MiMeDB: Showing metabocard for Sorbitol 6-phosphate (MMDBc0031927)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 01:55:18 UTC

Update Date

2022-08-31 18:26:30 UTC

Metabolite ID

MMDBc0031927

Metabolite Identification

Common Name

Sorbitol 6-phosphate

Description

This compound belongs to the class of organic compounds known as monoalkyl phosphates. These are organic compounds containing a phosphate group that is linked to exactly one alkyl chain.

Structure

MOL SDF PDB SMILES InChI

 
  Mrv0541 07171214572D          
 
 16 15  0  0  1  0            999 V2000
    9.1577  -10.8077    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8722  -10.3952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5867  -10.8077    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.3012  -10.3952    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.0156  -10.8077    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.7301  -10.3952    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.4446  -10.8077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1591  -10.3952    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5867  -11.6326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3012   -9.5702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0156  -11.6327    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7301   -9.5704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9841  -10.3952    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   15.8091  -10.3952    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9841   -9.5702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9841  -11.2202    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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  3  9  1  1  0  0  0
  4 10  1  1  0  0  0
  5 11  1  1  0  0  0
  6 12  1  6  0  0  0
  8 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 13 16  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0031927

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C6H15O9P/c7-1-3(8)5(10)6(11)4(9)2-15-16(12,13)14/h3-11H,1-2H2,(H2,12,13,14)/t3-,4+,5+,6+/m0/s1

> <INCHI_KEY>
GACTWZZMVMUKNG-SLPGGIOYSA-N

> <FORMULA>
C6H15O9P

> <MOLECULAR_WEIGHT>
262.1517

> <EXACT_MASS>
262.04536859

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
21.66413806466729

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-2.32

> <JCHEM_LOGP>
-3.8535848799999997

> <ALOGPS_LOGS>
-0.99

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.51775442851501

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.4919441062189174

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9742116175053397

> <JCHEM_POLAR_SURFACE_AREA>
167.91

> <JCHEM_REFRACTIVITY>
49.2765

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.66e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
sorbitol-6-phosphate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-JUL-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUL-12         0                                  
HETATM    1  O   UNK     0      17.094 -20.174   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      18.428 -19.404   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      19.762 -20.174   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      21.095 -19.404   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      22.429 -20.174   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      23.763 -19.404   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      25.097 -20.174   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      26.430 -19.404   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      19.762 -21.714   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      21.095 -17.864   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      22.429 -21.714   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      23.763 -17.865   0.000  0.00  0.00           O+0
HETATM   13  P   UNK     0      27.970 -19.404   0.000  0.00  0.00           P+0
HETATM   14  O   UNK     0      29.510 -19.404   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      27.970 -17.864   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      27.970 -20.944   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    9                                                  
CONECT    4    3    5   10                                                  
CONECT    5    4    6   11                                                  
CONECT    6    5    7   12                                                  
CONECT    7    6    8                                                       
CONECT    8    7   13                                                       
CONECT    9    3                                                            
CONECT   10    4                                                            
CONECT   11    5                                                            
CONECT   12    6                                                            
CONECT   13    8   14   15   16                                             
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   13                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   30    0
END

Synonyms

Value	Source
D-Glucitol, 6-(dihydrogen phosphate)	ChEBI
D-Sorbitol 6-phosphate	ChEBI
Sorbitol 6-phosphate	ChEBI
Sorbitol-6-phosphate	ChEBI
D-Glucitol, 6-(dihydrogen phosphoric acid)	Generator
D-Sorbitol 6-phosphoric acid	Generator
Sorbitol 6-phosphoric acid	Generator
Sorbitol-6-phosphoric acid	Generator
D-Glucitol 6-phosphoric acid	Generator
D-Glucitol 6-phosphate	KEGG

