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Sinapic Acid Acyl-Beta-D-glucoside

CAT: 0572-TRC-S486815-10MGSize: 10 mgDry Ice: NoHazardous: No
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CAT#:0572-TRC-S486815-10MGSize:10 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
14364-09-1
Synonyms
1-[3-(4-Hydroxy-3,5-dimethoxyphenyl)-2-propenoate] β-D-Glucopyranose; 1-(4-Hydroxy-3,5-dimethoxycinnamate) β-D-Glucopyranose; 4-Hydroxy-3,5-dimethoxycinnamic Acid β-D-Glucopyranosyl Ester; 1-O-Sinapoyl-β-D-glucose; 1-Sinapoyl-β-D-glucose;
Hazard Statement
Not a hazardous substance according to GHS.
Smiles
CC(=O)NNC(=O)c1ccncc1
Molecular Formula
C17H22O10
Molecular Weight
386.35
Shipping Conditions
Room Temperature
Storage Conditions
-20°C

Chemical Information

1-O-sinapoyl-beta-D-glucose

1-O-sinapoyl-beta-D-glucose is a glucosyl hydroxycinnamic acid that is the cinnamate ester obtained by the formal condensation of the carboxy group of trans-sinapic acid with the anomeric hydroxy group of beta-D-glucose. It has a role as a plant metabolite. It is a glucosyl hydroxycinnamic acid, a cinnamate ester, a dimethoxybenzene and a monosaccharide derivative. It is functionally related to a trans-sinapic acid and a beta-D-glucose.

CAS Number14364-09-1
PubChem CID5280406
IUPAC Name[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate
Molecular FormulaC17H22O10
Molecular Weight386.3
XLogP-0.3
Topological Polar Surface Area155
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count10
Rotatable Bond Count7
Heavy Atom Count27
Formal Charge0
Complexity498
SMILES
COC1=CC(=CC(=C1O)OC)/C=C/C(=O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O
InChI
InChI=1S/C17H22O10/c1-24-9-5-8(6-10(25-2)13(9)20)3-4-12(19)27-17-16(23)15(22)14(21)11(7-18)26-17/h3-6,11,14-18,20-23H,7H2,1-2H3/b4-3+/t11-,14-,15+,16-,17+/m1/s1
InChIKey
XRKBRPFTFKKHEF-DGDBGZAXSA-N
Chemical Structure
2D Structure
2D structure of 1-O-sinapoyl-beta-D-glucose
CAS: 14364-09-1
CID: 5280406
Formula: C17H22O10
MW: 386.3
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight386.3
XLogP3-0.3
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count10
Rotatable Bond Count7
Exact Mass386.12129689
Monoisotopic Mass386.12129689
Topological Polar Surface Area155 Ų
Heavy Atom Count27
Formal Charge0
Complexity498
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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