MiMeDB: Showing metabocard for D-Glycero-D-manno-heptose 7-phosphate (MMDBc0031605)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 01:41:08 UTC

Update Date

2022-08-31 18:22:26 UTC

Metabolite ID

MMDBc0031605

Metabolite Identification

Common Name

D-Glycero-D-manno-heptose 7-phosphate

Description

D-glycero-D-manno-heptose 7-phosphate is a member of the chemical class known as Hexoses. These are monosaccharides in which the sugar unit is a hexose.

Structure

MOL SDF PDB SMILES InChI

 
  Mrv0541 07101212592D          
 
 18 18  0  0  1  0            999 V2000
   16.0193  -12.7331    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.9952  -13.5546    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.6827  -12.3034    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2526  -12.3309    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.7136  -13.9569    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.2871  -13.9810    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.4081  -12.7021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5479  -12.7674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.4184  -13.5272    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.7274  -14.7785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1197  -12.2758    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1438  -13.9294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2526  -11.5059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5474  -11.0987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7224  -11.0987    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   12.8974  -11.0987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7224  -10.2737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7224  -11.9237    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  0  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
M  END
> <DATABASE_ID>
MMDBc0031605

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C7H15O10P/c8-2(1-16-18(13,14)15)6-4(10)3(9)5(11)7(12)17-6/h2-12H,1H2,(H2,13,14,15)/t2-,3+,4+,5+,6-,7?/m1/s1

> <INCHI_KEY>
SDADNVAZGVDAIM-NNPWBXLPSA-N

> <FORMULA>
C7H15O10P

> <MOLECULAR_WEIGHT>
290.1618

> <EXACT_MASS>
290.040283212

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
23.480903861445544

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2R)-2-hydroxy-2-[(2R,3S,4S,5S)-3,4,5,6-tetrahydroxyoxan-2-yl]ethoxy]phosphonic acid

> <ALOGPS_LOGP>
-2.27

> <JCHEM_LOGP>
-3.6864401913333325

> <ALOGPS_LOGS>
-0.92

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.516686880098581

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.4908840610832481

> <JCHEM_PKA_STRONGEST_BASIC>
-3.5460875871665447

> <JCHEM_POLAR_SURFACE_AREA>
177.14

> <JCHEM_REFRACTIVITY>
52.758799999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.46e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-2-hydroxy-2-[(2R,3S,4S,5S)-3,4,5,6-tetrahydroxyoxan-2-yl]ethoxyphosphonic 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      29.903 -23.768   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      29.858 -25.302   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      31.141 -22.966   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      28.472 -23.018   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      31.199 -26.053   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      28.536 -26.098   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      32.495 -23.711   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      27.156 -23.833   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      32.514 -25.251   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      31.225 -27.587   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      33.823 -22.915   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      33.868 -26.002   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      28.472 -21.478   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      27.155 -20.718   0.000  0.00  0.00           O+0
HETATM   15  P   UNK     0      25.615 -20.718   0.000  0.00  0.00           P+0
HETATM   16  O   UNK     0      24.075 -20.718   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      25.615 -19.178   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      25.615 -22.258   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                                                            
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                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   36    0
END

Synonyms

Value	Source
7-O-Phosphono-D-glycero-D-manno-heptose	ChEBI
D-Glycero-D-manno-heptose 7-phosphoric acid	Generator

Molecular Formula

C₇H₁₅O₁₀P

Average Mass

290.1618

Monoisotopic Mass

290.040283212

IUPAC Name

[(2R)-2-hydroxy-2-[(2R,3S,4S,5S)-3,4,5,6-tetrahydroxyoxan-2-yl]ethoxy]phosphonic acid

Traditional Name

(2R)-2-hydroxy-2-[(2R,3S,4S,5S)-3,4,5,6-tetrahydroxyoxan-2-yl]ethoxyphosphonic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C7H15O10P/c8-2(1-16-18(13,14)15)6-4(10)3(9)5(11)7(12)17-6/h2-12H,1H2,(H2,13,14,15)/t2-,3+,4+,5+,6-,7?/m1/s1

InChI Key

SDADNVAZGVDAIM-NNPWBXLPSA-N

Chemical Taxonomy

Description

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.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic phosphoric acids and derivatives

