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Lindleyin

CAT: 0013-GTR19157853-02Size: 200 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19157853-02Size:200 mg
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Description
Lindleyin is a novel phytoestrogen and might trigger many of the biological responses evoked by the physiological estrogens.One herbal extract, Rhei rhizoma (rhubarb), acts as an agonist to both ERalpha and ERbeta. The phytochemical Lindleyin, a major component of rhubarb, might contribute to this estrogenic activity through ERalpha and ERbeta. 4-Hydroxytamoxifen, an ER antagonist, completely reversed the estrogenic activity of Lindleyin. Lindleyin binds to ERalpha in vitro, as demonstrated using a fluorescent polarization assay. The in vivo effect of rhubarb extract was studied using a vitellogenin assay system in the freshwater fish, Japanese medaka (Oryzias latipes) . There were marked increases in serum vitellogenin levels in male medaka exposed to rhubarb extract.
CAS Number
59282-56-3
Purity
>98% (HPLC)
Solubility
In Vitro: DMSO : 50 mg/mL (104.50 mM)
Smiles
CC (=O) CCC1=CC=C (O[C@@H]2O[C@H] (COC (=O) C3=CC (O) =C (O) C (O) =C3) [C@@H] (O) [C@H] (O) [C@H]2O) C=C1
Molecular Formula
C23H26O11
Molecular Weight
478.45
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.

Chemical Information

Lindleyin

Lindleyin is a glycoside.

CAS Number59282-56-3
PubChem CID42994
IUPAC Name[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[4-(3-oxobutyl)phenoxy]oxan-2-yl]methyl 3,4,5-trihydroxybenzoate
Molecular FormulaC23H26O11
Molecular Weight478.4
XLogP0.3
Topological Polar Surface Area183
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count11
Rotatable Bond Count9
Heavy Atom Count34
Formal Charge0
Complexity668
SMILES
CC(=O)CCC1=CC=C(C=C1)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)COC(=O)C3=CC(=C(C(=C3)O)O)O)O)O)O
InChI
InChI=1S/C23H26O11/c1-11(24)2-3-12-4-6-14(7-5-12)33-23-21(30)20(29)19(28)17(34-23)10-32-22(31)13-8-15(25)18(27)16(26)9-13/h4-9,17,19-21,23,25-30H,2-3,10H2,1H3/t17-,19-,20+,21-,23-/m1/s1
InChIKey
BJYRNIFAMMOVGW-OXUVVOBNSA-N
Chemical Structure
2D Structure
2D structure of Lindleyin
CAS: 59282-56-3
CID: 42994
Formula: C23H26O11
MW: 478.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight478.4
XLogP30.3
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count11
Rotatable Bond Count9
Exact Mass478.14751164
Monoisotopic Mass478.14751164
Topological Polar Surface Area183 Ų
Heavy Atom Count34
Formal Charge0
Complexity668
Isotope Atom Count0
Defined Atom Stereocenter Count5
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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