(25S)-Delta7-Dafachronic acid

AdipoGen Life Sciences
Product Code: AG-CN2-0014
CodeSizePrice
AG-CN2-0014-C100100 ug£250.00
Quantity:
Prices exclude any Taxes / VAT

Overview

Regulatory Status: RUO
Shipping:
Blue Ice
Storage:
-20°C

Images

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Chemical Structure

Chemical Structure

Further Information

Alternate Names/Synonyms:
UPF-1404
Appearance:
White to off-white solid.
CAS:
949004-12-0
EClass:
32160000
Form (Short):
solid
InChi:
1S/C27H42O3/c1-17(6-5-7-18(2)25(29)30)22-10-11-23-21-9-8-19-16-20(28)12-14-26(19,3)24(21)13-15-27(22,23)4/h9,17-19,22-24H,5-8,10-16H2,1-4H3,(H,29,30)/t17-,18?,19?,22-,23?,24?,26+,27-/m1/s1
InChiKey:
SQTAVUCHOVVOFD-AAVWLPFVSA-N
Long Description:
Chemical. CAS: 949004-12-0. Formula: C27H42O3. MW: 414.6. Ligand of DAF-12, an orphan nuclear receptor, that regulates dauer diapause, reproductive development, fat metabolism, and life span (life cycle) in parasitic nematodes. Sterol-derived hormone. Blocks formation of infective larvae in several parasitic nematodes. Inhibits the dauer-promoting activity of DAF-12. Supports the reproductive development.
MDL:
N/A
Molecular Formula:
C27H42O3
Molecular Weight:
414.6
Package Type:
Vial
Product Description:
Ligand of DAF-12, an orphan nuclear receptor, that regulates dauer diapause, reproductive development, fat metabolism, and life span (life cycle) in parasitic nematodes [1, 2, 3]. Sterol-derived hormone. Blocks formation of infective larvae in several parasitic nematodes [4, 5]. Inhibits the dauer-promoting activity of DAF-12 [4, 5]. Supports the reproductive development [4, 5].
Purity:
>95% (HPLC)
SMILES:
C[C@H](CCC[C@H](C)C(O)=O)[C@H]1CCC2C3=CCC4CC(=O)CC[C@]4(C)C3CC[C@]12C
Solubility Chemicals:
Highly soluble in DMSO. Soluble in ethanol or methanol.Only slightly soluble in water, dichloromethane or acetone.
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

Identification of Ligands for DAF-12 that Govern Dauer Formation and Reproduction in C. elegans: D.L. Motola, et al.; Cell 124, 1209 (2006) | A Potential Biochemical Mechanism Underlying the Influence of Sterol Deprivation Stress on Caenorhabditis elegans: M.C. Cheong, et al.; JBC 286, 7248 (2011) | Functional divergence of dafachronic acid pathways in the control of C. elegans development and lifespan: K.J. Dumas, et al.; Dev. Biol. 340, 605 (2010) | A Conserved Endocrine Mechanism Controls the Formation of Dauer and Infective Larvae in Nematodes: A. Ogawa, et al.; Curr. Biol. 19, 67 (2009) | Identification of the nuclear receptor DAF-12 as a therapeutic target in parasitic nematodes: Z. Wang, et al.; PNAS 106, 9138 (2009) | Indicted: Worms Caught using Steroids: R.B. Beckstead & C.S. Thummel; Cell 124, 1137 (2006) Review | Reevaluation of whether a soma?to?germ-line transformation extends lifespan in Caenorhabditis elegans: A.K. Knutson, et al.; PNAS 133, 3591 (2016) | Neuronal function of the mRNA decapping complex determines survival of Caenorhabditis elegans at high temperature through temporal regulation of heterochronic gene expression: F. Borbolis, et al.; Open Biol. 7, 160313 (2017)