MiMeDB: Showing metabocard for D-arabino-hex-3-ulose 6-phosphate (MMDBc0054420)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-05 23:11:39 UTC

Update Date

2022-08-12 20:09:00 UTC

Metabolite ID

MMDBc0054420

Metabolite Identification

Common Name

D-arabino-hex-3-ulose 6-phosphate

Description

Structure

MOL SDF PDB SMILES InChI

 
  Mrv1533006041518372D          
 
 16 15  0  0  1  0            999 V2000
    5.4038   -9.4050    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1050   -9.8175    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7025   -9.8175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4038   -8.5800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8475   -9.4050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1050  -10.6425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9600   -9.4050    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7025  -10.6425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5488   -9.8175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2588   -9.8175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3738   -9.8175    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    9.1988   -9.8175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3738   -8.9925    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3738  -10.6425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5575   -9.4050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9600   -8.5800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  6  0  0  0
  2  5  1  0  0  0  0
  2  6  1  1  0  0  0
  3  7  1  0  0  0  0
  3  8  2  0  0  0  0
  5  9  1  0  0  0  0
  7 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 11 14  2  0  0  0  0
 10 15  1  0  0  0  0
  7 16  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0054420

> <DATABASE_NAME>
MIME

> <SMILES>
OC[C@@H](O)C(=O)[C@H](O)[C@H](O)COP(O)(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C6H13O9P/c7-1-3(8)5(10)6(11)4(9)2-15-16(12,13)14/h3-4,6-9,11H,1-2H2,(H2,12,13,14)/t3-,4-,6-/m1/s1

> <INCHI_KEY>
UZYFNQCWJLIAKE-ZMIZWQJLSA-N

> <FORMULA>
C6H13O9P

> <MOLECULAR_WEIGHT>
260.135

> <EXACT_MASS>
260.029718997

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
20.765901320524343

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2R,3R,5R)-2,3,5,6-tetrahydroxy-4-oxohexyl]oxy}phosphonic acid

> <ALOGPS_LOGP>
-2.04

> <JCHEM_LOGP>
-3.2384087056666666

> <ALOGPS_LOGS>
-1.10

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.504273149227553

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.4785159777020036

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0083233612809996

> <JCHEM_POLAR_SURFACE_AREA>
164.75

> <JCHEM_REFRACTIVITY>
48.5098

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.08e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
arabino-3-hexulose-6-phosphate

> <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  C   UNK     0      10.087 -17.556   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.396 -18.326   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.778 -18.326   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      10.087 -16.016   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      12.782 -17.556   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      11.396 -19.866   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       7.392 -17.556   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       8.778 -19.866   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      14.091 -18.326   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       6.083 -18.326   0.000  0.00  0.00           C+0
HETATM   11  P   UNK     0      15.631 -18.326   0.000  0.00  0.00           P+0
HETATM   12  O   UNK     0      17.171 -18.326   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      15.631 -16.786   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      15.631 -19.866   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       4.774 -17.556   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       7.392 -16.016   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7    8                                                  
CONECT    4    1                                                            
CONECT    5    2    9                                                       
CONECT    6    2                                                            
CONECT    7    3   10   16                                                  
CONECT    8    3                                                            
CONECT    9    5   11                                                       
CONECT   10    7   15                                                       
CONECT   11    9   12   13   14                                             
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14   11                                                            
CONECT   15   10                                                            
CONECT   16    7                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   30    0
END

Synonyms

Value	Source
6-O-Phosphono-D-arabino-hex-3-ulose	ChEBI
a-3-H-6-p	ChEBI
Arabino-3-hexulose-6-phosphate	ChEBI
D-Arabino-3-hexulose 6-phosphate	ChEBI
D-Arabino-3-hexulose, 6-(dihydrogen phosphate)	ChEBI
D-Arabino-6-phospho-hex-3-ulose	ChEBI
Arabino-3-hexulose-6-phosphoric acid	Generator
D-Arabino-3-hexulose 6-phosphoric acid	Generator
D-Arabino-3-hexulose, 6-(dihydrogen phosphoric acid)	Generator
D-Arabino-hex-3-ulose 6-phosphoric acid	Generator

Molecular Formula

C₆H₁₃O₉P

Average Mass

260.135

Monoisotopic Mass

260.029718997

IUPAC Name

{[(2R,3R,5R)-2,3,5,6-tetrahydroxy-4-oxohexyl]oxy}phosphonic acid

Traditional Name

arabino-3-hexulose-6-phosphate

CAS Registry Number

Not Available

SMILES

OC[C@@H](O)C(=O)[C@H](O)[C@H](O)COP(O)(O)=O

InChI Identifier

InChI=1S/C6H13O9P/c7-1-3(8)5(10)6(11)4(9)2-15-16(12,13)14/h3-4,6-9,11H,1-2H2,(H2,12,13,14)/t3-,4-,6-/m1/s1

InChI Key

UZYFNQCWJLIAKE-ZMIZWQJLSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hexose phosphates. These are carbohydrate derivatives containing a hexose substituted by one or more phosphate groups.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Hexose phosphates

Alternative Parents

Substituents

Hexose phosphate
Pentose phosphate
Monosaccharide phosphate
Monoalkyl phosphate
Acyloin
Beta-hydroxy ketone
Organic phosphoric acid derivative
Alkyl phosphate
Phosphoric acid ester
Alpha-hydroxy ketone
Ketone
Secondary alcohol
Polyol
Hydrocarbon derivative
Organic oxide
Carbonyl group
Alcohol
Primary alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

ketohexose monophosphate (CHEBI:27973 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	20.8 g/L	ALOGPS
logP	-2	ALOGPS
logP	-3.2	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	1.48	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	164.75 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	48.51 m³·mol⁻¹	ChemAxon
Polarizability	20.77 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_5_11) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03dl-3790000000-03236cb44de525f675ab	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03kd-9400000000-d15ebc90184fa2d8a41f	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-08mj-9100000000-214216b58c3aa262c298	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0ar9-9710000000-098c01bd3efc5f83603b	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9100000000-008ce667bed5ee6f6d24	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-1cdd39bc5c620ee2f080	2019-02-23	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites
Archaea/Archaea	Euryarchaeota	13
Archaea	Euryarchaeota	1
Bacteria	Firmicutes	14	Human feces; Human ; Cattle
Bacteria	Proteobacteria	1
Bacteria	Actinobacteria	1

Exposure Sources

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C06019

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

193886

PDB ID

Not Available

ChEBI ID

27973

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for D-arabino-hex-3-ulose 6-phosphate (MMDBc0054420)

MOL for #<Metabolite:0x00007fdb71940d50>

3D MOL for #<Metabolite:0x00007fdb71940d50>

3D SDF for #<Metabolite:0x00007fdb71940d50>

3D-SDF for #<Metabolite:0x00007fdb71940d50>

PDB for #<Metabolite:0x00007fdb71940d50>

3D PDB for #<Metabolite:0x00007fdb71940d50>

SMILES for #<Metabolite:0x00007fdb71940d50>

INCHI for #<Metabolite:0x00007fdb71940d50>

Structure for #<Metabolite:0x00007fdb71940d50>

3D Structure for #<Metabolite:0x00007fdb71940d50>