Details of the Drug

General Information of Drug (ID: DMTU05Y)

Drug Name
ISOPENTENYL PYROPHOSPHATE
Synonyms
isopentenyl pyrophosphate; isopentenyl diphosphate; 3-Methyl-3-butenyl pyrophosphate; IPPP; Mono(3-methyl-3-butenyl) diphosphate; delta3-Isopentenyl diphosphate; isopentenyl-pp; Diphosphoric acid mono(3-methyl-3-butenyl) ester; delta-3-Isopentenyl pyrophosphat; Isopentenyl-diphosphate; CHEBI:16584; delta3-methyl-3-butenyl diphosphate; 3-methylbut-3-enyl phosphono hydrogen phosphate; 358-71-4; delta-3-Isopentenyl pyrophosphate; 3-methylbut-3-en-1-yl trihydrogen diphosphate; 3-METHYLBUT-3-ENYL TRIHYDROGEN DIPHOSPHATE
Indication
Disease Entry ICD 11 Status REF
Discovery agent N.A. Investigative [1]
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 246.09
Logarithm of the Partition Coefficient (xlogp) -0.9
Rotatable Bond Count (rotbonds) 6
Hydrogen Bond Donor Count (hbonddonor) 3
Hydrogen Bond Acceptor Count (hbondacc) 7
Chemical Identifiers
Formula
C5H12O7P2
IUPAC Name
3-methylbut-3-enyl phosphono hydrogen phosphate
Canonical SMILES
CC(=C)CCOP(=O)(O)OP(=O)(O)O
InChI
InChI=1S/C5H12O7P2/c1-5(2)3-4-11-14(9,10)12-13(6,7)8/h1,3-4H2,2H3,(H,9,10)(H2,6,7,8)
InChIKey
NUHSROFQTUXZQQ-UHFFFAOYSA-N
Cross-matching ID
PubChem CID
1195
ChEBI ID
CHEBI:16584
CAS Number
358-71-4
DrugBank ID
DB04714
TTD ID
D0J8KR

Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Bacterial Undecaprenyl pyrophosphate synthetase (Bact ispU) TT5VER7 UPPS_ECOLI Inhibitor [2]
Geranyltranstransferase (FDPS) TTIKWV4 FPPS_HUMAN Inhibitor [2]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
C-C chemokine receptor type 5 (CCR5) OTP5FMZ4 CCR5_HUMAN Gene/Protein Processing [3]
Fibroblast growth factor 9 (FGF9) OT2SKDGM FGF9_HUMAN Gene/Protein Processing [4]
Interferon gamma (IFNG) OTXG9JM7 IFNG_HUMAN Gene/Protein Processing [5]
Interleukin-2 receptor subunit alpha (IL2RA) OT0MWCHG IL2RA_HUMAN Gene/Protein Processing [5]
Mevalonate kinase (MVK) OTHJCUKT KIME_HUMAN Gene/Protein Processing [6]
Vitamin D3 receptor OTFC7K35 VDR_HUMAN Gene/Protein Processing [5]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

Molecular Expression Atlas of This Drug

The Studied Disease Discovery agent
ICD Disease Classification N.A.
Molecule Name Molecule Type Gene Name p-value Fold-Change Z-score
Geranyltranstransferase (FDPS) DTT FDPS 7.06E-03 -0.73 -2.57
Molecular Expression Atlas (MEA) Jump to Detail Molecular Expression Atlas of This Drug

References

1 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 3048).
2 The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42.
3 Patterns of chemokine receptor expression on peripheral blood gamma delta T lymphocytes: strong expression of CCR5 is a selective feature of V delta 2/V gamma 9 gamma delta T cells. J Immunol. 2002 May 15;168(10):4920-9. doi: 10.4049/jimmunol.168.10.4920.
4 Expression and synthesis of fibroblast growth factor-9 in human gammadelta T-lymphocytes. Response to isopentenyl pyrophosphate and TGF-beta1/IL-15. J Leukoc Biol. 2004 Apr;75(4):657-63. doi: 10.1189/jlb.0902471. Epub 2004 Jan 2.
5 Transcriptional profiling of gamma delta T cells identifies a role for vitamin D in the immunoregulation of the V gamma 9V delta 2 response to phosphate-containing ligands. J Immunol. 2005 May 15;174(10):6144-52. doi: 10.4049/jimmunol.174.10.6144.
6 Post-translational regulation of mevalonate kinase by intermediates of the cholesterol and nonsterol isoprene biosynthetic pathways. J Lipid Res. 1997 Nov;38(11):2216-23.