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P3490

Sigma-Aldrich

Ponasterone A

≥65%

Synonym(s):

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

Empirical Formula (Hill Notation):
C27H44O6
CAS Number:
13408-56-5
Molecular Weight:
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)

Certificates of Analysis (COA)

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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
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
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
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