Specifications
- Purity
- ≥97% (HPLC)
- Appearance
- White to off-white powder
- Identity
- 1H-NMR
Properties
- Solvents
- methanol (20 mg/ml), DMSO, ethanol
Category: Steroids
A member of the ecdysteroid family. Ecdysone receptor (EcR) agonist. More potent than ecdysone. Induces the expression of genes coding for proteins that the larva requires, and it causes chromosome puffs (sites of high expression) to form in polytene chromosomes. Plays a key role in insect development, cell proliferaton, growth and apoptosis by controlling gene expression involved in moulting and metamorphosis. It acts through a heterodimeric receptor comprising the ecdysone receptor and the ultraspiracle proteins (USP). Used for controlled gene expression in scientific research, agriculture and medicine. Used for the development of selective insect growth regulators for use as environmentally benign insecticides. Shows biological effects on mammalian species, including antiepileptic, antidiabetic, antiobesity, ROS-inhibiting activity.
Synonyms | 20-Hydroxyecdysone, β-Ecdysone, 2β,3β,14α,20β,22,25-Hexahydroxy-7-cholesten-6-one, Insect moulting hormone, Polypodine A |
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Purity | ≥97% (HPLC) |
Appearance | White to off-white powder |
CAS-Number | 5289-74-7 |
Molecular Formula | C27H44O7 |
Molecular Weight | 480.63 |
Identity | 1H-NMR |
Solvents | methanol (20 mg/ml), DMSO, ethanol |
Smiles | [H][C@@]1(CC[C@@]2(O)C3=CC(=O)[C@]4([H])C[C@@H](O)[C@@H](O)C[C@]4(C)C3CC[C@]12C)[C@@](C)(O)[C@H](O)CCC(C)(C)O |
InChi Key | NKDFYOWSKOHCCO-MQMWGCQISA-N |
Shipping | AMBIENT |
Short Term Storage | +4°C |
Long Term Storage | -20°C |
Handling Advice | Protect from light and moisture. |
Use / Stability | Stable for at least 2 years after receipt when stored at -20°C. |
Transportation | Not dangerous goods |
References | (1) F. Engelmann, Science 174, 1041 (1971), (2) S. Tsujiyama, et al., Jpn. J. Pharmacol. 68, 133 (1995), (3) E.H. Baehrecke, et al., Arch. Insect Biochem. Physiol. 33, 231 (1996), (4) R. Hanaya, et al., Jpn. J. Pharmacol. 74, 331 (1997), (5) L.M. Riddiford, et al., Vitam. Horm. 60, 1 (2000), (6) C.S Thummel, Insect Biochem. Mol. Biol. 32, 113 (2002), (7) L.D. Graham, Expert Opin. Biol. Ther. 2, 525 (2002), (8) P. Kizelsztein, et al., Am. J. Physiol. Endocrinol. Metab. 296, E433 (2009), (9) J. Hu, et al., J. Cell Biochem. 111, 1512 (2010) |
InChi | InChI=1S/C27H44O7/c1-23(2,32)9-8-22(31)26(5,33)21-7-11-27(34)16-12-18(28)17-13-19(29)20(30)14-24(17,3)15(16)6-10-25(21,27)4/h12,15,17,19-22,29-34H,6-11,13-14H2,1-5H3/t15?,17-,19+,20-,21-,22+,24+,25+,26+,27+/m0/s1 |
Quantity | 5 mg, 25 mg, Bulk |