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Merck
CN

G3381

Geldanamycin from Streptomyces hygroscopicus

from Streptomyces hygroscopicus, ≥98% (HPLC), Nuclear hormone receptor inhibitor, powder

别名:

NSC 122750

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关于此项目

经验公式（希尔记法）:
C29H40N2O9
化学文摘社编号:
30562-34-6
分子量:
560.64
UNSPSC Code:
12352200
PubChem Substance ID:
329799914
NACRES:
NA.77
MDL number:
MFCD00274570

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产品名称

Geldanamycin from Streptomyces hygroscopicus, ≥98% (HPLC), powder

SMILES string

CO[C@H]1C[C@H](C)CC2=C(OC)C(=O)C=C(NC(=O)\C(C)=C\C=C[C@H](OC)[C@@H](OC(N)=O)\C(C)=C\[C@H](C)[C@H]1O)C2=O

InChI

1S/C29H40N2O9/c1-15-11-19-25(34)20(14-21(32)27(19)39-7)31-28(35)16(2)9-8-10-22(37-5)26(40-29(30)36)18(4)13-17(3)24(33)23(12-15)38-6/h8-10,13-15,17,22-24,26,33H,11-12H2,1-7H3,(H2,30,36)(H,31,35)/b10-8-,16-9+,18-13+/t15-,17+,22+,23+,24-,26+/m1/s1

InChI key

QTQAWLPCGQOSGP-KSRBKZBZSA-N

sterility

non-sterile

assay

≥98% (HPLC)

form

powder

color

yellow to orange

solubility

DMSO: soluble

antibiotic activity spectrum

neoplastics

mode of action

enzyme | inhibits

storage temp.

−20°C

Quality Level

300

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相关类别

Biochem/physiol Actions

Geldanamycin is a potent antitumor antibiotic active at nanomolar concentration against 60 cell lines.
Geldanamycin is a potent antitumor antibiotic active at nanomolar concentration against 60 cell lines.
Geldanamycin binds specifically to the heat shock protein Hsp90 and to its endoplasmic reticulum homologue GP96, and thus interferes with conformational maturation of proteins and the cellular stress response. In addition, Geldanamycin is a potent inhibitor of the nuclear hormone receptor family.

Features and Benefits

This compound is a featured product for Kinase Phosphatase Biology research. Click here to discover more featured Kinase Phosphatase Biology products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the Met page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

General description

Chemical structure: benzenoid

存储类别

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

法规信息

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分析证书(COA)

Lot/Batch Number
0000327297
0000299512
0000299512
0000327297
0000180959

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Robert Y L Wang et al.
Virology, 443(2), 236-247 (2013-05-29)
Molecular chaperones are reported to be crucial for virus propagation, but are not yet addressed in Human Enterovirus 71 (EV71). Here we describe the specific association of heat shock protein-90-beta (Hsp90β), but not alpha form (Hsp90α), with EV71 viral particles
Aarif Ahsan et al.
The Journal of biological chemistry, 288(37), 26879-26886 (2013-07-31)
An eight-amino acid segment is known to be responsible for the marked difference in the rates of degradation of the EGF receptor (ErbB1) and ErbB2 upon treatment of cells with the Hsp90 inhibitor geldanamycin. We have scrambled the first six
Sailendra Mahanta et al.
Medical hypotheses, 81(3), 463-469 (2013-07-19)
Geldanamycin, which is one of the most potent and effective hsp90 alpha inhibitor until date, is normally used to target breast cancer. Inhibition of hsp90 alpha leads to the degradation of client proteins involved in the initiation and progress of
Dixian Luo et al.
The Journal of biological chemistry, 288(51), 36733-36740 (2013-11-13)
Aldo-keto reductase 1B10 (AKR1B10) protein is a new tumor biomarker in humans. Our previous studies have shown that AKR1B10 is secreted through a lysosome-mediated nonclassical pathway, leading to an increase in the serum of breast cancer patients. This study illuminates
Jana Franke et al.
Natural product reports, 30(10), 1299-1323 (2013-08-13)
Covering 2005 to 2013. In this review recent progress in the development of heat shock proteins (Hsp90) in oncogenesis is illuminated. Particular emphasis is put on inhibitors such as geldanamycin and analogues that serve as a natural product show case.
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Discover Bioactive Small Molecules for Kinase Phosphatase Biology

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Data Sheet - G3381

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