VPC 23019
- CAS No.
- 449173-19-7
- Chemical Name:
- VPC 23019
- Synonyms
- VPC 23019;2-Amino-N-(3-octylphenyl)-3-(phosphonooxy)-propanamaide;(2R)-2-Amino-N-(3-octylphenyl)-3-(phosphonooxy)-propanamide;(2R)-2-amino-2-[(3-octylphenyl)carbamoyl]ethoxy]phosphonic acid;Propanamide, 2-amino-N-(3-octylphenyl)-3-(phosphonooxy)-, (2R)-;(R)-phosphoric acid Mono-[2-aMino-2-(3-octyl-phenylcarbaMoyl)-ethyl] ester;(R)-PHOSPHORIC ACID MONO-[2-AMINO-2-(3-OCTYL-PHENYLCARBAMOYL)-ETHYL] ESTER;VPC 23019;VPC 23019,LPL Receptor,inhibit,Lysophospholipid Receptor,Inhibitor,VPC-23019,VPC23019
- CBNumber:
- CB82538288
- Molecular Formula:
- C17H29N2O5P
- Molecular Weight:
- 372.4
- MDL Number:
- MFCD19690948
- MOL File:
- 449173-19-7.mol
- MSDS File:
- SDS
VPC 23019 price More Price(15)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Cayman Chemical | 13240 | VPC 23019 ≥95% | 449173-19-7 | 500μg | $40 | 2024-03-01 | Buy |
| Cayman Chemical | 13240 | VPC 23019 ≥95% | 449173-19-7 | 1mg | $76 | 2024-03-01 | Buy |
| Cayman Chemical | 13240 | VPC 23019 ≥95% | 449173-19-7 | 5mg | $257 | 2024-03-01 | Buy |
| Cayman Chemical | 13240 | VPC 23019 ≥95% | 449173-19-7 | 10mg | $354 | 2024-03-01 | Buy |
| Tocris | 4195 | VPC23019 ≥95%(HPLC) | 449173-19-7 | 10 | $352 | 2021-12-16 | Buy |
VPC 23019 Chemical Properties,Uses,Production
Uses
VPC 23019 is a sphinosine-1 phosphate antagonist.
Definition
ChEBI: VPC 23019 is a secondary carboxamide resulting from the formal condensation of the carboxy group of O-phospho-D-serine with the amino group of m-octylaniline. An analogue of sphingosine-1-phosphate (S1P), it is a potent antagonist for both S1P1 and S1P3 receptors. It can inhibit S1P-induced migration of thyroid cancer cells, ovarian cancer cells, and neural stem cells. It has a role as a sphingosine-1-phosphate receptor 3 antagonist and a sphingosine-1-phosphate receptor 1 antagonist. It is a D-serine derivative, a secondary carboxamide, an organic phosphate, a phosphoric ester and an aromatic amide. It is functionally related to an O-phospho-D-serine.
Biological Activity
vpc 23019, phosphoric acid mono-[2-amino-2-(3-octyl-phenylcarbamoyl)-ethyl] ester, is an s1p1/s1p3 receptor antagonist. s1p is short for sphingosine-1-phosphate [1]. vpc 23019 abolished s1p-induced, cell migration, gi-dependent rac stimulation and tube formation [2]. vpc 23019 inhibited sip1 activity with an ic50 value of 8 nm [3].s1p can act on specific g protein-coupled receptors. 5 subtypes of these receptors have been found and termed s1p1–5. these receptors couple to intracellular second messenger systems including intracellular ca2+, phospholipase c, adenylyl cyclase, phosphatidylinositol 3 (pi3)-kinase, mitogen-activated protein kinases, protein kinase akt, and ras- and rho-dependent pathways [1].in the bend.3 cell line, vpc 23019 did not affect basal no production. preincubation with 10 μmol/l vpc 23019 made ang ii–induced no production decrease to approximately basal level [1]. s1p, in a dose-dependent manner, stimulated trans-well migration of mouse vascular endothelial cells with a peak response at 10-7m. vpc 23019 was able to abolish this stimulatory effect of s1p [2]. preincubation with 10 μm of vpc 23019 partially inhibited s1p-induced calcium increase in l2071 cells [4].in rat, vpc 23019 significantly increased the s1p-induced vasoconstriction in preparation with intact endothelium (p< 0.01), but did not change it in preparation without endothelium. in intact mouse basilar artery (relaxation to ach, 45.6±7.2%, n= 16), vpc 23019 left-shifted the concentration-contraction curve to s1p by a half log. vpc 23019 did not modify contractile responses to 5-ht, kcl or u46619 [5].
storage
Store at -20°C
References
[1]. arthur c.m. mulders, mariëlle c. hendriks-balk, marie-jeanne mathy, et al. sphingosine kinase-dependent activation of endothelial nitric oxide synthase by angiotensin ii. arterioscler thromb vasc biol., 2006, 26:2043-2048.
[2]. isao inoki, noriko takuwa, naotoshi sugimoto, et al. negative regulation of endothelial morphogenesis and angiogenesis by s1p2 receptor. biochemical and biophysical research communications, 2006, 346: 293-300.
[3]. ju wang, zi-qi shi, xiaojun xu, et al. triptolide inhibits amyloid-β production and protects neural cells by inhibiting cxcr2 activity. journal of alzheimer’s disease, 2013, 33:1-2.
[4]. mi-kyoung kim, kyoung sun park, hyuck lee, et al. phytosphingosine-1-phosphate stimulates chemotactic migration of l2071 mouse fibroblasts via pertussis toxin-sensitive g-proteins. exp. mol. med., 2007, 39(2):185-194.
[5]. s salomone, em potts, s tyndall, et al. analysis of sphingosine 1-phosphate receptors involved in constriction of isolated cerebral arteries with receptor null mice and pharmacological tools. british journal of pharmacology, 2008, 153:140-147.
VPC 23019 Preparation Products And Raw materials
Raw materials
Preparation Products
VPC 23019 Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| TargetMol Chemicals Inc. | +1-781-999-5354 +1-00000000000 | marketing@targetmol.com | United States | 32165 | 58 |
| Wuhan Topule Biopharmaceutical Co., Ltd | +8618327326525 | masar@topule.com | China | 8467 | 58 |
| Shenyang Zhongshen Zekang Biomedical Technology Research Co., Ltd | +86-18341751992 +86-15382112998 | 757984502@qq.com | China | 892 | 58 |
| LEAPCHEM CO., LTD. | +86-852-30606658 | market18@leapchem.com | China | 43340 | 58 |
| Aladdin Scientific | +1-+1(833)-552-7181 | sales@aladdinsci.com | United States | 52925 | 58 |
| Wuhan Jingkang en Biomedical Technology Co., Ltd | +8613720134139 | orders@jknbiochem.com | China | 5221 | 58 |
| Amadis Chemical Company Limited | 571-89925085 | sales@amadischem.com | China | 131957 | 58 |
| Shanghai Lollane Biological Technology Co.,Ltd. | 021-52996696，15000506266 15000506266 | China | 4512 | 55 | |
| EMMX Biotechnology LLC | 888-539-0666 | info@emmx.com | United States | 8447 | 60 |
| Codow Chemical Co.,Ltd. | 18620099427 | amy@howeipharm.com | China | 17687 | 55 |