1-O-caffeoyl-β-D-glucose

1-O-caffeoyl-β-D-glucose
Compound Structure:
Synonyms: 1-Caffeoyl-beta-D-glucose;1-O-caffeoyl-beta-D-glucose;CHEBI:614;[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate;b-D-Glucopyranose, 1-[3-(3,4-dihydroxyphenyl)-2-propenoate]
Compound ID: NMPC-107
PubChem ID:

5281761
Molecular Formula: C15H18O9
Canonical SMILES: C1=CC(=C(C=C1C=CC(=O)OC2C(C(C(C(O2)CO)O)O)O)O)O
InChIKey: WQSDYZZEIBAPIN-VBQORRLJSA-N
About the compound:

1-caffeoyl-beta-D-glucose is a cinnamate ester formed through the formal condensation of the 1-hydroxy group of beta-D-glucopyranose with the carboxy group of trans-caffeic acid. It serves a role as a plant metabolite and belongs to the categories of beta-D-glucoside, monosaccharide derivative, catechols, and cinnamate esters. Functionally, it is related to trans-caffeic acid. This natural compound, 1-caffeoyl-beta-D-glucose, is found in various organisms, including Balanophora japonica and Balanophora laxiflora.
Properties:

Chemical and Physical Properties

Property Name

Property Value

Molecular Weight

342.30 g/mol

XLogP3-AA

-0.6

Hydrogen Bond Donor Count

6

Hydrogen Bond Acceptor Count

9

Rotatable Bond Count

5

Exact Mass

342.09508215 g/mol

Monoisotopic Mass

342.09508215 g/mol

Topological Polar Surface Area

157Ų

Heavy Atom Count

24

Formal Charge

0

Complexity

454

Isotope Atom Count

0

Defined Atom Stereocenter Count

5

Undefined Atom Stereocenter Count

0

Defined Bond Stereocenter Count

1

Undefined Bond Stereocenter Count

0

Covalently-Bonded Unit Count

1

Compound Is Canonicalized

Yes

Source: PubChem
Source Species: Luffa cylindrica
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