Theograndin I - Misplaced Pages

Theograndin I
Names

IUPAC name 4′,5,7-Trihydroxyflavon-8-yl 3-O-sulfo-β-D-glucopyranosiduronic acid
Systematic IUPAC name (2S,3R,4S,5R,6S)-6-{oxy}-3,5-dihydroxy-4-(sulfooxy)oxane-2-carboxylic acid
Identifiers
CAS Number	637004-62-7]
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL460972
ChemSpider	9332093
PubChem CID	11156985
UNII	H7Z3V79EXC
CompTox Dashboard (EPA)	DTXSID801045348
InChI InChI=1S/C21H18O15S/c22-8-3-1-7(2-4-8)12-6-10(24)13-9(23)5-11(25)16(17(13)33-12)34-21-15(27)18(36-37(30,31)32)14(26)19(35-21)20(28)29/h1-6,14-15,18-19,21-23,25-27H,(H,28,29)(H,30,31,32)/t14-,15+,18-,19-,21+/m0/s1Key: RUJCBFMBNQPWBK-DLSLMLROSA-N InChI=1/C21H18O15S/c22-8-3-1-7(2-4-8)12-6-10(24)13-9(23)5-11(25)16(17(13)33-12)34-21-15(27)18(36-37(30,31)32)14(26)19(35-21)20(28)29/h1-6,14-15,18-19,21-23,25-27H,(H,28,29)(H,30,31,32)/t14-,15+,18-,19-,21+/m0/s1Key: RUJCBFMBNQPWBK-DLSLMLROBZ
SMILES C1=CC(=CC=C1C2=CC(=O)C3=C(O2)C(=C(C=C3O)O)OC4C(C(C(C(O4)C(=O)O)O)OS(=O)(=O)O)O)O
Properties
Chemical formula	C₂₁H₁₈O₁₅S
Molar mass	542.42 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references

Chemical compound

Theograndin I is a sulfated flavone glucuronide found in Cupuaçu (Theobroma grandiflorum). It is a glucuronide of isoscutellarein (8-Hydroxyapigenin).

References

"KNApSAcK Metabolite Information - C00045107". www.knapsackfamily.com.
Yang, H; Protiva, P; Cui, B; Ma, C; Baggett, S; Hequet, V; Mori, S; Weinstein, IB; Kennelly, EJ (2003). "New bioactive polyphenols from Theobroma grandiflorum ("cupuaçu")". Journal of Natural Products. 66 (11): 1501–4. doi:10.1021/np034002j. PMID 14640528.

Flavones and their conjugates

Aglycones

Monohydroxyflavone	3-Hydroxyflavone 6-Hydroxyflavone
Dihydroxyflavones	Chrysin 4',7-Dihydroxyflavone 7,8-Dihydroxyflavone
Trihydroxyflavones	Apigenin Baicalein Galangin Norwogonin 7,8,3'-Trihydroxyflavone 6,7,4'-Trihydroxyflavone
Tetrahydroxyflavones	Fisetin Kaempferol Isoscutellarein Luteolin Norartocarpetin Scutellarein
Pentahydroxyflavones	Herbacetin Morin Quercetin Nortangeretin 6-Hydroxyluteolin Norwightin Hypolaetin Tricetin
O-methylated flavones	4',7-Dihydroxy-6-methoxyflavone Acacetin Alnetin Artocarpetin Chrysoeriol Cirsilineol Cirsiliol Cirsimaritin Diosmetin Eupatilin Genkwanin Hispidulin Nepetin Nobiletin Oroxylin A Pratol Salvigenin Sinensetin Tangeretin Techtochrysin Tricin Wogonin Zapotin

Glycosides

of apigenin	Apiin Apigetrin Isovitexin Rhoifolin Saponarin Schaftoside Vicenin-2 Vitexin
of baicalein	Baicalin Tetuin
of hypolaetin	Hypolaetin 8-glucoside Hypolaetin 8-glucuronide
of luteolin	Cynaroside Isoorientin Orientin Veronicastroside Luteolin-7-O-glucuronide

Acetylated

Artocarpetin A

Artoindonesianin P

Sulfated glycosides

Theograndin I and II

Polymers

Drugs

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