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安全信息

W1628

Sigma-Aldrich

渥曼青霉素

from Penicillium funiculosum, ≥98% (HPLC and TLC)

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别名:
KY 12420
经验公式（希尔记法）:
C23H24O8
CAS号:
19545-26-7
分子量:
428.43
Beilstein:
67676
MDL编号:
MFCD00133927
UNSPSC代码:
12352207
PubChem化学物质编号:
24278777
NACRES:
NA.77

生物来源

Penicillium funiculosum

质量水平

300

检测方案

≥98% (HPLC and TLC)

形式

powder

颜色

off-white

溶解性

DMSO: soluble
H2O: unstable

储存温度

2-8°C

SMILES字符串

[H][C@@]12CCC(=O)[C@@]1(C)C[C@@H](OC(C)=O)C3=C2C(=O)c4occ5C(=O)O[C@H](COC)[C@@]3(C)c45

InChI

1S/C23H24O8/c1-10(24)30-13-7-22(2)12(5-6-14(22)25)16-18(13)23(3)15(9-28-4)31-21(27)11-8-29-20(17(11)23)19(16)26/h8,12-13,15H,5-7,9H2,1-4H3/t12-,13+,15+,22-,23-/m0/s1

InChI key

QDLHCMPXEPAAMD-QAIWCSMKSA-N

基因信息

human ... PIK3CD(5293) , PIK3CG(5294) , PIK3R1(5295)

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生化/生理作用

渥曼青霉素是一种有效和特异性磷脂酰肌醇 3-激酶（PI3-K）抑制剂，IC50 为 2-4 nM。抑制 PI3-K/Akt 信号转导级联可增强放射或血清剥夺引起的凋亡作用，并阻断细胞因子的抗凋亡作用。渥曼青霉素对 PI3-K 的抑制作用还阻断了胰岛素受体激活引起的许多短期代谢作用。

特点和优势

《受体分类和信号转导》手册的G蛋白质（异三聚体）和磷酸肌醇激酶页面有该化合物的介绍。想要浏览手册的其他页面， 请单击此处。
该化合物是环核苷酸和激酶磷酸酶生物学研究的特色产品。发现更多环核苷酸和激酶磷酸酶生物学特色产品。想要了解有关生物活性小分子在其他研究领域应用的更多信息，请访问 sigma.com/discover-bsm。

相关产品

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说明
价格

象形图

Skull and crossbones
GHS06

警示用语：

Danger

危险声明

H300 + H310 + H330

危险分类

Acute Tox. 1 Inhalation - Acute Tox. 1 Oral - Acute Tox. 2 Dermal

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

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

法规信息

监管及禁止进口产品

分析证书(COA)

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Alban R Pereira et al.
Journal of medicinal chemistry, 53(24), 8523-8533 (2010-12-03)
Analogues of the sponge meroterpenoid liphagal have been synthesized and evaluated for inhibition of PI3Kα and PI3Kγ as part of a program aimed at developing new isoform-selective PI3K inhibitors. One of the analogues, compound 24, with IC₅₀ values of 66
S Nakanishi et al.
The Journal of biological chemistry, 267(4), 2157-2163 (1992-02-05)
We have found that a fungal strain, Talaromyces wortmannin KY12420, produces a potent inhibitor of smooth muscle myosin light chain kinase (MLCK). This active product, designated as MS-54, was isolated and purified from the culture broth of the fungus and
Alexander D Crawford et al.
PloS one, 6(2), e14694-e14694 (2011-03-08)
Natural products represent a significant reservoir of unexplored chemical diversity for early-stage drug discovery. The identification of lead compounds of natural origin would benefit from therapeutically relevant bioassays capable of facilitating the isolation of bioactive molecules from multi-constituent extracts. Towards
Matthew G K Benesch et al.
Journal of lipid research, 56(6), 1134-1144 (2015-04-22)
Autotaxin (ATX) is a secreted enzyme, which produces extracellular lysophosphatidate (LPA) from lysophosphatidylcholine (LPC). LPA activates six G protein-coupled receptors and this is essential for vasculogenesis during embryonic development. ATX is also involved in wound healing and inflammation, and in
M Chekenya et al.
Oncogene, 27(39), 5182-5194 (2008-05-13)
Chemoresistance represents a major problem in the treatment of many malignancies. Overcoming this obstacle will require improved understanding of the mechanisms responsible for this phenomenon. The progenitor cell marker NG2/melanoma proteoglycan (MPG) is aberrantly expressed by various tumors, but its
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