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MedKoo Cat#: 597939 | Name: L-Sulforaphane
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Description:

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

L-Sulforaphane is a naturally occurring isothiocyanate found in high concentration in a variety of brocolli. Acts as a potent inducer of detoxification enzymes. L-Sulforaphane displays bactericidal activity to both the intracellular and extracellular forms of H. pylori.

Chemical Structure

L-Sulforaphane
L-Sulforaphane
CAS#142825-10-3

Theoretical Analysis

MedKoo Cat#: 597939

Name: L-Sulforaphane

CAS#: 142825-10-3

Chemical Formula: C6H11NOS2

Exact Mass: 177.0282

Molecular Weight: 177.28

Elemental Analysis: C, 40.65; H, 6.25; N, 7.90; O, 9.02; S, 36.17

Price and Availability

Size Price Availability Quantity
25mg USD 385.00 2 Weeks
50mg USD 685.00 2 Weeks
100mg USD 1,050.00 2 Weeks
250mg USD 2,050.00 2 Weeks
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Synonym
L-Sulforaphane; (R)-Sulforaphane; (-)-Sulforaphane;
IUPAC/Chemical Name
(R)-1-isothiocyanato-4-(methylsulfinyl)butane
InChi Key
SUVMJBTUFCVSAD-SNVBAGLBSA-N
InChi Code
InChI=1S/C6H11NOS2/c1-10(8)5-3-2-4-7-6-9/h2-5H2,1H3/t10-/m1/s1
SMILES Code
O=[S@@](CCCCN=C=S)C
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
>3 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
2934.99.03.00
More Info
Product Data
Product Data
Instruction
View handling instruction
Biological target:
(R)-Sulforaphane (L-Sulforaphane) is a highly potent inducer of the Keap1/Nrf2/ARE pathway.
In vitro activity:
The results showed that SFN (sulforaphane) effectively enhanced superoxide dismutase (SOD) activity, elevated the ratio of glutathione (GSH)/glutathione oxidized (GSSG), and reduced H2O2-induced ROS and malondialdehyde (MDA) production and cell apoptosis. Reference: Int J Mol Sci. 2023 Jan 5;24(2):1070. https://pubmed.ncbi.nlm.nih.gov/36674585/
In vivo activity:
Finally, R-sulforaphane was the more effective of the two isomers in up-regulating CYP1A1/1B1 apoprotein levels in both rat liver and lung, and CYP1A2 in the liver. Reference: Int J Cancer. 2011 Jun 15;128(12):2775-82. https://pubmed.ncbi.nlm.nih.gov/20726001/
Solvent mg/mL mM
Solubility
DMF 3.0 16.92
DMSO 58.0 327.17
Ethanol 20.0 112.82
PBS (pH 7.2) 10.0 56.40
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 177.28 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. Shao D, Gao Z, Zhao Y, Fan M, Zhao X, Wei Q, Pan M, Ma B. Sulforaphane Suppresses H2O2-Induced Oxidative Stress and Apoptosis via the Activation of AMPK/NFE2L2 Signaling Pathway in Goat Mammary Epithelial Cells. Int J Mol Sci. 2023 Jan 5;24(2):1070. doi: 10.3390/ijms24021070. PMID: 36674585; PMCID: PMC9867344. 2. Hong L, Xu Y, Wang D, Zhang Q, Li X, Xie C, Wu J, Zhong C, Fu J, Geng S. Sulforaphane ameliorates bisphenol A-induced hepatic lipid accumulation by inhibiting endoplasmic reticulum stress. Sci Rep. 2023 Jan 20;13(1):1147. doi: 10.1038/s41598-023-28395-5. PMID: 36670177; PMCID: PMC9859828. 3. Ibrahim Fouad G. Sulforaphane, an Nrf-2 Agonist, Modulates Oxidative Stress and Inflammation in a Rat Model of Cuprizone-Induced Cardiotoxicity and Hepatotoxicity. Cardiovasc Toxicol. 2023 Jan;23(1):46-60. doi: 10.1007/s12012-022-09776-0. Epub 2023 Jan 17. PMID: 36650404; PMCID: PMC9859885. 4. Abdull Razis AF, Iori R, Ioannides C. The natural chemopreventive phytochemical R-sulforaphane is a far more potent inducer of the carcinogen-detoxifying enzyme systems in rat liver and lung than the S-isomer. Int J Cancer. 2011 Jun 15;128(12):2775-82. doi: 10.1002/ijc.25620. Epub 2010 Nov 9. PMID: 20726001.
In vitro protocol:
