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1ALPHA,25-DIHYDROXY-VITAMIN D8

1A,25-dihydroxycholecalciferol

CAS: 32222-06-3

Molecular Formula: C27H44O3

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  5. 1ALPHA,25-DIHYDROXY-VITAMIN D8

1ALPHA,25-DIHYDROXY-VITAMIN D8 - Names and Identifiers

Name 1A,25-dihydroxycholecalciferol
Synonyms Calcitriol
1,25-(OH)2-D3
1a,25-Dihydroxyvitamin
1,25-dihydroxyvitamin D3
Vitamin D3, 1a,25-Dihydroxy-
1ALPHA,25-DIHYDROXYVITAMIN D3
1alpha,25-Dihydroxyvitamin D3
1α,25-dihydroxycholecalciferol
1A,25-dihydroxycholecalciferol
1ALPHA,25-DIHYDROXY-VITAMIN D8
VITAMIN D3, 1ALPHA,25-DIHYDROXY
1alpha,25-dihydroxycholecalciferol
1ALPHA,25-DIHYDROXYCHOLECALCIFEROL
(1S,3R)-9,10-secocholesta-5,7,10-triene-1,3,25-triol
(1S,3R,5Z,7E)-9,10-secocholesta-5,7,10-triene-1,3,25-triol
9,10-SECOCHOLESTA-5Z,7E,10(19)-TRIENE-1ALPHA,3BETA,25-TRIOL
(1S,3R,5Z,7E,14xi)-9,10-secocholesta-5,7,10-triene-1,3,25-triol
(5z,7e)-(1s,3r)-9,10-secocholesta-5,7,10(19)-triene-1,3,25-triol
(1ALPHA,3BETA,5Z,7E)-9,10-SECOCHOLESTA-5,7,10(19)-TRIENE-1,3,25-TRIOL
(1R,5Z)-5-[(2E)-2-[(1R,7aR)-1-(5-hydroxy-1,5-dimethyl-hexyl)-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylene-cyclohexane-1,3-diol
CAS 32222-06-3
EINECS 250-963-8
InChI InChI=1/C27H44O3/c1-18(8-6-14-26(3,4)30)23-12-13-24-20(9-7-15-27(23,24)5)10-11-21-16-22(28)17-25(29)19(21)2/h10-11,18,22-25,28-30H,2,6-9,12-17H2,1,3-5H3/b20-10+,21-11-/t18-,22-,23-,24?,25+,27-/m1/s1
InChIKey GMRQFYUYWCNGIN-UNVJKIGWSA-N

1ALPHA,25-DIHYDROXY-VITAMIN D8 - Physico-chemical Properties

Molecular FormulaC27H44O3
Molar Mass416.64
Density1.0362 (rough estimate)
Melting Point119-1210C
Boling Point474.91°C (rough estimate)
Specific Rotation(α)D25 +48° (methanol)
Flash Point14 °C
Solubility Insoluble in water
Vapor Presure0mmHg at 25°C
AppearanceWhite crystalline powder
ColorWhite to Almost white
Maximum wavelength(λmax)['265nm(lit.)']
Merck14,1644
BRN7559394
pKa14.43±0.40(Predicted)
Storage Condition2-8°C
StabilityAir and Light Sensitive
SensitiveAir and light sensitivity
Refractive Index1.4700 (estimate)
MDLMFCD00867079
UseRenal osteodystrophy in patients with chronic renal failure
In vitro studyCalcitriol is a potent inhibitor of PHA-induced lymphocyte proliferation, inhibiting 70% of tritiated thymidine incorporation after 72 h of culture. Calcitriol inhibits interleukin-2 (IL-2) production in PHA-stimulated peripheral blood mononuclear cells in a concentration-dependent manner. Calcitriol increases intracellular calcium ion concentration within 5 seconds by mobilizing calcium from the endoplasmic reticulum and inositol 1,4, 5-trisphosphate and Diglyceride formation. Calcitriol can inhibit the proliferation of human prostate adenocarcinoma cells and promote the differentiation of human prostate adenocarcinoma cells. Calcitriol selectively reduces the secretion level of type IV collagenase (MMP-2 and MMP-9). In squamous cell carcinoma and prostate cancer, Calcitriol has antiproliferative activity and enhances the antitumor activity of platinum-based drugs. In mouse squamous cell carcinoma and PC-3 cells, Calcitriol has a stronger effect than paclitaxel, reducing clonal survival. Calcitriol is a potent antiproliferative agent in a variety of malignant cell types. Calcitriol acts by increasing G0/G1 phase arrest, inducing apoptosis and differentiation, and regulating the expression of growth factor receptors. Calcitriol promotes the antitumor effects of many cytotoxic agents and inhibits the invasiveness of tumor cells and the formation of new blood vessels.

