Np mrd loader

Showing NP-Card for Phosphoroselenoic acid (NP0087085)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2022-05-11 16:39:37 UTC
Updated at2022-05-11 16:39:37 UTC
NP-MRD IDNP0087085
Secondary Accession NumbersNone
Natural Product Identification
Common NamePhosphoroselenoic acid
DescriptionPhosphoroselenoic acid, also known as selenophosphoric acid or selenophosphate, belongs to the class of inorganic compounds known as non-metal selenophosphates. These are inorganic compounds in which the largest oxoanion is selenophosphate, and in which the heaviest atom not in an oxoanion is a non-metal element. Phosphoroselenoic acid is also the selenium donor used to synthesize selenocysteine (Sec), the 21st amino acid, which is co-translationally incorporated into selenoproteins at in-frame UGA codons. Phosphoroselenoic acid is an extremely strong acidic compound (based on its pKa). Phosphoroselenoic acid, H3SePO3, is the activated selenium donor compound required for the biosynthesis of selenocysteyl-tRNA, the precursor of specific selenocysteine residues in bacterial and mammalian selenoproteins. The SPS1-encoded enzyme depends on a selenium salvage system that recycles L-selenocysteine. Phosphoroselenoic acid exists in all living organisms, ranging from bacteria to humans. In humans, phosphoroselenoic acid is involved in selenoamino acid metabolism. Phosphoroselenoic acid synthetase genes play a role in a cancer cell's response to ionizing radiation and its reaction product, selenophosphate, might be involved in cancer prevention in a p53-dependent manner and could be applied to the development of a novel cancer therapy (PMID: 8986768 , 10609888 , 16786570 ). A number of enzymes have selenocysteine residues and, in some cases, the residues are located at their active sites. Phosphoroselenoic acid was first documented in 1996 (PMID: 8986768). Selenocysteine is the 21st amino acid, because Sec has a specific tRNA and codon UGA, and shares a major stop codon UGA (PMID: 10609888) (PMID: 16786570) (PMID: 18156471).
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0087085 (Phosphoroselenoic acid)


  Mrv1652305171817442D          

  5  4  0  0  0  0            999 V2000
    0.8250   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.0000    0.0000 Se  0  0  0  0  0  2  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  2  0  0  0  0
  5  2  1  0  0  0  0
M  END
Download

3D MOL for NP0087085 (Phosphoroselenoic acid)

Download
3D SDF for NP0087085 (Phosphoroselenoic acid)

  Mrv1652305171817442D          

  5  4  0  0  0  0            999 V2000
    0.8250   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.0000    0.0000 Se  0  0  0  0  0  2  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  2  0  0  0  0
  5  2  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0087085

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OP(O)(O)=[Se]

> <INCHI_IDENTIFIER>
InChI=1S/H3O3PSe/c1-4(2,3)5/h(H3,1,2,3,5)

> <INCHI_KEY>
JRPHGDYSKGJTKZ-UHFFFAOYSA-N

> <FORMULA>
H3O3PSe

> <MOLECULAR_WEIGHT>
160.96

> <EXACT_MASS>
161.898502302

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
7.233680377305243

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
hydroxy(selanylidene)phosphonous acid

> <JCHEM_LOGP>
-1.1304999999999996

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
-3.1645280069565223

> <JCHEM_PKA_STRONGEST_ACIDIC>
-6.266789329064495

> <JCHEM_POLAR_SURFACE_AREA>
60.69

> <JCHEM_REFRACTIVITY>
26.323899999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
selenophosphoric acid

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0087085 (Phosphoroselenoic acid)
Download
PDB for NP0087085 (Phosphoroselenoic acid)
HEADER    PROTEIN                                 17-MAY-18   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-MAY-18         0                                  
HETATM    1  O   UNK     0       1.540  -1.540   0.000  0.00  0.00           O+0
HETATM    2  P   UNK     0       1.540   0.000   0.000  0.00  0.00           P+0
HETATM    3  O   UNK     0       1.540   1.540   0.000  0.00  0.00           O+0
HETATM    4 Se   UNK     0       3.080  -0.000   0.000  0.00  0.00          Se+0
HETATM    5  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4    5                                             
CONECT    3    2                                                            
CONECT    4    2                                                            
CONECT    5    2                                                            
MASTER        0    0    0    0    0    0    0    0    5    0    8    0
END

