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Syringetin

CAT: 0013-GTR19181168-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19181168-01Size:1 mg
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Description
Syringetin is a flavonoid found in grapes and wine. Research indicates it stimulates melanin production in B16F10 melanoma cells and, in vitro, suppresses osteoclast formation by interfering with osteoblast signaling, suggesting utility in pigment and bone biology studies.
CAS Number
4423-37-4
Purity
98.00% (May vary between batches)
Smiles
COc1cc (cc (OC) c1O) -c1oc2cc (O) cc (O) c2c (=O) c1O
Molecular Formula
C17H14O8
Molecular Weight
346.29
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

Syringetin

Syringetin is a dimethoxyflavone that is myricetin in which the hydroxy groups at positions 3' and 5' have been replaced by methoxy groups. It has a role as a metabolite and a platelet aggregation inhibitor. It is a member of 3'-methoxyflavones, a 3',5'-dimethoxyflavone, a dimethoxyflavone, a tetrahydroxyflavone and a 7-hydroxyflavonol. It is functionally related to a myricetin. It is a conjugate acid of a syringetin(1-).

CAS Number4423-37-4
PubChem CID5281953
IUPAC Name3,5,7-trihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)chromen-4-one
Molecular FormulaC17H14O8
Molecular Weight346.3
XLogP1.8
Topological Polar Surface Area126
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count8
Rotatable Bond Count3
Heavy Atom Count25
Formal Charge0
Complexity533
SMILES
COC1=CC(=CC(=C1O)OC)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O
InChI
InChI=1S/C17H14O8/c1-23-11-3-7(4-12(24-2)14(11)20)17-16(22)15(21)13-9(19)5-8(18)6-10(13)25-17/h3-6,18-20,22H,1-2H3
InChIKey
UZMAPBJVXOGOFT-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Syringetin
CAS: 4423-37-4
CID: 5281953
Formula: C17H14O8
MW: 346.3
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight346.3
XLogP31.8
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count8
Rotatable Bond Count3
Exact Mass346.06886740
Monoisotopic Mass346.06886740
Topological Polar Surface Area126 Ų
Heavy Atom Count25
Formal Charge0
Complexity533
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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Alternative Products

CatalogName
BUP20288-01Syringetin
TBW01408Syringetin-3-O-rutinoside
TBW01420Syringetin 3-O-galactoside
HY-N8194-01Syringetin-3-O-glucoside
AB0223Syringetin 3-O-β-D-glucoside

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