1. Shao D, Gao Z, Zhao Y, Fan M, Zhao X, Wei Q, Pan M, Ma B. Sulforaphane Suppresses H2O2-Induced Oxidative Stress and Apoptosis via the Activation of AMPK/NFE2L2 Signaling Pathway in Goat Mammary Epithelial Cells. Int J Mol Sci. 2023 Jan 5;24(2):1070. doi: 10.3390/ijms24021070. PMID: 36674585; PMCID: PMC9867344. 2. Hong L, Xu Y, Wang D, Zhang Q, Li X, Xie C, Wu J, Zhong C, Fu J, Geng S. Sulforaphane ameliorates bisphenol A-induced hepatic lipid accumulation by inhibiting endoplasmic reticulum stress. Sci Rep. 2023 Jan 20;13(1):1147. doi: 10.1038/s41598-023-28395-5. PMID: 36670177; PMCID: PMC9859828.
In vivo protocol:
1. Ibrahim Fouad G. Sulforaphane, an Nrf-2 Agonist, Modulates Oxidative Stress and Inflammation in a Rat Model of Cuprizone-Induced Cardiotoxicity and Hepatotoxicity. Cardiovasc Toxicol. 2023 Jan;23(1):46-60. doi: 10.1007/s12012-022-09776-0. Epub 2023 Jan 17. PMID: 36650404; PMCID: PMC9859885. 2. Abdull Razis AF, Iori R, Ioannides C. The natural chemopreventive phytochemical R-sulforaphane is a far more potent inducer of the carcinogen-detoxifying enzyme systems in rat liver and lung than the S-isomer. Int J Cancer. 2011 Jun 15;128(12):2775-82. doi: 10.1002/ijc.25620. Epub 2010 Nov 9. PMID: 20726001.
1: Licznerska B, Szaefer H, Matuszak I, Murias M, Baer-Dubowska W. Modulating potential of L-sulforaphane in the expression of cytochrome p450 to identify potential targets for breast cancer chemoprevention and therapy using breast cell lines. Phytother Res. 2015 Jan;29(1):93-9. doi: 10.1002/ptr.5232. Epub 2014 Sep 19. PubMed PMID: 25234182. 2: Oh CH, Shin JI, Mo SJ, Yun SJ, Kim SH, Rhee YH. Antiplatelet activity of L-sulforaphane by regulation of platelet activation factors, glycoprotein IIb/IIIa and thromboxane A2. Blood Coagul Fibrinolysis. 2013 Jul;24(5):498-504. doi: 10.1097/MBC.0b013e32835e4275. PubMed PMID: 23412354. 3: Kheiri Manjili H, Ma'mani L, Tavaddod S, Mashhadikhan M, Shafiee A, Naderi-Manesh H. D, L-Sulforaphane Loaded Fe3O4@ Gold Core Shell Nanoparticles: A Potential Sulforaphane Delivery System. PLoS One. 2016 Mar 16;11(3):e0151344. doi: 10.1371/journal.pone.0151344. eCollection 2016. PubMed PMID: 26982588; PubMed Central PMCID: PMC4794166. 4: Shelley Z, Royce SG, Ververis K, Karagiannis TC. Cell cycle effects of L-sulforaphane, a major antioxidant from cruciferous vegetables: The role of the anaphase promoting complex. Hell J Nucl Med. 2014 Jan-Apr;17 Suppl 1:11-6. PubMed PMID: 24392461. 5: Vyas AR, Singh SV. Functional relevance of D,L-sulforaphane-mediated induction of vimentin and plasminogen activator inhibitor-1 in human prostate cancer cells. Eur J Nutr. 2014 Apr;53(3):843-52. doi: 10.1007/s00394-013-0588-5. Epub 2013 Oct 4. PubMed PMID: 24092501; PubMed Central PMCID: PMC3972300. 6: Zhu J, Ghosh A, Coyle EM, Lee J, Hahm ER, Singh SV, Sarkar SN. Differential effects of phenethyl isothiocyanate and D,L-sulforaphane on TLR3 signaling. J Immunol. 2013 Apr 15;190(8):4400-7. doi: 10.4049/jimmunol.1202093. Epub 2013 Mar 15. PubMed PMID: 23509350; PubMed Central PMCID: PMC3622137. 7: Vyas AR, Hahm ER, Arlotti JA, Watkins S, Stolz DB, Desai D, Amin S, Singh SV. Chemoprevention of prostate cancer by d,l-sulforaphane is augmented by pharmacological inhibition of autophagy. Cancer Res. 2013 Oct 1;73(19):5985-95. doi: 10.1158/0008-5472.CAN-13-0755. Epub 2013 Aug 6. PubMed PMID: 23921360; PubMed Central PMCID: PMC3790864. 8: Sakao K, Singh SV. D,L-sulforaphane-induced apoptosis in human breast cancer cells is regulated by the adapter protein p66Shc. J Cell Biochem. 2012 Feb;113(2):599-610. doi: 10.1002/jcb.23386. PubMed PMID: 21956685; PubMed Central PMCID: PMC3253217. 