MiMeDB: Showing metabocard for alpha-D-Ribose 1,2-cyclic phosphate 5-phosphate (MMDBc0031928)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 01:55:20 UTC

Update Date

2022-08-31 18:26:31 UTC

Metabolite ID

MMDBc0031928

Metabolite Identification

Common Name

alpha-D-Ribose 1,2-cyclic phosphate 5-phosphate

Description

A ribose bisphosphate that is the cyclic-1,2-phosphate derivative of 5-phospho-Œ±-D-ribose

Structure

MOL SDF PDB SMILES InChI

 
  Mrv1533006041521132D          
 
 17 18  0  0  1  0            999 V2000
   13.5056   -9.3121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8653   -9.6426    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.1874   -9.1349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6082  -10.3866    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.5267   -9.6078    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.7840  -10.3866    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.7409   -9.3540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1255   -9.9103    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2911   -9.9103    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    8.4601   -9.9103    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2876  -10.7413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2876   -9.0792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6546  -11.2241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0781  -10.3021    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   14.9099   -9.7221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3361  -10.9747    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3031  -11.0517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  3  5  1  0  0  0  0
  4  6  1  0  0  0  0
  5  7  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
  9 12  2  0  0  0  0
  5  6  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
  1 14  1  0  0  0  0
  4 16  1  6  0  0  0
  6 17  1  6  0  0  0
 16 14  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0031928

> <DATABASE_NAME>
MIME

> <SMILES>
O[C@@H]1[C@@H](COP(O)(O)=O)O[C@@H]2OP(O)(=O)O[C@H]12

> <INCHI_IDENTIFIER>
InChI=1S/C5H10O10P2/c6-3-2(1-12-16(7,8)9)13-5-4(3)14-17(10,11)15-5/h2-6H,1H2,(H,10,11)(H2,7,8,9)/t2-,3-,4-,5-/m1/s1

> <INCHI_KEY>
OXGUIUWFXGIWNM-TXICZTDVSA-N

> <FORMULA>
C5H10O10P2

> <MOLECULAR_WEIGHT>
292.073

> <EXACT_MASS>
291.974920518

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
27

> <JCHEM_AVERAGE_POLARIZABILITY>
21.278615144831434

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(3aR,5R,6R,6aR)-2,6-dihydroxy-2-oxo-tetrahydro-2H-2λ⁵-furo[2,3-d][1,3,2]dioxaphosphol-5-yl]methoxy}phosphonic acid

> <ALOGPS_LOGP>
-1.16

> <JCHEM_LOGP>
-1.6527985473333333

> <ALOGPS_LOGS>
-1.15

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
1.691496559433233

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.0421745627044876

> <JCHEM_PKA_STRONGEST_BASIC>
-3.702127883947399

> <JCHEM_POLAR_SURFACE_AREA>
151.98

> <JCHEM_REFRACTIVITY>
47.9277

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.06e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(3aR,5R,6R,6aR)-2,6-dihydroxy-2-oxo-tetrahydro-2λ⁵-furo[2,3-d][1,3,2]dioxaphosphol-5-yl]methoxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-JUN-15   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-JUN-15         0                                  
HETATM    1  O   UNK     0      25.210 -17.383   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      24.015 -18.000   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      22.750 -17.052   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      23.535 -19.388   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      21.517 -17.935   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      21.997 -19.388   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      20.050 -17.461   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      18.901 -18.499   0.000  0.00  0.00           O+0
HETATM    9  P   UNK     0      17.343 -18.499   0.000  0.00  0.00           P+0
HETATM   10  O   UNK     0      15.792 -18.499   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      17.337 -20.050   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      17.337 -16.948   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      27.355 -20.952   0.000  0.00  0.00           O+0
HETATM   14  P   UNK     0      26.279 -19.231   0.000  0.00  0.00           P+0
HETATM   15  O   UNK     0      27.832 -18.148   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      24.894 -20.486   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      21.099 -20.630   0.000  0.00  0.00           O+0
CONECT    1    2   14                                                       
CONECT    2    1    3    4                                                  
CONECT    3    2    5                                                       
CONECT    4    2    6   16                                                  
CONECT    5    3    7    6                                                  
CONECT    6    4    5   17                                                  
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11   12                                             
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    9                                                            
CONECT   13   14                                                            
CONECT   14   13   15    1   16                                             
CONECT   15   14                                                            
CONECT   16    4   14                                                       
CONECT   17    6                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

