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Details

Stereochemistry ABSOLUTE
Molecular Formula C27H44O6
Molecular Weight 464.6347
Optical Activity UNSPECIFIED
Defined Stereocenters 10 / 10
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PONASTERONE A

SMILES

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

InChIKey=PJYYBCXMCWDUAZ-JJJZTNILSA-N
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

HIDE SMILES / InChI

Molecular Formula C27H44O6
Molecular Weight 464.6347
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 10 / 10
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/21958154

Ponasterone A is a member of the ecdysteroid family, and an agonist of edysone receptor (EcR). It is an insect steroid hormone that regulates the metamorphosis of Drosophila melanogaster. As it don't have a target in mammalian cells, it is used as a tool compound to activate EcR in artificially engineered cells.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
0.28 nM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Ecdysteroid receptor from the American lobster Homarus americanus: EcR/RXR isoform cloning and ligand-binding properties.
2011-09-01
Regulation and dysregulation of vitellogenin mRNA accumulation in daphnids (Daphnia magna).
2011-01-25
Epigenetic modulation of endogenous tumor suppressor expression in lung cancer xenografts suppresses tumorigenicity.
2007-01-01
Human UDP-glucuronosyltransferase (UGT)1A3 enzyme conjugates chenodeoxycholic acid in the liver.
2006-11
Prostaglandin E2 promotes cell survival of glomerular epithelial cells via the EP4 receptor.
2006-06
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
Binding to purified ecdysone receptor from Nezara viridula was studied using filtration assay. [3H]Ponasterone A (PonA) was used as a radioligand. Purified recombinant LBR heterodimer (13 pmol of protein per reaction at a concentration of 430 nM) was equilibrated at 21C in the presence of both 1.3 nM of [3H]PonA and dilution series of competitor compound. The incubation time was 5 hours. Glass-filter capture of receptor–ligand complexes from each reaction was performed using a 96-well filter plate.
Substance Class Chemical
Created
by admin
on Mon Mar 31 21:50:14 GMT 2025
Edited
by admin
on Mon Mar 31 21:50:14 GMT 2025
Record UNII
84986BG3NG
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PONASTERONE A
MI  
Common Name English
25-DEOXYECDYSTERONE
Preferred Name English
5.BETA.-CHOLEST-7-EN-6-ONE, 2.BETA.,3.BETA.,14,20,22-PENTAHYDROXY-, (22R)-
Systematic Name English
PONASTERONE A [MI]
Common Name English
CHOLEST-7-EN-6-ONE, 2,3,14,20,22-PENTAHYDROXY-, (2.BETA.,3.BETA.,5.BETA.,22R)-
Systematic Name English
Code System Code Type Description
EPA CompTox
DTXSID0040595
Created by admin on Mon Mar 31 21:50:14 GMT 2025 , Edited by admin on Mon Mar 31 21:50:14 GMT 2025
PRIMARY
PUBCHEM
115127
Created by admin on Mon Mar 31 21:50:14 GMT 2025 , Edited by admin on Mon Mar 31 21:50:14 GMT 2025
PRIMARY
CHEBI
28135
Created by admin on Mon Mar 31 21:50:14 GMT 2025 , Edited by admin on Mon Mar 31 21:50:14 GMT 2025
PRIMARY
FDA UNII
84986BG3NG
Created by admin on Mon Mar 31 21:50:14 GMT 2025 , Edited by admin on Mon Mar 31 21:50:14 GMT 2025
PRIMARY
MERCK INDEX
m8980
Created by admin on Mon Mar 31 21:50:14 GMT 2025 , Edited by admin on Mon Mar 31 21:50:14 GMT 2025
PRIMARY Merck Index
CAS
13408-56-5
Created by admin on Mon Mar 31 21:50:14 GMT 2025 , Edited by admin on Mon Mar 31 21:50:14 GMT 2025
PRIMARY