P3490

Sigma-Aldrich

Ponasterone A

≥65%

Synonym(s):
25-Deoxy-20-hydroxyecdysone, 2β,3β,14α,20R,22R-Pentahydroxy-5β-cholest-7-en-6-one, 25-Deoxyecdysterone
Empirical Formula (Hill Notation):
C27H44O6
CAS Number:
Molecular Weight:
464.63
MDL number:
PubChem Substance ID:
NACRES:
NA.77

Quality Level

biological source

synthetic (organic)

sterility

non-sterile

assay

≥65%

form

powder

solubility

ethanol: soluble

shipped in

ambient

storage temp.

−20°C

SMILES string

CC(C)CC[C@@H](O)[C@](C)(O)[C@H]1CC[C@@]2(O)C3=CC(=O)[C@@H]4C[C@@H](O)[C@@H](O)C[C@]4(C)[C@H]3CC[C@]12C

InChI

1S/C27H44O6/c1-15(2)6-7-23(31)26(5,32)22-9-11-27(33)17-12-19(28)18-13-20(29)21(30)14-24(18,3)16(17)8-10-25(22,27)4/h12,15-16,18,20-23,29-33H,6-11,13-14H2,1-5H3/t16-,18-,20+,21-,22-,23+,24+,25+,26+,27+/m0/s1

InChI key

PJYYBCXMCWDUAZ-JJJZTNILSA-N

Application

Ponasterone A has been used to induce the expression of human huntingtin (HTT).
Suitable as an inducer of ecdysone-inducible mammalian expression system.

Biochem/physiol Actions

Ponasterone A is an analogue of ecdysone.
Ponasterone A is an insect hormone, involved in regulating metamorphosis.

Other Notes

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. P3490.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

storage_class_code

13 - Non Combustible Solids

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Miodrag Grbić et al.
Nature, 479(7374), 487-492 (2011-11-25)
The spider mite Tetranychus urticae is a cosmopolitan agricultural pest with an extensive host plant range and an extreme record of pesticide resistance. Here we present the completely sequenced and annotated spider mite genome, representing the first complete chelicerate genome....
Yves Verhaegen et al.
General and comparative endocrinology, 168(3), 415-423 (2010-06-03)
cDNAs encoding ecdysteroid receptor (EcR) and retinoid X receptor (RXR) were cloned and sequenced from brown shrimp Crangon crangon (Crustacea: Decapoda), a common faunal species and commercially important in the North-West European coastal waters. A 3D model of the ligand-binding...
Moises João Zotti et al.
Ecotoxicology (London, England), 21(3), 906-918 (2012-01-25)
In insects, the process of molting and metamorphosis are mainly regulated by a steroidal hormone 20-hydroxyecdysone (20E) and its analogs (ecdysteroids) that specifically bind to the ecdysone receptor ligand-binding domain (EcR-LBD). Currently, several synthetic non-steroidal ecdysone agonists, including tebufenozide, are...
Hanife Esengil et al.
Nature chemical biology, 3(3), 154-155 (2007-01-24)
The zebrafish has emerged as a versatile model organism for biomedical research, yet its potential has been limited by a lack of conditional reverse-genetic tools. Here we report a chemically inducible gene expression technology that has orthogonality to vertebrate signaling...
Partial agonist behaviour depends upon the level of nociceptin/orphanin FQ receptor expression: studies using the ecdysone-inducible mammalian expression system
McDonald J, et al.
British Journal of Pharmacology, 140(1), 61-70 (2003)

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