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A0987

Sigma-Aldrich

n-Amyl 2-[3,5-dihydroxy-2-(1-nonanoyl)phenyl]acetate

≥98% (HPLC)

Synonym(s):

Cytosporone A n-amyl ester, compound 10i

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About This Item

Empirical Formula (Hill Notation):
C22H34O5
CAS Number:
1257228-26-4
Molecular Weight:
378.50
MDL number:
MFCD18632550
UNSPSC Code:
12352200
PubChem Substance ID:
329770645

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white

solubility

DMSO: >65 mg/mL

storage temp.

2-8°C

SMILES string

CCCCCCCCC(=O)c1c(O)cc(O)cc1CC(=O)OCCCCC

InChI

1S/C22H34O5/c1-3-5-7-8-9-10-12-19(24)22-17(14-18(23)16-20(22)25)15-21(26)27-13-11-6-4-2/h14,16,23,25H,3-13,15H2,1-2H3

InChI key

FCKDHZVFIMRCNM-UHFFFAOYSA-N

Biochem/physiol Actions

n-Amyl 2-[3,5-dihydroxy-2-(1-nonanoyl)phenyl]acetate is a Nur77 agonist. Nur77 is a steroid orphan receptor that plays a critical role in regulating proliferation, differentiation and apoptosis. n-Amyl 2-[3,5-dihydroxy-2-(1-nonanoyl)phenyl]acetate, a cytosporone B analog, is a stronger activator of Nur77 than it parent compound. n-Amyl 2-[3,5-dihydroxy-2-(1-nonanoyl)phenyl]acetate treatment causes Nur77 migration to mitochondria, which results in mitochondrial Cyt c release into the cytoplasm and mitochondrial AIF redistribution in both the cytoplasm and nucleus.

Features and Benefits

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

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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Articles

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