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AB144246

6-ECDCA (INT-747), FXR agonist

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MW 420.6 Da, Purity >95%. Potent and selective FXR agonist (EC50 = 99 nM). Dual FXR/GP-BAR1 ligand. Induces preadiopocyte differentiation. Induces apoptosis. Shows anticholeretic and anti-inflammatory effects and regulates adipose cell function in vivo. Orally active.

대체 명칭 보기

BAR, BG 37, Bile acid receptor, FXR, Farnesoid X receptor, Farnesoid X-activated receptor, Farnesol receptor HRR-1, G protein coupled bile acid receptor BG 37, G-protein coupled bile acid receptor 1, G-protein coupled receptor GPCR19, GPBAR 1, GPBAR_HUMAN, GPCR, GPCR 19, GPR 131, HRR 1, M-BAR, MGC40597, Membrane bile acid receptor, Membrane-type receptor for bile acids, NR1H4_HUMAN, Nuclear receptor subfamily 1 group H member 4, RIP 14, RXR-interacting protein 14, Retinoid X receptor-interacting protein 14, TGR 5, hBG 37, hGPCR 19

1 이미지
Chemical Structure - 6-ECDCA (INT-747), FXR agonist (AB144246)
  • Chemical Structure

Lab

Chemical Structure - 6-ECDCA (INT-747), FXR agonist (AB144246)

2D chemical structure image of ab144246, 6-ECDCA (INT-747), FXR agonist

주요 정보

CAS 번호

459789-99-2

Purity

>95%

제형

Solid

form

Molecular weight

420.6 Da

Molecular formula

C<sub>2</sub><sub>6</sub>H<sub>4</sub><sub>4</sub>O<sub>4</sub>

PubChem

447715

Nature

Synthetic

Solubility

Soluble in ethanol to 50 mM

Soluble in DMSO to 75 mM

생화학적 명칭

Obeticholic acid

생물학적 정보

Potent and selective FXR agonist (EC50 = 99 nM). Dual FXR/GP-BAR1 ligand. Induces preadiopocyte differentiation. Induces apoptosis. Shows anticholeretic and anti-inflammatory effects and regulates adipose cell function in vivo. Orally active.

Canonical SMILES

CCC1C2CC(CCC2(C3CCC4(C(C3C1O)CCC4C(C)CCC(=O)O)C)C)O

Isomeric SMILES

CC[C@@H]1[C@@H]2C[C@@H](CC[C@@]2([C@H]3CC[C@]4([C@H]([C@@H]3[C@@H]1O)CC[C@@H]4[C@H](C)CCC(=O)O)C)C)O

InChi

InChI=1S/C26H44O4/c1-5-17-21-14-16(27)10-12-26(21,4)20-11-13-25(3)18(15(2)6-9-22(28)29)7-8-19(25)23(20)24(17)30/h15-21,23-24,27,30H,5-14H2,1-4H3,(H,28,29)/t15-,16-,17-,18-,19+,20+,21+,23+,24-,25-,26-/m1/s1

InChiKey

ZXERDUOLZKYMJM-ZWECCWDJSA-N

IUPAC Name

(4R)-4-[(3R,5S,6R,7R,8S,9S,10S,13R,14S,17R)-6-ethyl-3,7-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid

특성 및 보관 정보

배송 시 보관 조건
Ambient - Can Ship with Ice
적절한 단기 보관 조건
-20°C
적절한 장기 보관 조건
-20°C
보관 정보
Store under desiccating conditions|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 GPCR TGR5 also known as G protein-coupled bile acid receptor 1 (GPBAR1) serves as a membrane receptor activated by bile acids. TGR5 is part of the G-protein coupled receptor (GPCR) superfamily and has an approximate molecular weight of 35-40 kDa. This receptor is mainly expressed in brown adipose tissue intestine liver and immune cells where it plays significant roles in multiple physiological processes.
Biological function summary

This receptor modulates energy homeostasis and immune regulation by associating with bile acids. Through activation by bile acids like 6-ECDCA TGR5 facilitates energy expenditure by increasing thermogenesis in brown adipose tissue. The receptor also impacts inflammatory response in immune cells suggesting a role in inflammation regulation. TGR5 does not form part of a larger protein complex under normal physiological conditions.

Pathways

The TGR5 receptor participates in metabolic and anti-inflammatory pathways. It interacts with proteins such as FXR (Farnesoid X Receptor) which acts as a nuclear receptor for bile acids. The interaction between TGR5 and FXR forms part of the bile acid signaling pathway regulating metabolic processes like glucose homeostasis and preventing excessive inflammation through immune cell modulation.

TGR5 has associations with metabolic syndromes and inflammatory bowel disease. The receptor's influence on energy expenditure and insulin sensitivity connects it to metabolic disorders such as obesity. Additionally TGR5 affects the inflammatory response and its interaction with other immune-modulating receptors suggests involvement in inflammatory bowel disease. The receptor shares functional pathways with FXR agonists linking its activity to both metabolic and inflammatory conditions.

제품 프로토콜

제품이 사용된 논문 (1)

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

Scientific reports 7:9815 PubMed28852062

2017

Farnesoid X receptor activation protects the kidney from ischemia-reperfusion damage.

Applications

Unspecified application

Species

Unspecified reactive species

Zhibo Gai,Lei Chu,Zhenqiang Xu,Xiaoming Song,Dongfeng Sun,Gerd A Kullak-Ublick
제품이 사용된 논문 모두 보기

Product promise

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