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MedKoo Cat#: 562912 | Name: SFO

Description:

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

SFO is an inducer of the endothelial-to-mesenchymal transition (EndoMT).

Chemical Structure

SFO
SFO
CAS#7470-44-2

Theoretical Analysis

MedKoo Cat#: 562912

Name: SFO

CAS#: 7470-44-2

Chemical Formula: C10H10O3

Exact Mass: 178.0630

Molecular Weight: 178.18

Elemental Analysis: C, 67.41; H, 5.66; O, 26.94

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
SFO; Safrole oxide; Safrole epoxide;
IUPAC/Chemical Name
5-(Oxiran-2-ylmethyl)-1,3-benzodioxole
InChi Key
KZYXVVGEWCXONF-UHFFFAOYSA-N
InChi Code
InChI=1S/C10H10O3/c1-2-9-10(13-6-12-9)4-7(1)3-8-5-11-8/h1-2,4,8H,3,5-6H2
SMILES Code
C12=CC(CC3OC3)=CC=C1OCO2
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

Preparing Stock Solutions

The following data is based on the product molecular weight 178.18 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
1: Ge D, Jing Q, Zhao W, Yue H, Su L, Zhang S, Zhao J. Finding ATF4/p75NTR/IL-8 signal pathway in endothelial-mesenchymal transition by safrole oxide. PLoS One. 2014 Jun 6;9(6):e99378. doi: 10.1371/journal.pone.0099378. eCollection 2014. PubMed PMID: 24905361; PubMed Central PMCID: PMC4048316. 2: Su L, Zhang H, Zhao J, Zhang S, Zhang Y, Zhao B, Miao J. Safrole-2',3'-oxide induces atherosclerotic plaque vulnerability in apolipoprotein E-knockout mice. Toxicol Lett. 2013 Feb 27;217(2):129-36. doi: 10.1016/j.toxlet.2012.12.011. Epub 2012 Dec 25. PubMed PMID: 23270965. 3: Zhao Y, Xin J, Sun C, Zhao B, Zhao J, Su L. Safrole oxide induced neuronal differentiation of rat bone-marrow mesenchymal stem cells by elevating Hsp70. Gene. 2012 Nov 1;509(1):85-92. doi: 10.1016/j.gene.2012.07.088. Epub 2012 Aug 22. PubMed PMID: 22921323. 4: Shen LC, Chiang SY, Lin MH, Chung WS, Wu KY. In vivo formation of N7-guanine DNA adduct by safrole 2',3'-oxide in mice. Toxicol Lett. 2012 Sep 18;213(3):309-15. doi: 10.1016/j.toxlet.2012.07.006. Epub 2012 Jul 20. PubMed PMID: 22820429. 5: Chiang SY, Lee PY, Lai MT, Shen LC, Chung WS, Huang HF, Wu KY, Wu HC. Safrole-2',3'-oxide induces cytotoxic and genotoxic effects in HepG2 cells and in mice. Mutat Res. 2011 Dec 24;726(2):234-41. doi: 10.1016/j.mrgentox.2011.09.014. Epub 2011 Oct 1. PubMed PMID: 21986196. 6: Su L, Zhao J, Zhao BX, Zhang SL, Miao JY. Safrole oxide induces human umbilical vein endothelial cell transdifferentiation to 5-hydroxytryptaminergic neuron-like cells through tropomyosin receptor kinase A/cyclooxygenase 2/nuclear factor-kappa B/interleukin 8 signaling. Int J Biochem Cell Biol. 2011 Oct;43(10):1512-22. doi: 10.1016/j.biocel.2011.07.002. Epub 2011 Jul 13. PubMed PMID: 21777689. 7: Su L, Zhao B, Lv X, Zhao J, Zhang S, Miao J. Safrole oxide is a useful tool for investigating the effect of apoptosis in vascular endothelial cells on neural stem cell survival and differentiation in vitro. Bioorg Med Chem Lett. 2007 Jun 1;17(11):3167-71. Epub 2007 Mar 15. PubMed PMID: 17391961. 8: Su L, Zhao B, Lv X, Wang N, Zhao J, Zhang S, Miao J. Safrole oxide induces neuronal apoptosis through inhibition of integrin beta4/SOD activity and elevation of ROS/NADPH oxidase activity. Life Sci. 2007 Feb 20;80(11):999-1006. Epub 2006 Dec 1. PubMed PMID: 17188719. 