Sub Class

Phosphate esters

Direct Parent

Monoalkyl phosphates

Alternative Parents

Substituents

Monoalkyl phosphate
Oxane
Monosaccharide
Secondary alcohol
Hemiacetal
Oxacycle
Organoheterocyclic compound
Polyol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

aldoheptose phosphate (CHEBI:28723 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	34.6 g/L	ALOGPS
logP	-2.3	ALOGPS
logP	-3.7	ChemAxon
logS	-0.92	ALOGPS
pKa (Strongest Acidic)	1.49	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	177.14 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	52.76 m³·mol⁻¹	ChemAxon
Polarizability	23.48 Å³	ChemAxon
Number of Rings	1	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_3_12) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-006x-0590000000-cf0166b257c357e9aa63	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-006y-3930000000-f725c6f86f5714882ac0	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-053v-9800000000-8a27746c98e1348cfec4	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-002s-7970000000-13f2194aaea0b3fc5fb4	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9100000000-5a8f6f13adfc10b3b849	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-7c9b227cb839ef2fe8a5	2015-09-15	View Spectrum
MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces

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
MMDBr0007454	D-Glycero-D-manno-heptose 7-phosphate	D-Glycero-D-manno-heptose 1,7-bisphosphate	Not Available		VMH	30371894
MMDBr0007565	D-Sedoheptulose 7-phosphate	D-Glycero-D-manno-heptose 7-phosphate	Not Available		VMH	30371894

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	173	Human feces; Human sputum; Human ; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human stool; Human feces; pleural fluid plaque; bal	Unknown; Metabolic reconstruction
Bacteria	Firmicutes	35	Pig ; Human feces; Human	Metabolic reconstruction
Bacteria	Actinobacteria	88	Human feces; Human pleural fluid plaque; Human dental plaque; Human sputum; Human ; Human nasopharyngeal swab; Human supragingival plaque; Human mucosa; Human subgingival plaque; Human saliva	Metabolic reconstruction
Bacteria	Verrucomicrobia	1	Human ; Human feces	Metabolic reconstruction
Bacteria	Bacteroidetes	105	Human feces; Human appendix biopsy; Human ; Human gastric fluid; Human saliva; Human subgingival plaque; Human supragingival plaque; Human stool; Human urine	Metabolic reconstruction
Bacteria	Synergistetes	3	Human feces	Metabolic reconstruction
Bacteria	Spirochaetes	1	Human feces	Metabolic reconstruction
Archaea	Thaumarchaeota	1		Metabolic reconstruction
Bacteria	Fusobacteria	19	Human feces; Human	Metabolic reconstruction
Archaea	Euryarchaeota	4		Metabolic reconstruction
Bacteria	Planctomycetes	1	Human feces	Metabolic reconstruction
Archaea	Crenarchaeota	1		Metabolic reconstruction

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
Human Feces	Detected but not Quantified									HMDB

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

C00019574

Chemspider ID

Not Available

KEGG Compound ID

C19882

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

441339

PDB ID

Not Available

ChEBI ID

28723

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Noronha A, Modamio J, Jarosz Y, Guerard E, Sompairac N, Preciat G, Danielsdottir AD, Krecke M, Merten D, Haraldsdottir HS, Heinken A, Heirendt L, Magnusdottir S, Ravcheev DA, Sahoo S, Gawron P, Friscioni L, Garcia B, Prendergast M, Puente A, Rodrigues M, Roy A, Rouquaya M, Wiltgen L, Zagare A, John E, Krueger M, Kuperstein I, Zinovyev A, Schneider R, Fleming RMT, Thiele I: The Virtual Metabolic Human database: integrating human and gut microbiome metabolism with nutrition and disease. Nucleic Acids Res. 2019 Jan 8;47(D1):D614-D624. doi: 10.1093/nar/gky992. [PubMed:30371894 ]
Wishart DS, Li C, Marcu A, Badran H, Pon A, Budinski Z, Patron J, Lipton D, Cao X, Oler E, Li K, Paccoud M, Hong C, Guo AC, Chan C, Wei W, Ramirez-Gaona M: PathBank: a comprehensive pathway database for model organisms. Nucleic Acids Res. 2020 Jan 8;48(D1):D470-D478. doi: 10.1093/nar/gkz861. [PubMed:31602464 ]

Showing metabocard for D-Glycero-D-manno-heptose 7-phosphate (MMDBc0031605)

MOL for #<Metabolite:0x00007fece8e3a170>

3D MOL for #<Metabolite:0x00007fece8e3a170>

3D SDF for #<Metabolite:0x00007fece8e3a170>

3D-SDF for #<Metabolite:0x00007fece8e3a170>

PDB for #<Metabolite:0x00007fece8e3a170>

3D PDB for #<Metabolite:0x00007fece8e3a170>

SMILES for #<Metabolite:0x00007fece8e3a170>

INCHI for #<Metabolite:0x00007fece8e3a170>

Structure for #<Metabolite:0x00007fece8e3a170>

3D Structure for #<Metabolite:0x00007fece8e3a170>