9: Sangthong S, Weerapreeyakul N. Simultaneous quantification of sulforaphene and sulforaphane by reverse phase HPLC and their content in Raphanus sativus L. var. caudatus Alef extracts. Food Chem. 2016 Jun 15;201:139-44. doi: 10.1016/j.foodchem.2016.01.081. Epub 2016 Jan 20. PubMed PMID: 26868558. 10: Hahm ER, Chandra-Kuntal K, Desai D, Amin S, Singh SV. Notch activation is dispensable for D, L-sulforaphane-mediated inhibition of human prostate cancer cell migration. PLoS One. 2012;7(9):e44957. doi: 10.1371/journal.pone.0044957. Epub 2012 Sep 7. PubMed PMID: 22970326; PubMed Central PMCID: PMC3436754. 11: Choi KM, Lee YS, Sin DM, Lee S, Lee MK, Lee YM, Hong JT, Yun YP, Yoo HS. Sulforaphane inhibits mitotic clonal expansion during adipogenesis through cell cycle arrest. Obesity (Silver Spring). 2012 Jul;20(7):1365-71. doi: 10.1038/oby.2011.388. Epub 2012 Jan 26. PubMed PMID: 22282047. 12: Sharma R, Sharma A, Chaudhary P, Pearce V, Vatsyayan R, Singh SV, Awasthi S, Awasthi YC. Role of lipid peroxidation in cellular responses to D,L-sulforaphane, a promising cancer chemopreventive agent. Biochemistry. 2010 Apr 13;49(14):3191-202. doi: 10.1021/bi100104e. PubMed PMID: 20205397; PubMed Central PMCID: PMC2902186. 13: Lopes RA, Neves KB, Tostes RC, Montezano AC, Touyz RM. Downregulation of Nuclear Factor Erythroid 2-Related Factor and Associated Antioxidant Genes Contributes to Redox-Sensitive Vascular Dysfunction in Hypertension. Hypertension. 2015 Dec;66(6):1240-50. doi: 10.1161/HYPERTENSIONAHA.115.06163. Epub 2015 Oct 26. PubMed PMID: 26503970. 14: Higgins LG, Kelleher MO, Eggleston IM, Itoh K, Yamamoto M, Hayes JD. Transcription factor Nrf2 mediates an adaptive response to sulforaphane that protects fibroblasts in vitro against the cytotoxic effects of electrophiles, peroxides and redox-cycling agents. Toxicol Appl Pharmacol. 2009 Jun 15;237(3):267-80. doi: 10.1016/j.taap.2009.03.005. Epub 2009 Mar 20. PubMed PMID: 19303893. 15: Mikolajewska P, Juzeniene A, Moan J. Effect of (R)L-sulforaphane on 5-aminolevulinic acid-mediated photodynamic therapy. Transl Res. 2008 Sep;152(3):128-33. doi: 10.1016/j.trsl.2008.07.004. Epub 2008 Aug 12. PubMed PMID: 18774542. 16: Kim SH, Singh SV. D,L-Sulforaphane causes transcriptional repression of androgen receptor in human prostate cancer cells. Mol Cancer Ther. 2009 Jul;8(7):1946-54. doi: 10.1158/1535-7163.MCT-09-0104. Epub 2009 Jul 7. PubMed PMID: 19584240; PubMed Central PMCID: PMC2779717. 17: Denzer I, Münch G, Pischetsrieder M, Friedland K. S-allyl-L-cysteine and isoliquiritigenin improve mitochondrial function in cellular models of oxidative and nitrosative stress. Food Chem. 2016 Mar 1;194:843-8. doi: 10.1016/j.foodchem.2015.08.052. Epub 2015 Aug 18. PubMed PMID: 26471626. 18: Cekauskas A, Bruns H, Manikas M, Herr I, Gross ML, Zorn M, Jankevicius F, Strupas K, Schemmer P. Sulforaphane decreases kidney injury after transplantation in rats: role of mitochondrial damage. Ann Transplant. 2013 Sep 18;18:488-96. doi: 10.12659/AOT.884013. PubMed PMID: 24048440. 19: Dulull NK, Dias DA, Thrimawithana TR, Kwa FAA. L-Sulforaphane Confers Protection Against Oxidative Stress in an In Vitro Model of Age-Related Macular Degeneration. Curr Mol Pharmacol. 2018;11(3):237-253. doi: 10.2174/1874467211666180125163009. PubMed PMID: 29376497. 20: Xiao D, Powolny AA, Antosiewicz J, Hahm ER, Bommareddy A, Zeng Y, Desai D, Amin S, Herman-Antosiewicz A, Singh SV. Cellular responses to cancer chemopreventive agent D,L-sulforaphane in human prostate cancer cells are initiated by mitochondrial reactive oxygen species. Pharm Res. 2009 Jul;26(7):1729-38. doi: 10.1007/s11095-009-9883-5. Epub 2009 Apr 21. PubMed PMID: 19384467; PubMed Central PMCID: PMC2744077.