Makisterone A

AdipoGen Life Sciences
Product Code: AG-CN2-0073
CodeSizePrice
AG-CN2-0073-C250250 ug£45.00
Quantity:
AG-CN2-0073-M0011 mg£115.00
Quantity:
AG-CN2-0073-M0055 mg£325.00
Quantity:
Prices exclude any Taxes / VAT

Overview

Regulatory Status: RUO
Shipping:
Ambient
Storage:
-20°C

Images

1 / 1
Chemical Structure

Chemical Structure

Further Information

Alternate Names/Synonyms:
2beta,3beta,14alpha,20R,22R,25-Hexahydroxy-5beta-24R-ergost-7-en-6-one
Appearance:
White to off-white solid.
CAS:
20137-14-8
EClass:
32160000
Form (Short):
liquid
InChi:
InChI=1S/C28H46O7/c1-15(24(2,3)33)11-23(32)27(6,34)22-8-10-28(35)17-12-19(29)18-13-20(30)21(31)14-25(18,4)16(17)7-9-26(22,28)5/h12,15-16,18,20-23,30-35H,7-11,13-14H2,1-6H3/t15-,16?,18+,20-,21+,22+,23-,25-,26-,27-,28-/m1/s1
InChiKey:
IJRBORPEVKCEQD-WJUVRXFPSA-N
Long Description:
Chemical. CAS: 20137-14-8. Formula: C28H46O7. MW: 494.7. Isolated from Ipomoea hederacea. A member of the ecdysteroid family. Ecdysone receptor (EcR) agonist. 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 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). Appears in plants mostly as a protection agent (toxins or antifeedants) against herbivorous insects. Could be used for controlled gene expression in scientific research, agriculture and medicine. Could be used for the development of selective insect growth regulators for use as environmentally benign insecticides.
MDL:
MFCD00211060
Molecular Formula:
C28H46O7
Molecular Weight:
494.7
Package Type:
Vial
Product Description:
A member of the ecdysteroid family. Ecdysone receptor (EcR) agonist. 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 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). Appears in plants mostly as a protection agent (toxins or antifeedants) against herbivorous insects. Could be used for controlled gene expression in scientific research, agriculture and medicine. Could be used for the development of selective insect growth regulators for use as environmentally benign insecticides.
Purity:
>95% (HPLC)
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)C[C@@H](C)C(C)(C)O
Solubility Chemicals:
Soluble in acetic acid, ethanol, methanol or DMSO. Sparingly soluble in chloroform. Insoluble in water.
Source / Host:
Isolated from Ipomoea hederacea.
Transportation:
Non-hazardous
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C.

References

Paper chromatographic separation of alpha-ecdysone, ecdysterone, inokosterone, makisterone A and ponasterone A: M.W. Gilgan & T.E. Farquharson; Steroids 22, 365 (1973) | The determination of absolute configuration at C-24 of the phytoecdysone makisterone A: B. Danieli, et al.; J. C. S. Chem. Commun. 745 (1974) | Makisterone A: a 28-carbon hexahydroxy molting hormone from the embryo of the milkweed bug: J.N. Kaplanis, et al.; Science 190, 681 (1975) | Evidence for the presence of makisterone A in Drosophila larvae and the secretion of 20-deoxymakisterone A by the ring gland: C.P. Redfern; PNAS 81, 5643 (1984) | Ecdysteroids increase the yield of recombinant protein produced in baculovirus insect cell expression system: M. Sarvari, et al.; BBRC 167, 1154 (1990) | The effects of several ecdysteroids and ecdysteroid agonists on two Drosophila imaginal disc cell lines: D.M. Cottam & M.J. Milner; Cell Mol. Life Sci. 53, 600 (1997) | Ecdysone receptors and their biological actions: L.M. Riddiford, et al.; Vitam. Horm. 60, 1 (2000) | Ecdysteroids of quinoa seeds (Chenopodium quinoa Willd.): N. Zhu, et al.; J. Agric. Food Chem. 49, 2576 (2001) | DNA synthesis in the imaginal wing discs of the American bollworm Helicoverpa armigera (H?bner): A. Josephrajkumar & B. Subrahmanyam; J. Biosci. 27, 113 (2002) | Ecdysone-regulated puff genes 2000: C.S. Thummel; Insect Biochem. Mol. Biol. 32, 113 (2002) | Ecdysone-controlled expression of transgenes: L.D. Graham; Expert Opin. Biol. Ther. 2, 525 (2002) | Non-genomic ecdysone effects and the invertebrate nuclear steroid hormone receptor EcR-new role for an "old" receptor? U. Schlattner, et al.; Mol. Cell Endocrinol. 247, 64 (2006)

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