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AB142690

Dihydroartemisinin, active metabolite of artemether and artesunate

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(1 출판물)

MW 284.35 Da. Induces cell cycle arrest and inhibits cell migration in cancer cells. Depletes cellular iron via transferrin receptor 1. Antimalarial and antitumor agent. Orally active. Active in vivo and in vitro.

대체 명칭 보기

AI838772, AIS, ANDR_HUMAN, AR, AR8, AW493413, Androgen nuclear receptor variant 2, Androgen receptor, Androgen receptor (dihydrotestosterone receptor, testicular feminization, spinal and bulbar muscular atrophy, Kennedy disease), Atherosclerosis, susceptibility to, included, DHTR, DKFZp686N23123, Dihydro testosterone receptor, Dihydrotestosterone receptor (DHTR), ER, ER-alpha, ER-beta, ER[a], ER[b], ESR, ESR B, ESR BETA, ESR1_HUMAN, ESRA, ESTR B, Era, Erb, Erb2, Estr, Estra, Estradiol Receptor alpha, Estradiol Receptor beta, Estradiol receptor, Estrogen Receptor 1, Estrogen Receptor 2, Estrogen receptor, Estrogen receptor 1 (alpha), Estrogen receptor 2 (ER beta), Estrogen receptor 2 ER beta, Estrogen receptor alpha, Estrogen receptor beta 4, Estrogen resistance, included, FLJ11090, HDL cholesterol, augmented response of, to hormone replacement, included, HUMARA, HYSP1, KD, Kennedy disease (KD), MGC104252, MGC112732, Myocardial infarction, susceptibility to, included, NR3A1, NR3A2, NR3C4, Nuclear receptor subfamily 3 group A member 1, Nuclear receptor subfamily 3 group A member 2, Nuclear receptor subfamily 3 group C member 4, Nuclear receptor subfamily 3 group C member 4 (NR3C4), OTTHUMP00000017718, OTTHUMP00000017719, RNESTROR, RP24-311F12.2, SBMA, SCAN1, SMAX1, Spinal and bulbar muscular atrophy, Spinal and bulbar muscular atrophy (SBMA), TFM, TYDP, TYDP1_HUMAN, Testicular Feminization (TFM), Tyr-DNA phosphodiesterase 1, Tyrosyl-DNA phosphodiesterase 1, androgen receptor splice variant 4b

1 이미지
Chemical Structure - Dihydroartemisinin, active metabolite of artemether and artesunate (AB142690)
  • Chemical Structure

Lab

Chemical Structure - Dihydroartemisinin, active metabolite of artemether and artesunate (AB142690)

2D chemical structure image of ab142690, Dihydroartemisinin, active metabolite of artemether and artesunate

주요 정보

CAS 번호

71939-50-9

제형

Solid

form

Molecular weight

284.35 Da

Molecular formula

C<sub>1</sub><sub>5</sub>H<sub>2</sub><sub>4</sub>O<sub>5</sub>

PubChem

107770

Nature

Synthetic

생화학적 명칭

(4S,5R,9R,10S,12R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecan-10-ol

생물학적 정보

Induces cell cycle arrest and inhibits cell migration in cancer cells. Depletes cellular iron via transferrin receptor 1. Antimalarial and antitumor agent. Orally active. Active in vivo and in vitro.

Canonical SMILES

CC1CCC2C(C(OC3C24C1CCC(O3)(OO4)C)O)C

Isomeric SMILES

C[C@@H]1CCC2[C@H]([C@H](O[C@H]3[C@@]24[C@H]1CCC(O3)(OO4)C)O)C

InChi

InChI=1S/C15H24O5/c1-8-4-5-11-9(2)12(16)17-13-15(11)10(8)6-7-14(3,18-13)19-20-15/h8-13,16H,4-7H2,1-3H3/t8-,9-,10+,11?,12+,13-,14?,15-/m1/s1

InChiKey

BJDCWCLMFKKGEE-KWWHLYHASA-N

IUPAC Name

(4S,5R,9R,10S,12R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecan-10-ol

특성 및 보관 정보

배송 시 보관 조건
Ambient - Can Ship with Ice
적절한 단기 보관 조건
Ambient
적절한 장기 보관 조건
Ambient
보관 정보
The product can be stored for up to 12 months
취급 방법

Need more advice on solubility, usage and handling? Please visit our our product support page for more details.

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Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour.

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Toxic, refer to SDS for further information.

추가 정보

This supplementary information is collated from multiple sources and compiled automatically.

The Estrogen Receptor (ER) and Androgen Receptor (AR) are nuclear hormone receptors that function as transcription factors while Tyrosyl-DNA phosphodiesterase 1 (TDP1) is involved in DNA repair processes. ER also known as ESR1 and AR have a similar mechanistic role as they bind estradiol and dihydrotestosterone respectively influencing gene expression profiles. TDP1 weighing around 60 kDa repairs topoisomerase I-DNA covalent complexes by processing DNA breaks. ER and AR are highly expressed in hormone-responsive tissues like the breast prostate and ovary whereas TDP1 is ubiquitously present in the nucleus.
Biological function summary

Both Estrogen and Androgen Receptors modulate growth differentiation and reproductive functions. They function as homodimers or heterodimers within larger transcriptional complexes to regulate gene networks. TDP1 part of the DNA repair machinery maintains genome stability through interaction with proteins such as PARP1 and XRCC1. These activities underline their importance in cellular processes and homeostasis mediated through changing gene expression and repairing damaged DNA.

Pathways

The Estrogen and Androgen Receptors play significant roles in the estrogen signaling and androgen signaling pathways. These pathways affect cell proliferation and apoptosis via interactions with proteins like c-Myc and Cyclin D1. TDP1 is integral to the single-strand break repair pathway facilitating the resolution of topoisomerase I-DNA adducts by partnering with proteins like PNKP and Ligase III. These interactions highlight how these receptors and enzymes coordinate complex biological processes.

Estrogen and Androgen Receptors are connected to breast cancer and prostate cancer respectively as their dysregulation leads to unchecked cell division. ER is commonly overexpressed in breast cancer often alongside the cofactor coactivator protein SRC-3 which facilitates tumor progression. AR in prostate cancer interacts with proteins like FKBP5 that modulate hormone signaling pathways. TDP1 while not directly linked to cancer shows relevance in neurodegenerative disorders like Spinocerebellar Ataxia where its relationship with proteins like mutant ataxin-3 influences disease progression through defective DNA repair mechanisms.

제품 프로토콜

제품이 사용된 논문 (1)

Recent publications for all applications. Explore the 전체 목록 and refine your search

Nature communications 12:1704 PubMed33731716

2021

Activation of GPR37 in macrophages confers protection against infection-induced sepsis and pain-like behaviour in mice.

Applications

Unspecified application

Species

Unspecified reactive species

Sangsu Bang,Christopher R Donnelly,Xin Luo,Maria Toro-Moreno,Xueshu Tao,Zilong Wang,Sharat Chandra,Andrey V Bortsov,Emily R Derbyshire,Ru-Rong Ji
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