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488577

Sigma-Aldrich

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

97 atom % D, 98% (CP)

Synonyme(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

Formule empirique (notation de Hill):
C27D6H40O
Numéro CAS:
92543-08-3
Poids moléculaire :
392.69
Numéro MDL:
MFCD00209699
Code UNSPSC :
12352211
ID de substance PubChem :
24872407
Nomenclature NACRES :
NA.12

Pureté isotopique

97 atom % D

Pureté

98% (CP)

Activité optique

[α]20/D -40°, c = 2 in chloroform

Technique(s)

mass spectrometry (MS): suitable

Point d'ébullition

360 °C (lit.)

Pf

147-149 °C (lit.)

Densité

1.088 g/mL at 25 °C

Changement de masse

M+6

Température de stockage

−20°C

Chaîne SMILES 

[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

Clé InChI

HVYWMOMLDIMFJA-HHPLMCQASA-N

Conditionnement

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.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 1

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

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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
Alice Passoni et al.
ACS chemical neuroscience, 11(3), 367-372 (2019-12-21)
The current pharmacological treatment of Huntington's disease (HD) is palliative, and therapies to restore functions in patients are needed. One of the pathways affected in HD involves brain cholesterol (Chol) synthesis, which is essential for optimal synaptic transmission. Recently, it
Matteo Ludovici et al.
Scientific reports, 8(1), 11500-11500 (2018-08-02)
The skin surface lipids (SSL) result from the blending of sebaceous and epidermal lipids, which derive from the sebaceous gland (SG) secretion and the permeability barrier of the stratum corneum (SC), respectively. In humans, the composition of the SSL is
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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