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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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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.
Donya Tohidi-Esfahani et al.
Pest management science, 67(11), 1457-1467 (2011-05-20)
Certain bisacylhydrazine compounds such as tebufenozide (RH5992) have been shown to act as order-specific insecticides. Their compatibility with predatory Heteroptera, which are used as biological control agents, has also been demonstrated. However, the molecular mode of action of these ecdysone
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)
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
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