1ALPHA,25-DIHYDROXY-VITAMIN D8 - Risk and Safety

Risk CodesR26/27/28 - Very toxic by inhalation, in contact with skin and if swallowed.
R63 - Possible risk of harm to the unborn child
R36/37/38 - Irritating to eyes, respiratory system and skin.
R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed.
R11 - Highly Flammable
Safety DescriptionS36/37/39 - Wear suitable protective clothing, gloves and eye/face protection.
S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S36 - Wear suitable protective clothing.
S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S16 - Keep away from sources of ignition.
S7 - Keep container tightly closed.
UN IDsUN 2811 6.1/PG 1
WGK Germany3
RTECSFZ4645000
FLUKA BRAND F CODES8-10-19
HS Code29061900
Hazard Class6.1(a)
Packing GroupI

1ALPHA,25-DIHYDROXY-VITAMIN D8 - Reference Information

introduction dihydroxycholecalciferol is one of the most important active metabolites of vitamin 1 α,25-D3. This metabolite is usually formed in the kidney. In recent years, it has been found that calcitriol can also be produced outside the kidney. It has been confirmed that the placenta, monocytes, macrophages, tumor cell supernatants, lymph nodes and keratinocytes of patients with sarcoidosis all have 1α hydroxylase and can produce calcitriol. The precursor of calcitriol is 25-hydroxy cholecalciferol (alfaecalcidol). Dihydroxycholecalciferol can promote the absorption of calcium in the small intestine and regulate the transport of inorganic salts in bone.
indications suitable for renal malnutrition, hypoparathyroidism, vitamin d-dependent rickets and vitamin d-resistant rickets in patients with chronic renal failure.
Physiological effects Calcitriol, also known as calcitriol, is the active form of vitamin D and a hormone in the body. It plays an important role in regulating blood calcium and blood phosphorus concentration. It can increase the calcium level in the blood by increasing the absorption of calcium ions in the intestine, and can increase the release of calcium in the bone to increase the blood calcium level, this study was first reported by Michael F. Holick in 1971. The principle of action of calcitriol is in many cases through binding to the vitamin D receptor (VDR). For example, the ligand-receptor complex formed by the receptor in the cytoplasm of small intestinal epithelial cells and calcitriol is transferred to the nucleus. As a transcription factor that promotes the expression of calcium-binding protein coding genes, the increase of calcium-binding protein enables cells to actively transport more calcium ions, thereby increasing the level of calcium ion absorption. Absorbing calcium ions also needs to transport anions to maintain electrical neutrality, mainly by absorbing inorganic phosphate ions, so calcium triol also promotes the absorption of phosphorus.
clinically, this medicine can be used to treat hypocalcemia, hypoparathyroidism (adults), osteomalacia, rickets (infants), chronic kidney disease, renal bone disease, osteoporosis, and prevent osteoporosis caused by glucocorticoids. Calcitriol stereolecular formula
biological activity Calcitriol (RO215535, Topitriol, 1,25-Dihydroxyvitamin D3), as a hormone active form of vitamin d, is an activator of non-selective vitamin d receptor, and its binding affinity to vitamin d receptor (IC50=0.4 nM) is more than 10 times that of selective VDRA paricalcitol. It is recommended to use it now.
TargetValue
use vitamin drugs. For renal osteodystrophy in patients with chronic renal failure.
category toxic substances
toxicity classification highly toxic
acute toxicity oral administration-rat LD50 0.62 mg/kg; Oral administration-mouse LD50: 1.35 mg/kg
flammability hazard characteristics combustible, spicy and irritating smoke from the fire site
storage and transportation characteristics warehouse ventilation and low temperature drying; separate from food storage and transportation
fire extinguishing agent water, sand
toxic substance data information provided by: pubchem.ncbi.nlm.nih.gov (external link)
Last Update:2024-04-10 22:30:50
1ALPHA,25-DIHYDROXY-VITAMIN D8
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