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Merck
CN

SML3858

Sigma-Aldrich

SAFit2

≥98% (HPLC)

Synonym(s):

(S)-(R)-3-(3,4-Dimethoxyphenyl)-1-(3-(2-morpholinoethoxy)phenyl)propyl-1-((S)-2-cyclohexyl-2-(3,4,5-trimethoxyphenyl)acetyl)piperidine-2-carboxylate, [(1R)-3-(3,4-Dimethoxyphenyl)-1-[3-(2-morpholin-4-ylethoxy)phenyl]propyl] (2S)-1-[(2S)-2-cyclohexyl-2-(3,4,5-trimethoxyphenyl)acetyl]piperidine-2-carboxylate

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About This Item

Empirical Formula (Hill Notation):
C46H62N2O10
CAS Number:
1643125-33-0
Molecular Weight:
802.99
MDL number:
MFCD31619236
UNSPSC Code:
12352200

Key Documents

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Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

-10 to -25°C

SMILES string

O=C([C@@H](C1CCCCC1)C2=CC(OC)=C(C(OC)=C2)OC)N3CCCC[C@H]3C(O[C@@H](C4=CC(OCCN5CCOCC5)=CC=C4)CCC(C=C6)=CC(OC)=C6OC)=O

InChI

1S/C46H62N2O10/c1-51-39-20-18-32(28-40(39)52-2)17-19-38(34-14-11-15-36(29-34)57-27-24-47-22-25-56-26-23-47)58-46(50)37-16-9-10-21-48(37)45(49)43(33-12-7-6-8-13-33)35-30-41(53-3)44(55-5)42(31-35)54-4/h11,14-15,18,20,28-31,33,37-38,43H,6-10,12-13,16-17,19,2

InChI key

ZDBWLRLGUBSLPG-FDHYQTMZSA-N

Related Categories

Biochem/physiol Actions

Potent and selective FK506-binding protein 51 (FKBP51) inhibitor that stimulates neurite growth in cultures and exhibits antidepressant-like effects in vivo.



SAFit2 is a brain-penetrant, potent and selective FK506-binding protein 51 inhibitor (Ki = 6 nM/FKBP51 vs. >50 μM/FKBP52) that enhances neurite growth in murine Neuro 2A (N2a) cultures (1-10 nM) and improves neuroendocrine feedback and stress-coping behavior in mice in vivo (20 mg/kg i.p.).

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000282344

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Loretta König et al.
Addiction biology, 25(3), e12758-e12758 (2019-06-08)
There is still no widely effective pharmacotherapy for alcohol addiction available in the clinic. FK506-binding protein 51 (FKBP51) is a negative regulator of the glucocorticoid receptor signaling pathway that regulates the stress-induced glucocorticoid feedback circuit. Here we asked whether selective
Britannia J Wanstrath et al.
The journal of pain, 23(7), 1256-1267 (2022-03-18)
Chronic pain development is a frequent outcome of severe stressor exposure, with or without tissue injury. Enduring stress-induced hyperalgesia (ESIH) is believed to play a central role, but the precise mechanisms mediating the development of chronic post-traumatic pain, and the
Antonia M Savarese et al.
Alcoholism, clinical and experimental research, 44(5), 1025-1036 (2020-03-11)
Chronic alcohol exposure can alter glucocorticoid receptor (GR) function in some brain areas that promotes escalated and compulsive-like alcohol intake. GR antagonism can prevent dependence-induced escalation in drinking, but very little is known about the role of GR in regulating
Huanxin Sun et al.
Frontiers in oncology, 12, 888695-888695 (2022-07-22)
In this study, we demonstrated that the expression of FK506 binding protein 51 (FKBP51) is upregulated in acute monocytic leukemia (AML-M5) cells by dexamethasone and aimed to investigate the possible effects of FKBP51 on the growth and cytarabine sensitivity of
Krista L Connelly et al.
Neurobiology of stress, 13, 100232-100232 (2020-12-22)
Cocaine use and withdrawal prompt stress system responses. Stress and the negative affective state produced by cocaine withdrawal are major triggers for relapse. FKBP5 is a co-chaperone of the glucocorticoid receptor and regulates HPA axis negative feedback. The role of
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