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(E) -Ferulic acid 4-O-beta-D-glucoside

CAT: 0013-GTR19269097Size: 20 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19269097Size:20 mg
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Description
(E) -Ferulic acid 4-O-beta-D-glucoside
CAS Number
117405-51-3
Purity
>=98%
Molecular Formula
C16H20O9
Molecular Weight
356.3
Notes
For research use only.

Chemical Information

Trans-4-O-Beta-D-Glucopyranosylferulic Acid

4-O-beta-D-glucosyl-trans-ferulic acid is a methoxyycinnamic acid that is ferulic acid in which the phenolic hydroxy group at position 4 has been converted into its beta-D-glucoside. It has a role as a plant metabolite. It is a beta-D-glucoside, a monomethoxybenzene, a methoxycinnamic acid and a monosaccharide derivative. It is functionally related to a trans-ferulic acid. It is a conjugate acid of a 4-O-beta-D-glucosyl-trans-ferulate.

CAS Number117405-51-3
PubChem CID13916049
IUPAC Name(E)-3-[3-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoic acid
Molecular FormulaC16H20O9
Molecular Weight356.32
XLogP-1.1
Topological Polar Surface Area146
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count9
Rotatable Bond Count6
Heavy Atom Count25
Formal Charge0
Complexity469
SMILES
COC1=C(C=CC(=C1)/C=C/C(=O)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O
InChI
InChI=1S/C16H20O9/c1-23-10-6-8(3-5-12(18)19)2-4-9(10)24-16-15(22)14(21)13(20)11(7-17)25-16/h2-6,11,13-17,20-22H,7H2,1H3,(H,18,19)/b5-3+/t11-,13-,14+,15-,16-/m1/s1
InChIKey
IEMIRSXOYFWPFD-BJGSYIFTSA-N
Chemical Structure
2D Structure
2D structure of Trans-4-O-Beta-D-Glucopyranosylferulic Acid
CAS: 117405-51-3
CID: 13916049
Formula: C16H20O9
MW: 356.32
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight356.32
XLogP3-1.1
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count9
Rotatable Bond Count6
Exact Mass356.11073221
Monoisotopic Mass356.11073221
Topological Polar Surface Area146 Ų
Heavy Atom Count25
Formal Charge0
Complexity469
Isotope Atom Count0
Defined Atom Stereocenter Count5
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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M32512(Z) -Ferulic acid 4-O-beta-D-glucoside
AB3496(Z) -Ferulic acid 4-O-β-D-glucoside
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MBS5800998Ferulic acid acyl-beta-D-glucoside
sc-498137Ferulic Acid Acyl-β-D-glucoside
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