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T9033

Sigma-Aldrich

毒胡萝卜素

≥98% (HPLC), solid film

别名:

(-)-毒胡萝卜素, TG1

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About This Item

经验公式（希尔记法）:
C34H50O12
CAS号:
67526-95-8
分子量:
650.75
MDL號碼:
MFCD00083511
分類程式碼代碼:
12352200
PubChem物質ID:
24278762
NACRES:
NA.77

生物源

plant (Thapsia garganica)

品質等級

300

化驗

≥98% (HPLC)

形狀

solid film

溶解度

acetonitrile: soluble 9.80-10.20 mg/mL
DMSO: soluble
ethanol: soluble

儲存溫度

−20°C

SMILES 字串

[H][C@@]12C([C@H](OC([C@]3(O)C)=O)[C@]3(O)[C@@H](OC(CCC)=O)C[C@]2(C)OC(C)=O)=C(C)[C@H](OC(/C(C)=C(C)/[H])=O)[C@H]1OC(CCCCCCC)=O

InChI

1S/C34H50O12/c1-9-12-13-14-15-17-24(37)43-28-26-25(20(5)27(28)44-30(38)19(4)11-3)29-34(41,33(8,40)31(39)45-29)22(42-23(36)16-10-2)18-32(26,7)46-21(6)35/h11,22,26-29,40-41H,9-10,12-18H2,1-8H3/b19-11-/t22-,26+,27-,28-,29-,32-,33+,34+/m0/s1

InChI 密鑰

IXFPJGBNCFXKPI-FSIHEZPISA-N

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一般說明

毒胡萝卜素(Thapsigargin)是一种愈创木内酯倍半萜内酯，是一种广泛使用的肌质网/内质网Ca2+ ATP酶(SERCA)抑制剂。它可激活内质网(ER)应激和未折叠蛋白质应答。 毒胡萝卜素是一种天然植化素，存在于地中海植物毒胡萝卜(Thapsia garganica)的根和果实中。毒胡萝卜素可使停滞翻译恢复并诱导冠状病毒(CoV)感染细胞内的代谢途径发生全蛋白质组变化。

應用

毒胡萝卜素已用作内质网（ER）应激诱导因子：
  • 研究其对肝癌细胞中环化酶相关蛋白质2（CAP2）表达的影响
  • 使用ARPE-19细胞（人视网膜色素上皮细胞）进行细胞活力测试
  • 研究其对原发性肝细胞磷脂2（LCN2）糖基化的影响
  • 研究细胞内质网 (ER) 钙消耗的后果
  • 研究其对大鼠支持细胞中金属蛋白酶组织抑制剂-1 (TIMP-1) mRNA表达的影响

生化／生理作用

毒胡萝卜素是强有效的可穿透细胞的IP3-依赖型细胞内钙释放器。 它阻断由血管抑制素和内皮抑素诱导的细胞内Ca2+的瞬时增加。它也通过破坏细胞内游离Ca2+水平诱导细胞凋亡；并掺入进化学治疗前药的配方中。

其他說明

2024年CiteAb奖——成功的帕金森研究供应商(2024 CiteAb Award Winner for Supplier Succeeding in Parkinson′s Research)

象形圖

Health hazardExclamation mark
GHS08,GHS07

訊號詞

Danger

危險分類

Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - STOT SE 3

標靶器官

Respiratory system

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

個人防護裝備

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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L M Grønning et al.
Biology of reproduction, 62(4), 1040-1046 (2000-03-22)
In the testis, FSH has been shown to induce the expression and secretion of tissue inhibitor of metalloproteinases-1 (TIMP-1) from Sertoli cells in vitro. This study was performed to elucidate further the cellular origin of testicular TIMP-1 and its expression
Nicole S Hou et al.
Proceedings of the National Academy of Sciences of the United States of America, 111(22), E2271-E2280 (2014-05-21)
The Mediator is a conserved transcriptional coregulator complex required for eukaryotic gene expression. In Caenorhabditis elegans, the Mediator subunit mdt-15 is essential for the expression of genes involved in fatty acid metabolism and ingestion-associated stress responses. mdt-15 loss of function
Jing Deng et al.
Molecular and cellular biology, 24(23), 10161-10168 (2004-11-16)
Numerous stressful conditions activate kinases that phosphorylate the alpha subunit of translation initiation factor 2 (eIF2alpha), thus attenuating mRNA translation and activating a gene expression program known as the integrated stress response. It has been noted that conditions associated with
Maximilien Tailler et al.
Cell death and differentiation, 26(9), 1766-1781 (2018-12-13)
Drugs targeting various pro-survival BCL-2 family members (''BH3 mimetics'') have efficacy in hemopoietic malignancies, but the non-targeted pro-survival family members can promote resistance. Pertinently, the sensitivity of some tumor cell lines to BH3 mimetic ABT737, which targets BCL-2, BCL-XL, and
V Shinde et al.
Cell death & disease, 7, e2085-e2085 (2016-02-06)
The molecular mechanism of autosomal dominant retinitis pigmentosa (ADRP) in rats is closely associated with a persistently activated unfolded protein response (UPR). If unchecked, the UPR might trigger apoptosis, leading to photoreceptor death. One of the UPR-activated cellular signaling culminating
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