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A1487

Sigma-Aldrich

AG-205

≥98% (HPLC)

Synonyma:

cis-2-[[1-(4-Chlorophenyl)-1H-tetrazol-5-yl]thio]-1-(1,2,3,4,4a,9b-hexahydro-2,8-dimethyl-5H-pyrido[4,3-b]indol-5-yl)-ethanone, cis-5-({[1-(4-chlorophenyl)-1H-tetraazol-5-yl]sulfanyl}acetyl)-2,8-dimethyl-2,3,4,4a,5,9b-hexahydro-1H-pyrido[4,3-b]indole

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About This Item

Empirický vzorec (Hillův zápis):
C22H23ClN6OS
Číslo CAS:
1375078-57-1
Molekulová hmotnost:
454.98
UNSPSC Code:
51111800
PubChem Substance ID:
329770709
NACRES:
NA.77

Quality Level

100

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

off-white to brown

solubility

DMSO: >9 mg/mL (warmed)

storage temp.

2-8°C

SMILES string

CN1CC[C@@H]2[C@H](C1)c3cc(C)ccc3N2C(=O)CSc4nnnn4-c5ccc(Cl)cc5

InChI

1S/C22H23ClN6OS/c1-14-3-8-19-17(11-14)18-12-27(2)10-9-20(18)28(19)21(30)13-31-22-24-25-26-29(22)16-6-4-15(23)5-7-16/h3-8,11,18,20H,9-10,12-13H2,1-2H3/t18-,20-/m1/s1

InChI key

GJNBAISSZRNGTM-UYAOXDASSA-N

Application

AG-205 has been used to investigate the neuroprotective effects of norgestrel on stressed photoreceptors. It has also been used to study the effect of blocking progesterone receptor membrane component 1 in 661W cells.

Biochem/physiol Actions

AG-205 is a Pgrmc1 (progesterone receptor membrane component 1) inhibitor. AG-205 alters the spectroscopic properties of the Pgrmc1-heme complex. AG-205 inhibits cancer cell viability and cancer cell progression. acting preferentially on Pgrmc1-expressing cells.
Pgrmc1 is a cytochrome associated protein. It is found to be upregulated in several cancer types such as breast, lung and gastric cancer. Pgrmc1 regulates the epidermal growth factor signaling.

Features and Benefits

This compound is featured on the Nuclear Receptors (Steroids) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Osvědčení o analýze (COA)

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Navštívit knihovnu dokumentů

AACR 2016: Abstracts 1-2696 (2016)
Progesterone analogue protects stressed photoreceptors via bFGF-mediated calcium influx
Wyse-Jackson AC, et al.
The European Journal of Neuroscience, 44(12), 3067-3079 (2016)
Progesterone receptor signalling in retinal photoreceptor neuroprotection
Wyse J, et al.
Journal of Neurochemistry, 136(1), 63-77 (2016)
Meng Guo et al.
Scientific reports, 6, 36869-36869 (2016-11-17)
Well-timed progression of primordial folliculogenesis is essential for mammalian female fertility. Progesterone (P4) inhibits primordial follicle formation under physiological conditions; however, P4 receptor that mediates this effect and its underlying mechanisms are unclear. In this study, we used an in
Karlie A Intlekofer et al.
PloS one, 14(4), e0215389-e0215389 (2019-04-27)
Progesterone membrane receptor component 1 (Pgrmc1) is a cytochrome b5-related protein with wide-ranging functions studied most extensively in non-neural tissues. We previously demonstrated that Pgrmc1 is widely distributed in the brain with highest expression in the limbic system. To determine
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