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705993

Sigma-Aldrich

3-epi-25-Hydroxyvitamin D3

98% (CP)

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About This Item

Empirical Formula (Hill Notation):
C27H44O2
CAS Number:
73809-05-9
Molecular Weight:
400.64
MDL number:
MFCD11656130
UNSPSC Code:
12352205
PubChem Substance ID:
329762603
NACRES:
NA.24

Assay

98% (CP)

form

powder

technique(s)

mass spectrometry (MS): suitable

color

white to off-white

mass shift

M+3

storage temp.

−20°C

SMILES string

C[C@@]12[C@](CC[C@]2([H])[C@@H](CCCC(C)(O)C)C)([H])/C(CCC1)=C/C=C3C[C@H](O)CCC/3=C

InChI

1S/C27H44O2/c1-19-10-13-23(28)18-22(19)12-11-21-9-7-17-27(5)24(14-15-25(21)27)20(2)8-6-16-26(3,4)29/h11-12,20,23-25,28-29H,1,6-10,13-18H2,2-5H3/b21-11+,22-12-/t20-,23-,24-,25+,27-/m1/s1

InChI key

JWUBBDSIWDLEOM-UEGFJKGBSA-N

Application

3-epi-25-Hydroxyvitamin D3 is also known as 3-epi-25(OH)D3. It is a metabolite of vitamin D3 formed in the liver. 3-epi-25(OH)D3 is used as a biomarker to determine the status of vitamin D in the body. It can be also employed as an analytical standard to measure the concentration of 3-epi-25(OH)D3 molecules in human serum.

Packaging

This product may be available from bulk stock and can be packaged on demand. For information on pricing, availability and packaging, please contact Stable Isotopes Customer Service.
To best serve customer requests, each order is packaged and shipped on demand approximately 2 weeks after receipt of an order. If you have questions regarding availability and price, please contact the Stable Isotope Customer Service Group at 937-859-1808 (1-800-448-9760 for US & Canada) or email us at isosales@sial.com.

related product

Product No.
Description
Pricing

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

Danger

Hazard Statements

H301 + H311,H330,H372

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 3 Dermal - Acute Tox. 3 Oral - STOT RE 1 Oral

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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Qi Wang et al.
The Journal of steroid biochemistry and molecular biology, 135, 43-50 (2013-01-22)
Vitamin D has been known to be closely associated with diabetes and periodontitis while the underlying mechanism has yet to be clarified. The present study aimed to discover the effect of 25-hydroxyvitamin D3 (25-OHD3) on glycemic control and periodontal health
Violetta Csakvary et al.
Bone, 54(1), 106-112 (2013-02-07)
The conditions that define bone development in prepuberty profoundly influence bone health later in life. We aimed to reveal important determinants of bone mass in Tanner stage I. We studied 84 healthy children (43 girls and 41 boys) aged 7
Andrzej Slominski et al.
The Journal of clinical endocrinology and metabolism, 98(2), E298-E303 (2013-01-09)
There is no effective treatment for systemic sclerosis and related fibrosing diseases. Recently the action of CYP11A1 on vitamin D(3) was shown to produce biologically active 20S-hydroxyvitamin D [20(OH)D(3)] and 20,23(OH)(2)D(3), 20,22(OH)(2)D(3), and 17,20,23(OH)(3)D(3). Because 20(OH)D(3) is noncalcemic (nontoxic) in
Hataikarn Nimitphong et al.
PloS one, 7(12), e52171-e52171 (2012-12-29)
1,25(OH)(2)D(3) inhibits adipogenesis in mouse 3T3-L1 adipocytes, but little is known about its effects or local metabolism in human adipose tissue. We showed that vitamin D receptor (VDR) and 1α-hydroxylase (CYP27B1), the enzyme that activates 25(OH)D(3) to 1,25(OH)(2)D(3), were expressed
Vitamin D assays and the definition of hypovitaminosis D: results from the First International Conference on Controversies in Vitamin D
Sempos CT, et al.
British Journal of Clinical Pharmacology, 84(10), 2194-2207 (2018)
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