Molecular Formula

C₆H₁₅O₉P

Average Mass

262.1517

Monoisotopic Mass

262.04536859

IUPAC Name

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

Traditional Name

sorbitol-6-phosphate

CAS Registry Number

20479-58-7

SMILES

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

InChI Identifier

InChI=1S/C6H15O9P/c7-1-3(8)5(10)6(11)4(9)2-15-16(12,13)14/h3-11H,1-2H2,(H2,12,13,14)/t3-,4+,5+,6+/m0/s1

InChI Key

GACTWZZMVMUKNG-SLPGGIOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as monosaccharide phosphates. These are monosaccharides comprising a phosphated group linked to the carbohydrate unit.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Monosaccharide phosphates

Alternative Parents

Substituents

Monosaccharide phosphate
Monoalkyl phosphate
Alkyl phosphate
Phosphoric acid ester
Organic phosphoric acid derivative
Secondary alcohol
Polyol
Organic oxide
Hydrocarbon derivative
Primary alcohol
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

glucitol phosphate (CHEBI:17044 )
alditol 6-phosphate (CHEBI:17044 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	26.6 g/L	ALOGPS
logP	-2.3	ALOGPS
logP	-3.9	ChemAxon
logS	-0.99	ALOGPS
pKa (Strongest Acidic)	1.49	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	167.91 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	49.28 m³·mol⁻¹	ChemAxon
Polarizability	21.66 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
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-00kb-0943000000-fdce3bd666a43e73a44c	2017-09-12	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-03di-0090000000-69dca5fddda32122208d	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-03di-4090000000-09f8d1a625ba54c9d70b	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-002b-9000000000-b176fc35ff4f5c08fcc8	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-004j-9000000000-5048269b3b24ce10885c	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-004i-9000000000-b3f775131be3427efdbe	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , negative	splash10-01ta-9020000000-e246fafb8aa420f0e628	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0gwg-2690000000-07b918727b2057fef99b	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-001i-9520000000-85907edcda67a134543a	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-02cr-9400000000-9a6934242158038fcc73	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-03z9-9200000000-bf128ce9c60e1c7690e6	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-015a-9000000000-a2657279865dce2fb3e6	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-IT , positive	splash10-014i-0900000000-51d6fb44dccdd40ffc54	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-03dj-2960000000-a0d60cb82d98a98bd3ff	2017-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03dj-3690000000-bcc5097fd962872341bd	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03kc-9610000000-ac374a4fe18a51efbab7	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03kd-9200000000-651b0e98592a21df2d7e	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-084v-9820000000-12be868166849360c049	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9200000000-7c23a52e0da63d89cc95	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-0fa94fd955a1b1afa23a	2015-09-15	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

Not Available

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	Microbial Links
Bacteria	Proteobacteria	1	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

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

DB02548

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C01096

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

152306

PDB ID

Not Available

ChEBI ID

17044

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Sajed T, Marcu A, Ramirez M, Pon A, Guo AC, Knox C, Wilson M, Grant JR, Djoumbou Y, Wishart DS: ECMDB 2.0: A richer resource for understanding the biochemistry of E. coli. Nucleic Acids Res. 2016 Jan 4;44(D1):D495-501. doi: 10.1093/nar/gkv1060. Epub 2015 Oct 19. [PubMed:26481353 ]

Showing metabocard for Sorbitol 6-phosphate (MMDBc0031927)

MOL for #<Metabolite:0x00007fece5617270>

3D MOL for #<Metabolite:0x00007fece5617270>

3D SDF for #<Metabolite:0x00007fece5617270>

3D-SDF for #<Metabolite:0x00007fece5617270>

PDB for #<Metabolite:0x00007fece5617270>

3D PDB for #<Metabolite:0x00007fece5617270>

SMILES for #<Metabolite:0x00007fece5617270>

INCHI for #<Metabolite:0x00007fece5617270>

Structure for #<Metabolite:0x00007fece5617270>

3D Structure for #<Metabolite:0x00007fece5617270>