739677

Sigma-Aldrich

1α,25-Dihydroxyvitamin D2 solution

100 μg/mL in ethanol, 95% (CP)

Synonym(s):
1α,25-Dihydroxycalciferol solution
Empirical Formula (Hill Notation):
C28H44O3
CAS Number:
Molecular Weight:
428.65
EC Number:
PubChem Substance ID:
NACRES:
NA.24
Pricing and availability is not currently available.

assay

95% (CP)

form

liquid

concentration

100 μg/mL in ethanol

application(s)

mass spectrometry (MS): suitable

color

colorless

storage temp.

−20°C

SMILES string

CC(O)(C)C@@H(C)/C=C/C@@H(C)C@H1CCC(C@1(C)CCC/2)C2=C\C=C(CC@@H(O)CC@@H3O)/C3=C

InChI

1S/C28H44O3/c1-18(9-10-19(2)27(4,5)31)24-13-14-25-21(8-7-15-28(24,25)6)11-12-22-16-23(29)17-26(30)20(22)3/h9-12,18-19,23-26,29-31H,3,7-8,13-17H2,1-2,4-6H3/b10-9+,21-11+,22-12-/t18-,19+,23-,24-,25?,26+,28-/m1/s1

InChI key

ZGLHBRQAEXKACO-KPKHAADHSA-N

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General description

1α,25-Dihydroxyvitamin D2 is an active form of vitamin D2. It is also known as ercalcitriol or 1α,25-dihydroxyergocalciferol. It was first isolated from mitochondria of chick kidney.

Pictograms

FlameExclamation mark

Signal Word

Danger

Hazard Statements

Precautionary Statements

Hazard Codes

F

Risk Statement

11

Safety Statement

7-16

RIDADR

UN1170 - class 3 - PG 2 - Ethanol, solution

WGK Germany

WGK 1

Flash Point(F)

57.2 °F - closed cup

Flash Point(C)

14.0 °C - closed cup

Certificate of Analysis
Certificate of Origin
Convergent synthesis of double point modified analogs of 1α, 25-dihydroxyvitamin D2 for biological evaluation
Nadkarni S, et al.
The Journal of Steroid Biochemistry and Molecular Biology, 164, 45-49 (2016)
Masato Shimizu et al.
Bioorganic & medicinal chemistry, 16(14), 6949-6964 (2008-06-10)
Recently, we have found that 16-ene-22-thia-26,27-dimethyl-19-norvitamin D(3) analogs 1a (n=2, 3) are 20 times more active than the natural hormone 1alpha,25-dihydroxyvitamin D(3) in terms of transcriptional activity. To further investigate the effects of the A-ring modification of 1a, b on...
Pierre Antony et al.
Journal of medicinal chemistry, 53(3), 1159-1171 (2010-01-15)
The vitamin D nuclear receptor is a ligand-dependent transcription factor that controls multiple biological responses such as cell proliferation, immune responses, and bone mineralization. Numerous 1 alpha,25(OH)(2)D(3) analogues, which exhibit low calcemic side effects and/or antitumoral properties, have been synthesized....
Marc Lamblin et al.
Bioorganic & medicinal chemistry, 18(11), 4119-4137 (2010-05-11)
Incorporation of zinc-binding groups into the side-chain of 1alpha,25-dihydroxyvitamin D(3) (1,25D) fully bifunctional hybrid molecules which act both as vitamin D receptor agonists and histone deacetylase inhibitors. These bifunctional hybrids display in vitro antiproliferative activity against the AT84 squamous carcinoma...
Laura Sánchez-Abella et al.
Journal of medicinal chemistry, 52(19), 6158-6162 (2009-09-11)
We have synthesized several isomers of 19-nor-vitamin D analogues possessing a hydroxy group at C-2 as well as novel derivatives bearing an epoxy substituent at the A-ring. All vitamins were prepared in convergent syntheses utilizing the modified Julia olefination. 1alpha,2alpha,25-Trihydroxy-19-nor-vitamin...
Articles
This application shows an Ascentis Express F5 provided rapid resolution of the isobaric vitamin D metabolites. MS detection provides the necessary secondary resolution.
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The metabolic role and health implications of the various vitamin D isoforms are of current clinical interest. Therefore, it is important to have an analytical method that will resolve all of the known isoforms with necessary sensitivity and specificity
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