Download
3D PDB for NP0087085 (Phosphoroselenoic acid)
Download
SMILES for NP0087085 (Phosphoroselenoic acid)
OP(O)(O)=[Se]
Download
INCHI for NP0087085 (Phosphoroselenoic acid)
InChI=1S/H3O3PSe/c1-4(2,3)5/h(H3,1,2,3,5)
Download
View in JSmol
Synonyms
ValueSource
[p(OH)3Se]ChEBI
SelenophosphateChEBI
Selenophosphoric acidGenerator
PhosphoroselenoateGenerator
Monoselenophosphoric acidHMDB
SePO3HMDB
TrihydroxidoselenidophosphorusHMDB
Chemical FormulaH3O3PSe
Average Mass160.9600 Da
Monoisotopic Mass161.89850 Da
IUPAC Namehydroxy(selanylidene)phosphonous acid
Traditional Nameselenophosphoric acid
CAS Registry NumberNot Available
SMILES
OP(O)(O)=[Se]
InChI Identifier
InChI=1S/H3O3PSe/c1-4(2,3)5/h(H3,1,2,3,5)
InChI KeyJRPHGDYSKGJTKZ-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Anas platyrhynchosFooDB
AnatidaeFooDB
Anser anserFooDB
Bison bisonFooDB
Bos taurusFooDB
Bos taurus X Bison bisonFooDB
Bubalus bubalisFooDB
Capra aegagrus hircusFooDB
CervidaeFooDB
Cervus canadensisFooDB
ColumbaFooDB
ColumbidaeFooDB
Dromaius novaehollandiaeFooDB
Equus caballusFooDB
Gallus gallusFooDB
Lagopus mutaFooDB
LeporidaeFooDB
Lepus timidusFooDB
Melanitta fuscaFooDB
Meleagris gallopavoFooDB
Numida meleagrisFooDB
OdocoileusFooDB
OryctolagusFooDB
Ovis ariesFooDB
PhasianidaeFooDB
Phasianus colchicusFooDB
Struthio camelusFooDB
Sus scrofaFooDB
Sus scrofa domesticaFooDB
Chemical Taxonomy
Description Belongs to the class of inorganic compounds known as non-metal selenophosphates. These are inorganic compounds in which the largest oxoanion is selenophosphate, and in which the heaviest atom not in an oxoanion is a non-metal element.
KingdomInorganic compounds  
Super ClassMixed metal/non-metal compounds  
ClassOther mixed metal/non-metal oxoanionic compounds  
Sub ClassNon-metal selenophosphates  
Direct ParentNon-metal selenophosphates  
Alternative ParentsNot Available
Substituents
  • Non-metal selenophosphate
Molecular FrameworkNot Available
External Descriptors
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-1.1ChemAxon
pKa (Strongest Acidic)-6.3ChemAxon
Physiological Charge-3ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area60.69 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity26.32 m³·mol⁻¹ChemAxon
Polarizability7.23 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0003840  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB023234  
KNApSAcK IDNot Available
Chemspider ID1061  
KEGG Compound IDC05172  
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound1092  
PDB IDNot Available
ChEBI ID29269  
Good Scents IDNot Available
References
General References
  1. Guimaraes MJ, Peterson D, Vicari A, Cocks BG, Copeland NG, Gilbert DJ, Jenkins NA, Ferrick DA, Kastelein RA, Bazan JF, Zlotnik A: Identification of a novel selD homolog from eukaryotes, bacteria, and archaea: is there an autoregulatory mechanism in selenocysteine metabolism? Proc Natl Acad Sci U S A. 1996 Dec 24;93(26):15086-91. doi: 10.1073/pnas.93.26.15086. [PubMed:8986768  ] 
  2. Lacourciere GM: Biosynthesis of selenophosphate. Biofactors. 1999;10(2-3):237-44. doi: 10.1002/biof.5520100222. [PubMed:10609888  ] 
  3. Chung HJ, Yoon SI, Shin SH, Koh YA, Lee SJ, Lee YS, Bae S: p53-Mediated enhancement of radiosensitivity by selenophosphate synthetase 1 overexpression. J Cell Physiol. 2006 Oct;209(1):131-41. doi: 10.1002/jcp.20714. [PubMed:16786570  ] 
  4. Lobanov AV, Hatfield DL, Gladyshev VN: Selenoproteinless animals: selenophosphate synthetase SPS1 functions in a pathway unrelated to selenocysteine biosynthesis. Protein Sci. 2008 Jan;17(1):176-82. doi: 10.1110/ps.073261508. [PubMed:18156471  ]