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C4369

Sigma-Aldrich

Calcipotriol hydrate

≥98% (HPLC), powder, Vitamin D3 analog

Sinónimos:

(5Z,7E,22E,24S)-24-Cyclopropyl-9,10-secochola-5,7,10(19),22-tetraene-1alpha,3beta,24-triol, Calcipotriene

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About This Item

Fórmula empírica (notación de Hill):
C27H40O3 · xH2O
Número de CAS:
112965-21-6
Peso molecular:
412.60 (anhydrous basis)
MDL number:
MFCD10567086
UNSPSC Code:
12352200
PubChem Substance ID:
329775060
NACRES:
NA.77
En este momento no podemos mostrarle ni los precios ni la disponibilidad

Nombre del producto

Calcipotriol hydrate, ≥98% (HPLC)

Quality Level

100

assay

≥98% (HPLC)

form

powder

solubility

DMSO: 15 mg/mL, clear

storage temp.

room temp

SMILES string

O.C[C@H](\C=C\[C@@H](O)C1CC1)C2CCC3\C(CCC[C@]23C)=C\C=C4\C[C@@H](O)C[C@H](O)C4=C

InChI

1S/C27H40O3.H2O/c1-17(6-13-25(29)20-8-9-20)23-11-12-24-19(5-4-14-27(23,24)3)7-10-21-15-22(28)16-26(30)18(21)2;/h6-7,10,13,17,20,22-26,28-30H,2,4-5,8-9,11-12,14-16H2,1,3H3;1H2/b13-6+,19-7+,21-10-;/t17-,22-,23-,24+,25-,26+,27-;/m1./s1

InChI key

XBKHACNRWFKJNC-MANNPBRJSA-N

Biochem/physiol Actions

Calcipotriol is a synthetic derivative of calcitriol, or Vitamin D.
Calcipotriol, a synthetic derivative of calcitriol or Vitamin D, is used in the treatment of psoriasis and marketed under the trade name Dovonex. It has comparable affinity with calcitriol (Vit. D) for the Vitamin D receptor (VDR), while being less than 1% as active as the calcitriol in regulating calcium metabolism. VDR belongs to the steroid/thyroid receptor superfamily, and is found on the cells of many different tissues including the thyroid, bone, kindney, and T cells of the immune system. Binding of calcipotriol to the VDR modulates the T cells gene transcription of cell differentiation and proliferation-related genes.

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

Acute Tox. 1 Dermal - Acute Tox. 2 Oral - Eye Irrit. 2 - Repr. 2 - Skin Sens. 1B - STOT RE 1

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
0000249127
0000364499
0000364496
0000249127
0000364499

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Zaidoon Al-Jaderi et al.
Toxins, 5(11), 1932-1947 (2013-10-31)
We describe here the effects of three drugs that are either approved or have the potential for treating multiple sclerosis (MS) patients through the in vitro activities of human natural killer (NK) cells and dendritic cells (DCs). Our results indicate
Nina Ø Knudsen et al.
International journal of pharmaceutics, 428(1-2), 171-177 (2012-03-15)
Peptide conjugation to the surface of stealth liposomes has been studied for liposomal drug targeting to cells expressing specific receptors to provide a site-specific drug delivery. This study investigated the potential of peptide-conjugated liposomes for targeting cells expressing the human
Zuzana Hegyi et al.
The Journal of investigative dermatology, 132(5), 1416-1424 (2012-03-10)
The antimicrobial peptides (AMP) psoriasin (S100A7) and koebnerisin (S100A15) are differently induced in psoriatic skin. They act synergistically as chemoattractants and "alarmins" to amplify inflammation in psoriasis. Th17 cytokines are key players in psoriasis pathogenesis and vitamin D analogs feature
Steven R Feldman et al.
American journal of clinical dermatology, 13(4), 261-271 (2012-05-17)
Topical calcipotriene is frequently prescribed for the treatment of plaque-type psoriasis. Calcipotriene is currently available in the US as an ointment, a solution, a cream, and in a fixed-dose combination ointment with betamethasone dipropionate. Calcipotriene 0.005% has recently been formulated
J Meephansan et al.
Clinical and experimental dermatology, 37(8), 889-896 (2012-08-29)
Vitamin D3 is a potent regulator of cell growth, differentiation and death, tumour invasion, and angiogenesis. Production of matrix metalloproteinase (MMP)-9 and MMP-13 by tumour cells may promote tumour growth, invasion and metastasis. To investigate whether calcipotriol could suppress the
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