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(R) -Equol

CAT: 0013-GTR19216904-02Size: 1 gDry Ice: NoHazardous: No
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CAT#:0013-GTR19216904-02Size:1 g
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Description
(R) -Equol is an ERα and ERβ agonist with Kis of 27.4 and 15.4 nM, respectively. (In Vitro) : (R) -Equol produced a dose-dependent inhibitory effect on the invasive ability of MDA-MB-231 cells, and this inhibitory effect was obvious at the highest test concentration (50 μM) .Following 48-h exposure to (R) -Equol, invasion is reduced by 62% (p=0.009, versus untreated cells) with 50 μM (R) -Equol. Matrix metalloproteinase-2 (MMP-2) expression is significantly down-regulated following treatment with 50 μM (R) -Equol (p=0.035) . (In Vivo) :In Animals, (R) -Equol has a significantly reduced number of palpable tumors over time when compared with Controls (P=0.002) .In addition, the number of palpable tumors formed by each rat in the (R) -Equol fed group was significantly lower than that of rats treated with S- (-) equol (P = 0.008) . (R) -Equol-fed animals have 43% fewer tumors than the control group and this difference is highly statistically significant (P=0.004) . The number of tumors/tumor-bearing animals is significantly lower in the animals fed (R) -Equol compare with Controls (3.3±0.4 versus 5.5±0.5, P=0.004) . At necropsy, the mean (±SEM) tumor weight per animal for (R) -Equol fed rats (5.3±1.1 mg) is significantly reduced (P=0.04) when compared with Controls (9.9±1.4 mg) . Feeding the (R) -Equol diet results in significantly increased tumor latency (P=0.003) .
CAS Number
221054-79-1
Product Name Alternative
(+) -Equol
Purity
>98% (HPLC)
Solubility
In Vitro: DMSO : 100 mg/mL (412.76 mM)
Smiles
Oc1ccc (cc1) [C@@H]1COc2cc (O) ccc2C1
Molecular Formula
C15H14O3
Molecular Weight
242.274
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.

Chemical Information

(+)-Equol

(R)-Equol is a member of hydroxyisoflavans.

CAS Number221054-79-1
PubChem CID6950272
IUPAC Name(3R)-3-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-7-ol
Molecular FormulaC15H14O3
Molecular Weight242.27
XLogP3
Topological Polar Surface Area49.7
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count1
Heavy Atom Count18
Formal Charge0
Complexity273
SMILES
C1[C@@H](COC2=C1C=CC(=C2)O)C3=CC=C(C=C3)O
InChI
InChI=1S/C15H14O3/c16-13-4-1-10(2-5-13)12-7-11-3-6-14(17)8-15(11)18-9-12/h1-6,8,12,16-17H,7,9H2/t12-/m0/s1
InChIKey
ADFCQWZHKCXPAJ-LBPRGKRZSA-N
Chemical Structure
2D Structure
2D structure of (+)-Equol
CAS: 221054-79-1
CID: 6950272
Formula: C15H14O3
MW: 242.27
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight242.27
XLogP33
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count1
Exact Mass242.094294304
Monoisotopic Mass242.094294304
Topological Polar Surface Area49.7 Ų
Heavy Atom Count18
Formal Charge0
Complexity273
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes