Retinal | 116-31-4

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	RR725D715M
EPA Substance Registry System	Retinal (116-31-4)

SAFETY

Risk and Safety Statements

Symbol(GHS)

GHS07

Signal word

Warning

Hazard statements

H302-H315

Precautionary statements

Hazard Codes

Risk Statements

Safety Statements

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	2024-03-01	Buy
Sigma-Aldrich	R2500	all trans-Retinal powder, ≥98%	116-31-4	1g	$381	2024-03-01	Buy
Cayman Chemical	18449	all-trans Retinal ≥98%	116-31-4	100mg	$44	2024-03-01	Buy
Cayman Chemical	18449	all-trans Retinal ≥98%	116-31-4	1g	$235	2024-03-01	Buy
Sigma-Aldrich	R2500	all trans-Retinal powder, ≥98%	116-31-4	100mg	$93.5	2024-03-01	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: 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 synthesis

Synthesis of Retinal from 3-Methyl-2-butenal and (7E,9E)-β-Ionylidene Acetaldehyde

Retinal Preparation Products And Raw materials

Raw materials

Vitamin A EC 1.1.1.1

Preparation Products

9-CIS-RETINAL

Retinal Suppliers

Global( 255)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	12456	58
Hebei Lingding Biotechnology Co., Ltd.	+86-18031140164 +86-19933155420	erin@hbldbiotech.com	China	878	58
Sinoway Industrial co., ltd.	0592-5800732; +8613806035118	xie@china-sinoway.com	China	992	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	7845	58
Hebei Saisier Technology Co., LTD	+86-18400010335 +86-13102810335	admin@hbsaisier.cn	China	747	58
Shanghai Daken Advanced Materials Co.,Ltd	+86-371-66670886	info@dakenam.com	China	15928	58
Henan Tianfu Chemical Co.,Ltd.	+86-0371-55170693 +86-19937530512	info@tianfuchem.com	China	21691	55
Hangzhou FandaChem Co.,Ltd.	008657128800458; +8615858145714	fandachem@gmail.com	China	9348	55

Supplier	Advantage
Dayang Chem (Hangzhou) Co.,Ltd.	58
Hebei Mojin Biotechnology Co., Ltd	58
Hebei Lingding Biotechnology Co., Ltd.	58
Sinoway Industrial co., ltd.	58
Hebei Jingbo New Material Technology Co., Ltd	58
Henan Fengda Chemical Co., Ltd	58
Hebei Saisier Technology Co., LTD	58
Shanghai Daken Advanced Materials Co.,Ltd	58
Henan Tianfu Chemical Co.,Ltd.	55
Hangzhou FandaChem Co.,Ltd.	55

View Lastest Price from Retinal manufacturers

Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
2024-04-22	ALL-TRANS-RETINAL 116-31-4	US $6.00 / KG	1KG	More than 99%	2000KG/MONTH	Hebei Saisier Technology Co., LTD
2024-04-22	alltransretinal 116-31-4	US $450.00-220.00 / KG	1KG	98% up by hplc	20 tons	Sinoway Industrial co., ltd.
2024-01-02	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

ALL-TRANS-RETINAL
116-31-4
US $6.00 / KG
More than 99%
Hebei Saisier Technology Co., LTD

alltransretinal
116-31-4
US $450.00-220.00 / KG
98% up by hplc
Sinoway Industrial co., ltd.

All-trans-retinal
116-31-4
US $200.00-1.00 / KG
99%, 99.5% Sublimated
Henan Fengda Chemical Co., Ltd

Retinal Spectrum

ALL-TRANS-RETINAL(116-31-4)¹HNMR

116-31-4(Retinal)Related Search:

COENZYME CHLOROPHYLL Collagen Ascorbic Acid Vitamin A

Folic acid β-Carotene Vitamin E Nicotinic acid Vitamin A palmitate

3-Cyclohexene-1,2-dimethanol, 3,6-dimethyl-5-[2-methyl-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-1,3-butadienyl]-6-[4-methyl-6-(2,6,6-trimethyl-1-cyclohexen-1-yl)-1,3,5-hexatrienyl]-, cis-2,cis-5- (8CI) Kitol Diacetate(Mixture of Diastereomers) 9-cis-Retinyl Palmitate (3E,5E,7E)-9-[(3E)-2,4,4-Trimethyl-1-cyclohexen-3-ylidene]-3,7-dimethylnona-3,5,7-trien-1-ol anhydrovitamin A

(Z)-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-3-buten-2-one 13-Cis Vitamin A Palmitate 4-(2,2-dimethyl-6-methylenecyclohexyl)-3-buten-2-one

1of4

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