Available from stock

Ecdysterone

SKU: E0225

Category: Steroids

Synonyms: 20-Hydroxyecdysone , β-Ecdysone , 2β,3β,14α,20β,22,25-Hexahydroxy-7-cholesten-6-one , Insect moulting hormone , Polypodine A; 5289-74-7
CAS-Number: C₂₇H₄₄O₇
Molecular Formula: 480.63
Molecular Weight

For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

Product Data
Handling
Safety Information
Details

Specifications

Purity: ≥97% (HPLC)
Appearance: White to off-white powder
Identity: 1H-NMR

Properties

Solvents: methanol (20 mg/ml), DMSO, ethanol

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

Description: 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.
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
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

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.

SKU: E0225 Category: Steroids

Additional information

Additional information

Synonyms	20-Hydroxyecdysone, β-Ecdysone, 2β,3β,14α,20β,22,25-Hexahydroxy-7-cholesten-6-one, Insect moulting hormone, Polypodine A
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