all-trans-Retinol
- CAS No.
- 68-26-8
- Chemical Name:
- all-trans-Retinol
- Synonyms
- RETINOL;Vitamin A;Vitamin A1 alcohol;RETINOL (VITAMIN A);Acon;Avita;Afaxin;Alphalin;Del-VI-A;VITAMIN A1
- CBNumber:
- CB8194893
- Molecular Formula:
- C20H30O
- Molecular Weight:
- 286.45
- MOL File:
- 68-26-8.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/10/11 22:00:27
| Melting point | 61-63 °C(lit.) |
|---|---|
| Boiling point | 368.81°C (rough estimate) |
| Density | 0.9933 (rough estimate) |
| refractive index | 1.641 |
| Flash point | -26 °C |
| storage temp. | -20°C |
| solubility | Chloroform (Slightly), Methanol (Slightly) |
| pka | 14.09±0.10(Predicted) |
| form | crystalline |
| color | yellow to orange |
| Water Solubility | Practically insoluble inwaterorglycerol; soluble in absolute alcohol,methanol,℃hloroform, ether, fats and oils. |
| Sensitive | Moisture & Light Sensitive |
| Merck | 13,10073 |
| BRN | 403040 |
| Stability | Stable, but light and air sensitive. Incompatible with strong acids, strong oxidizing agents. |
| LogP | 5.680 |
| CAS DataBase Reference | 68-26-8(CAS DataBase Reference) |
| EPA Substance Registry System | Retinol (68-26-8) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |   GHS07,GHS08 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H317-H319-H360FD-H413 | |||||||||
| Precautionary statements | P201-P273-P280-P302+P352-P305+P351+P338-P308+P313 | |||||||||
| Hazard Codes | Xn,N,F,T | |||||||||
| Risk Statements | 22-38-67-65-62-51/53-48/20-11-43-61-63-36/38 | |||||||||
| Safety Statements | 36/37-61-62-45-53-16-33-29-9-36/37/39-26 | |||||||||
| RIDADR | UN 1208 3/PG 2 | |||||||||
| WGK Germany | 3 | |||||||||
| RTECS | VH6750000 | |||||||||
| F | 8-10-16-23 | |||||||||
| TSCA | Yes | |||||||||
| HS Code | 29362100 | |||||||||
| Toxicity | LD50 (10 day) in mice (mg/kg): 1510 i.p.; 2570 orally (Kamm) | |||||||||
| NFPA 704 |
|
all-trans-Retinol price More Price(10)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | R7632 | Retinol synthetic, ≥95% (HPLC), crystalline | 68-26-8 | 25MG | ₹5358.38 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | R7632 | Retinol synthetic, ≥95% (HPLC), crystalline | 68-26-8 | 100MG | ₹7837.3 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | R7632 | Retinol synthetic, ≥95% (HPLC), crystalline | 68-26-8 | 250MG | ₹15696.25 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | R7632 | Retinol synthetic, ≥95% (HPLC), crystalline | 68-26-8 | 500MG | ₹17330.83 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | V-011 | Retinol solution 100 μg/mL ± 25% (Refer to COA) (Ethanol with 0.1% (w/v) BHT), ampule of 1?mL, reference material, Cerilliant? | 68-26-8 | 1ML | ₹13368.88 | 2022-06-14 | Buy |
all-trans-Retinol Chemical Properties,Uses,Production
Description
Human vitamin A is derived from the natural food. Natural vitamin A exists in dif ferent forms. In animal tissues, vitamin A is present in the form of retinoids.
However, in plants, the form of vitamin A called carotenoids is contained in the
green, orange, and yellow plant tissue. Vitamin A compounds such as retinol, reti nal, carotene, and so on from these foods can be converted to vitamin A in the
human body. Therefore, food is the main source of vitamin A.
As early as 1000 years ago, the Qian Jin Yao Fang written by Sun Simiao in Tang
Dynasty recorded that animal liver can cure night blindness. This is the early
recognition in vitamin A supplementation. The traditional Chinese medicine books
also recorded that nourishing the liver can improve eyesight. Researches on the
therapy of vitamin A deficient-diseases are mainly related to nourishing the liver
and kidney, supplementing essence and blood, and activating qi
Chemical Properties
Yellow-Orange Powder
Physical properties
Vitamin A1 (VA1), Molecular formula, C20H30O; MW, 286.45; CAS, 68-26-8.
Melting point: 62–64 °C. Boiling point: 137–138 °C
VA2, Molecular formula, C20H28O; MW, 284.44; Melting point: 17–19 °C.
History
The vitamin research is the great achievement in the development of life sciences,
while human beings only took half a century to discover and understand vitamins.
However, everything is still very difficult for scientists in the early stage of vitamin
discovery. From 1913 to 1915, Elmer McCollum and Marguerite Davis indicated
that the growth rate was maintained by at least two different kinds of growth factors:
one can be separated from eggs or butter, and the other one which multiple neuritis of chicks and pigeons can be extracted by water; thus they were
named fat-soluble vitamin A and water-soluble vitamin B.prevented
In 1919, the researchers demonstrated that fat-soluble vitamin A not only sup ported the rate of growth but also prevented eye dryness and night blindness in the
process of property study. In 1920, Dr. J.C. Drummond named this active lipid as
vitamin A. It exists in cod liver oil and prevents the occurrence of eye dryness and
night blindness.
