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Sieboldin

CAT: 0804-HY-N8375-02Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N8375-02Size:5 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
Sieboldin is a dihydrochalcone, which inhibits the production of advanced glycation end products (AGE) produced by bovine serum albumins (BSA), has free radical scavenging activity and cytotoxicity in cancer cell lines, and is also used to capture of methylglyoxal (MGO) from Malus baccata[1].
CAS Number
18777-73-6
UNSPSC
12352005
Target
Others
Type
Natural Products
Related Pathways
Others
Applications
Metabolism-protein/nucleotide metabolism
Field of Research
Metabolic Disease
Assay Protocol
https://www.medchemexpress.com/sieboldin.html
Purity
98.80
Solubility
10 mM in DMSO
Smiles
O=C(C1=C(O)C=C(O[C@H]2[C@@H]([C@H]([C@@H]([C@@H](CO)O2)O)O)O)C=C1O)CCC3=CC=C(O)C(O)=C3
Molecular Formula
C21H24O11
Molecular Weight
452.41
References & Citations
[1]Kim J H, et al. Trapping of Methylglyoxal by Sieboldin from Malus baccata L. and Identification of Sieboldin-Methylglyoxal Adducts Forms[J]. Natural Product Sciences, 2021, 27 (4) : 245-250.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, protect from light)
Scientific Category
Natural Products
Clinical Information
No Development Reported

Chemical Information

Sieboldin

See also: Sieboldin (annotation moved to).

CAS Number18777-73-6
PubChem CID42607701
IUPAC Name3-(3,4-dihydroxyphenyl)-1-[2,6-dihydroxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]propan-1-one
Molecular FormulaC21H24O11
Molecular Weight452.4
XLogP0.5
Topological Polar Surface Area197
Hydrogen Bond Donor Count8
Hydrogen Bond Acceptor Count11
Rotatable Bond Count7
Heavy Atom Count32
Formal Charge0
Complexity607
SMILES
C1=CC(=C(C=C1CCC(=O)C2=C(C=C(C=C2O)OC3C(C(C(C(O3)CO)O)O)O)O)O)O
InChI
InChI=1S/C21H24O11/c22-8-16-18(28)19(29)20(30)21(32-16)31-10-6-14(26)17(15(27)7-10)12(24)4-2-9-1-3-11(23)13(25)5-9/h1,3,5-7,16,18-23,25-30H,2,4,8H2
InChIKey
XJHMLSKQZFKMLL-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Sieboldin
CAS: 18777-73-6
CID: 42607701
Formula: C21H24O11
MW: 452.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight452.4
XLogP30.5
Hydrogen Bond Donor Count8
Hydrogen Bond Acceptor Count11
Rotatable Bond Count7
Exact Mass452.13186158
Monoisotopic Mass452.13186158
Topological Polar Surface Area197 Ų
Heavy Atom Count32
Formal Charge0
Complexity607
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count5
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
M38696-01Sieboldin

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