VitaMin D4 Chemical Properties

Melting point:

83-86 °C(lit.)

alpha 

D18 +89.3° (c = 0.47 in acetone)

Boiling point:

504.9±29.0 °C(Predicted)

Density 

0.96

storage temp. 

2-8°C

solubility 

Soluble in Chloroform

form 

Powder

pka

14.74±0.20(Predicted)

color 

Off-white to light yellow

Stability:

Hygroscopic, Temperature Sensitive

InChIKey

DIPPFEXMRDPFBK-JPWDPSJFSA-N

SMILES

[C@H]1(O)CCC(=C)/C(=C\C=C2/CCC[C@@]3(C)[C@@]/2([H])CC[C@@H]3[C@H](C)CC[C@H](C)C(C)C)/C1

CAS DataBase Reference

511-28-4(CAS DataBase Reference)

Safety Information

Hazard Codes 

T+

Risk Statements 

24/25-26-48/25

Safety Statements 

28-36/37

RIDADR 

UN 2811 6.1/PG 2

WGK Germany 

2

RTECS 

VS2900000

F 

8-10-23

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

VitaMin D4 Usage And Synthesis

Synthesis in Skin

Once vitamin D, enters the circulation, it is transported to the liver where it is hydroxylated to 25-hydroxyvitamin D3 (25-(OH)D3). 25-Hydroxyvitamin D3 is the major circulating form of vitamin D3 and its determination is often used to measure the vitamin D status of a patient. Although 1 ,25-(OH)2D3 has a marked effect on inhibiting proliferation of cultured human fibroblasts and keratinocytes and inducing terminal differentiation of cultured keratinocytes, there is no evidence that a deficiency in this hormone will increase proliferative activity in human skin. Thus, it would appear that 1,25-(OH)D3 is not a major regulator of dermal and epidermal proliferation and differentiation. Despite the fact that 1,25-(OH)2D3 is not a major participant in the regulation of epidermal differentiation, the observations that 1,25-(OH)D3 can inhibit the hyperproliferative activity of epidermal cells in patients with psoriasis is intriguing. It should be noted that patients with psoriasis have a normal metabolism of vitamin D to 25-hydroxyvitamin D and 1 ,25-(OH)2D3.24 Therefore, 1 ,25-(OH)2D3 and its analogs hold promise as unique pharmacologic agents for treating hyperproliFerative disorders of the skin such as psoriasis.

Description

Derived from cholesterol, vitamin D is biosynthesized from its prohormone cholecalciferol (D3), the product of solar ultraviolet irradiation of 7-dehydrocholesterol in the skin. In 1966, it was first recognized that vitamin D must undergo activation via two oxidative metabolic steps. The first oxidation to 25-hydroxycholecalciferol (25(OH)D3: calcifediol; Calderol) occurs in the endoplasmic reticulum of the liver and is catalyzed by vitamin D 25-hydroxylase. This activation step is not regulated by plasma calcium concentrations. The major circulating form (10–80 μg/mL) is 25(OH)D3, which also is the primary storage form of vitamin D.

Chemical Properties

Pale Yellow Oil

Uses

Vitamin D4 is the active analogue of Vitamin D.

Definition

ChEBI: Vitamin D4 is it is present in mushrooms. It has a role as a fungal metabolite. It is a vitamin D and a seco-ergostane.

Biological Functions

Sterol-specific cytoplasmic receptor proteins (vitamin D receptor) mediate the biological action of vitamin D. The active hormone is transported from the cytoplasm to the nucleus via the vitamin D receptor, and as a result of the interaction of the hormone with target genes, a variety of proteins are produced that stimulate the transport of calcium in each of the target tissues Active vitamin D works in concert with PTH to enhance active intestinal absorption of calcium, to stimulate bone resorption, and to prohibit renal excretion of calcium. If serum calcium or 1,25-calcitriol concentrations are elevated, then vitamin D 24-hydroxylase (in renal mitochondria) is activated to oxidize 25(OH)D3 to inactive 24,25-dihydroxy-cholecalciferol and to further oxidize active vitamin D to the inactive 1,24,25-trihydroxylated derivative. Both the 1,24,25-trihydroxylated and the 24,25-dihydroxylated products have been found to suppress PT H secretion as well. The biosynthesis of vitamin D is tightly regulated based on the serum concentrations of calcium, phosphate, PTH, and active vitamin D.

Source

Vitamin D is a 9,10-secosteroid and 6 forms have been identified. The importance of vitamin D in bone (calcium homeostasis) is well established, and vitamin D has been the subject of increased attention in recent years for its role in muscle function, immunology, heart and cardiovascular disease, cancer, and insulin secretion. The vitamin D4 precursor 22,23-dihydroergosterol was present in all mushroom composites. The levels were not correlated with vitamin D4, but differed among species. Enoki mushrooms had a notably higher 22,23-dihydroergosterol content, with an average of 16.5 mg/100g compared to 4.49–8.89 mg/ 100 g in other types of mushrooms.

VitaMin D4(511-28-4)Related Product Information

• Vitamin D3-d7
• VITAMIN B15, PANGAMIC ACID
• Vitamin B12 e-Monocarboxylic Acid
• Retinyl acetate
• Calcium D-Pantothenate
• VITAMIN B1 HCL
• Thiamine chloride
• Adenine phosphate salt（1：1）
• Vitamin E
• Vitamin K2
• L-ASCORBIC ACID 2-MONOPHOSPHATE TRI-CYCLOHEXYLAMMONIUM SALT
• VITAMIN B12
• DL-α-Tocopherol
• Vitamin B12
• Menadiol diacetate
• Menatetrenone
• Retinoic acid
• Vitamin D3
• Colecalciferol