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29447

(24S)-24,25-Dihydroxyvitamin D3

≥95.0% (HPLC)

Synonym(s):

(24S)-24,25-Dihydroxycholecalciferol

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About This Item

Empirical Formula (Hill Notation):
C27H44O3
CAS Number:
55700-58-8
Molecular Weight:
416.64
UNSPSC Code:
12352200
PubChem Substance ID:
329753335
MDL number:
MFCD11114064
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Quality Level

100

assay

≥95.0% (HPLC)

form

powder or crystals

color

colorless to white

mp

114.6 °C

storage temp.

−20°C

SMILES string

C[C@H](CC[C@H](O)C(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/c1-18-8-12-22(28)17-21(18)11-10-20-7-6-16-27(5)23(13-14-24(20)27)19(2)9-15-25(29)26(3,4)30/h10-11,19,22-25,28-30H,1,6-9,12-17H2,2-5H3/b20-10+,21-11-/t19-,22+,23-,24+,25+,27-/m1/s1

InChI key

FCKJYANJHNLEEP-WQUHCOROSA-N

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. 24S,25-Dihydroxyvitamin D3 should not be confused with 24R,25-Dihydroxyvitamin D3.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H300

Hazard Classifications

Acute Tox. 2 Oral

Storage Class

6.1B - Non-combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
BCBV8192
BCBV3033
BCBV2328
BCBS9409V
BCBP2180V

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H L Henry et al.
The Journal of nutrition, 106(6), 724-734 (1976-06-01)
The ability of 24R, 25- and 24S, 25-dihydroxycholecalciferol to stimulate intestinal calcium transport and bone calcium mobilization in chicks was measured. Enhancement of intestinal calcium transport by 325 or 130 nmoles of either compound was maximal by 24 hours. The
José Pérez Sestelo et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 8(12), 2747-2752 (2002-10-24)
Vitamin D3 active metabolites 24R,25-(OH)2-D3, 24S,25-(OH)2-D3, and 1 alpha, 24R,25-(OH)3-D3 were synthesized by a convergent and stereoselective approach. In the synthetic route, the stereogenic center at C-24 was generated through ultrasonically induced aqueous conjugate addition of iodide 6 to Seebach's
S Ishizuka et al.
Archives of biochemistry and biophysics, 234(1), 97-104 (1984-10-01)
Tritium-labeled 24,25-dihydroxyvitamin D3 was prepared both in vitro, by using chick kidney homogenates, and in vivo in rats from [26,27-methyl-3H]25-hydroxyvitamin D3. These compounds were mixed with synthetic 24(R),25- and 24(S),25-dihydroxyvitamin D3, converted to the corresponding trimethylsilyl ether derivatives, and analyzed
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