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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:
Molecular Weight:
400.64
MDL number:
UNSPSC Code:
12352205
PubChem Substance ID:
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

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Pictograms

Skull and crossbonesHealth hazard

Signal Word

Danger

Hazard Statements

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Alex Aregbesola et al.
Journal of epidemiology and community health, 67(6), 533-536 (2013-04-19)
Vitamin D has been suggested to have a role in infection defence and on the immune system. We therefore investigated the effect of serum 25-hydroxyvitamin D₃ (25(OH)D₃) on the risk of incident hospitalised pneumonia in an ageing general population in
P V Pradeep et al.
Journal of postgraduate medicine, 59(1), 4-8 (2013-03-26)
No single factor can predict the occurrence of post total thyroidectomy (TT) hypocalcemia. This study was conducted to look at various factors usually implicated in post TT clinically significant hypocalcemia (CSH) and to develop a scoring system using a combination
Yosef Dror et al.
The Journal of clinical endocrinology and metabolism, 98(5), 2160-2167 (2013-03-28)
Low serum calcidiol has been associated with multiple comorbidities and mortality but no "safe" range has been found for the upper concentration. We aim to establish the upper threshold of serum calcidiol, beyond which there is an increased risk for
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

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