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Pamidronic acid (Standard)

CAT: 0804-HY-B0012R-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-B0012R-01Size:5 mg
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Description
Pamidronic acid (Standard) is the analytical standard of Pamidronic acid. This product is intended for research and analytical applications. Pamidronic acid, the second-generation nitrogen-containing bisphosphonate, is an inhibitor of bone loss. Pamidronic acid significantly inhibits subchondral bone loss in early osteoarthritis by upregulating the expression of OPG in cartilage and subchondral bone, and inhibiting the expression of RANKL and MMP-9 in both tissues, as well as TLR-4 in cartilage, thereby alleviating cartilage degeneration. Additionally, Pamidronic acid can inhibit the signaling of Wnt and β-catenin, and is applicable for research on osteoporosis and osteosarcoma[1][2][3][4].
CAS Number
40391-99-9
UNSPSC
12352100
Target
RANKL/RANK ; Reference Standards; Toll-like Receptor (TLR) ; Wnt; β-catenin
Related Pathways
Immunology/Inflammation; NF-κB; Others; Stem Cell/Wnt
Field of Research
Cancer; Metabolic Disease; Inflammation/Immunology
Smiles
OC(P(O)(O)=O)(P(O)(O)=O)CCN
Molecular Formula
C3H11NO7P2
Molecular Weight
235.07
References & Citations
[1]Ashton JA, et al. Investigation of the effect of pamidronate disodium on the in vitro viability of osteosarcoma cellsfrom dogs. Am J Vet Res. 2005 May;66 (5) :885-92.|[2]Xu Y, et al. Pamidronate Disodium Leads to Bone Necrosis via Suppression of Wnt/β-Catenin Signaling in Human Bone Marrow Mesenchymal Stem Cells In Vitro. J Oral Maxillofac Surg. 2017 Mar 23.|[3]Lv Y, et al. Effects of pamidronate disodium on the loss of osteoarthritic subchondral bone and the expression of cartilaginous and subchondral osteoprotegerin and RANKL in rabbits. BMC Musculoskelet Disord. 2014 Nov 6;15:371.|[4]Kovacs R, et al. The synthesis of pamidronic derivatives in different solvents: An optimization and a mechanistic study[J]. Heteroatom Chemistry, 2014, 25 (3) : 186-194.
Shipping Conditions
Room temperature
Scientific Category
Reference Standards

Chemical Information

Pamidronic Acid

Pamidronate is a phosphonoacetic acid.

CAS Number40391-99-9
PubChem CID4674
IUPAC Name(3-amino-1-hydroxy-1-phosphonopropyl)phosphonic acid
Molecular FormulaC3H11NO7P2
Molecular Weight235.07
XLogP-6.9
Topological Polar Surface Area161
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count8
Rotatable Bond Count4
Heavy Atom Count13
Formal Charge0
Complexity243
SMILES
C(CN)C(O)(P(=O)(O)O)P(=O)(O)O
InChI
InChI=1S/C3H11NO7P2/c4-2-1-3(5,12(6,7)8)13(9,10)11/h5H,1-2,4H2,(H2,6,7,8)(H2,9,10,11)
InChIKey
WRUUGTRCQOWXEG-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Pamidronic Acid
CAS: 40391-99-9
CID: 4674
Formula: C3H11NO7P2
MW: 235.07
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight235.07
XLogP3-6.9
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count8
Rotatable Bond Count4
Exact Mass235.00107569
Monoisotopic Mass235.00107569
Topological Polar Surface Area161 Ų
Heavy Atom Count13
Formal Charge0
Complexity243
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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