9: Zhao J, Miao J, Zhao B, Zhang S, Yin D. Suppressing Akt phosphorylation and activating Fas by safrole oxide inhibited angiogenesis and induced vascular endothelial cell apoptosis in the presence of fibroblast growth factor-2 and serum. Int J Biochem Cell Biol. 2006;38(9):1603-13. Epub 2006 Apr 18. PubMed PMID: 16702019. 10: Su L, Zhao J, Zhao BX, Miao JY, Yin DL, Zhang SL. Safrole oxide induced human umbilical vein vascular endothelial cell differentiation into neuron-like cells by depressing the reactive oxygen species level at the low concentration. Biochim Biophys Acta. 2006 Feb;1763(2):247-53. Epub 2006 Jan 27. PubMed PMID: 16473419. 11: Du A, Zhao B, Miao J, Yin D, Zhang S. Safrole oxide induces apoptosis by up-regulating Fas and FasL instead of integrin beta4 in A549 human lung cancer cells. Bioorg Med Chem. 2006 Apr 1;14(7):2438-45. Epub 2005 Dec 1. PubMed PMID: 16326105. 12: Du A, Zhao B, Yin D, Zhang S, Miao J. Safrole oxide induces apoptosis by activating caspase-3, -8, and -9 in A549 human lung cancer cells. Bioorg Med Chem Lett. 2006 Jan 1;16(1):81-3. Epub 2005 Oct 18. PubMed PMID: 16242324. 13: Zhao J, Miao J, Zhao B, Zhang S. Upregulating of Fas, integrin beta4 and P53 and depressing of PC-PLC activity and ROS level in VEC apoptosis by safrole oxide. FEBS Lett. 2005 Oct 24;579(25):5809-13. PubMed PMID: 16225864. 14: Zhao J, Miao J, Zhao B, Zhang S, Yin D. Safrole oxide inhibits angiogenesis by inducing apoptosis. Vascul Pharmacol. 2005 Jun;43(1):69-74. PubMed PMID: 15936989. 15: Zhao J, Zhao B, Du A, Zhao Q, Miao J. Effects of novel safrole oxide derivatives, 1-propyl-3-(3,4-methylenedioxyphenyl)-2-propanol and 1-isopropoxy-3-(3,4-methylenedioxyphenyl)-2-propanol, on apoptosis induced by deprivation of survival factors in vascular endothelial cells. Endothelium. 2004 Sep-Dec;11(5-6):267-73. PubMed PMID: 15763947. 16: Du A, Zhang S, Miao J, Zhao B. Safrole oxide induces apoptosis in A549 human lung cancer cells. Exp Lung Res. 2004 Sep;30(6):419-29. PubMed PMID: 15524402. 17: Zhao BX, Du AY, Miao JY, Zhao KW, Du CQ. Effects of novel safrole oxide derivatives, 1-methoxy-3-(3,4-methylenedioxyphenyl)-2-propanol and 1-ethoxy-3-(3,4-methylenedioxyphenyl)-2-propanol, on apoptosis induced by deprivation of survival factors in vascular endothelial cells. Vascul Pharmacol. 2003 Oct;40(3):183-7. PubMed PMID: 13678651. 18: Miao JY, Zhao BX, Li HH, Zhang SL, Du CQ. Effect of safrole oxide on vascular endothelial cell growth and apoptosis induced by deprivation of fibroblast growth factor. Acta Pharmacol Sin. 2002 Apr;23(4):323-6. PubMed PMID: 11931706. 19: Luo G, Guenthner TM. Covalent binding to DNA in vitro of 2',3'-oxides derived from allylbenzene analogs. Drug Metab Dispos. 1996 Sep;24(9):1020-7. Erratum in: Drug Metab Dispos 1997 Jan;25(1):131. PubMed PMID: 8886614. 20: Qato MK, Guenthner TM. 32P-postlabeling analysis of adducts formed between DNA and safrole 2',3'-epoxide: absence of adduct formation in vivo. Toxicol Lett. 1995 Jan;75(1-3):201-7. PubMed PMID: 7863528.

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SG2057

SG2057