire‑fighting, spill handling, operation and storage instructions.
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SECTION 1: Identification of the substance/mixture and of the company/undertaking Product identifiers Product name: all trans-Retinal REACH No.: A registration number is not available for this substance as the substance or its uses are exempted from registration, the annual tonnage does not require a registration or the registration is envisaged for a later registration deadline.
CAS-No.: 116-31-4 Relevant identified uses of the substance or mixture and uses advised against Identified uses: Laboratory chemicals, Manufacture of substances SECTION 2: Hazards identification Classification of the substance or mixture Classification according to Regulation (EC) No 1272/2008 Acute toxicity, Oral (Category 4), H302 Skin irritation (Category 2), H315 For the full text of the H-Statements mentioned in this Section, see Section 16. Classification according to EU Directives 67/548/EEC or 1999/45/EC Xn HarmfulR22, R38 For the full text of the R-phrases mentioned in this Section, see Section 16. Label elements Labelling according Regulation (EC) No 1272/2008 Pictogram Signal wordWarning Hazard statement(s) H302Harmful if swallowed. H315Causes skin irritation. Precautionary statement(s) none Supplemental Hazardnone Statements Safety data sheet available on request. Other hazards - none SECTION 3: Composition/information on ingredients Substances Synonyms: Vitamin A aldehyde Formula: C20H28O Molecular Weight: 284,44 g/mol CAS-No.: 116-31-4 EC-No.: 204-135-8 Hazardous ingredients according to Regulation (EC) No 1272/2008 ComponentClassificationConcentration Retinaldehyde CAS-No.116-31-4Acute Tox. 4; Skin Irrit. 2;<= 100 % EC-No.204-135-8H302, H315 Hazardous ingredients according to Directive 1999/45/EC ComponentClassificationConcentration Retinaldehyde CAS-No.116-31-4Xn, R22 - R38<= 100 % EC-No.204-135-8 For the full text of the H-Statements and R-Phrases mentioned in this Section, see Section 16 SECTION 4: First aid measures Description of first aid measures General advice Consult a physician. Show this safety data sheet to the doctor in attendance. If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Flush eyes with water as a precaution. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician. Most important symptoms and effects, both acute and delayed The most important known symptoms and effects are described in the labelling (see section 2.2) and/or in section 11 Indication of any immediate medical attention and special treatment needed no data available SECTION 5: Firefighting measures Extinguishing media Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Special hazards arising from the substance or mixture Carbon oxides Advice for firefighters Wear self contained breathing apparatus for fire fighting if necessary. Further information no data available SECTION 6: Accidental release measures Personal precautions, protective equipment and emergency procedures Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Avoid breathing dust. For personal protection see section 8. Environmental precautions Do not let product enter drains. Methods and materials for containment and cleaning up Pick up and arrange disposal without creating dust. Sweep up and shovel. Keep in suitable, closed containers for disposal. Reference to other sections For disposal see section 13. SECTION 7: Handling and storage Precautions for safe handling Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Conditions for safe storage, including any incompatibilities Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Recommended storage temperature: -20 °C Light sensitive. Specific end use(s) Apart from the uses mentioned in section 1.2 no other specific uses are stipulated SECTION 8: Exposure controls/personal protection Control parameters Components with workplace control parameters Exposure controls Appropriate engineering controls Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Personal protective equipment Eye/face protection Safety glasses with side-shields conforming to EN166 Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique (without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Full contact Material: Nitrile rubber Minimum layer thickness: 0,11 mm Break through time: 480 min Material tested:Dermatril® (KCL 740 / Z677272, Size M) Splash contact Material: Nitrile rubber Minimum layer thickness: 0,11 mm Break through time: 480 min Material