CHEBI:125354 - plerixafor

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name plerixafor
ChEBI ID CHEBI:125354
Definition An azamacrocycle consisting of two cyclam rings connected by a 1,4-phenylenebis(methylene) linker. It is a CXCR4 chemokine receptor antagonist and a hematopoietic stem cell mobilizer. It is used in combination with grulocyte-colony stimulating factor (G-CSF) to mobilize hematopoietic stem cells to the perpheral blood for collection and subsequent autologous transplantation in patients with non-Hodgkin's lymphoma and multiple myeloma.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
Formula C28H54N8
Net Charge 0
Average Mass 502.796
Monoisotopic Mass 502.44714
InChI InChI=1S/C28H54N8/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
InChIKey YIQPUIGJQJDJOS-UHFFFAOYSA-N
SMILES C1CNCCNCCCN(CCNC1)CC2=CC=C(C=C2)CN3CCCNCCNCCCNCC3
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): immunological adjuvant
A substance that augments, stimulates, activates, potentiates, or modulates the immune response at either the cellular or humoral level. A classical agent (Freund's adjuvant, BCG, Corynebacterium parvum, et al.) contains bacterial antigens. It could also be endogenous (e.g., histamine, interferon, transfer factor, tuftsin, interleukin-1). Its mode of action is either non-specific, resulting in increased immune responsiveness to a wide variety of antigens, or antigen-specific, i.e., affecting a restricted type of immune response to a narrow group of antigens. The therapeutic efficacy is related to its antigen-specific immunoadjuvanticity.
anti-HIV agent
An antiviral agent that destroys or inhibits the replication of the human immunodeficiency virus.
C-X-C chemokine receptor type 4 antagonist
An antogonist that blocks C-X-C chemokine receptor type 4 (CXCR-4).
Application(s): immunological adjuvant
A substance that augments, stimulates, activates, potentiates, or modulates the immune response at either the cellular or humoral level. A classical agent (Freund's adjuvant, BCG, Corynebacterium parvum, et al.) contains bacterial antigens. It could also be endogenous (e.g., histamine, interferon, transfer factor, tuftsin, interleukin-1). Its mode of action is either non-specific, resulting in increased immune responsiveness to a wide variety of antigens, or antigen-specific, i.e., affecting a restricted type of immune response to a narrow group of antigens. The therapeutic efficacy is related to its antigen-specific immunoadjuvanticity.
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing plerixafor (CHEBI:125354) has functional parent 1,4,8,11-tetraazacyclotetradecane (CHEBI:37401)
plerixafor (CHEBI:125354) has role anti-HIV agent (CHEBI:64946)
plerixafor (CHEBI:125354) has role antineoplastic agent (CHEBI:35610)
plerixafor (CHEBI:125354) has role C-X-C chemokine receptor type 4 antagonist (CHEBI:145438)
plerixafor (CHEBI:125354) has role immunological adjuvant (CHEBI:50847)
plerixafor (CHEBI:125354) is a azacycloalkane (CHEBI:37949)
plerixafor (CHEBI:125354) is a azamacrocycle (CHEBI:52898)
plerixafor (CHEBI:125354) is a benzenes (CHEBI:22712)
plerixafor (CHEBI:125354) is a crown amine (CHEBI:37411)
plerixafor (CHEBI:125354) is a secondary amino compound (CHEBI:50995)
plerixafor (CHEBI:125354) is a tertiary amino compound (CHEBI:50996)
IUPAC Name
1,1'-(benzene-1,4-diyldimethanediyl)bis(1,4,8,11-tetraazacyclotetradecane)
INNs Sources
plérixafor WHO MedNet
plerixafor WHO MedNet
plerixafor WHO MedNet
plerixaforum WHO MedNet
Synonyms Sources
1,1'-[1,4-phenylenebis(methylene)]bis(1,4,8,11-tetraazacyclotetradecane) IUPAC
1-[[4-(1,4,8,11-tetrazacyclotetradec-1-ylmethyl)phenyl]methyl]-1,4,8,11-tetrazacyclotetradecane ChEBI
AMD 3100 ChEBI
AMD-3100 DrugBank
AMD3100 DrugBank
JKL 169 ChemIDplus
JM3100 ChEBI
SDZ SID 791 ChemIDplus
Brand Name Source
Mozobil KEGG DRUG
Manual Xrefs Databases
4410 DrugCentral
D08971 KEGG DRUG
DB06809 DrugBank
HMDB0015681 HMDB
LSM-36826 LINCS
Plerixafor Wikipedia
View more database links
Registry Number Type Source
110078-46-1 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
17324009 PubMed citation Europe PMC
18847313 PubMed citation Europe PMC
24179472 PubMed citation Europe PMC
26106388 PubMed citation Europe PMC
26154069 PubMed citation Europe PMC
26600122 PubMed citation Europe PMC
27575003 PubMed citation Europe PMC
28411174 PubMed citation Europe PMC
29461034 PubMed citation Europe PMC
30037618 PubMed citation Europe PMC
30290049 PubMed citation Europe PMC
30422351 PubMed citation Europe PMC
30776910 PubMed citation Europe PMC
7913308 PubMed citation Europe PMC
Last Modified
20 November 2019