IWP-12| CAS#688353-45-9 | PORCN inhibitor

MedKoo Cat#: 527865 | Name: IWP-12

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Description:

WARNING: This product is for research use only, not for human or veterinary use.

IWP-12 is a potent inhibitor of Porcupine (PORCN), a membrane-bound O-acyltransferase (MBOAT).

Chemical Structure

IWP-12

CAS#688353-45-9

Theoretical Analysis

MedKoo Cat#: 527865

Name: IWP-12

CAS#: 688353-45-9

Chemical Formula: C18H18N4O2S3

Exact Mass: 418.0592

Molecular Weight: 418.55

Elemental Analysis: C, 51.65; H, 4.33; N, 13.39; O, 7.65; S, 22.98

Price and Availability

Size	Price	Availability
5mg	USD 335.00	2 Weeks
10mg	USD 600.00	2 Weeks
25mg	USD 1,150.00	2 Weeks

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Related CAS #

No Data

Synonym

IWP12; IWP 12; IWP-12

IUPAC/Chemical Name

N-(6-Methyl-2-benzothiazolyl)-2-[(3,4,6,7-tetrahydro-3,6-dimethyl-4-oxothieno[3,2-d]pyrimidin-2-yl)thio]acetamide

InChi Key

RBFDSBJDWZOTGR-UHFFFAOYSA-N

InChi Code

InChI=1S/C18H18N4O2S3/c1-9-4-5-11-13(6-9)27-17(19-11)21-14(23)8-25-18-20-12-7-10(2)26-15(12)16(24)22(18)3/h4-6,10H,7-8H2,1-3H3,(H,19,21,23)

SMILES Code

O=C(NC1=NC2=CC=C(C)C=C2S1)CSC3=NC(CC(C)S4)=C4C(N3C)=O

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>2 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Product Data

Product Data

Instruction

View handling instruction

Biological target:

IWP-12 is a potent inhibitor of porcupine (PORCN) and inhibits cell-autonomous Wnt signaling with an IC50 of 15 nM.

In vitro activity:

Effects on growth following knockdown of WLS were largely in line with IWP12 treatment, with the exception of the AXIN1 mutant lines Hep3B and SNU449 that were significantly suppressed by WLS knockdown and a less impressive growth reduction of HepaRG when compared with IWP12 (Figure 4B). Reference: Neoplasia. 2016 Dec;18(12):711-723. https://pubmed.ncbi.nlm.nih.gov/27851986/

In vivo activity:

TBD

	Solvent	mg/mL	mM
Solubility
	DMF	5.0	11.95
	DMF:PBS (pH 7.2) (1:2)	0.3	0.72
	DMSO	23.0	54.84

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 418.55 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

Formulation protocol:

1. Wang W, Xu L, Liu P, Jairam K, Yin Y, Chen K, Sprengers D, Peppelenbosch MP, Pan Q, Smits R. Blocking Wnt Secretion Reduces Growth of Hepatocellular Carcinoma Cell Lines Mostly Independent of β-Catenin Signaling. Neoplasia. 2016 Dec;18(12):711-723. doi: 10.1016/j.neo.2016.10.004. Epub 2016 Nov 13. PMID: 27851986; PMCID: PMC5110474.

In vitro protocol:

In vivo protocol:

