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Raphanin

From Wikipedia, the free encyclopedia
Raphanin
Names
Preferred IUPAC name
(1E)-4-Isothiocyanato-1-(methanesulfinyl)but-1-ene
Other names
Sulforaphen; Sulforaphene; Sativin
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C6H9NOS2/c1-10(8)5-3-2-4-7-6-9/h3,5H,2,4H2,1H3
    Key: QKGJFQMGPDVOQE-UHFFFAOYSA-N
  • InChI=1/C6H9NOS2/c1-10(8)5-3-2-4-7-6-9/h3,5H,2,4H2,1H3
    Key: QKGJFQMGPDVOQE-UHFFFAOYAU
  • S=C=N/CC\C=C\S(=O)C
Properties
C6H9NOS2
Molar mass 175.26 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Raphanin is the main sulfur component found in radish seeds of Raphanus sativus and is also found in broccoli and red cabbage.[1][2] It was first described in 1947.[3][4]

Basic research

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In vitro, raphanin inhibits some fungi and various bacteria including Staphylococcus, Streptococcus, Pneumococcus and Escherichia coli.[3][5][6]

Minimum inhibitory concentration of raphanin[7]
Bacteria MIC (mg/mL)
Staphylococcus 0.04
Shigella dysenteriae 0.125
Salmonella typhi 0.125
Escherichia coli 0.2

See also

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References

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  1. ^ Sinha, Nirmal K.; Hui, Y. H.; Muhammad Siddiq; Jasim Ahmed (2010). Handbook of Vegetables and Vegetable Processing. John Wiley and Sons. p. 156. ISBN 978-0-8138-1541-1.
  2. ^ Michael Meyer & Sieghard T. Adam (2008). "Comparison of glucosinolate levels in commercial broccoli and red cabbage from conventional and ecological farming". European Food Research and Technology. 226 (6): 1429–1437. doi:10.1007/s00217-007-0674-0. S2CID 98687281.
  3. ^ a b Baron, Abraham Louis (1950). Handbook of antibiotics. Reinhold. p. 215. ISBN 9780598986818.
  4. ^ Ivãnovics, G. & S. Horvãth (1947). "Raphanin, an Antibacterial Principle of the Radish (Raphanus sativus)". Nature. 160 (4061): 297–298. Bibcode:1947Natur.160..297I. doi:10.1038/160297a0. PMID 20261763. S2CID 4005718.
  5. ^ Florey, Howard (1949). Antibiotics: a survey of penicillin, streptomycin, and other antimicrobial substances from fungi, actinomycetes, bacteria, and plants. Oxford University Press. pp. 625–6.
  6. ^ Ivànovics, G. & Horvath, S. (1947). "Isolation and Properties of Raphanin, an Antibacterial Substance from Radish Seed". Experimental Biology and Medicine. 66 (3): 625–630. doi:10.3181/00379727-66-16177. PMID 18900045. S2CID 32292410.
  7. ^ Chang, Hson-Mou; Pui-Hay, Paul; Yao, Sih-Cheng (2001). Pharmacology and Applications of Chinese Material Medical. World Scientific. p. 969. ISBN 978-981-02-3694-6.