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Kukoamines

From Wikipedia, the free encyclopedia
Kukoamine A[1]
2D Structure
Kukoamines 3D structure
Names
Preferred IUPAC name
3-(3,4-Dihydroxyphenyl)-N-[3-[4-[3-[3-(3,4-dihydroxyphenyl)propanoylamino]propylamino]butylamino]propyl]propanamide
Other names
N(1),N(12)-bis(dihydrocaffeoyl)spermine
AC1NSXD9
BDBM50240622
DNC013917
C17615
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
KEGG
  • InChI=1S/C28H42N4O6/c33-23-9-5-21(19-25(23)35)7-11-27(37)31-17-3-15-29-13-1-2-14-30-16-4-18-32-28(38)12-8-22-6-10-24(34)26(36)20-22/h5-6,9-10,19-20,29-30,33-36H,1-4,7-8,11-18H2,(H,31,37)(H,32,38)
    Key: IOLDDENZPBFBHV-UHFFFAOYSA-N
  • C1=CC(=C(C=C1CCC(=O)NCCCNCCCCNCCCNC(=O)CCC2=CC(=C(C=C2)O)O)O)O
Properties
C28H42N4O6
Molar mass 530.666 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Kukoamines are chemicals that are present in some plants including Lycium chinense, potatoes, and tomatoes.[2][3][4] The most prevalent example is kukoamine A; others include kukoamine B, C, and D.[5][6][7]

Chemically, kukoamines are catechols and also dihydrocaffeic acid derivatives of polyamines.[4]

References

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  1. ^ CID 5318865 from PubChem
  2. ^ Lim, T. K. (2016-02-11). Edible Medicinal and Non-Medicinal Plants: Volume 12 Modified Stems, Roots, Bulbs. Springer. ISBN 9783319260655.
  3. ^ "Kukoamines Found in Potatoes". cabi.org. Retrieved 2017-04-07.
  4. ^ a b Parr, Adrian J.; Mellon, Fred A.; Colquhoun, Ian J.; Davies, Howard V. (2005). "Dihydrocaffeoyl Polyamines (Kukoamine and Allies) in Potato (Solanum tuberosum) Tubers Detected during Metabolite Profiling". Journal of Agricultural and Food Chemistry. 53 (13): 5461–6. doi:10.1021/jf050298i. PMID 15969534.
  5. ^ CID 10346914 from PubChem, entry for kukoamine B
  6. ^ CID 10052730 from PubChem, entry for kukoamine C
  7. ^ CID 10075692 from PubChem, entry for kukoamine D