TBD

1: Kling JC, Jordan MA, Pitt LA, Meiners J, Thanh-Tran T, Tran LS, Nguyen TTK, Mittal D, Villani R, Steptoe RJ, Khosrotehrani K, Berzins SP, Baxter AG, Godfrey DI, Blumenthal A. Temporal Regulation of Natural Killer T Cell Interferon Gamma Responses by β-Catenin-Dependent and -Independent Wnt Signaling. Front Immunol. 2018 Mar 16;9:483. doi: 10.3389/fimmu.2018.00483. eCollection 2018. PubMed PMID: 29616022; PubMed Central PMCID: PMC5864864. 2: Lavoué S, Bertrand JAM, Wang HY, Chen WJ, Ho HC, Motomura H, Hata H, Sado T, Miya M. Molecular systematics of the anchovy genus Encrasicholina in the Northwest Pacific. PLoS One. 2017 Jul 28;12(7):e0181329. doi: 10.1371/journal.pone.0181329. eCollection 2017. PubMed PMID: 28753660; PubMed Central PMCID: PMC5533319. 3: Sabater C, Olano A, Prodanov M, Montilla A, Corzo N. An efficient process for obtaining prebiotic oligosaccharides derived from lactulose using isomerized and purified whey permeate. J Sci Food Agric. 2017 Dec;97(15):5074-5082. doi: 10.1002/jsfa.8384. Epub 2017 Jun 9. PubMed PMID: 28417455. 4: Yang Y, Duke NC, Peng F, Li J, Yang S, Zhong C, Zhou R, Shi S. Ancient Geographical Barriers Drive Differentiation among Sonneratia caseolaris Populations and Recent Divergence from S. lanceolata. Front Plant Sci. 2016 Oct 26;7:1618. eCollection 2016. PubMed PMID: 27833634; PubMed Central PMCID: PMC5080369. 5: Chen Y, Hou Y, Guo Z, Wang W, Zhong C, Zhou R, Shi S. Applications of Multiple Nuclear Genes to the Molecular Phylogeny, Population Genetics and Hybrid Identification in the Mangrove Genus Rhizophora. PLoS One. 2015 Dec 16;10(12):e0145058. doi: 10.1371/journal.pone.0145058. eCollection 2015. PubMed PMID: 26674070; PubMed Central PMCID: PMC4682636. 6: Wang H, Graves MW 2nd, Zhou H, Gu Z, Lamont RJ, Scott DA. 2-Amino-4-(3,4-(methylenedioxy)benzylamino)-6-(3-methoxyphenyl)pyrimidine is an anti-inflammatory TLR-2, -4 and -5 response mediator in human monocytes. Inflamm Res. 2016 Jan;65(1):61-9. doi: 10.1007/s00011-015-0891-0. Epub 2015 Nov 27. PubMed PMID: 26613980; PubMed Central PMCID: PMC4703520. 7: Ronis MJ, Hakkak R, Korourian S, Badger TM. Whey Protein Hydrolysate but not Whole Whey Protein Protects Against 7,12-Dimethylbenz(a)anthracene-Induced Mammary Tumors in Rats. Nutr Cancer. 2015;67(6):949-53. doi: 10.1080/01635581.2015.1055370. Epub 2015 Jul 13. PubMed PMID: 26168336. 8: Bengoa-Vergniory N, Gorroño-Etxebarria I, González-Salazar I, Kypta RM. A switch from canonical to noncanonical Wnt signaling mediates early differentiation of human neural stem cells. Stem Cells. 2014 Dec;32(12):3196-208. doi: 10.1002/stem.1807. PubMed PMID: 25100239. 9: Khare MM, Cursio JF, Locklin CA, Bates NJ, Loo RK. Lifestyle intervention and cardiovascular disease risk reduction in low-income Hispanic immigrant women participating in the Illinois WISEWOMAN program. J Community Health. 2014 Aug;39(4):737-46. doi: 10.1007/s10900-014-9820-3. PubMed PMID: 24469546. 10: Frith JE, Titmarsh DM, Padmanabhan H, Cooper-White JJ. Microbioreactor array screening of Wnt modulators and microenvironmental factors in osteogenic differentiation of mesenchymal progenitor cells. PLoS One. 2013 Dec 23;8(12):e82931. doi: 10.1371/journal.pone.0082931. eCollection 2013. PubMed PMID: 24376608; PubMed Central PMCID: PMC3871528. 11: Khare MM, Carpenter RA, Huber R, Bates NJ, Cursio JF, Balmer PW, Nolen KN, Hudson H, Shippee SJ, Loo RK. Lifestyle intervention and cardiovascular risk reduction in the Illinois WISEWOMAN Program. J Womens Health (Larchmt). 2012 Mar;21(3):294-301. doi: 10.1089/jwh.2011.2926. Epub 2011 Dec 2. PubMed PMID: 22136298. 12: Mastalerz A, Palczewska I. The influence of trunk inclination on muscle activity during sitting on forward inclined seats. Acta Bioeng Biomech. 2010;12(4):19-24. PubMed PMID: 21361252. 13: Assal A, Barlet V, Deschaseaux M, Dupont I, Gallian P, Guitton C, Morel P, van Drimmelen H, David B, Lelie N, De Micco P. Sensitivity of two hepatitis B virus, hepatitis C virus (HCV), and human immunodeficiency virus (HIV) nucleic acid test systems relative to hepatitis B surface antigen, anti-HCV, anti-HIV, and p24/anti-HIV combination assays in seroconversion panels. Transfusion. 2009 Feb;49(2):301-10. doi: 10.1111/j.1537-2995.2008.01966.x. PubMed PMID: 19389212. 14: Khare MM, Huber R, Carpenter RA, Balmer PW, Bates NJ, Nolen KN, Hudson HK, Lattyak RM, Cursio JF, Loo RK, Farris RP, Will JC. A lifestyle approach to reducing cardiovascular risk factors in underserved women: design and methods of the Illinois WISEWOMAN Program. J Womens Health (Larchmt). 2009 Mar;18(3):409-19. doi: 10.1089/jwh.2008.0911. PubMed PMID: 19281324.