ChemicalBook > CAS DataBase List > Retinal

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

Hazard Codes 
Xn
Risk Statements 
22-38
Safety Statements 
22-36/37
WGK Germany 
3
RTECS 
VH6407000
HS Code 
29122990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
R2500
Product name
all trans-Retinal
Purity
powder, ≥98%
Packaging
25mg
Price
$68.4
Updated
2024/03/01
Sigma-Aldrich
Product number
R2500
Product name
all trans-Retinal
Purity
powder, ≥98%
Packaging
1g
Price
$381
Updated
2024/03/01
Cayman Chemical
Product number
18449
Product name
all-trans Retinal
Purity
≥98%
Packaging
100mg
Price
$44
Updated
2024/03/01
Cayman Chemical
Product number
18449
Product name
all-trans Retinal
Purity
≥98%
Packaging
1g
Price
$235
Updated
2024/03/01
Sigma-Aldrich
Product number
R2500
Product name
all trans-Retinal
Purity
powder, ≥98%
Packaging
100mg
Price
$93.5
Updated
2024/03/01
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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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Retinal Suppliers

Wuhan Runzeweiye Technology Co., Ltd.
Tel
027-50779735 15172337137
Fax
027-50779735
Email
runzeweiye999@163.com
Country
China
ProdList
735
Advantage
55
Puripharm Co., Ltd.
Tel
0572-2745768-1 13167223168
Fax
13167223168
Email
sales@puripharm.com
Country
China
ProdList
293
Advantage
65
Shanghai CoachChem Co., Ltd.
Tel
021-67299971
Fax
021-67299972
Email
marketing@coachchem.com
Country
China
ProdList
82
Advantage
62
Liuyang huarui material technology co., ltd.
Tel
13467605171
Fax
0731-83285201
Email
2580432242@qq.com
Country
China
ProdList
184
Advantage
58
Fuxin Pharmaceutical
Tel
021-50872116 13611907556
Fax
021-31300828
Email
contact@fuxinpharm.com
Country
China
ProdList
1575
Advantage
58
Shanghai Chuangtuo Biotechnology Co., Ltd.
Tel
021-64301660 18121334283
Email
sales@chuangtuobio.com
Country
China
ProdList
163
Advantage
58
Hubei Henghua Technology Co., Ltd.
Tel
18064208139
Email
2912268575@qq.com
Country
China
ProdList
1291
Advantage
58
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15848
Advantage
69
Chembest Research Laboratories Limited
Tel
021-20908456
Fax
021-58180499
Email
sales@BioChemBest.com
Country
China
ProdList
6013
Advantage
61
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View Lastest Price from Retinal manufacturers

Sinoway Industrial co., ltd.
Product
alltransretinal 116-31-4
Price
US $450.00-220.00/KG
Min. Order
1KG
Purity
98% up by hplc
Supply Ability
20 tons
Release date
2023-12-22
Henan Fengda Chemical Co., Ltd
Product
All-trans-retinal 116-31-4
Price
US $200.00-1.00/KG
Min. Order
1KG
Purity
99%, 99.5% Sublimated
Supply Ability
g-kg-tons, free sample is available
Release date
2023-12-30
Hebei Jingbo New Material Technology Co., Ltd
Product
Retinal,E-Retinal 116-31-4
Price
US $10.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20000
Release date
2023-11-24

116-31-4, RetinalRelated Search:


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