OAC1
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MedKoo CAT#: 407175

CAS#: 300586-90-7

Description: OAC1 is an Oct-4 activator, octamer-binding transcription factor 4 (Oct4)-activating compound, that enhances the iPSC reprogramming efficiency and accelerated the reprogramming process by 20-fold. OAC-1 also upregulates mRNA expression of Oct-4, Sox-2 and Nanog, as well as Tet1.


Chemical Structure

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OAC1
CAS# 300586-90-7

Theoretical Analysis

MedKoo Cat#: 407175
Name: OAC1
CAS#: 300586-90-7
Chemical Formula: C14H11N3O
Exact Mass: 237.09
Molecular Weight: 237.262
Elemental Analysis: C, 70.87; H, 4.67; N, 17.71; O, 6.74

Price and Availability

Size Price Availability Quantity
5g USD -1
10mg USD 110
25mg USD 150
50mg USD 250
100mg USD 450
200mg USD 750
500mg USD 1250
1g USD 1950
2g USD 2950
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Synonym: OAC 1; OAC1; OAC-1

IUPAC/Chemical Name: N-(1H-pyrrolo[2,3-c]pyridin-5-yl)benzamide

InChi Key: HWJRIFZDXJKJJN-UHFFFAOYSA-N

InChi Code: InChI=1S/C14H11N3O/c18-14(10-4-2-1-3-5-10)17-13-8-11-6-7-15-12(11)9-16-13/h1-9,15H,(H,16,17,18)

SMILES Code: O=C(NC1=CC2=C(NC=C2)C=N1)C3=CC=CC=C3

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, not in water

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:
Biological target: OAC1 is a potent Oct4 activator.
In vitro activity: One of the compounds, termed Oct4-activating compound 1 (OAC1), was found to activate both Oct4 and Nanog promoter-driven luciferase reporter genes. Furthermore, when added to the reprogramming mixture along with the quartet reprogramming factors (Oct4, Sox2, c-Myc, and Klf4), OAC1 enhanced the iPSC reprogramming efficiency and accelerated the reprogramming process. OAC1 seems to enhance reprogramming efficiency in a unique manner, independent of either inhibition of the p53-p21 pathway or activation of the Wnt-β-catenin signaling. OAC1 increases transcription of the Oct4-Nanog-Sox2 triad and Tet1, a gene known to be involved in DNA demethylation. Reference: Proc Natl Acad Sci U S A. 2012 Dec 18;109(51):20853-8. https://pubmed.ncbi.nlm.nih.gov/23213213/
In vivo activity: Since OCT4 expression has been associated with induction of pluripotency that could potentially lead to the formation of teratomas, CD34+ cells from vehicle control cultures, OAC1 treatment cultures or human H9 ES cells were each injected subcutaneously into nude mice and were examined after 6 weeks. Teratomas, containing tissue from all three germ layers, formed from the H9 ES cells (Supplementary Figure 6) that were not observed in animals injected with CD34+ cells from vehicle control cultures or OAC1 treatment cultures. Reference: Leukemia. 2016 Jan;30(1):144-53. https://pubmed.ncbi.nlm.nih.gov/26202933/

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMF 20.0 84.29
DMSO 32.3 136.28
DMSO:PBS (pH 7.2) (1:1) 0.5 2.11
Ethanol 11.8 49.52

Preparing Stock Solutions

The following data is based on the product molecular weight 237.26 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.

