胆固醇-2,2,3,4,4,6-d₆

COA

级别和纯度:

≥97 atom% D,≥98%

CAS编号: 92543-08-3
分子式: C₂₇H₄₀D₆O
分子量: 392.69
MDL号: MFCD00209699
PubChem编号: 16213400

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货号 (SKU)	包装规格	是否现货
C468513-5mg	5mg	期货
C468513-25mg	25mg	期货
C468513-100mg	100mg	期货

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Isotope Lipid (43) 代谢物 (8911) 稳定性同位素 (200)

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基本描述

别名	3β-羟基-5-胆甾烯-2,2,3,4,4,5-d6 \| 5-胆甾烯-3β-醇-2,2,3,4,4,5-d6 \| 氘代胆固醇
英文别名	3β-Hydroxy-5-cholestene 5-Cholesten-3β-ol
规格或纯度	≥97 atom% D,≥98%
英文名称	Cholesterol-2,2,3,4,4,6-d₆
储存温度	避光,-20°C储存,充氩
运输条件	超低温冰袋运输
产品介绍	Cholesterol-d6-1 是 Cholesterol 的氘代物。Cholesterol 是一种哺乳动物中的主要固醇，占质膜结构成分的 20-25％。质膜对水具有高渗透性，但对离子和质子则相对不可渗透。Cholesterol 在确定膜的流动性和渗透性特征以及转运蛋白和信号蛋白的功能中起着重要作用。Cholesterol 还是一种内源性雌激素相关受体 α (ERRα) 激动剂。 Cholesterol-d6-1 is the deuterium labeled Cholesterol. Cholesterol is the major sterol in mammals. It is making up 20-25% of structural component of the plasma membrane. Plasma membranes are highly permeable to water but relatively impermeable to ions and protons. Cholesterol plays an important role in determining the fluidity and permeability characteristics of the membrane as well as the function of both the transporters and signaling proteins. Cholesterol is also an endogenous estrogen-related receptor α (ERRα) agonist
纯度	≥97 atom% D,≥98%

名称和识别符

IIUPAC Name	(3S,8S,9S,10R,13R,14S,17R)-2,2,3,4,4,6-hexadeuterio-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-1,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-ol
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
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
Isomeric SMILES	[2H]C1=C2[C@](CC([C@](C2([2H])[2H])([2H])O)([2H])[2H])([C@H]3CC[C@]4([C@H]([C@@H]3C1)CC[C@@H]4[C@H](C)CCCC(C)C)C)C
关联CAS	57-88-5（Unlabeled）
分子量	392.69
Reaxy-Rn	9599064
Reaxys-RN link address	https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=9599064&ln=

化学和物理性质

密度	1.088g/mL at 25°C
敏感性	对光敏感；对湿度敏感
沸点	360° C (lit.)
熔点	147-149° C (lit.)
分子量	392.700 g/mol
XLogP3	8.700
氢键供体数Hydrogen Bond Donor Count	1
氢键受体数Hydrogen Bond Acceptor Count	1
可旋转键计数Rotatable Bond Count	5
精确质量Exact Mass	392.393 Da
单同位素质量Monoisotopic Mass	392.393 Da
拓扑极表面积Topological Polar Surface Area	20.200 Å²
重原子数Heavy Atom Count	28
形式电荷Formal Charge	0
复杂度Complexity	591.000
同位素原子数Isotope Atom Count	6
定义的原子立体中心计数Defined Atom Stereocenter Count	8
未定义的原子立体中心计数Undefined Atom Stereocenter Count	0
定义的键立体中心计数Defined Bond Stereocenter Count	0
未定义的键立体中心计数Undefined Bond Stereocenter Count	0
所有立体化学键的总数The total count of all stereochemical bonds	0
共价键合单元计数Covalently-Bonded Unit Count	1

质检证书（CoA,COO,BSE/TSE 和分析图谱)

C of A & Other Certificates(BSE/TSE, COO):

