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
biological source: synthetic (organic)
Water Solubility: <70mg/L(25 ºC)
Stability:: Hygroscopic, Light Sensitive, Temperature Sensitive
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)

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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: $73.2
Updated: 2025/07/31

Sigma-Aldrich

Product number: R2500
Product name: all trans-Retinal
Purity: powder, ≥98%
Packaging: 1g
Price: $408
Updated: 2025/07/31

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: $100
Updated: 2025/07/31

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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

Vitamin A EC 1.1.1.1

Preparation Products

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View Lastest Price from Retinal manufacturers

Shaanxi Dideu New Materials Co. Ltd

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

Shaanxi Dideu Medichem Co. Ltd

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

Jinan Ruitong Biotech Co., Ltd.

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

116-31-4, RetinalRelated Search:

COENZYME CHLOROPHYLL Folic acid β-Carotene Vitamin E Nicotinic acid Vitamin A palmitate Kitol Diacetate(Mixture of Diastereomers) (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 Ascorbic Acid Vitamin A Bovine bone collagen peptide Retinol EP Impurity A 9-cis-Retinyl Palmitate

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

Retinaldehyde

Retinene

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

Retinylaldehyde

all-trans-Retinal,99%

all trans-Retinal,VitaminA aldehyde

Nanoactive RAL

BioActive Retinal

Nanoactive RAL,BioaActive retinaldehyde

Retinaldehyde ( Retinal, vitamin A aldehyde, ALL-TRANS-RETINAL)

Soluble Retinal

Soluble Retinaldehyde

2,4,6,8-Nonatetraenal

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

VITAMIN A ALDEHYDE

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

Sodium N-cyclohexylsulfamate 139-05-9

Retinal

Retinal,E-Retinal

Retinal aldehyde

Nano-Encapsulated Retinal

All-Tans-Retinal

116-31-4

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