Auxinole | CAS#86445-22-9

MedKoo Cat#: 525745 | Name: Auxinole

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Description:

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

Auxinole is a potent TIR1 antagonist, blocking the formation of the TIR1-IAA-Aux/IAA complex and so inhibiting auxin-responsive gene expression.

Chemical Structure

Auxinole

CAS#86445-22-9

Theoretical Analysis

MedKoo Cat#: 525745

Name: Auxinole

CAS#: 86445-22-9

Chemical Formula: C20H19NO3

Exact Mass: 321.1365

Molecular Weight: 321.38

Elemental Analysis: C, 74.75; H, 5.96; N, 4.36; O, 14.93

Price and Availability

Size	Price	Availability
25mg	USD 350.00	2 Weeks
50mg	USD 625.00	2 Weeks
100mg	USD 950.00	2 Weeks

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Related CAS #

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Synonym

Auxinole

IUPAC/Chemical Name

4-(2,4-dimethylphenyl)-2-(1H-indol-3-yl)-4-oxobutanoic acid

InChi Key

HGUYAIJBXSQXGV-UHFFFAOYSA-N

InChi Code

InChI=1S/C20H19NO3/c1-12-7-8-14(13(2)9-12)19(22)10-16(20(23)24)17-11-21-18-6-4-3-5-15(17)18/h3-9,11,16,21H,10H2,1-2H3,(H,23,24)

SMILES Code

O=C(O)C(C1=CNC2=C1C=CC=C2)CC(C3=CC=C(C)C=C3C)=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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 321.38 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

1: Yesbolatova A, Natsume T, Hayashi KI, Kanemaki MT. Generation of conditional auxin-inducible degron (AID) cells and tight control of degron-fused proteins using the degradation inhibitor auxinole. Methods. 2019 Jul 15;164-165:73-80. doi: 10.1016/j.ymeth.2019.04.010. Epub 2019 Apr 24. PMID: 31026591. 2: Denbigh GL, Dauphinee AN, Fraser MS, Lacroix CR, Gunawardena AHLAN. The role of auxin in developmentally regulated programmed cell death in lace plant. Am J Bot. 2020 Apr;107(4):577-586. doi: 10.1002/ajb2.1463. Epub 2020 Apr 21. PMID: 32319093. 3: Hayashi K, Neve J, Hirose M, Kuboki A, Shimada Y, Kepinski S, Nozaki H. Rational design of an auxin antagonist of the SCF(TIR1) auxin receptor complex. ACS Chem Biol. 2012 Mar 16;7(3):590-8. doi: 10.1021/cb200404c. Epub 2012 Jan 24. PMID: 22234040. 4: Dindas J, Scherzer S, Roelfsema MRG, von Meyer K, Müller HM, Al-Rasheid KAS, Palme K, Dietrich P, Becker D, Bennett MJ, Hedrich R. AUX1-mediated root hair auxin influx governs SCFTIR1/AFB-type Ca2+ signaling. Nat Commun. 2018 Mar 21;9(1):1174. doi: 10.1038/s41467-018-03582-5. PMID: 29563504; PMCID: PMC5862985. 5: Dahlke RI, Fraas S, Ullrich KK, Heinemann K, Romeiks M, Rickmeyer T, Klebe G, Palme K, Lüthen H, Steffens B. Protoplast Swelling and Hypocotyl Growth Depend on Different Auxin Signaling Pathways. Plant Physiol. 2017 Oct;175(2):982-994. doi: 10.1104/pp.17.00733. Epub 2017 Aug 31. PMID: 28860155; PMCID: PMC5619902. 6: Jiang J, Xiao Y, Chen H, Hu W, Zeng L, Ke H, Ditengou FA, Devisetty U, Palme K, Maloof J, Dehesh K. Retrograde Induction of phyB Orchestrates Ethylene-Auxin Hierarchy to Regulate Growth. Plant Physiol. 2020 Jul;183(3):1268-1280. doi: 10.1104/pp.20.00090. Epub 2020 May 19. PMID: 32430463; PMCID: PMC7333703. 7: Zou Y, Zhang X, Tan Y, Huang JB, Zheng Z, Tao LZ. Phosphoethanolamine N-methyltransferase 1 contributes to maintenance of root apical meristem by affecting ROS and auxin-regulated cell differentiation in Arabidopsis. New Phytol. 2019 Oct;224(1):258-273. doi: 10.1111/nph.16028. Epub 2019 Jul 29. PMID: 31246280. 8: Smékalová V, Luptovčiak I, Komis G, Šamajová O, Ovečka M, Doskočilová A, Takáč T, Vadovič P, Novák O, Pechan T, Ziemann A, Košútová P, Šamaj J. Involvement of YODA and mitogen activated protein kinase 6 in Arabidopsis post- embryogenic root development through auxin up-regulation and cell division plane orientation. New Phytol. 2014 Sep;203(4):1175-1193. doi: 10.1111/nph.12880. Epub 2014 Jun 13. PMID: 24923680; PMCID: PMC4414326.