Cyphostemmin A

Cyphostemmin A
Names

IUPAC name 8-(3,5-dihydroxyphenyl)-6,7-bis(4-hydroxyphenyl)-5,8-dihydronaphthalene-1,3-diol
Identifiers
CAS Number	220328-15-4^Y
3D model (JSmol)	Interactive image
ChemSpider	58226951
PubChem CID	100920620
CompTox Dashboard (EPA)	DTXSID501030536
InChI InChI=1S/C28H22O6/c29-19-5-1-15(2-6-19)24-12-18-11-23(33)14-25(34)27(18)28(17-9-21(31)13-22(32)10-17)26(24)16-3-7-20(30)8-4-16/h1-11,13-14,28-34H,12H2/t28-/m0/s1 Key: ZUOFIYSMCLKBAS-NDEPHWFRSA-N
SMILES c1cc(ccc1C2=C([C@@H](c3c(cc(cc3O)O)C2)c4cc(cc(c4)O)O)c5ccc(cc5)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

Cyphostemmin A is an oligostilbene found in Cyphostemma crotalarioides (Vitaceae).^[1]

See also

Cyphostemmin B

References

^ Ducrot, Paul-Henri; Kollmann, Albert; Bala, Adil E.; Majira, Amel; Kerhoas, Lucien; Delorme, Robert; Einhorn, Jacques (1998). "Cyphostemmins A-B, two new antifungal oligostilbenes from Cyphostemma crotalarioides (Vitaceae)". Tetrahedron Letters. 39 (52): 9655–9658. doi:10.1016/S0040-4039(98)02207-2.

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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	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

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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