Ampelopsin A

Ampelopsin A
Identifiers
(+)-Ampelopsin A
CAS Number	(-): 280561-81-1 (+): 130608-11-6
3D model (JSmol)	Interactive image
ChEMBL	(-): ChEMBL1224886 (+): ChEMBL601296
PubChem CID	(+): 182999
UNII	(-): S86WX55WAF
CompTox Dashboard (EPA)	DTXSID60156638
InChI InChI=1S/C28H22O7/c29-15-5-1-13(2-6-15)23-24-19(9-17(31)11-21(24)33)26-25-20(27(23)34)10-18(32)12-22(25)35-28(26)14-3-7-16(30)8-4-14/h1-12,23,26-34H/t23-,26-,27-,28+/m0/s1 Key: LHUHHURKGTUZHU-QWMXJGQVSA-N
SMILES Oc1ccc(cc1)C6c2c(cc(O)cc2O)C3c5c(cc(O)cc5OC3c4ccc(O)cc4)C6O
Properties
Chemical formula	C₂₈H₂₂O₇
Molar mass	470.477 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

Ampelopsin A is a resveratrol dimer found in Ampelopsis glandulosa var. hancei (formerly A. brevipedunculata var. hancei).^[1]^[2]^[3]

References

^ Ampelopsins A, B and C, new oligostilbenes of Ampelopsis brevipedunculata VAR hancei. Yoshiteru Oshima, Yuji Ueno, Hiroshi Hikino, Yang Ling-Ling and Yen Kun-Ying, Tetrahedron, Volume 46, Issue 15, 1990, Pages 5121–5126, doi:10.1016/S0040-4020(01)87819-4
^ Chemical determination of the absolute structures of resveratrol dimers, ampelopsins A, B, D and F. Yoshiaki Takaya, Ke-Xu Yan†, Kenji Terashima, Junko Ito and Masatake Niwa, Tetrahedron, Volume 58, Issue 36, 2 September 2002, Pages 7259–7265, doi:10.1016/S0040-4020(02)00785-8
^ Zhou, Jiaju; Xie, Guirong; Yan, Xinjian (2011-02-21). Encyclopedia of Traditional Chinese Medicines – Molecular Structures, Pharmacological Activities, Natural Sources and Applications: Vol. 1: Isolated Compounds A-C. Springer Science & Business Media. p. 123. ISBN 978-3-642-16735-5.

Oligostilbenoids and their glycosides

Dimers

Trimers

Tetramers:

Higher polymers
(five units or more)

Oligomeric forms
of resveratrol

Dimers	Amurensin A and H Ampelopsin A B D and F Balanocarpol Cyphostemmin A and B δ-viniferin ε-viniferin Gnetin A and C Leachinol F Malibatol A Pallidol Parthenocissin A Quadrangularin A Restrytisol A, B and C Vitisinol D
Trimers	α-viniferin Ampelopsin C Amurensin C, D and G Hopeanolin Malaysianol A Miyabenol C Resviniferin A and B trans-diptoindonesin B
Tetramers	Ampelopsin H Amurensin K Caraphenol B Carasinol B Flexuosol A Hopeaphenol Kobophenol A Miyabenol A Vaticanol B and C Vaticaphenol A Vitisin A B and C β-viniferin (cyclic resveratrol tetramer)
Pentamers	Amurensin E and F
Hexamers	Chunganenol
Higher polymers	γ-viniferin Valeriaphenol A