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WIN 18446

CAT: 0013-GTR19175008-05Size: 500 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19175008-05Size:500 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
This small molecule is a selective inhibitor of the ALDH1A2 enzyme, which metabolizes retinaldehyde to retinoic acid. It is a valuable research tool for studying retinoic acid signaling in developmental biology, stem cell regulation, and cancer research, applicable in both cellular and animal models.
CAS Number
1477-57-2
Product Name Alternative
ALDH, ALDH1a2, Aldehyde Dehydrogenase (ALDH), inhibit, Inhibitor, Stra8, testis, Testes, spermatogenesis, WIN18446, Win18446, WIN-18446, Win-18446, WIN 18446
Field of Research
Epigenetics & Chromatin, Metabolism Research
Purity
98.41% (May vary between batches)
Solubility
10% DMSO+40% PEG300+5% Tween 80+45% Saline:2 mg/mL (5.46 mM) ; DMSO:45 mg/mL (122.91 mM)
Smiles
ClC (Cl) C (=O) NCCCCCCCCNC (=O) C (Cl) Cl
Molecular Formula
C12H20Cl4N2O2
Molecular Weight
366.11
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

N,N'-1,8-Octanediylbis(2,2-dichloroacetamide)

WIN 18446 is a carboxamide that is 1,8-diaminooctane in which a hydrogen attached to each of the amino groups has been replaced by a dichloroacetyl group. Inhibitor of aldehyde dehydrogenase 1a2 (ALDH1a2). Inhibits the biosynthesis of retinoic acid from retinol in neonatal and adult murine testis. It down-regulates sex related genes in zebrafish. It has a role as an EC 1.2.1.3 [aldehyde dehydrogenase (NAD(+))] inhibitor. It is a secondary carboxamide and an organochlorine compound. It is functionally related to a dichloroacetic acid and a 1,8-diaminooctane.

CAS Number1477-57-2
PubChem CID15134
IUPAC Name2,2-dichloro-N-[8-[(2,2-dichloroacetyl)amino]octyl]acetamide
Molecular FormulaC12H20Cl4N2O2
Molecular Weight366.1
XLogP4.1
Topological Polar Surface Area58.2
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count2
Rotatable Bond Count11
Heavy Atom Count20
Formal Charge0
Complexity261
SMILES
C(CCCCNC(=O)C(Cl)Cl)CCCNC(=O)C(Cl)Cl
InChI
InChI=1S/C12H20Cl4N2O2/c13-9(14)11(19)17-7-5-3-1-2-4-6-8-18-12(20)10(15)16/h9-10H,1-8H2,(H,17,19)(H,18,20)
InChIKey
FAOMZVDZARKPFJ-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of N,N'-1,8-Octanediylbis(2,2-dichloroacetamide)
CAS: 1477-57-2
CID: 15134
Formula: C12H20Cl4N2O2
MW: 366.1
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight366.1
XLogP34.1
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count2
Rotatable Bond Count11
Exact Mass366.024939
Monoisotopic Mass364.027889
Topological Polar Surface Area58.2 Ų
Heavy Atom Count20
Formal Charge0
Complexity261
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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