Uses
Occurs preformed only in animals; metabolized from carotenoids, such β-carotene, in the intestinal mucosa. Dietary sources include liver, milk, butter, cheese, eggs and fish liver oils or as carotenoi s from fruits and vegetables. Stored primarily in the liver in esterified form; transported in the blood by retinol binding protein (RBP). Nutritional factor.
Indications
Vitamin A, or retinol, is essential for the proper maintenance of the functional and structural integrity of epithelial cells, and it plays a major role in epithelial differentiation. Bone development and growth in children have also been linked to adequate vitamin A intake. Vitamin A, when reduced to the aldehyde 11-cis-retinal, combines with opsin to produce the visual pigment rhodopsin. This pigment is present in the rods of the retina and is partly responsible for the process of dark adaptation.
Definition
ChEBI: A retinol in which all four exocyclic double bonds have E- (trans-) geometry.
World Health Organization (WHO)
Vitamin A, a fat-soluble vitamin, is used in the treatment and prevention of vitamin A deficiency resulting from inadequate dietary intake. It has been demonstrated to be teratogenic at high doses (more than 25,000 IU per day). Daily dosages of less than 10000 IU seem to be free of this risk. Retinol (vitamin A) is listed in the WHO Model List of Essential Drugs.
General Description
Retinal, retinol and retinoic acid are the aldehyde, alcohol and acid forms of vitamin A. The retinoids exist as many geometric isomers due to the unsaturated bonds in the aliphatic chain. Retinol is biologically active in a wide range of processes.
Clinical Use
Principal dietary sources of vitamin A are milk fat
(cheese and butter) and eggs. Since it is stored in the
liver, inclusion of liver in the diet also provides vitamin
A. A plant pigment, carotene, is a precursor for vitamin
A and is present in highly pigmented vegetables, such as
carrots, rutabaga, and red cabbage.
An early sign of hypovitaminosis A is night blindness.
This condition is related to the role of vitamin A as
the prosthetic group of the visual pigment rhodopsin.
The night blindness may progress to xerophthalmia
(dryness and ulceration of the cornea) and blindness.
Other symptoms of vitamin A deficiency include cessation
of growth and skin changes due to hyperkeratosis.
Since vitamin A is a fat-soluble vitamin, any disease
that results in fat malabsorption and impaired liver storage
brings with it the risk of vitamin A deficiency; these
conditions include biliary tract disease, pancreatic disease,
sprue, and hepatic cirrhosis. One group at great
risk are children from low-income families, who are
likely to lack fresh vegetables (carotene) and dairy
products (vitamin A) in the diet.
Side effects
Acute hypervitaminosis A results in drowsiness, headache, vomiting, papilledema, and a bulging fontanel in infants. The symptoms of chronic toxicity include scaly skin, hair loss, brittle nails, and hepatosplenomegaly. Anorexia, irritability, and swelling of the bones have been seen in children. Retardation of growth also may occur. Liver toxicity has been associated with excessive vitamin A intake. Vitamin A is teratogenic in large amounts, and supplements should not be given during a normal pregnancy. The IOM has reported the UL of vitamin A to be 3,000 μg/day.
Safety Profile
Moderately toxic by ingestion. Human teratogenic effects by ingestion: developmental abnormalities of the craniofacial area and urogenital system. An experimental teratogen. Experimental reproductive effects. Human mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes.
Purification Methods
Purify retinol by chromatography on columns of water-deactivated alumina and elute with 3-5% acetone in hexane. Separate the isomers by TLC plates on silica gel G, developed with pet ether (low boiling)/methyl heptanone (11:2). Store it in the dark, under N2, at 0o, or in Et2O, Me2CO or EtOAc. [See Gunghaly et al. Arch Biochem Biophys 38 75 1952, Beilstein 6 IV 4133.]
all-trans-Retinol Preparation Products And Raw materials
Raw materials
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| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
|---|---|---|---|---|---|
| Merck Ltd | +91-2262109800 +91-2262109000 | Maharashtra, India | 272 | 58 | Inquiry |
| Suvan LifeSciences (formerly Sansh Biotech Pvt Ltd) | +91-1142631798 +91-9899000024 | New Delhi, India | 55 | 58 | Inquiry |
| JIVICHEM SYNTHESIS PVT LTD | +91-7028392790 +91-7028392790 | Maharashtra, India | 337 | 58 | Inquiry |
| SynZeal Research Pvt Ltd | +1 226-802-2078 | Gujarat, India | 6522 | 58 | Inquiry |
| Pharmaffiliates Analytics and Synthetics P. Ltd | +91-172-5066494 | Haryana, India | 6773 | 58 | Inquiry |
| Kathiyawadi Gruh Udhyog | 08047305333 | Ahmedabad, India | 82 | 58 | Inquiry |
| Greenwell Overseas | 08046051826 | Ahmedabad, India | 41 | 58 | Inquiry |
| Virani Pharmachem | 08069033761Ext 782 | Gujarat, India | 18 | 58 | Inquiry |
| Triveni chemicals | 08048762458 | New Delhi, India | 6093 | 58 | Inquiry |
| Astitva Chemicals | 08048262675 | Gujarat, India | 90 | 58 | Inquiry |
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