MiMeDB: Showing metabocard for D-glycero-beta-D-manno-heptose 1,7-bisphosphate (MMDBc0054436)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-05 23:12:11 UTC

Update Date

2022-08-12 20:09:00 UTC

Metabolite ID

MMDBc0054436

Metabolite Identification

Common Name

D-glycero-beta-D-manno-heptose 1,7-bisphosphate

Description

Structure

MOL SDF PDB SMILES InChI

 
  Mrv0541 07101212582D          
 
 22 22  0  0  1  0            999 V2000
   15.1793  -12.7472    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.1793  -13.5310    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.8393  -12.2935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4369  -12.3348    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.8806  -13.9434    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.4369  -13.9847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5818  -12.7060    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.7356  -12.7472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5818  -13.5310    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.8806  -14.7684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2830  -12.2523    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3242  -13.9434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4369  -11.5098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7356  -11.0973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9107  -11.0973    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   12.0857  -11.0973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9107  -10.2723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9107  -11.9222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1079  -12.2523    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   18.9329  -12.2523    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1079  -11.4273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1079  -13.0772    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  1  0  0  0
  2  5  1  0  0  0  0
  2  6  1  6  0  0  0
  3  7  1  0  0  0  0
  4  8  1  6  0  0  0
  5  9  1  0  0  0  0
  5 10  1  1  0  0  0
  7 11  1  1  0  0  0
  9 12  1  1  0  0  0
  7  9  1  0  0  0  0
  4 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
 15 18  1  0  0  0  0
 11 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 19 22  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0054436

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C7H16O13P2/c8-2(1-18-21(12,13)14)6-4(10)3(9)5(11)7(19-6)20-22(15,16)17/h2-11H,1H2,(H2,12,13,14)(H2,15,16,17)/t2-,3+,4+,5+,6-,7+/m1/s1

> <INCHI_KEY>
LMTGTTLGDUACSJ-QTNLNCNHSA-N

> <FORMULA>
C7H16O13P2

> <MOLECULAR_WEIGHT>
370.1417

> <EXACT_MASS>
370.006613622

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_AVERAGE_POLARIZABILITY>
27.776569785066474

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-[(1R)-1-hydroxy-2-(phosphonooxy)ethyl]oxan-2-yl]oxy}phosphonic acid

> <ALOGPS_LOGP>
-1.55

> <JCHEM_LOGP>
-3.8100062226666664

> <ALOGPS_LOGS>
-1.29

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
1.6557550083209556

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.9904351369305906

> <JCHEM_PKA_STRONGEST_BASIC>
-3.5461079690392987

> <JCHEM_POLAR_SURFACE_AREA>
223.66999999999996

> <JCHEM_REFRACTIVITY>
63.631699999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.90e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-[(1R)-1-hydroxy-2-(phosphonooxy)ethyl]oxan-2-yl]oxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-JUL-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-JUL-12         0                                  
HETATM    1  C   UNK     0      28.335 -23.795   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      28.335 -25.258   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      29.567 -22.948   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      26.949 -23.025   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      29.644 -26.028   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      26.949 -26.105   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      30.953 -23.718   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      25.640 -23.795   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      30.953 -25.258   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      29.644 -27.568   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      32.262 -22.871   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      32.339 -26.028   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      26.949 -21.485   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      25.640 -20.715   0.000  0.00  0.00           O+0
HETATM   15  P   UNK     0      24.100 -20.715   0.000  0.00  0.00           P+0
HETATM   16  O   UNK     0      22.560 -20.715   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      24.100 -19.175   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      24.100 -22.255   0.000  0.00  0.00           O+0
HETATM   19  P   UNK     0      33.801 -22.871   0.000  0.00  0.00           P+0
HETATM   20  O   UNK     0      35.341 -22.871   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      33.801 -21.331   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      33.801 -24.411   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7                                                       
CONECT    4    1    8   13                                                  
CONECT    5    2    9   10                                                  
CONECT    6    2                                                            
CONECT    7    3   11    9                                                  
CONECT    8    4                                                            
CONECT    9    5   12    7                                                  
CONECT   10    5                                                            
CONECT   11    7   19                                                       
CONECT   12    9                                                            
CONECT   13    4   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17   18                                             
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   15                                                            
CONECT   19   11   20   21   22                                             
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   19                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   44    0
END

Synonyms

Value	Source
D-Glycero-b-D-manno-heptose 1,7-bisphosphate	Generator
D-Glycero-b-D-manno-heptose 1,7-bisphosphoric acid	Generator
D-Glycero-beta-D-manno-heptose 1,7-bisphosphoric acid	Generator
D-Glycero-β-D-manno-heptose 1,7-bisphosphate	Generator
D-Glycero-β-D-manno-heptose 1,7-bisphosphoric acid	Generator

Molecular Formula

C₇H₁₆O₁₃P₂

Average Mass

370.1417

Monoisotopic Mass

370.006613622

IUPAC Name

{[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-[(1R)-1-hydroxy-2-(phosphonooxy)ethyl]oxan-2-yl]oxy}phosphonic acid

Traditional Name

[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-[(1R)-1-hydroxy-2-(phosphonooxy)ethyl]oxan-2-yl]oxyphosphonic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C7H16O13P2/c8-2(1-18-21(12,13)14)6-4(10)3(9)5(11)7(19-6)20-22(15,16)17/h2-11H,1H2,(H2,12,13,14)(H2,15,16,17)/t2-,3+,4+,5+,6-,7+/m1/s1

InChI Key

LMTGTTLGDUACSJ-QTNLNCNHSA-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
Oxane
Organic phosphoric acid derivative
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Polyol
Organic oxide
Hydrocarbon derivative
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

D-glycero-D-manno-heptose 1,7-bisphosphate (CHEBI:60206 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	19 g/L	ALOGPS
logP	-1.6	ALOGPS
logP	-3.8	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Acidic)	0.99	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	223.67 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	63.63 m³·mol⁻¹	ChemAxon
Polarizability	27.78 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	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_2_3) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-3179000000-94993ad0cfafefec67c2	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-006t-9383000000-da71110a7c778dd8810e	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0002-9310000000-d32e0670280009c266ba	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00or-9477000000-34725ed0350b53d2241c	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9000000000-4561848c34fb3ec3fe5e	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-ad9a00cea57eec2f0f24	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
Bacteria	Proteobacteria	199	Pig ; Human feces; Cattle ; Human ; River trout ; Lion ; Chicken ; Human feces; pleural fluid plaque; bal; Human stool
Bacteria	Acidobacteria	1
Bacteria	Actinobacteria	1

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

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C11472

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

46906053

PDB ID

Not Available

ChEBI ID

60206

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-glycero-beta-D-manno-heptose 1,7-bisphosphate (MMDBc0054436)

MOL for #<Metabolite:0x00005634c2a807f8>

3D MOL for #<Metabolite:0x00005634c2a807f8>

3D SDF for #<Metabolite:0x00005634c2a807f8>

3D-SDF for #<Metabolite:0x00005634c2a807f8>

PDB for #<Metabolite:0x00005634c2a807f8>

3D PDB for #<Metabolite:0x00005634c2a807f8>

SMILES for #<Metabolite:0x00005634c2a807f8>

INCHI for #<Metabolite:0x00005634c2a807f8>

Structure for #<Metabolite:0x00005634c2a807f8>

3D Structure for #<Metabolite:0x00005634c2a807f8>