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Astringin

CAT: 0931-TN1412-02Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0931-TN1412-02Size:5 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
29884-49-9
Target
Ferroptosis, Akt, NF-κB, MyD88, PI3K, TLR
Related Pathways
Cytoskeletal Signaling, Apoptosis, NF-κB, PI3K/Akt/mTOR signaling, Immunology/Inflammation
Purity
0.9987
Bioactivity
Astringin (trans-Astringin) is an orally active natural flavonoid that mitigates oxidative stress and inflammatory responses by inhibiting the PI3K/AKT/NF-κB pathway. It also modulates TLR4/MyD88, HMGB1/RAGE, and NF-κB pathways to counteract chromium-induced nephrotoxicity, whilst inhibiting ferroptosis.
Smiles
O([C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C2=CC(/C=C/C3=CC(O)=C(O)C=C3)=CC(O)=C2
Molecular Formula
C20H22O9
Molecular Weight
406.38
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

Astringin

Trans-astringin is a stilbenoid that is piceatannol substituted at position 3 by a beta-D-glucosyl residue. It has a role as an antioxidant, a metabolite and an antineoplastic agent. It is a beta-D-glucoside, a polyphenol, a stilbenoid and a monosaccharide derivative. It is functionally related to a piceatannol.

CAS Number29884-49-9
PubChem CID5281712
IUPAC Name(2S,3R,4S,5S,6R)-2-[3-[(E)-2-(3,4-dihydroxyphenyl)ethenyl]-5-hydroxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
Molecular FormulaC20H22O9
Molecular Weight406.4
XLogP0.7
Topological Polar Surface Area160
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count9
Rotatable Bond Count5
Heavy Atom Count29
Formal Charge0
Complexity544
SMILES
C1=CC(=C(C=C1/C=C/C2=CC(=CC(=C2)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)O)O
InChI
InChI=1S/C20H22O9/c21-9-16-17(25)18(26)19(27)20(29-16)28-13-6-11(5-12(22)8-13)2-1-10-3-4-14(23)15(24)7-10/h1-8,16-27H,9H2/b2-1+/t16-,17-,18+,19-,20-/m1/s1
InChIKey
PERPNFLGJXUDDW-CUYWLFDKSA-N
Chemical Structure
2D Structure
2D structure of Astringin
CAS: 29884-49-9
CID: 5281712
Formula: C20H22O9
MW: 406.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight406.4
XLogP30.7
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count9
Rotatable Bond Count5
Exact Mass406.12638228
Monoisotopic Mass406.12638228
Topological Polar Surface Area160 Ų
Heavy Atom Count29
Formal Charge0
Complexity544
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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FA64944-01Astringin
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299967Astringin (Piceatannol-3'-O-β-D-glucopyranoside)

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