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ChemicalBook >> CAS DataBase List >>Retinal

Retinal

CAS No.
116-31-4
Chemical Name:
Retinal
Synonyms
Retinaldehyde;Retinene;VITAMIN A ALDEHYDE;Retinylaldehyde;Retinal;Retinene1;E-Retinal;Axerophthal;trans-Retinal;all-E-Retinal
CBNumber:
CB6703879
Molecular Formula:
C20H28O
Molecular Weight:
284.44
MDL Number:
MFCD00001550
MOL File:
116-31-4.mol
MSDS File:
SDS
Last updated:2024-12-22 14:15:20

Retinal Properties

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
Water Solubility <70mg/L(25 ºC)
Stability Hygroscopic, Light Sensitive, Temperature Sensitive
CAS DataBase Reference 116-31-4(CAS DataBase Reference)
FDA UNII
EPA Substance Registry System

SAFETY

Risk and Safety Statements

Symbol(GHS)  sòng bạc tiền thậtLiên kết đăng nhập
GHS07
Signal word  Warning
Hazard statements  H302-H315
Precautionary statements  P280
Hazard Codes  Xn
Risk Statements  22-38
Safety Statements  22-36/37
WGK Germany  3
RTECS  VH6407000
HS Code  29122990
NFPA 704
0
1 0

Retinal price More Price(34)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich R2500 all trans-Retinal powder, ≥98% 116-31-4 25mg $68.4 2025-03-01 Buy
Sigma-Aldrich R2500 all trans-Retinal powder, ≥98% 116-31-4 1g $381 2025-03-01 Buy
Cayman Chemical 18449 all-trans Retinal ≥98% 116-31-4 100mg $44 2025-03-01 Buy
Cayman Chemical 18449 all-trans Retinal ≥98% 116-31-4 1g $235 2025-03-01 Buy
Sigma-Aldrich R2500 all trans-Retinal powder, ≥98% 116-31-4 100mg $93.5 2025-03-01 Buy
Product number Packaging Price Buy
R2500 25mg $68.4 Buy
R2500 1g $381 Buy
18449 100mg $44 Buy
18449 1g $235 Buy
R2500 100mg $93.5 Buy

Retinal Chemical Properties,Uses,Production

Chemical Properties

Yellow Powder

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.

Uses

Corotenoid component of the visual pigments. All-trans retinal is converted to retinoic acid in vivo by the action of retinal dehydrogenase.

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:

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.

107-86-8
3917-41-7
116-31-4
Synthesis of Retinal from 3-Methyl-2-butenal and (7E,9E)-β-Ionylidene Acetaldehyde

Retinal Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 254)Suppliers
Supplier Tel Email Country ProdList Advantage
Dayang Chem (Hangzhou) Co.,Ltd.
571-88938639 +8617705817739 info@dycnchem.com CHINA 52867 58
Hebei Mojin Biotechnology Co., Ltd 		+8613288715578 sales@hbmojin.com China 12452 58
Hebei Lingding Biotechnology Co., Ltd. 		+86-18031140164 +86-19933155420 erin@hbldbiotech.com China 879 58
Sinoway Industrial co., ltd. 		0592-5800732; +8613806035118 xie@china-sinoway.com China 987 58
Hebei Jingbo New Material Technology Co., Ltd 		+8619931165850 hbjbtech@163.com China 1000 58
Henan Fengda Chemical Co., Ltd 		+86-371-86557731 +86-13613820652 info@fdachem.com China 6926 58
Shanghai Daken Advanced Materials Co.,Ltd 		+86-371-66670886 info@dakenam.com China 15371 58
Henan Tianfu Chemical Co.,Ltd. 		+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21695 55
Hangzhou FandaChem Co.,Ltd. 		008657128800458; +8615858145714 fandachem@gmail.com China 9353 55
Nanjing ChemLin Chemical Industry Co., Ltd. 		025-83697070 product@chemlin.com.cn CHINA 3012 60

View Lastest Price from Retinal manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
sòng bạc tiền thậtLiên kết đăng nhập 2025-04-10 alltransretinal
116-31-4
 US $450.00-220.00 / KG 1KG 98% up by hplc 20 tons Sinoway Industrial co., ltd.
sòng bạc tiền thậtLiên kết đăng nhập 2025-01-02 All-trans-retinal
116-31-4
 US $200.00-1.00 / KG 1KG 99%, 99.5% Sublimated g-kg-tons, free sample is available Henan Fengda Chemical Co., Ltd
sòng bạc tiền thậtLiên kết đăng nhập 2024-12-25 Retinal,E-Retinal
116-31-4
 US $10.00 / kg 1kg 99% 20000 Hebei Jingbo New Material Technology Co., Ltd
  • sòng bạc tiền thậtLiên kết đăng nhập
  • alltransretinal
    116-31-4
  • US $450.00-220.00 / KG
  • 98% up by hplc
  • Sinoway Industrial co., ltd.
  • sòng bạc tiền thậtLiên kết đăng nhập
  • All-trans-retinal
    116-31-4
  • US $200.00-1.00 / KG
  • 99%, 99.5% Sublimated
  • Henan Fengda Chemical Co., Ltd
  • sòng bạc tiền thậtLiên kết đăng nhập
  • Retinal,E-Retinal
    116-31-4
  • US $10.00 / kg
  • 99%
  • Hebei Jingbo New Material Technology Co., Ltd
2,4,6,8-Nonatetraenal, 3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)- 2,4,6,8-Nonatetraenal, 3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-, (all-E)- all-E-Retinal all-trans-retina All-trans-Retinaldehyde alpha-Retinene Axerophthal E-Retinal Retinene1 trans-Retinal trans-Vitamin A aldehyde trans-vitaminaaldehyde Vitamin A1 aldehyde (2E,4E,6E,8E)-3,7-diMethyl-9-(2,6,6-triMethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenal all-trans-Retinal,99% all trans-Retinal,VitaminA aldehyde Retinaldehyde ( Retinal, vitamin A aldehyde, ALL-TRANS-RETINAL) vitamina1aldehyde Vitaminaldehyde ALL-TRANS-RETINAL ALL-TRANS-VITAMIN-A-ALDEHYDE RETINAL ALL TRANS Vitamin A Aldehyde, Retinene 3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexenyl)nona-2,4,6,8-tetraenal (all-E)-3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenal Nanoactive RAL BioActive Retinal Nanoactive RAL,BioaActive retinaldehyde Soluble Retinal Soluble Retinaldehyde 2,4,6,8-Nonatetraenal Liposomal Retinylaldehyde, All-trans-retinal Vitamin A Impurity 8（all-trans-Retinal） ALL-TRANS-RETINAL USP/EP/BP Retinaldehyde RAL Retinaldehyde or Retinal CAS 116-31-4 All-Trans-Retinal Vitamin A aldehyde (19,19,19,20,20,20-D6) All-trans-retinal 13C4 Retinaldehyde Retinene Retinylaldehyde VITAMIN A ALDEHYDE Sodium N-cyclohexylsulfamate 139-05-9 Retinal Retinal,E-Retinal 116-31-4 BioChemical Antitumor Agents Cancer Research Gene Regulation Vitamins Aldehydes Antitumor Agents Building Blocks C13-C60 Cancer Research Carbonyl Compounds Chemical Synthesis
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