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P3490

Sigma-Aldrich

Ponasterone A

≥65%

Sinónimos:

2β,3β,14α,20R,22R-Pentahydroxy-5β-cholest-7-en-6-one, 25-Deoxy-20-hydroxyecdysone, 25-Deoxyecdysterone

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About This Item

Fórmula empírica (notación de Hill):
C27H44O6
Número de CAS:
13408-56-5
Peso molecular:
464.63
MDL number:
MFCD00272144
UNSPSC Code:
51111800
PubChem Substance ID:
329820175
NACRES:
NA.77

biological source

synthetic (organic)

Quality Level

200

sterility

non-sterile

form

powder

concentration

≥65%

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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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
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
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
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
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
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