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CD437 (Standard)

CAT: 0804-HY-100532R-02Size: 10 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-100532R-02Size:10 mg
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Description
CD437 (Standard) is the analytical standard of CD437. This product is intended for research and analytical applications. CD437 is a selective Retinoic Acid Receptor γ (RARγ) agonist.
CAS Number
125316-60-1
Product Name Alternative
AHPN (Standard)
UNSPSC
12352005
Target
Autophagy; RAR/RXR; Reference Standards
Related Pathways
Autophagy; Metabolic Enzyme/Protease; Others; Vitamin D Related/Nuclear Receptor
Field of Research
Cancer
Smiles
O=C(C1=CC=C2C=C(C3=CC=C(O)C(C4(C5)CC6CC5CC(C6)C4)=C3)C=CC2=C1)O
Molecular Formula
C27H26O3
Molecular Weight
398.49
References & Citations
[1]Li Y, et al. Molecular determinants of AHPN (CD437) -induced growth arrest and apoptosis in human lung cancer cell lines. Mol Cell Biol. 1998 Aug;18 (8) :4719-31.|[2]Schadendorf D, et al. Treatment of melanoma cells with the synthetic retinoid CD437 induces apoptosis via activation of AP-1 in vitro, and causes growth inhibition in xenografts in vivo. J Cell Biol. 1996 Dec;135 (6 Pt 2) :1889-98.
Shipping Conditions
Room temperature
Scientific Category
Reference Standards

Chemical Information

Ahpn

CD437 is a naphthoic acid that is 6-phenylnaphthylene-2-carboxyic acid in which the phenyl substituent has been substituted at positions 3 and 4 by adamant-1-yl and hydroxy groups, respectively. It acts as a selective agonist of retinoic acid receptor (RAR)gamma and induces cell cycle arrest and apoptosis in various cancer cells. It has a role as an apoptosis inducer and a retinoic acid receptor gamma agonist. It is a monocarboxylic acid, a naphthoic acid, a member of phenols and a member of adamantanes.

CAS Number125316-60-1
PubChem CID135411
IUPAC Name6-[3-(1-adamantyl)-4-hydroxyphenyl]naphthalene-2-carboxylic acid
Molecular FormulaC27H26O3
Molecular Weight398.5
XLogP7.4
Topological Polar Surface Area57.5
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count3
Heavy Atom Count30
Formal Charge0
Complexity630
SMILES
C1C2CC3CC1CC(C2)(C3)C4=C(C=CC(=C4)C5=CC6=C(C=C5)C=C(C=C6)C(=O)O)O
InChI
InChI=1S/C27H26O3/c28-25-6-5-22(20-1-2-21-11-23(26(29)30)4-3-19(21)10-20)12-24(25)27-13-16-7-17(14-27)9-18(8-16)15-27/h1-6,10-12,16-18,28H,7-9,13-15H2,(H,29,30)
InChIKey
LDGIHZJOIQSHPB-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Ahpn
CAS: 125316-60-1
CID: 135411
Formula: C27H26O3
MW: 398.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight398.5
XLogP37.4
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count3
Exact Mass398.18819469
Monoisotopic Mass398.18819469
Topological Polar Surface Area57.5 Ų
Heavy Atom Count30
Formal Charge0
Complexity630
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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