Bovine Metabolome Database: Showing metabocard for D-Sedoheptulose 7-phosphate (BMDB0001068)

Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References enzymes (5) Show 5 proteins XML

Record Information

Version

1.0

Creation Date

2016-09-30 22:40:42 UTC

Update Date

2020-05-11 20:38:37 UTC

BMDB ID

BMDB0001068

Secondary Accession Numbers

BMDB01068

Metabolite Identification

Common Name

D-Sedoheptulose 7-phosphate

Description

D-D-d-sedoheptulose 7-phosphate, also known as D-sedoheptulose-7-P, 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. D-D-d-sedoheptulose 7-phosphate is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). D-D-d-sedoheptulose 7-phosphate exists in all eukaryotes, ranging from yeast to humans. D-D-d-sedoheptulose 7-phosphate participates in a number of enzymatic reactions, within cattle. In particular, D-Glyceraldehyde 3-phosphate and D-d-sedoheptulose 7-phosphate can be converted into D-ribose 5-phosphate and xylulose 5-phosphate through its interaction with the enzyme transketolase. Furthermore, D-Glyceraldehyde 3-phosphate and D-d-sedoheptulose 7-phosphate can be biosynthesized from D-erythrose 4-phosphate and fructose 6-phosphate; which is mediated by the enzyme transaldolase. Furthermore, D-Glyceraldehyde 3-phosphate and D-d-sedoheptulose 7-phosphate can be biosynthesized from D-erythrose 4-phosphate and fructose 6-phosphate through its interaction with the enzyme transaldolase. Finally, D-Glyceraldehyde 3-phosphate and D-d-sedoheptulose 7-phosphate can be converted into D-ribose 5-phosphate and xylulose 5-phosphate; which is catalyzed by the enzyme transketolase. In cattle, D-d-sedoheptulose 7-phosphate is involved in a couple of metabolic pathways, which include the pentose phosphate pathway and cancer (via the Warburg effect).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
D-Sedoheptulose 7-phosphoric acid	Generator
Sedoheptulose 7-phosphate	MeSH, HMDB
Heptulose-7-phosphate	MeSH, HMDB
Sedoheptulose 7-phosphoric acid(2-)	Generator

Chemical Formula

C₇H₁₅O₁₀P

Average Molecular Weight

290.1618

Monoisotopic Molecular Weight

290.040283212

IUPAC Name

[(2,3,4,5,7-pentahydroxy-6-oxoheptyl)oxy]phosphonic acid

Traditional Name

sedoheptulose 7-phosphate

CAS Registry Number

2646-35-7

SMILES

OCC(=O)C(O)C(O)C(O)C(O)COP(O)(O)=O

InChI Identifier

InChI=1S/C7H15O10P/c8-1-3(9)5(11)7(13)6(12)4(10)2-17-18(14,15)16/h4-8,10-13H,1-2H2,(H2,14,15,16)

InChI Key

JDTUMPKOJBQPKX-UHFFFAOYSA-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

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

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Status

Detected but not Quantified

Origin

Endogenous

Biofunction

Not Available

Application

Not Available

Cellular locations

Cytoplasm

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-1.9	ALOGPS
logP	-4	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	1.49	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	184.98 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	54.4 m³·mol⁻¹	ChemAxon
Polarizability	23.37 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0532-9010163000-acf4f0352711d42c5fd6	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_3) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_4) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_5) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_6) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_7) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_8) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_1) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_2) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_3) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_4) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_5) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_6) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_7) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_8) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_9) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_10) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_11) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_12) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_13) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_14) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_15) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-006x-3590000000-b34117115db1142c20a4	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4m-9710000000-f24eb76da4873de6d41f	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-9300000000-b8503ab37c97a6fff189	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-052r-9730000000-02687371ce694d179c1a	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004j-9200000000-27d52a9bf7e9b234f147	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-4a6e471e293da809c157	View in MoNA

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Fibroblasts
Liver
Placenta

Pathways

Name	SMPDB/Pathwhiz	KEGG
Pentose Phosphate Pathway		Not Available
Warburg Effect		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Fibroblasts	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Not Applicable	details
Liver	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	PMID: 31867104	details
Placenta	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Not Applicable	details

Abnormal Concentrations

Not Available

External Links

HMDB ID

HMDB0258206

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

C00019575

Chemspider ID

596

KEGG Compound ID

C05382

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

616

PDB ID

Not Available

ChEBI ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Enzymes

Enzyme Details

1. Transaldolase

General function:: Carbohydrate transport and metabolism
Specific function:: Transaldolase is important for the balance of metabolites in the pentose-phosphate pathway.
Gene Name:: TALDO1
Uniprot ID:: Q2TBL6
Molecular weight:: 37685.0

Enzyme Details

2. Transaldolase

General function:: Carbohydrate transport and metabolism
Specific function:: Transaldolase is important for the balance of metabolites in the pentose-phosphate pathway.
Gene Name:: TALDO1
Uniprot ID:: Q58DR3
Molecular weight:: 23712.0

Enzyme Details

3. Transketolase-like protein 1

General function:: Energy production and conversion
Specific function:: Catalyzes the transfer of a two-carbon ketol group from a ketose donor to an aldose acceptor, via a covalent intermediate with the cofactor thiamine pyrophosphate.
Gene Name:: TKTL1
Uniprot ID:: Q2NL26
Molecular weight:: 64966.0

Enzyme Details

4. Transketolase-like protein 2

General function:: Energy production and conversion
Specific function:: Plays an essential role in total transketolase activity and cell proliferation in cancer cells; after transfection with anti-TKTL1 siRNA, total transketolase activity dramatically decreases and proliferation was significantly inhibited in cancer cells. Plays a pivotal role in carcinogenesis (By similarity).
Gene Name:: TKTL2
Uniprot ID:: Q2NKZ4
Molecular weight:: 67501.0

Enzyme Details

5. Transketolase

General function:: Energy production and conversion
Specific function:: Catalyzes the transfer of a two-carbon ketol group from a ketose donor to an aldose acceptor, via a covalent intermediate with the cofactor thiamine pyrophosphate.
Gene Name:: TKT
Uniprot ID:: Q6B855
Molecular weight:: 67906.0

Showing metabocard for D-Sedoheptulose 7-phosphate (BMDB0001068)

Structure for BMDB0001068 (D-Sedoheptulose 7-phosphate)

Enzymes