AMD3100 octahydrochloride, CXCR4 antagonist

Key facts

CAS number

155148-31-5

Purity

>99%

Form

Solid

form

Molecular weight

794.5 Da

Molecular formula

C₂₈H₆₂Cl₈N₈

PubChem

65014

Nature

Synthetic

Solubility

Soluble in PBS, pH 7.2, at 10 mg/ml.

Biochemical name

Plerixafor Octahydrochloride

Biological description

Plerixafor (hydrochloride) is a macrocyclic compound that acts as an irreversible antagonist against the binding of CXCR4 with its ligand, SDF-​1 (CXCL12).

It suppresses infection by HIV with an IC₅₀ value of 1-​10 ng/ml with selectivity toward CXCR4-​tropic virus. Plerixafor mobilizes hematopoietic stem and progenitor cells for transplant better than G-​CSF alone. It also increases T-​cell trafficking in the blood and spleen as well as the central nervous system. Plerixafor regulates the growth of primary and metastic breast cancer cells and inhibits dissemination of ovarian carcinoma cells.

Canonical smiles

C1CNCCNCCCN(CCNC1)CC2=CC=C(C=C2)CN3CCCNCCNCCCNCC3.Cl.Cl.Cl.Cl.Cl.Cl.Cl.Cl

InChi

InChI=1S/C28H54N8.8ClH/c1-9-29-15-17-31-13-3-21-35(23-19-33-11-1)25-27-5-7-28(8-6-27)26-36-22-4-14-32-18-16-30-10-2-12-34-20-24-36;;;;;;;;/h5-8,29-34H,1-4,9-26H2;8*1H

InChiKey

UEUPDYPUTTUXLJ-UHFFFAOYSA-N

IUPAC Name

1-[[4-(1,4,8,11-tetrazacyclotetradec-1-ylmethyl)phenyl]methyl]-1,4,8,11-tetrazacyclotetradecane;octahydrochloride