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55171

Sigma-Aldrich

(23R)-23,25-Dihydroxyvitamin D3

≥99.0% (HPLC)

Synonym(s):

(23R)-23,25-Dihydroxycholecalciferol

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About This Item

Empirical Formula (Hill Notation):
C27H44O3
CAS Number:
81738-09-2
Molecular Weight:
416.64
MDL number:
MFCD12912385
UNSPSC Code:
12352200
PubChem Substance ID:
329758085

Quality Level

100

assay

≥99.0% (HPLC)

form

powder or crystals

color

colorless to white

shipped in

dry ice

storage temp.

−20°C

SMILES string

C[C@H](C[C@@H](O)CC(C)(C)O)[C@H]1CC[C@H]2\C(CCC[C@]12C)=C\C=C3\C[C@@H](O)CCC3=C

InChI

1S/C27H44O3/c1-18-8-11-22(28)16-21(18)10-9-20-7-6-14-27(5)24(12-13-25(20)27)19(2)15-23(29)17-26(3,4)30/h9-10,19,22-25,28-30H,1,6-8,11-17H2,2-5H3/b20-9+,21-10-/t19-,22+,23-,24-,25+,27-/m1/s1

InChI key

JVBPQHSRTHJMLM-WORHRCAZSA-N

Application

able to increase the plasma lactone concentration[1]

Biochem/physiol Actions

Cholecalciferol is an inactive form of vitamin D3 which undergoes various levels of hydroxylation to form active vitamin D3 analogs. 1α-Hydroxyvitamin D3 (alfacalcidol) is a synthetic analog that is metabolized to 1,25-dihydroxycholecalciferol, the biologically active form of vitamin D3. Other analogues of cholecalciferol result from different hydroxylations. 23,25-Dihydroxyvitamin D3 is synthesized by the human placenta and by kidney cortex mitochondria.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

related product

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Description
Pricing

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
BCBL3639V
BCBH1725V
1406530V
1406530

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S Shany et al.
Nephron, 42(2), 141-145 (1986-01-01)
We measured 24,25-dihydroxyvitamin D [24,25(OH)2D] levels in patients treated with chronic ambulatory peritoneal dialysis (CAPD), before and after receiving vitamin D2 or 1 alpha-hydroxyvitamin D3 (1 alpha-OH-D3). Vitamin D2 administration led to an increase in 25-hydroxyvitamin D (25-OH-D) and a
R L Horst et al.
Biochemistry, 22(2), 245-250 (1983-01-18)
A new metabolite of 23,25-dihydroxyvitamin D3 has been generated with kidney homogenates prepared from vitamin D treated chicks. The metabolite was purified with three high-performance liquid chromatographic steps and was identified as 23-keto-25-hydroxyvitamin D3 by ultraviolet absorption spectroscopy, mass spectrometry
S Ishizuka et al.
Archives of biochemistry and biophysics, 228(1), 179-184 (1984-01-01)
To elucidate the biosynthesis of 25-hydroxyvitamin D3-26,23-lactone, various vitamin D3 derivatives were incubated individually with kidney homogenates prepared from vitamin D3-supplemented chicks, a preparation known to produce the 25-hydroxyvitamin D3-26,23-lactone from 25-hydroxyvitamin D3. The 25-hydroxyvitamin D3-26, 23-lactone produced in vitro
G Jones et al.
Biochemistry, 23(16), 3749-3754 (1984-07-31)
By cochromatography, mass spectrometry, and chemical derivatization, we have shown that a metabolite isolated from the perfused rat kidney incubated with 24-(R),25-dihydroxyvitamin D3 is indistinguishable from chemically synthesized 24,25,26,27-tetranor-23-hydroxyvitamin D3. The new metabolite is also produced from 24-oxo-25-hydroxyvitamin D3 but
J Z Zhang et al.
The Journal of dermatology, 22(5), 305-309 (1995-05-01)
Platelet-derived growth factor (PDGF) is a potent mitogen for several mesenchymal cells and plays an important role in wound repair. Three PDGF isoforms, PDGF-AA, PDGF-BB, and PDGF-AB, have been found to be generated in various tissues. PDGF-AB production by normal
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