tested:Dermatril® (KCL 740 / Z677272, Size M) data source: KCL GmbH, D-36124 Eichenzell, phone +49 (0)6659 87300, test method: EN374 If used in solution, or mixed with other substances, and under conditions which differ from EN 374, contact the supplier of the CE approved gloves. This recommendation is advisory only and must be evaluated by an industrial hygienist and safety officer familiar with the specific situation of anticipated use by our customers. It should not be construed as offering an approval for any specific use scenario. Body Protection Complete suit protecting against chemicals, The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Respiratory protection For nuisance exposures use type P95 (US) or type P1 (EU EN 143) particle respirator.For higher level protection use type OV/AG/P99 (US) or type ABEK-P2 (EU EN 143) respirator cartridges. Use respirators and components tested and approved under appropriate government standards such as NIOSH (US) or CEN (EU). Control of environmental exposure Do not let product enter drains. SECTION 9: Physical and chemical properties Information on basic physical and chemical properties a) AppearanceForm: powder b) Odourno data available c) Odour Thresholdno data available d) pHno data available e) Melting point/freezingMelting point/range: 62 - 64 °C point f) Initial boiling point and no data available boiling range g) Flash pointno data available h) Evapouration rateno data available i) Flammability (solid, gas) no data available j) Upper/lowerno data available flammability or explosive limits k) Vapour pressureno data available l) Vapour densityno data available m) Relative densityno data available n) Water solubilityno data available o) Partition coefficient: n- no data available octanol/water p) Auto-ignitionno data available temperature q) Decompositionno data available temperature r) Viscosityno data available s) Explosive propertiesno data available t) Oxidizing propertiesno data available Other safety information no data available SECTION 10: Stability and reactivity Reactivity no data available Chemical stability Stable under recommended storage conditions. Possibility of hazardous reactions no data available Conditions to avoid no data available Incompatible materials Oxidizing agents Hazardous decomposition products Other decomposition products - no data available In the event of fire: see section 5 SECTION 11: Toxicological information Information on toxicological effects Acute toxicity no data available Skin corrosion/irritation no data available Serious eye damage/eye irritation no data available Respiratory or skin sensitisation no data available Germ cell mutagenicity mouse lymphocyte DNA inhibition rat mammary gland DNA inhibition Carcinogenicity IARC:No component of this product present at levels greater than or equal to 0.1% is identified as probable, possible or confirmed human carcinogen by IARC. Reproductive toxicity Laboratory experiments have shown teratogenic effects. Specific target organ toxicity - single exposure no data available Specific target organ toxicity - repeated exposure no data available Aspiration hazard no data available Additional Information RTECS: VH6407000 Gastrointestinal disturbance, Repeated exposure may cause skin dryness or cracking., Headache SECTION 12: Ecological information Toxicity no data available Persistence and degradability no data available Bioaccumulative potential no data available Mobility in soil no data available Results of PBT and vPvB assessment PBT/vPvB assessment not available as chemical safety assessment not required/not conducted Other adverse effects no data available SECTION 13: Disposal considerations Waste treatment methods Product Offer surplus and non-recyclable solutions to a licensed disposal company. Dissolve or mix the material with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber. Contaminated packaging Dispose of as unused product. SECTION 14: Transport information UN number ADR/RID: -IMDG: -IATA: - UN proper shipping name ADR/RID: Not dangerous goods IMDG: Not dangerous goods IATA:Not dangerous goods Transport hazard class(es) ADR/RID: -IMDG: -IATA: - Packaging group ADR/RID: -IMDG: -IATA: - Environmental hazards ADR/RID: noIMDG Marine pollutant: noIATA: no Special precautions for user no data available SECTION 15 - REGULATORY INFORMATION N/A SECTION 16 - ADDITIONAL INFORMATION N/A |
This table summarizes toxicological test data, acute & chronic toxicity and ecological hazard parameters for this chemical.
