CHEBI:145773 - curcumin 4'-O-β-D-gentiotetraside

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ChEBI Name curcumin 4'-O-β-D-gentiotetraside
ChEBI ID CHEBI:145773
ChEBI ASCII Name curcumin 4'-O-beta-D-gentiotetraside
Definition A glycoside that is curcumin substituted by a β-D-glucopyranosyl-(1→6)-β-D-glucopyranosyl-(1→6)-β-D-glucopyranosyl-(1→6)-β-D-glucopyranoside group at position 4'.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information No supplier information found for this compound.
Download Molfile XML SDF
Formula C45H60O26
Net Charge 0
Average Mass 1016.949
Monoisotopic Mass 1016.33728
InChI InChI=1S/C45H60O26/c1-62-24-11-18(5-9-22(24)49)3-7-20(47)13-21(48)8-4-19-6-10-23(25(12-19)63-2)67-45-41(61)37(57)33(53)29(71-45)17-66-44-40(60)36(56)32(52)28(70-44)16-65-43-39(59)35(55)31(51)27(69-43)15-64-42-38(58)34(54)30(50)26(14-46)68-42/h3-12,26-46,49-61H,13-17H2,1-2H3/b7-3+,8-4+/t26-,27-,28-,29-,30-,31-,32-,33-,34+,35+,36+,37+,38-,39-,40-,41-,42-,43-,44-,45-/m1/s1
InChIKey VJNNWFJFCMKNOQ-IZQIZKJGSA-N
SMILES O([C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O)O)O)O)O)O)O)O)C=5C(=CC(=CC5)/C=C/C(CC(/C=C/C=6C=C(C(O)=CC6)OC)=O)=O)OC
Roles Classification
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing curcumin 4'-O-β-D-gentiotetraside (CHEBI:145773) has functional parent curcumin (CHEBI:3962)
curcumin 4'-O-β-D-gentiotetraside (CHEBI:145773) has role plant metabolite (CHEBI:76924)
curcumin 4'-O-β-D-gentiotetraside (CHEBI:145773) is a enol (CHEBI:33823)
curcumin 4'-O-β-D-gentiotetraside (CHEBI:145773) is a enone (CHEBI:51689)
curcumin 4'-O-β-D-gentiotetraside (CHEBI:145773) is a glycoside (CHEBI:24400)
curcumin 4'-O-β-D-gentiotetraside (CHEBI:145773) is a tetrasaccharide derivative (CHEBI:63567)
IUPAC Name
4-[(1E,6E)-7-(4-hydroxy-3-methoxyphenyl)-3,5-dioxohepta-1,6-dien-1-yl]-2-methoxyphenyl β-D-glucopyranosyl-(1→6)-β-D-glucopyranosyl-(1→6)-β-D-glucopyranosyl-(1→6)-β-D-glucopyranoside
Manual Xref Database
CPD-14836 MetaCyc
View more database links
Citations
Masada S, Terasaka K, Oguchi Y, Okazaki S, Mizushima T, Mizukami H (2009)
Functional and structural characterization of a flavonoid glucoside 1,6-glucosyltransferase from Catharanthus roseus.
Plant & cell physiology 50, 1401-1415 [PubMed:19561332]
[show Abstract]
Kaminaga Y, Nagatsu A, Akiyama T, Sugimoto N, Yamazaki T, Maitani T, Mizukami H (2003)
Production of unnatural glucosides of curcumin with drastically enhanced water solubility by cell suspension cultures of Catharanthus roseus.
FEBS letters 555, 311-316 [PubMed:14644434]
[show Abstract]
Last Modified
09 January 2020