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
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
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/
|
Solvent |
mg/mL |
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 |
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
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.
| 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.
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.
