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(-) -Epicatechin

CAT: 0931-T2856-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0931-T2856-01Size:5 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
490-46-0
Target
Endogenous Metabolite, COX, Ferroptosis
Related Pathways
Neuroscience, Immunology/Inflammation, Metabolism, Apoptosis
Purity
0.9892
Bioactivity
(-) -Epicatechin (Epicatechin) is an inhibitor of cyclooxygenase-1 (COX-1), inhibiting the IL-1β-induced expression of iNOS by blocking the nuclear localization of the p65 subunit of NF-κB.
Smiles
O[C@H]1[C@H](OC=2C(C1)=C(O)C=C(O)C2)C3=CC(O)=C(O)C=C3
Molecular Formula
C15H14O6
Molecular Weight
290.27
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

Epicatechin

(-)-epicatechin is a catechin with (2R,3R)-configuration. It has a role as an antioxidant. It is a catechin and a polyphenol. It is an enantiomer of a (+)-epicatechin.

CAS Number490-46-0
PubChem CID72276
IUPAC Name(2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol
Molecular FormulaC15H14O6
Molecular Weight290.27
XLogP0.4
Topological Polar Surface Area110
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count6
Rotatable Bond Count1
Heavy Atom Count21
Formal Charge0
Complexity364
SMILES
C1[C@H]([C@H](OC2=CC(=CC(=C21)O)O)C3=CC(=C(C=C3)O)O)O
InChI
InChI=1S/C15H14O6/c16-8-4-11(18)9-6-13(20)15(21-14(9)5-8)7-1-2-10(17)12(19)3-7/h1-5,13,15-20H,6H2/t13-,15-/m1/s1
InChIKey
PFTAWBLQPZVEMU-UKRRQHHQSA-N
Chemical Structure
2D Structure
2D structure of Epicatechin
CAS: 490-46-0
CID: 72276
Formula: C15H14O6
MW: 290.27
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight290.27
XLogP30.4
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count6
Rotatable Bond Count1
Exact Mass290.07903816
Monoisotopic Mass290.07903816
Topological Polar Surface Area110 Ų
Heavy Atom Count21
Formal Charge0
Complexity364
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
B4964-10(-)-epicatechin
FE66119-01(+/-) -Epicatechin
600131Epicatechin
SM8016-10mM(-) -Epicatechin
GTR19164954-01(+) -Epicatechin
C17548-5mg(-) Epicatechin
MBS5789041(+)-Epicatechin
sc-506025(−) -Epicatechin

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