7-Dehydrocholesterol (7-DHC)   中文名称: 7-脱氢胆固醇

胆固醇和维生素 D3 的生物合成前体是 7-脱氢胆固醇。 7-脱氢胆固醇在皮肤中的浓度相对较高，它暴露于氧气和外源自由基源，同时在紫外线照射下转化为前维生素 D3[1]。

[1]. Xu L, et al. Oxysterols from free radical chain oxidation of 7-dehydrocholesterol: product and mechanistic studies. J Am Chem Soc. 2010 Feb 24;132(7):2222-32.

Cholesta-5,7-dien-3beta-ol is a 3beta-sterol, a cholestanoid, a Delta(5),Delta(7)-sterol and a 3beta-hydroxy-Delta(5)-steroid. It has a role as a human metabolite and a mouse metabolite.
7-Dehydrocholesterol has been reported in Bombyx mori, Solanum glaucophyllum, and other organisms with data available.

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1. 7-Dehydrocholesterol (7-DHC) is a key intermediate in the biosynthesis of cholesterol. It is converted to cholesterol via the enzyme 7-dehydrocholesterol reductase, and also serves as a precursor for the synthesis of vitamin D3 under ultraviolet B (UVB) irradiation [1]
2. The literature [1] focuses on the free radical chain oxidation of 7-Dehydrocholesterol (7-DHC) and its products/mechanisms. Under the induction of free radicals (e.g., 2,2'-azobis(2-amidinopropane) dihydrochloride, AAPH, or molecular oxygen), 7-DHC undergoes chain oxidation primarily targeting its Δ5,7 double bonds. This process generates a series of oxysterols, including 7-ketocholesterol, 5α,6α-epoxy-7-ketocholesterol, 5β,6β-epoxy-7-ketocholesterol, and various hydroperoxysterols [1]
3. The oxidation mechanism of 7-DHC involves three key steps: (1) Initiation: Free radicals abstract hydrogen atoms from the allylic position of 7-DHC to form allylic radicals; (2) Propagation: The allylic radicals react with molecular oxygen to generate peroxyl radicals, which further abstract hydrogen atoms from other 7-DHC molecules to form hydroperoxides and new allylic radicals; (3) Termination: Peroxyl radicals combine to form non-radical products [1]
4. The study identified 16 major oxidation products of 7-DHC using high-performance liquid chromatography-tandem mass spectrometry (HPLC-MS/MS) and nuclear magnetic resonance (NMR) spectroscopy. The relative abundance of these products varies with the type of free radical initiator and reaction time [1]

C₂₇H₄₄O

384.64

384.339

434-16-2

439423

White to light yellow solid powder

1.0±0.1 g/cm3

493.7±34.0 °C at 760 mmHg

148-152 °C(lit.)

212.3±17.9 °C

0.0±2.8 mmHg at 25°C

1.536

9.46

20.23

1

1

5

28

643

7

CC(C)CCC[C@@H](C)[C@H]1CC[C@@]2([H])C3=CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C

UCTLRSWJYQTBFZ-DDPQNLDTSA-N

InChI=1S/C27H44O/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/h9-10,18-19,21,23-25,28H,6-8,11-17H2,1-5H3/t19-,21+,23-,24+,25+,26+,27-/m1/s1

(3S,9S,10R,13R,14R,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol

7-DHC 7 DHC7DHC(−)-7-Dehydrocholesterol, 3β-Hydroxy-5,7-cholestadiene, 5,7-Cholestadien-3β-ol, Provitamin D3

2934.99.9001

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Ethanol : ~16.67 mg/mL (~43.34 mM)
DMSO : ~5 mg/mL (~13.00 mM)

配方 1 中的溶解度: ≥ 0.83 mg/mL (2.16 mM) (饱和度未知) in 10% EtOH + 40% PEG300 + 5% Tween80 + 45% Saline (这些助溶剂从左到右依次添加，逐一添加), 澄清溶液。
例如，若需制备1 mL的工作液，可将100 μL 8.3 mg/mL 澄清 EtOH 储备液加入400 μL PEG300 中，混匀；再向上述溶液中加入50 μL Tween-80，混匀；然后加入450 μL 生理盐水定容至1 mL。
*生理盐水的制备：将 0.9 g 氯化钠溶解在 100 mL ddH₂O中，得到澄清溶液。

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配方 2 中的溶解度: ≥ 0.83 mg/mL (2.16 mM) (饱和度未知) in 10% EtOH + 90% Corn Oil (这些助溶剂从左到右依次添加，逐一添加), 澄清溶液。
例如，若需制备1 mL的工作液，可将 100 μL 8.3 mg/mL 澄清乙醇储备液添加到 900 μL 玉米油中并充分混合。

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请根据您的实验动物和给药方式选择适当的溶解配方/方案：
1、请先配制澄清的储备液(如：用DMSO配置50 或 100 mg/mL母液(储备液));
2、取适量母液，按从左到右的顺序依次添加助溶剂，澄清后再加入下一助溶剂。以 下列配方为例说明 (注意此配方只用于说明，并不一定代表此产品 的实际溶解配方):
10% DMSO → 40% PEG300 → 5% Tween-80 → 45% ddH2O (或 saline);
假设最终工作液的体积为 1 mL, 浓度为5 mg/mL: 取 100 μL 50 mg/mL 的澄清 DMSO 储备液加到 400 μL PEG300 中，混合均匀/澄清；向上述体系中加入50 μL Tween-80，混合均匀/澄清；然后继续加入450 μL ddH2O (或 saline)定容至 1 mL；
3、溶剂前显示的百分比是指该溶剂在最终溶液/工作液中的体积所占比例;
4、 如产品在配制过程中出现沉淀/析出，可通过加热(≤50℃)或超声的方式助溶;
5、为保证最佳实验结果，工作液请现配现用！
6、如不确定怎么将母液配置成体内动物实验的工作液，请查看说明书或联系我们;
7、 以上所有助溶剂都可在 Invivochem.cn网站购买。