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A1487

Sigma-Aldrich

AG-205

≥98% (HPLC)

Synonyme(s) :

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

Formule empirique (notation de Hill):
C22H23ClN6OS
Numéro CAS:
1375078-57-1
Poids moléculaire :
454.98
Code UNSPSC :
51111800
ID de substance PubChem :
329770709
Nomenclature NACRES :
NA.77

Niveau de qualité

100

Pureté

≥98% (HPLC)

Forme

powder

Conditions de stockage

desiccated

Couleur

off-white to brown

Solubilité

DMSO: >9 mg/mL (warmed)

Température de stockage

2-8°C

Chaîne SMILES 

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

Clé InChI

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.

Actions biochimiques/physiologiques

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.

Caractéristiques et avantages

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.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Consulter la Bibliothèque de documents

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)
AACR 2016: Abstracts 1-2696 (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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