fosmidomycin , 1-deoxy-D-xylulose 5-phosphate reductoisomerase, apicoplastic inhibitor, CAS No.66508-53-0, 1-deoxy-D-xylulose 5-phosphate reductoisomerase, apicoplastic inhibitor

Item Number
F610386
Grouped product items
SKUSizeAvailabilityPrice Qty
F610386-1mg
1mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$2,001.90
F610386-5mg
5mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$4,001.90

Basic Description

Synonymsfosmidomycin | 66508-53-0 | Fosmidomycina | Fosmidomycine | Fosmidomycinum | 3-[FORMYL(HYDROXY)AMINO]PROPYLPHOSPHONIC ACID | Fosmidomycin [INN] | {3-[formyl(hydroxy)amino]propyl}phosphonic acid | 3-(N-hydroxyformamido)propylphosphonic acid | CHEMBL203125 | (3-(N-Hydroxyforma
Specifications & PurityMoligand™
GradeMoligand™
Action TypeINHIBITOR
Mechanism of action1-deoxy-D-xylulose 5-phosphate reductoisomerase, apicoplastic inhibitor

Product Properties

ALogP-2.2

Associated Targets(Human)

Homo sapiens (32628 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MRC5 (9203 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

ddlB D-alanylalanine synthetase (66 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
murA UDP-N-acetylglucosamine 1-carboxyvinyltransferase (389 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
tmk Thymidylate kinase (360 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
dxr 1-deoxyxylulose-5-phosphate reductoisomerase (147 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Pseudomonas aeruginosa (123386 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Micrococcus luteus (7463 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Staphylococcus aureus (210822 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Acinetobacter (437 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Escherichia coli (133304 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mycobacterium tuberculosis (203094 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Enterococcus faecalis (29875 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mycolicibacterium smegmatis (8003 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Plasmodium falciparum (966862 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Plasmodium berghei (192651 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
murD UDP-N-acetylmuramoylalanine--D-glutamate ligase (1 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
dxr 1-deoxy-D-xylulose 5-phosphate reductoisomerase (191 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Bacillus anthracis (2936 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
DXR 1-deoxy-D-xylulose 5-phosphate reductoisomerase, chloroplastic (3 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
rpmB 50S ribosomal protein L28 (2 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
rplB 50S ribosomal protein L2 (1 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
dapB 4-hydroxy-tetrahydrodipicolinate reductase (1 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
yefM Antitoxin YefM (1 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ftsX Cell division protein FtsX (1 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
mreC Cell shape-determining protein MreC (1 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
hemA Glutamyl-tRNA reductase (1 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
glxK Glycerate kinase (1 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
cca Multifunctional CCA protein (2 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
fadL Outer membrane FadL protein (1 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
tolC Outer membrane protein TolC (10 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
mlaB Probable phospholipid ABC transporter-binding protein MlaB (1 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
lgt Prolipoprotein diacylglyceryl transferase (1 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
baeR Transcriptional regulatory protein BaeR (1 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
tsaE tRNA threonylcarbamoyladenosine biosynthesis protein TsaE (6 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
tilS tRNA(Ile)-lysidine synthase (1 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ydfW Uncharacterized protein ydfW in Qin prophage region (1 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ydiL Uncharacterized protein YdiL (3 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Plasmodium vinckei (20 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Names and Identifiers

IUPAC Name 3-[formyl(hydroxy)amino]propylphosphonic acid
INCHI InChI=1S/C4H10NO5P/c6-4-5(7)2-1-3-11(8,9)10/h4,7H,1-3H2,(H2,8,9,10)
InChi Key GJXWDTUCERCKIX-UHFFFAOYSA-N
Canonical SMILES C(CN(C=O)O)CP(=O)(O)O
Isomeric SMILES C(CN(C=O)O)CP(=O)(O)O
Alternate CAS 66508-53-0,66508-37-0 (mono-hydrochloride salt)
PubChem CID 572
MeSH Entry Terms 3-(N-formyl-N-hydroxy)aminopropylphosphonic acid;fosfidomycin;fosmidomycin;fosmidomycin monoammonium salt;fosmidomycin monopotassium salt;fosmidomycin monosodium salt;fosmidomycin sodium;fosmidomycin sodium salt;FR-31564;phosphonic acid, (3-(formylhydroxy
Molecular Weight 183.1

Certificates

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References

1. Jomaa H, Wiesner J, Sanderbrand S, Altincicek B, Weidemeyer C, Hintz M, Türbachova I, Eberl M, Zeidler J, Lichtenthaler HK et al..  (1999)  Inhibitors of the nonmevalonate pathway of isoprenoid biosynthesis as antimalarial drugs..  Science,  285  (5433): (1573-6).  [PMID:10477522]
2. Lell B, Ruangweerayut R, Wiesner J, Missinou MA, Schindler A, Baranek T, Hintz M, Hutchinson D, Jomaa H, Kremsner PG.  (2003)  Fosmidomycin, a novel chemotherapeutic agent for malaria..  Antimicrob Agents Chemother,  47  (2): (735-8).  [PMID:12543685]
3. Zhang B, Watts KM, Hodge D, Kemp LM, Hunstad DA, Hicks LM, Odom AR.  (2011)  A second target of the antimalarial and antibacterial agent fosmidomycin revealed by cellular metabolic profiling..  Biochemistry,  50  (17): (3570-7).  [PMID:21438569]
4. Mombo-Ngoma G, Remppis J, Sievers M, Zoleko Manego R, Endamne L, Kabwende L, Veletzky L, Nguyen TT, Groger M, Lötsch F et al..  (2018)  Efficacy and Safety of Fosmidomycin-Piperaquine as Nonartemisinin-Based Combination Therapy for Uncomplicated Falciparum Malaria: A Single-Arm, Age De-escalation Proof-of-Concept Study in Gabon..  Clin Infect Dis,  66  (12): (1823-1830).  [PMID:29293893]

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