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3,5-Diiodothyropropionic acid (Standard)

CAT: 0804-HY-126236RSize: 1 EachDry Ice: NoHazardous: No
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Description
3,5-Diiodothyropropionic acid (Standard) is the analytical standard of 3,5-Diiodothyropropionic acid. This product is intended for research and analytical applications. 3,5-Diiodothyropropionic acid is a thyroid hormone analog, induces α-myosin heavy chain mRNA expression, binds to thyroid hormone receptor (TR), with Ka of 2.40 and 4.06 M-1 for TRα1 and TRβ1, respectively. 3,5-Diiodothyropropionic acid promotes angiogenesis in 3-D human dermal microvascular endothelial cell sprouting assay. 3,5-Diiodothyropropionic acid prevents myocardial arteriolar loss in thyroidectomized rats and enhances cardiac energy-generating capacity in postinfarction heart failure rats. 3,5-Diiodothyropropionic can be used in studies related to angiogenesis and heart failure[1][2][3][4].
CAS Number
1158-10-7
UNSPSC
12352100
Target
Reference Standards; Thyroid Hormone Receptor
Related Pathways
Others; Vitamin D Related/Nuclear Receptor
Field of Research
Cardiovascular Disease; Endocrinology
Smiles
O=C(O)CCC1=CC(I)=C(OC2=CC=C(O)C=C2)C(I)=C1
Molecular Formula
C15H12I2O4
Molecular Weight
510.06
References & Citations
[1]Pennock GD, et al. Cardiac effects of 3,5-diiodothyropropionic acid, a thyroid hormone analog with inotropic selectivity. J Pharmacol Exp Ther. 1992 Oct;263 (1) :163-9. |[2]Liu Y, et al. Thyroid hormone analog 3,5-diiodothyropropionic acid promotes healthy vasculature in the adult myocardium independent of thyroid effects on cardiac function. Am J Physiol Heart Circ Physiol. 2009 May;296 (5) :H1551-7. |[3]Maitra N, et al. Regulation of gene expression in rats with heart failure treated with the thyroid hormone analog 3,5-diiodothyropropionic acid (DITPA) and the combination of DITPA and captopril. J Cardiovasc Pharmacol. 2007 Nov;50 (5) :526-34. |[4]Mousa SA, et al. Proangiogenesis action of the thyroid hormone analog 3,5-diiodothyropropionic acid (DITPA) is initiated at the cell surface and is integrin mediated. Endocrinology. 2006 Apr;147 (4) :1602-7.
Shipping Conditions
Room temperature
Scientific Category
Reference Standards

Chemical Information

3,5-Diiodothyropropionic acid

3,5-diiodothyropropionic acid is a monocarboxylic acid that is (4-hydroxy-3,5-diiodophenyl)propanoic acid in which the phenolic hydroxy group has been replaced by a 4-hydroxyphenyl group. An ionotropic analogue of L-thyroxine. It is a monocarboxylic acid, a member of phenols, an aromatic ether and an organoiodine compound.

CAS Number1158-10-7
PubChem CID160565
IUPAC Name3-[4-(4-hydroxyphenoxy)-3,5-diiodophenyl]propanoic acid
Molecular FormulaC15H12I2O4
Molecular Weight510.06
XLogP4.2
Topological Polar Surface Area66.8
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count5
Heavy Atom Count21
Formal Charge0
Complexity333
SMILES
C1=CC(=CC=C1O)OC2=C(C=C(C=C2I)CCC(=O)O)I
InChI
InChI=1S/C15H12I2O4/c16-12-7-9(1-6-14(19)20)8-13(17)15(12)21-11-4-2-10(18)3-5-11/h2-5,7-8,18H,1,6H2,(H,19,20)
InChIKey
WONYMNWUJVKVII-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of 3,5-Diiodothyropropionic acid
CAS: 1158-10-7
CID: 160565
Formula: C15H12I2O4
MW: 510.06
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight510.06
XLogP34.2
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count5
Exact Mass509.88250
Monoisotopic Mass509.88250
Topological Polar Surface Area66.8 Ų
Heavy Atom Count21
Formal Charge0
Complexity333
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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