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Merck

E6510

Sigma-Aldrich

麦角甾醇

≥75%

别名:

(3β)-麦角-5,7,22-三烯甘油-3-醇, 3β-羟基-5,7,22-麦角三烯, 维生素原 D2

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About This Item

经验公式(希尔记法):
C28H44O
CAS号:
分子量:
396.65
Beilstein:
2338604
EC號碼:
MDL號碼:
分類程式碼代碼:
12352205
PubChem物質ID:

生物源

microbial

品質等級

化驗

≥75%

形狀

powder

顏色

white to off-white

mp

156-158 °C (lit.)

儲存溫度

2-8°C

SMILES 字串

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

InChI

1S/C28H44O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h7-10,18-20,22,24-26,29H,11-17H2,1-6H3/b8-7+/t19-,20+,22-,24+,25-,26-,27-,28+/m0/s1

InChI 密鑰

DNVPQKQSNYMLRS-APGDWVJJSA-N

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一般說明

麦角固醇或称维生素原D2是维生素D2的生物前体。它主要存在于真菌和原生生物(如锥虫体)的细胞膜中。

應用

麦角固醇已被用于:
  • 作为酵母细胞单层模型的成分用于研究类固醇和三萜皂苷对单层的作用。
  • 作为标准样品用于分离和鉴定含麦角固醇的真菌代谢物成分。
  • 作为培养基成分用于分离布氏冈比亚锥虫的CYP51RNAi 表型,以验证麦角固醇的生物合成

生化/生理作用

麦角固醇在维持细胞膜的完整性 及其流动性中起一定作用。这种固醇具有抗肿瘤和消炎特性。

危險聲明

防範說明

危險分類

Aquatic Chronic 4

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

個人防護裝備

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


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商品

Vitamin D2 (ergocalciferol) is naturally synthesized from ergosterol by invertebrates, fungi, and plants in response to ultraviolet B irradiation, while vitamin D3 synthesis (cholecalciferol) is uniquely initiated in the skin of vertebrates. During sun exposure, ultraviolet B photons are absorbed by 7-dehydrocholesterol, which is found within the plasma membranes of epidermal and dermal skin layers. This reaction yields an unstable derivative of 7-dehydrocholesterol, named precholecalcitrol, which rapidly rearranges to vitamin D3. Vitamin D binding protein (DBP) is a carrier protein responsible for drawing vitamin D3 from the plasma membrane into the dermal capillaries within the extracellular space.

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