Synonyms

Value	Source
5-O-Phosphono-alpha-D-ribofuranose 1,2-(hydrogen phosphate)	ChEBI
PRCP	ChEBI
5-Phospho-alpha-D-ribose 1,2-cyclic phosphate	Kegg
5-O-Phosphono-a-D-ribofuranose 1,2-(hydrogen phosphate)	Generator
5-O-Phosphono-a-D-ribofuranose 1,2-(hydrogen phosphoric acid)	Generator
5-O-Phosphono-alpha-D-ribofuranose 1,2-(hydrogen phosphoric acid)	Generator
5-O-Phosphono-α-D-ribofuranose 1,2-(hydrogen phosphate)	Generator
5-O-Phosphono-α-D-ribofuranose 1,2-(hydrogen phosphoric acid)	Generator
5-Phospho-a-D-ribose 1,2-cyclic phosphate	Generator
5-Phospho-a-D-ribose 1,2-cyclic phosphoric acid	Generator
5-Phospho-alpha-D-ribose 1,2-cyclic phosphoric acid	Generator
5-Phospho-α-D-ribose 1,2-cyclic phosphate	Generator
5-Phospho-α-D-ribose 1,2-cyclic phosphoric acid	Generator
a-D-Ribose 1,2-cyclic phosphate 5-phosphate	Generator
a-D-Ribose 1,2-cyclic phosphoric acid 5-phosphoric acid	Generator
alpha-D-Ribose 1,2-cyclic phosphoric acid 5-phosphoric acid	Generator
Α-D-ribose 1,2-cyclic phosphate 5-phosphate	Generator
Α-D-ribose 1,2-cyclic phosphoric acid 5-phosphoric acid	Generator

Molecular Formula

C₅H₁₀O₁₀P₂

Average Mass

292.073

Monoisotopic Mass

291.974920518

IUPAC Name

{[(3aR,5R,6R,6aR)-2,6-dihydroxy-2-oxo-tetrahydro-2H-2λ⁵-furo[2,3-d][1,3,2]dioxaphosphol-5-yl]methoxy}phosphonic acid

Traditional Name

[(3aR,5R,6R,6aR)-2,6-dihydroxy-2-oxo-tetrahydro-2λ⁵-furo[2,3-d][1,3,2]dioxaphosphol-5-yl]methoxyphosphonic acid

CAS Registry Number

Not Available

SMILES

O[C@@H]1[C@@H](COP(O)(O)=O)O[C@@H]2OP(O)(=O)O[C@H]12

InChI Identifier

InChI=1S/C5H10O10P2/c6-3-2(1-12-16(7,8)9)13-5-4(3)14-17(10,11)15-5/h2-6H,1H2,(H,10,11)(H2,7,8,9)/t2-,3-,4-,5-/m1/s1

InChI Key

OXGUIUWFXGIWNM-TXICZTDVSA-N

Chemical Taxonomy

Functional Ontology

Physical Properties

Spectra

Biological Properties

Human Proteins and Enzymes

Human Pathways

Metabolic Reactions

Health Effects and Bioactivity

Microbial Sources

Exposure Sources

Host Biospecimen and Location

External Links

References

Showing metabocard for alpha-D-Ribose 1,2-cyclic phosphate 5-phosphate (MMDBc0031928)

MOL for #<Metabolite:0x00007fd5f911de20>

3D MOL for #<Metabolite:0x00007fd5f911de20>

3D SDF for #<Metabolite:0x00007fd5f911de20>

3D-SDF for #<Metabolite:0x00007fd5f911de20>

PDB for #<Metabolite:0x00007fd5f911de20>

3D PDB for #<Metabolite:0x00007fd5f911de20>

SMILES for #<Metabolite:0x00007fd5f911de20>

INCHI for #<Metabolite:0x00007fd5f911de20>

Structure for #<Metabolite:0x00007fd5f911de20>

3D Structure for #<Metabolite:0x00007fd5f911de20>