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引用文献

1. Fubito Nakatsu,Jeremy M Baskin,Jeeyun Chung,Lukas B Tanner,Guanghou Shui,Sang Yoon Lee,Michelle Pirruccello,Mingming Hao,Nicholas T Ingolia,Markus R Wenk,Pietro De Camilli. (2012-12-12) PtdIns4P synthesis by PI4KIIIα at the plasma membrane and its impact on plasma membrane identity.. The Journal of cell biology, 199 ((6)): (1003-1016). [PMID:23229899]
2. Y Y Lee,C K C Wong,C Oger,T Durand,J-M Galano,J C-Y Lee. (2015-03-20) Prenatal exposure to the contaminant perfluorooctane sulfonate elevates lipid peroxidation during mouse fetal development but not in the pregnant dam.. Free radical research, 49 ((8)): (1015-1025). [PMID:25787935]
3. H Bobby Fokidis,Mei Yieng Chin,Victor W Ho,Hans H Adomat,Kiran K Soma,Ladan Fazli,Ka Mun Nip,Michael Cox,Gerald Krystal,Amina Zoubeidi,Emma S Tomlinson Guns. (2015-03-24) A low carbohydrate, high protein diet suppresses intratumoral androgen synthesis and slows castration-resistant prostate tumor growth in mice.. The Journal of steroid biochemistry and molecular biology, 150 (35-45). [PMID:25797030]
4. Su Hyeon Lee,Nanhee Lee,Youngmin Hong,Bong Chul Chung,Man Ho Choi. (2016-12-10) Simultaneous Analysis of Free and Sulfated Steroids by Liquid Chromatography/Mass Spectrometry with Selective Mass Spectrometric Scan Modes and Polarity Switching.. Analytical chemistry, 88 ((23)): (11624-11630). [PMID:27934105]
5. Negar Babaei Omali,Mark Lada,Carol Lakkis,Philip B Morgan,Jason J Nichols,Lakshman N Subbaraman,Lyndon W Jones. (2017-08-18) Lipid Deposition on Contact Lenses when Using Contemporary Care Solutions.. Optometry and vision science : official publication of the American Academy of Optometry, 94 ((9)): (919-927). [PMID:28816728]
6. Yasuyo Okada,Erika Ueda,Yuki Kondo,Yoichi Ishitsuka,Tetsumi Irie,Taishi Higashi,Keiichi Motoyama,Hidetoshi Arima,Muneaki Matuso,Katsumi Higaki,Kousaku Ohno,Junichi Nishikawa,Atsushi Ichikawa. (2017-11-25) Role of 6-O-α-maltosyl-β-cyclodextrin in lysosomal cholesterol deprivation in Npc1-deficient Chinese hamster ovary cells.. Carbohydrate research, 455 (54-61). [PMID:29172126]
7. Matteo Ludovici,Nina Kozul,Stefano Materazzi,Roberta Risoluti,Mauro Picardo,Emanuela Camera. (2018-08-02) Influence of the sebaceous gland density on the stratum corneum lipidome.. Scientific reports, 8 ((1)): (11500-11500). [PMID:30065281]
8. H Bobby Fokidis,Chunqi Ma,Benjamin Radin,Nora H Prior,Hans H Adomat,Emma S Guns,Kiran K Soma. (2018-09-19) Neuropeptide Y and orexin immunoreactivity in the sparrow brain coincide with seasonal changes in energy balance and steroids.. The Journal of comparative neurology, 527 ((2)): (347-361). [PMID:30225913]
9. David Wheeler,Veera Venkata Ratnam Bandaru,Peter A Calabresi,Avindra Nath,Norman J Haughey. (2008-09-06) A defect of sphingolipid metabolism modifies the properties of normal appearing white matter in multiple sclerosis.. Brain : a journal of neurology, 131 ((Pt 11)): (3092-3102). [PMID:18772223]
10. Sarah Waldie,Martine Moulin,Lionel Porcar,Harald Pichler,Gernot A Strohmeier,Maximilian Skoda,V Trevor Forsyth,Michael Haertlein,Selma Maric,Marité Cárdenas. (2019-03-28) The Production of Matchout-Deuterated Cholesterol and the Study of Bilayer-Cholesterol Interactions.. Scientific reports, 9 ((1)): (5118-5118). [PMID:30914734]
11. Wenxu Zhou,Paxtyn M Fisher,Boden H Vanderloop,Yun Shen,Huazhong Shi,Adrian J Maldonado,David J Leaver,W David Nes. (2019-09-25) A nematode sterol C4α-methyltransferase catalyzes a new methylation reaction responsible for sterol diversity.. Journal of lipid research, 61 ((2)): (192-204). [PMID:31548366]
12. S Giatti,R Rigolio,S Diviccaro,E Falvo,D Caruso,L M Garcia-Segura,G Cavaletti,R C Melcangi. (2020-01-21) Sex dimorphism in an animal model of multiple sclerosis: Focus on pregnenolone synthesis.. The Journal of steroid biochemistry and molecular biology, 199 (105596-105596). [PMID:31958635]
13. Yedida Y Bogachkov,Lin Chen,Elizabeth Le Master,Ibra S Fancher,Yan Zhao,Victor Aguilar,Myung-Jin Oh,Kishore K Wary,Luisa A DiPietro,Irena Levitan. (2020-01-30) LDL induces cholesterol loading and inhibits endothelial proliferation and angiogenesis in Matrigels: correlation with impaired angiogenesis during wound healing.. American journal of physiology. Cell physiology, 318 ((4)): (C762-C776). [PMID:31995410]
14. Vijayendran Raghavendran,Joseph P Webb,Michaël L Cartron,Vicki Springthorpe,Tony R Larson,Michael Hines,Hamza Mohammed,William B Zimmerman,Robert K Poole,Jeffrey Green. (2020-06-12) A microbubble-sparged yeast propagation-fermentation process for bioethanol production.. Biotechnology for biofuels, 13 (104-104). [PMID:32523617]

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