Quadrangularin A

Quadrangularin A
Chemical structure of (−)-quadrangularin A.
Names
Preferred IUPAC name
(1E,2R,3R)-2-(3,5-Dihydroxyphenyl)-3-(4-hydroxyphenyl)-1-[(4-hydroxyphenyl)methylidene]indene-4,6-diol
Other names
(±)-Quadrangularin A
Identifiers
CAS Number
  • 252557-25-8
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:76192
ChemSpider
  • 4476724
PubChem CID
  • 5318096
InChI
  • InChI=1S/C28H22O6/c29-18-5-1-15(2-6-18)9-23-24-13-22(33)14-25(34)28(24)27(16-3-7-19(30)8-4-16)26(23)17-10-20(31)12-21(32)11-17/h1-14,26-27,29-34H/b23-9-/t26-,27+/m1/s1
    Key: BIQMSWPBPAKGSE-PBSLAQMISA-N
  • C1=CC(=CC=C1C=C2C(C(C3=C(C=C(C=C23)O)O)C4=CC=C(C=C4)O)C5=CC(=CC(=C5)O)O)O
Properties
Chemical formula
 C28H22O6
Molar mass 454.478 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Chemical compound

Quadrangularin A is an oligostilbene found in Cissus quadrangularis[1] and in Parthenocissus laetevirens.[2] It is a resveratrol dimer.

References

  1. ^ Li, Wenling; Li, Hao; Li, Ying; Hou, Zijie (2006). "Total Synthesis of (±)-Quadrangularin A". Angewandte Chemie International Edition. 45 (45): 7609–7611. doi:10.1002/anie.200603097. PMID 17051632.
  2. ^ Chen, Juanjuan; He, Shan; Mao, Hui; Sun, Cuirong; Pan, Yuanjiang (2009). "Characterization of polyphenol compounds from the roots and stems of Parthenocissus laetevirensby high-performance liquid chromatography/Tandem mass spectrometry". Rapid Communications in Mass Spectrometry. 23 (6): 737–744. Bibcode:2009RCMS...23..737C. doi:10.1002/rcm.3937. PMID 19204932.
  • v
  • t
  • e
Oligostilbenoids and their glycosides
  • Diptoindonesin C
  • Diptoindonesin F
  • Gnetin H
  • Hemsleyanol D
  • Isohopeaphenol
  • Laetevirenol A, B, C, D and E
  • Suffruticosol A and B
  • Viniferal
  • E-ω-viniferin
  • Z-ω-viniferin
Dimers
  • Diptoindonesin G
  • Jezonodione
  • B
  • Scirpusin A
  • Tibeticanol (piceatannol dimer)
Trimers
  • Amurensin B
  • Gnetin E
  • Gneyulin A
  • Johorenol A
  • Ampelopsin E
  • Vaticanol G
Tetramers:
  • Dibalanocarpol
  • Gnetin J (3"-hydroxygnetin E)
  • Gnetin K (3"-methoxygnetin E)
  • Gnetuhainin R (isorhapontigenin tetramer)
  • Laetevirenol F and G
Higher polymers
(five units or more)
  • Vaticanol D, H, I and J
Oligomeric forms
of resveratrol
Dimers
Trimers
Tetramers
Pentamers
Hexamers
Higher polymers
  • γ-viniferin
  • Valeriaphenol A
Glycosides or conjugates
  • Diptoindonesin A (C-glucoside of ε-viniferin)
  • Foeniculoside I (glucoside of miyabenol C), II, III and IV
  • Laevifonol (an ε-viniferin-ascorbic acid hybrid compound)
  • Laevifoside (O-glucoside of ampelopsin A)
Stub icon

This article about an aromatic compound is a stub. You can help Wikipedia by expanding it.

  • v
  • t
  • e