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488577

Sigma-Aldrich

Cholesterol-2,2,3,4,4,6-d6

97 atom % D, 98% (CP)

Synonym(s):

3β-Hydroxy-5-cholestene-2,2,3,4,4,5-d6, 5-Cholesten-3β-ol-2,2,3,4,4,5-d6, Deuterated cholesterol

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About This Item

Empirical Formula (Hill Notation):
C27D6H40O
CAS Number:
92543-08-3
Molecular Weight:
392.69
MDL number:
MFCD00209699
UNSPSC Code:
12352211
PubChem Substance ID:
24872407
NACRES:
NA.12
Pricing and availability is not currently available.

isotopic purity

97 atom % D

Quality Level

200

Assay

98% (CP)

optical activity

[α]20/D -40°, c = 2 in chloroform

technique(s)

mass spectrometry (MS): suitable

bp

360 °C (lit.)

mp

147-149 °C (lit.)

density

1.088 g/mL at 25 °C

mass shift

M+6

storage temp.

−20°C

SMILES string

[2H]C1=C2C([2H])([2H])[C@@]([2H])(O)C([2H])([2H])C[C@]2(C)[C@H]3CC[C@]4(C)[C@H](CC[C@H]4[C@@H]3C1)[C@H](C)CCCC(C)C

InChI

1S/C27H46O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h9,18-19,21-25,28H,6-8,10-17H2,1-5H3/t19-,21+,22+,23-,24+,25+,26+,27-/m1/s1/i9D,13D2,17D2,21D

InChI key

HVYWMOMLDIMFJA-HHPLMCQASA-N

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MBBD5613
MBBC3614
MBBB5074V
MBBB4551V
MBBB1900V

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Yedida Y Bogachkov et al.
American journal of physiology. Cell physiology, 318(4), C762-C776 (2020-01-30)
Hypercholesterolemia is a major risk factor for adverse cardiovascular outcomes, but its effect on angiogenesis and wound healing is not well understood. In this study, using a combination of mass spectrometry and laurdan two-photon imaging, we show that elevated levels
Xianlin Han et al.
PloS one, 6(7), e21643-e21643 (2011-07-23)
The development of plasma biomarkers could facilitate early detection, risk assessment and therapeutic monitoring in Alzheimer's disease (AD). Alterations in ceramides and sphingomyelins have been postulated to play a role in amyloidogensis and inflammatory stress related neuronal apoptosis; however few
Yasuyo Okada et al.
Carbohydrate research, 455, 54-61 (2017-11-25)
We aimed to investigate whether 6-O-α-maltosyl-β-cyclodextrin (Mal-βCD) is incorporated into cells and lysosomes during the release of unesterified cholesterol in Npc1-deficient Chinese hamster ovary (CHO) cells (Npc1 KO cells) and CHO-JP17 cells (JP17 cells). Internalization of Mal-βCD in cells and lysosomes and
David Wheeler et al.
Brain : a journal of neurology, 131(Pt 11), 3092-3102 (2008-09-06)
Maintaining the appropriate complement and content of lipids in cellular membranes is critical for normal neural function. Accumulating evidence suggests that even subtle perturbations in the lipid content of neurons and myelin can disrupt their function and may contribute to
Wenxu Zhou et al.
Journal of lipid research, 61(2), 192-204 (2019-09-25)
Primitive sterol evolution plays an important role in fossil record interpretation and offers potential therapeutic avenues for human disease resulting from nematode infections. Recognizing that C4-methyl stenol products [8(14)-lophenol] can be synthesized in bacteria while C4-methyl stanol products (dinosterol) can
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