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
Pricing and availability is not currently available.

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.

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
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...
Toshiyuki Harada et al.
Journal of chemical information and modeling, 51(2), 296-305 (2011-02-01)
Insect growth is regulated by the orchestrated event of ecdysteroids and their receptor proteins. Agonists/antagonists of ecdysteroid receptor are predicted to disrupt normal growth, providing good candidates of new insecticides. A database of over 2 million compounds was subjected to...
Sem J Aronson et al.
Human gene therapy, 30(10), 1297-1305 (2019-09-11)
Adeno-associated virus (AAV) vector-mediated gene therapy is currently evaluated as a potential treatment for Crigler-Najjar syndrome (CN) (NCT03466463). Pre-existing immunity to AAV is known to hinder gene transfer efficacy, restricting enrollment of seropositive subjects in ongoing clinical trials. We assessed...
Daniel L Kiss et al.
Molecular cancer, 16(1), 179-179 (2017-12-29)
FHIT is a genome caretaker/tumor suppressor that is silenced in >50% of cancers. Although it was identified more than 20 years ago, questions remain as to how FHIT loss contributes to cancer, and conversely, how FHIT acts to maintain genome integrity...

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