Quadrangularin A
Quadrangularin A
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Names |
IUPAC name
(1E,2R,3R)-2-(3,5-dihydroxyphenyl)-3-(4-hydroxyphenyl)-1-[(4-hydroxyphenyl)methylidene]-2,3-dihydroindene-4,6-diol |
Other names
(±)-Quadrangularin A |
Identifiers |
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252557-25-8 |
ChEBI |
CHEBI:76192 |
ChemSpider |
4476724 |
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
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Jmol-3D images |
Image |
PubChem |
5318096 |
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
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Properties |
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C28H22O6 |
Molar mass |
454.47 g/mol |
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa) |
Infobox references |
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Quadrangularin A is an oligostilbene found in Cissus quadrangularis[1] and in Parthenocissus laetevirens.[2] It is a resveratrol dimer.
References
- ↑ Total Synthesis of (±)-Quadrangularin A. Wenling Li, Hao Li, Ying Li and Zijie Hou, Angewandte Chemie International Edition, Volume 45, Issue 45, page 7609-7611, doi:10.1002/anie.200603097
- ↑ Characterization of polyphenol compounds from the roots and stems of Parthenocissus laetevirens by high-performance liquid chromatography/tandem mass spectrometry. Juanjuan Chen, Shan He, Hui Mao, Cuirong Sun and Yuanjiang Pan, Rapid Commun. Mass Spectrom., 2009, volume 23, pages 737–744, doi:10.1002/rcm
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- 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)
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| Trimers |
- Amurensin B
- Gnetin E
- Gneyulin A
- Johorenol A
- Ampelopsin E
- Vaticanol G
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| Tetramers: |
- Dibalanocarpol
- Gnetin J (3"-hydroxygnetin E)
- Gnetin K (3"-methoxygnetin E)
- Gnetuhainin R (isorhapontigenin tetramer)
- Laetevirenol F and G
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| Higher polymers (five units or more) | |
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| Oligomeric forms of resveratrol | Dimers | |
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| Trimers | |
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| Tetramers | |
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| Pentamers | |
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| Hexamers | |
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| Higher polymers |
- γ-viniferin
- Valeriaphenol A
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| 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)
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