Stenophyllanin A

Stenophyllanin A
Chemical structure of stenophyllanin A
Names
IUPAC name
[(10R,11R)-10-[(15S,19S)-19-[2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]-2,3,4,7,8,9-hexahydroxy-12,17-dioxo-13,16-dioxatetracyclo[13.3.1.05,18.06,11]nonadeca-1,3,5(18),6,8,10-hexaen-14-yl]-3,4,5,17,18,19-hexahydroxy-8,14-dioxo-9,13-dioxatricyclo[13.4.0.02,7]nonadeca-1(19),2,4,6,15,17-hexaen-11-yl] 3,4,5-trihydroxybenzoate
Identifiers
CAS Number
  • 97775-88-7
3D model (JSmol)
  • Interactive image
PubChem CID
  • 101651021
InChI
  • InChI=1S/C56H40O31/c57-18-2-1-12(3-20(18)59)47-27(66)6-14-19(58)10-21(60)32(48(14)84-47)35-34-36-33(44(74)46(76)45(34)75)31-17(9-26(65)40(70)43(31)73)55(80)87-51(50(35)86-56(36)81)49-28(83-52(77)13-4-22(61)37(67)23(62)5-13)11-82-53(78)15-7-24(63)38(68)41(71)29(15)30-16(54(79)85-49)8-25(64)39(69)42(30)72/h1-5,7-10,27-28,35,47,49-51,57-76H,6,11H2/t27?,28-,35-,47?,49-,50+,51?/m1/s1
    Key: MRRHAYNXHYEUOD-KJJOKTLFSA-N
  • C1C(C(OC2=C1C(=CC(=C2C3C4C(OC(=O)C5=CC(=C(C(=C5C6=C(C3=C(C(=C6O)O)O)C(=O)O4)O)O)O)C7C(COC(=O)C8=CC(=C(C(=C8C9=C(C(=C(C=C9C(=O)O7)O)O)O)O)O)O)OC(=O)C1=CC(=C(C(=C1)O)O)O)O)O)C1=CC(=C(C=C1)O)O)O
Properties
Chemical formula
C42H30O25
Molar mass 934,64 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references
Chemical compound

Stenophyllanin A is an ellagitannin. It can be found in Cowania mexicana, Coleogyne ramosissima[1] and Quercus stenophylla.[2]

References

  1. ^ Anti-tumor promoting activity of polyphenols from Cowania mexicana and Coleogyne ramosissima. Hideyuki Ito, Masateru Miyake, Eisei Nishitani, Kazuko Mori, Tsutomu Hatano, Takuo Okuda, Takao Konoshima, Midori Takasaki, Mutsuo Kozuka, Teruo Mukainaka, Harukuni Tokuda, Hoyoku Nishino and Takashi Yoshida, Cancer Letters, Volume 143, Issue 1, 23 August 1999, Pages 5–13, doi:10.1016/S0304-3835(99)00160-3
  2. ^ Tannins and related compounds part 26: isolation and structures of stenophyllanins A, B, and C, novel tannins from Quercus stenophylla, G. Nonaka, H. Nishimura, I. Nishioka, J. Chem. Soc. Perkin Trans. 1, 1985, pp. 163–172, doi:10.1039/P19850000163
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Types of ellagitannins
Moieties
  • Diphenolic acid : Hexahydroxydiphenic acid (HHDP)
  • Triphenolic acids : Nonahydroxytriphenic acid
  • Sanguisorbic acid
  • Valoneic acid
  • Tetraphenolic acids : Isoterchebulic acid
  • Terchebulinic acid
Lactones
Monomers
C-glycosidic ellagitannins
Dehydroellagitannins (molecules with
dehydrohexahydroxydiphenic acid (DHHDP)
Transformed ellagitannins
molecules with chebulic acid
molecules with Elaeocarpusinic acid
  • Elaeocarpusin
  • Helioscopin B
  • Mallojaponin (1-O-Galloyl-2,4-elaeocarpusinoyl-3,6-(R)-valoneayl-beta-D-glucose)
Oligomers
Dimers
Agrimoniin
Cornusiin E (dimer of tellimagrandin II)
Lambertianin A and B
Nobotanin B
Roburin A, B, C and D
Sanguiin H-6
Trimers
Lambertianin C
Raspberry ellagitannin
Tetramers
Lambertianin D
Nobotanin S
Pentamer
Melastoflorin A
Other


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