Recalculate based on batch purity %
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. Moradi-Hajidavaloo R, Jafarpour F, Hajian M, Rahimi Andani M, Rouhollahi Varnosfaderani S, Nasr-Esfahani MH. Oct-4 activating compound 1 (OAC1) could improve the quality of somatic cell nuclear transfer embryos in the bovine. Theriogenology. 2023 Mar 1;198:75-86. doi: 10.1016/j.theriogenology.2022.11.002. Epub 2022 Nov 4. PMID: 36565671. 2. Li W, Tian E, Chen ZX, Sun G, Ye P, Yang S, Lu D, Xie J, Ho TV, Tsark WM, Wang C, Horne DA, Riggs AD, Yip ML, Shi Y. Identification of Oct4-activating compounds that enhance reprogramming efficiency. Proc Natl Acad Sci U S A. 2012 Dec 18;109(51):20853-8. doi: 10.1073/pnas.1219181110. Epub 2012 Dec 3. PMID: 23213213; PMCID: PMC3529047. 3. Huang X, Lee MR, Cooper S, Hangoc G, Hong KS, Chung HM, Broxmeyer HE. Activation of OCT4 enhances ex vivo expansion of human cord blood hematopoietic stem and progenitor cells by regulating HOXB4 expression. Leukemia. 2016 Jan;30(1):144-53. doi: 10.1038/leu.2015.189. Epub 2015 Jul 23. PMID: 26202933; PMCID: PMC4703453.
In vitro protocol: 1. Moradi-Hajidavaloo R, Jafarpour F, Hajian M, Rahimi Andani M, Rouhollahi Varnosfaderani S, Nasr-Esfahani MH. Oct-4 activating compound 1 (OAC1) could improve the quality of somatic cell nuclear transfer embryos in the bovine. Theriogenology. 2023 Mar 1;198:75-86. doi: 10.1016/j.theriogenology.2022.11.002. Epub 2022 Nov 4. PMID: 36565671. 2. Li W, Tian E, Chen ZX, Sun G, Ye P, Yang S, Lu D, Xie J, Ho TV, Tsark WM, Wang C, Horne DA, Riggs AD, Yip ML, Shi Y. Identification of Oct4-activating compounds that enhance reprogramming efficiency. Proc Natl Acad Sci U S A. 2012 Dec 18;109(51):20853-8. doi: 10.1073/pnas.1219181110. Epub 2012 Dec 3. PMID: 23213213; PMCID: PMC3529047.
In vivo protocol: 1. Huang X, Lee MR, Cooper S, Hangoc G, Hong KS, Chung HM, Broxmeyer HE. Activation of OCT4 enhances ex vivo expansion of human cord blood hematopoietic stem and progenitor cells by regulating HOXB4 expression. Leukemia. 2016 Jan;30(1):144-53. doi: 10.1038/leu.2015.189. Epub 2015 Jul 23. PMID: 26202933; PMCID: PMC4703453.

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1: Huang X, Lee MR, Cooper S, Hangoc G, Hong KS, Chung HM, Broxmeyer HE. Activation of OCT4 enhances ex vivo expansion of human cord blood hematopoietic stem and progenitor cells by regulating HOXB4 expression. Leukemia. 2015 Jul 23. doi: 10.1038/leu.2015.189. [Epub ahead of print] PubMed PMID: 26202933.

2: Tsang F, James C, Kato M, Myers V, Ilyas I, Tsang M, Lin SJ. Reduced Ssy1-Ptr3-Ssy5 (SPS) signaling extends replicative life span by enhancing NAD+ homeostasis in Saccharomyces cerevisiae. J Biol Chem. 2015 May 15;290(20):12753-64. doi: 10.1074/jbc.M115.644534. Epub 2015 Mar 30. PubMed PMID: 25825491; PubMed Central PMCID: PMC4432292.

3: Li W, Tian E, Chen ZX, Sun G, Ye P, Yang S, Lu D, Xie J, Ho TV, Tsark WM, Wang C, Horne DA, Riggs AD, Yip ML, Shi Y. Identification of Oct4-activating compounds that enhance reprogramming efficiency. Proc Natl Acad Sci U S A. 2012 Dec 18;109(51):20853-8. doi: 10.1073/pnas.1219181110. Epub 2012 Dec 3. PubMed PMID: 23213213; PubMed Central PMCID: PMC3529047.

4: Boer VM, Daran JM, Almering MJ, de Winde JH, Pronk JT. Contribution of the Saccharomyces cerevisiae transcriptional regulator Leu3p to physiology and gene expression in nitrogen- and carbon-limited chemostat cultures. FEMS Yeast Res. 2005 Jul;5(10):885-97. PubMed PMID: 15949974.

5: Adachi K, Hashimoto T, Ishihara S, Fujishiro H, Sato S, Sato H, Amano Y, Hattori S, Kinoshita Y. Comparison of five-day Helicobacter pylori eradication regimens: rabeprazole-based and omeprazole-based regimens with and without omeprazole pretreatment. Curr Ther Res Clin Exp. 2003 Jul;64(7):412-21. doi: 10.1016/S0011-393X(03)00120-6. PubMed PMID: 24944392; PubMed Central PMCID: PMC4053033.

6: Goethals K, Leyman B, Van Den Eede G, Van Montagu M, Holsters M. An Azorhizobium caulinodans ORS571 locus involved in lipopolysaccharide production and nodule formation on Sesbania rostrata stems and roots. J Bacteriol. 1994 Jan;176(1):92-9. PubMed PMID: 7506708; PubMed Central PMCID: PMC205018.