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATAACUTE TOXICITY DATAMUTATION 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 |
| Personal Protective Equipment | dust mask type N95 (US);Eyeshields;Gloves |
| Hazard Codes | Xn: Harmful; |
| Risk Phrases | 22-38 |
| Safety Phrases | S22-S36/37 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | 3 |
| RTECS | VH6407000 |
| HS Code | 2912299000 |
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 8 | |
|---|---|
| DownStream 10 | |
This table shows customs‑related data including HS‑code, tariff and regulatory conditions for import and export.
| HS Code | 2912299000 |
|---|---|
| Summary | 2912299000. other cyclic aldehydes without other oxygen function. VAT:17.0%. Tax rebate rate:13.0%. . 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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Isotopic labeling of mammalian G protein-coupled receptors heterologously expressed in Caenorhabditis elegans.
Anal. Biochem. 472 , 30-6, (2015) High-resolution structural determination and dynamic characterization of membrane proteins by nuclear magnetic resonance (NMR) require their isotopic labeling. Although a number of labeled eukaryotic ... |
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The Activation Pathway of Human Rhodopsin in Comparison to Bovine Rhodopsin.
J. Biol. Chem. 290 , 20117-27, (2015) Rhodopsin, the photoreceptor of rod cells, absorbs light to mediate the first step of vision by activating the G protein transducin (Gt). Several human diseases, such as retinitis pigmentosa or congen... |
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Quantitation of retinaldehyde in small biological samples using ultrahigh-performance liquid chromatography tandem mass spectrometry.
Anal. Biochem. 484 , 162-8, (2015) We report an ultrahigh-performance liquid chromatography tandem mass spectrometry (UHPLC-MS/MS) method to quantify all-trans-retinal in biological samples of limited size (15-35mg), which is especiall... |
This table contains target information, in‑vitro & in‑vivo assay data for this compound.
This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.
| Retinene1 |
| all--retinal |
| 3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-Nonatetraenal |
| retinaldehyde |
| UNII:RR725D715M |
| all-trans-retinal |
| -retinal |
| all trans-Retinal |
| all-trans-retinaldehyde |
| trans-Vitamin A aldehyde |
| Retinene |
| EINECS 204-135-8 |
| all-trans Retinal |
| MFCD00001550 |
| Retinal |
| trans-Retinal |
This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.
| Q: What is the InChIKey of all-trans-retinal? |
| A: InChIKey of all-trans-retinal is NCYCYZXNIZJOKI-OVSJKPMPSA-N. |
| Q: What English synonyms does all-trans-retinal have? |
| A: English synonyms of all-trans-retinal: Retinene1, all--retinal, 3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-Nonatetraenal, retinaldehyde, UNII:RR725D715M, all-trans-retinal, -retinal, all trans-Retinal, all-trans-retinaldehyde, trans-Vitamin A aldehyde, Retinene, EINECS 204-135-8, all-trans Retinal, MFCD00001550, Retinal, trans-Retinal. |
| Q: What are the upstream materials of all-trans-retinal? |
| A: Related upstream materials(CAS) of all-trans-retinal: 68-26-8;1005452-43-6;33603-83-7;630-19-3;5497-67-6;20638-88-4;62054-49-3;83803-81-0. |
| Q: What is the English name of all-trans-retinal? |
| A: The English name of all-trans-retinal is all-trans-retinal. |
| Q: What is the safety information for all-trans-retinal? |
| A: Safety information for all-trans-retinal: S22-S36/37. |
| Q: What are the storage conditions for all-trans-retinal? |
| A: Storage conditions for all-trans-retinal: −20°C. |
| Q: What is the melting point of all-trans-retinal? |
| A: Melting point of all-trans-retinal is 61-63°C. |
| Q: What is the polar surface area (PSA) of all-trans-retinal? |
| A: Polar surface area (PSA) of all-trans-retinal is 17.07000. |
| Q: What is the LogP of all-trans-retinal? |
| A: LogP of all-trans-retinal is 6.54. |
| Q: What is the SMILES notation of all-trans-retinal? |
| A: SMILES notation of all-trans-retinal is CC(C=CC=C(C)C=CC1=C(C)CCCC1(C)C)=CC=O. |
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. |
| Henan Tianfu Chemical Co., Ltd. |