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Merck
CN

P3490

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
NACRES:
NA.77
PubChem Substance ID:
329820175
UNSPSC Code:
51111800
MDL number:
MFCD00272144

Key Documents

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Product Name

Ponasterone A, ≥65%

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

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 key

PJYYBCXMCWDUAZ-JJJZTNILSA-N

biological source

synthetic (organic)

sterility

non-sterile

form

powder

concentration

≥65%

solubility

ethanol: soluble

shipped in

ambient

storage temp.

−20°C

Quality Level

200

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000495886
0000495886
0000484806
0000484806
0000468407

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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
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.
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)
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
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