Raphanin

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. It was first described in 1947.

Basic research

In vitro, raphanin inhibits some fungi and various bacteria including Staphylococcus, Streptococcus, Pneumococcus and Escherichia coli.

Minimum inhibitory concentration of raphanin
BacteriaMIC (mg/mL)
Staphylococcus0.04
Shigella dysenteriae0.125
Salmonella typhi0.125
Escherichia coli0.2

See also

References

  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. 1 2 Baron, Abraham Louis (1950). Handbook of antibiotics. Reinhold. p. 215. ISBN 9780598986818. {{cite book}}: ISBN / Date incompatibility (help)
  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.