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Merck
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SML0541

Sigma-Aldrich

7α,25-二羟基胆固醇

≥98% (HPLC), powder, GPR183 agonist

别名:

5-胆甾烯-3β,7α,25-三醇

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About This Item

经验公式（希尔记法）:
C27H46O3
CAS号:
64907-22-8
分子量:
418.65
MDL號碼:
MFCD20488904
分類程式碼代碼:
12352211
PubChem物質ID:
329825542
NACRES:
NA.77

product name

7α,25-二羟基胆固醇, ≥98% (HPLC)

品質等級

100

化驗

≥98% (HPLC)

形狀

powder

顏色

white to beige

溶解度

DMSO: 5 mg/mL (clear solution)

儲存溫度

2-8°C

SMILES 字串

C[C@H](CCCC(C)(C)O)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C

InChI

1S/C27H46O3/c1-17(7-6-12-25(2,3)30)20-8-9-21-24-22(11-14-27(20,21)5)26(4)13-10-19(28)15-18(26)16-23(24)29/h16-17,19-24,28-30H,6-15H2,1-5H3/t17-,19+,20-,21+,22+,23-,24+,26+,27-/m1/s1

InChI 密鑰

BQMSKLCEWBSPPY-IKVTXIKFSA-N

應用

7α,25-二羟基胆固醇已被用作G蛋白偶联受体183（Gpr183）的配体。

生化／生理作用

7α,25-二羟基胆固醇 (7α,25-OHC)是孤儿GPCR受体EBI2 (GPR183)的一种有效选择性内源性配体，其EC50值在皮摩尔范围内。新发现的EBI2-氧甾醇信号通路已被证明在适应性免疫应答中具有重要作用，包括驱动免疫细胞迁移。 体外 和 体内 研究表明，7α,25-OHC可以作为趋化因子指导B细胞、T细胞和树突状细胞的迁移。
7α,25-二羟基胆固醇具有阻断T细胞活化早期步骤的能力。

儲存類別代碼

11 - Combustible Solids

水污染物質分類（WGK）

WGK 3

閃點（°F）

Not applicable

閃點（°C）

Not applicable

分析证书(COA)

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胆固醇 powder, BioReagent, suitable for cell culture, ≥99%

Sigma-Aldrich

C3045

胆固醇

Y H Ji et al.
Cancer biochemistry biophysics, 11(1), 45-57 (1990-01-01)
The antitumor effects of two new hydrosoluble derivatives of oxygenated sterols: JB69 and JC40 have been evaluated in vitro on a panel of lymphoma and leukemia cells from human and murine origins. These compounds result from the combination of a
C Moog et al.
International journal of immunopharmacology, 10(5), 511-518 (1988-01-01)
Several oxysterols are powerful immunosuppressors. Among them 7,25-dihydroxycholesterol (7,25-OHC) seems to be particularly interesting. The effect of this synthetic sterol on murine lymphocytes, stimulated by Con A, or by allogeneic or TNP-modified syngeneic lymphocytes, was investigated. The results showed that
C Moog et al.
International journal of immunopharmacology, 11(5), 559-565 (1989-01-01)
The effects of an oxysterol, 7,25-dihydroxycholesterol (7,25-OHC), cyclosporin A (CsA) and dexamethasone (Dex) on the blastogenic response of murine lymphocytes to various stimuli were investigated. 7,25-OHC markedly depressed the response to Con A, anti-T3 monoclonal antibodies and to the combination
C Moog et al.
Biochimie, 73(10), 1321-1326 (1991-10-01)
Oxysterols exhibit a wide variety of biological activities, including potent immunosuppressive effects. 7 beta,25-Dihydroxycholesterol (7,25-OHC), a synthetic oxysterol, has been shown to strongly inhibit the lymphocyte response to different stimuli. This compound has been chosen as a model compound to
C Moog et al.
Anticancer research, 13(4), 953-958 (1993-07-01)
New water soluble derivatives of oxysterols--the phosphodiesters of oxysterols and of nucleosides--have been synthesized. In vitro, these compounds share the biological properties of their parent oxysterols. Furthermore, they display anticancer activity when injected i.p. in mice bearing experimental tumors. The
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