Retinal
- Product Name
- Retinal
- CAS No.
- 116-31-4
- Chemical Name
- Retinal
- Synonyms
- Retinaldehyde;Retinene;VITAMIN A ALDEHYDE;Retinylaldehyde;Retinal;Retinene1;E-Retinal;Axerophthal;all-E-Retinal;trans-Retinal
- CBNumber
- CB6703879
- Molecular Formula
- C20H28O
- Formula Weight
- 284.44
- MOL File
- 116-31-4.mol
Retinal Property
- Melting point:
- 61-63°C
- Boiling point:
- 366.92°C (rough estimate)
- Density
- 1.0083 (rough estimate)
- refractive index
- 1.4500 (estimate)
- storage temp.
- -20°C
- solubility
- Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
- form
- powder
- color
- yellow
- biological source
- synthetic (organic)
- Water Solubility
- <70mg/L(25 ºC)
- Stability:
- Hygroscopic, Light Sensitive, Temperature Sensitive
- Cosmetics Ingredients Functions
- SKIN CONDITIONING
- InChI
- InChI=1S/C20H28O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6,8-9,11-13,15H,7,10,14H2,1-5H3/b9-6+,12-11+,16-8+,17-13+
- InChIKey
- NCYCYZXNIZJOKI-OVSJKPMPSA-N
- SMILES
- C(=O)/C=C(/C=C/C=C(/C=C/C1C(C)(C)CCCC=1C)\C)\C
- CAS DataBase Reference
- 116-31-4(CAS DataBase Reference)
- EPA Substance Registry System
- Retinal (116-31-4)
N-Bromosuccinimide Price
- Product number
- R2500
- Product name
- all trans-Retinal
- Purity
- powder, ≥98%
- Packaging
- 25mg
- Price
- $73.2
- Updated
- 2025/07/31
- Product number
- R2500
- Product name
- all trans-Retinal
- Purity
- powder, ≥98%
- Packaging
- 1g
- Price
- $408
- Updated
- 2025/07/31
- Product number
- 18449
- Product name
- all-trans Retinal
- Purity
- ≥98%
- Packaging
- 100mg
- Price
- $44
- Updated
- 2024/03/01
- Product number
- 18449
- Product name
- all-trans Retinal
- Purity
- ≥98%
- Packaging
- 1g
- Price
- $235
- Updated
- 2024/03/01
- Product number
- R2500
- Product name
- all trans-Retinal
- Purity
- powder, ≥98%
- Packaging
- 100mg
- Price
- $100
- Updated
- 2025/07/31
Retinal Chemical Properties,Usage,Production
Chemical Properties
Yellow Powder
Uses
Corotenoid component of the visual pigments. All-trans retinal is converted to retinoic acid in vivo by the action of retinal dehydrogenase.
Uses
All trans-Retinal has been used:
- in optogenetic experiments
- in electrophysiological experiment
- to study the effect of AKR1B10 (aldo-keto reductase (AKR) superfamily member) on the conversion of retinal to retinol in the airway epithelium
- in decidual transformation of human endometrial stromal cells
Uses
retinaldehyde is a mild retinoid credited with increasing epidermal thickness without producing erythema.
Definition
ChEBI: A retinal in which all four exocyclic double bonds have E- (trans-) geometry.
Synthesis Reference(s)
Tetrahedron Letters, 29, p. 419, 1988 DOI: 10.1016/S0040-4039(00)80111-2
General Description
All trans-Retinal is one of the major derivatives of vitamin A group. A variety of food serves as a source of vitamin A. It is predominant in liver and among the brightly colored vegetables.
Biological Activity
all-trans retinal, also known as vitamin a aldehyde or retinaldehyde, is one of the many forms of vitamin a and also the oxidation product of all-trans retinol [1]. all-trans retinal are associated with one of the two isoforms of cellular retinol-binding proteins (crbp-i and crbp-ii) with kd values of 50 and 90 nm, respectively [1].crbp-i and crbp-ii were the first intracellular retinoid-binding proteins. both proteins display a similar binding affinity towards retinal. they play important roles in retinoid biology and regulation of the metabolism of retinol and retinal. crbp-i is used to regulate vitamin a storage and synthesis of retinoic acid. and crbp-ii has a role in the initial processing of retinol from food [1].all-trans retinal is one form of vitamin a. all-trans retinal, the initial substrate of retinoid cycle, is a chemically reactive aldehyde that can form toxic conjugates with proteins and lipids, leading to degeneration of the retina [2].
Biochem/physiol Actions
All-trans retinal is converted to retinoic acid in vivo by the action of retinal dehydrogenase. Retinoic acid is a ligand for both the retinoic acid receptor (RAR) and the retinoid X receptor (RXR) that act as transcription factors to regulate the growth and differentiation of normal and malignant cells. Retinal isomers are also chromophores that bind to opsins, a family of G-protein-linked transmembrane proteins, to form photosensitive receptors in visual and nonvisual systems. All-trans retinal is a potent photosensitizer.
Purification Methods
The aldehyde is separated from retinol by column chromatography on water-deactivated alumina. Elute with 1-2% acetone in hexane, or on TLC plates of silica gel G and using the same eluting solvent. It crystallises from pet ether or n-hexane as yellow-orange crystals, and the UV in hexane has max at 373nm (A1cm 1% 1,548) and 368nm ( 48,000). It is an irritant and is light sensitive. Store it in sealed ampoules under N2. The semicarbazone forms yellow crystals from CHCl3/Et2O or EtOH, m 199-201o(dec). The 9-cis-isomer [514-85-2] and the 13-cis-isomer [472-86-6] [max at 375nm ( 1,250) in EtOH] are also available commercially. [Beilstein 7 III 1742.]
References
[1]. noy n. retinoid-binding proteins: mediators of retinoid action. biochem j. 2000 jun 15;348 pt 3:481-95.
[2]. kiser pd, golczak m, maeda a, et al. key enzymes of the retinoid (visual) cycle in vertebrate retina. biochim biophys acta. 2012 jan;1821(1):137-51.
Retinal Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Retinal manufacturers
- Product
- Retinal 116-31-4
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 98
- Supply Ability
- 10000KGS
- Release date
- 2025-11-25
- Product
- Retinal 116-31-4
- Price
- US $1.00-4.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 200000KG
- Release date
- 2025-09-11
- Product
- Retinal 116-31-4
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1
- Release date
- 2025-09-08