Bovine Metabolome Database: Showing metabocard for Xylulose 5-phosphate (BMDB0000868)

Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References enzymes (3) Show 3 proteins XML

Record Information

Version

1.0

Creation Date

2016-09-30 22:37:46 UTC

Update Date

2020-05-19 22:01:35 UTC

BMDB ID

BMDB0000868

Secondary Accession Numbers

BMDB00868

Metabolite Identification

Common Name

Xylulose 5-phosphate

Description

Xylulose 5-phosphate belongs to the class of organic compounds known as pentose phosphates. These are carbohydrate derivatives containing a pentose substituted by one or more phosphate groups. Xylulose 5-phosphate exists in all living species, ranging from bacteria to plants to humans. Based on a literature review a significant number of articles have been published on Xylulose 5-phosphate.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
5-O-Phosphono-D-threo-pentos-2-ulose	ChEBI
5-O-Phosphono-D-xylulose	ChEBI
D-Xylulose-5-phosphate	ChEBI
D-Xylulose-5-phosphoric acid	Generator
Xylulose 5-phosphoric acid	Generator
D-Xylulose 5-phosphate	HMDB
D-Xylulose 5-PO4	HMDB
D-Xylulose-5-P	HMDB
Xu-5-P	HMDB
Xylulose-P	HMDB
Xylulose-phosphate	HMDB
Xylulose-5-phosphate	MeSH, HMDB
Xylulose-5-phosphate, (D)-isomer	MeSH, HMDB
Xylulose 5-phosphate	HMDB
keto-D-Xylulose 5-phosphate	HMDB

Chemical Formula

C₅H₁₁O₈P

Average Molecular Weight

230.1098

Monoisotopic Molecular Weight

230.01915384

IUPAC Name

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

Traditional Name

ribulose-5-phosphate

CAS Registry Number

4212-65-1

SMILES

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

InChI Identifier

InChI=1S/C5H11O8P/c6-1-3(7)5(9)4(8)2-13-14(10,11)12/h4-6,8-9H,1-2H2,(H2,10,11,12)/t4-,5-/m1/s1

InChI Key

FNZLKVNUWIIPSJ-RFZPGFLSSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as pentose phosphates. These are carbohydrate derivatives containing a pentose 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

Pentose phosphates

Alternative Parents

Substituents

Pentose phosphate
Pentose-5-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

xylulose 5-phosphate (CHEBI:16332 )

Ontology

Status

Expected 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	-1.8	ALOGPS
logP	-2.8	ChemAxon
logS	-0.95	ALOGPS
pKa (Strongest Acidic)	1.48	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	144.52 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	42.47 m³·mol⁻¹	ChemAxon
Polarizability	18.05 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	splash10-0592-9800000000-d336b0e2eff1402939d8	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positive	splash10-0a4i-9023200000-1dd7d8e1f64921beb234	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 (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_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
LC-MS/MS	LC-MS/MS Spectrum - QTOF 4V, negative	splash10-004j-9170000000-997b74cb48ace33cccd6	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - QTOF 23V, negative	splash10-004j-9000000000-6bc02f4fe0074c9abd68	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - QTOF 25V, negative	splash10-004j-9000000000-bdadc167eb24a88aac33	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - QTOF 27V, negative	splash10-004j-9000000000-93d31d83892e88720b87	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - QTOF 30V, negative	splash10-004i-9000000000-10cd88e85162e6269751	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - QTOF 33V, negative	splash10-004i-9000000000-e9f2bf02f0d01a879d20	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - QTOF 35V, negative	splash10-004i-9000000000-732cd41f406b617c64a0	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - QTOF 40V, negative	splash10-004i-9000000000-25a5607c50f3e9bb5a14	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - QTOF 45V, negative	splash10-004i-9000000000-ea506b9429ed926c5f93	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - QTOF 23V, negative	splash10-0002-9120000000-1172898b831a36b0afcb	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - QTOF 25V, negative	splash10-0002-9110000000-132340cd62e8e4a0ccd2	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - QTOF 27V, negative	splash10-0002-9110000000-297d4c6907686258e552	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - QTOF 30V, negative	splash10-0002-9100000000-1cce49f995c912b1cc94	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - QTOF 33V, negative	splash10-0002-9100000000-8bba2d7511cc9829eb36	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - QTOF 35V, negative	splash10-0002-9100000000-89b3b4fdcb0326bfa0e0	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - QTOF 40V, negative	splash10-0002-9100000000-91e850ff1cd255a2f7fd	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - QTOF 45V, negative	splash10-002b-9100000000-9c43f84a30add3ebce50	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - n/a 16V, negative	splash10-0002-9000000000-75847d481a06c31fa479	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - n/a 16V, negative	splash10-004i-0091000000-0af17cfb2eb7eab94967	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-01q9-3790000000-6f5913e9948fa7667e41	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0btd-9710000000-3724bb9f611bbdc1fe11	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-9200000000-8bc9cecb2dddad8ca5e3	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-002r-9520000000-c36fdbcc1d3b19b2fafd	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9100000000-b67b8ea484aa4ddb40e3	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-82b17cf4f5a8c927fe64	View in MoNA
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Not Available	View in JSpectraViewer

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Not Available

Pathways

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

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

External Links

HMDB ID

HMDB0000868

DrugBank ID

DB04034

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

METLIN ID

PubChem Compound

PDB ID

Not Available

ChEBI ID

16332

References

Synthesis Reference

Shaeri, Jobin; Wohlgemuth, Roland; Woodley, John M. Semiquantitative Process Screening for the Biocatalytic Synthesis of D-Xylulose-5-phosphate. Organic Process Research & Development (2006), 10(3), 605-610.

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Enzymes

Enzyme Details

1. 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

2. 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

3. 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

Reactions

D-Erythrose 4-phosphate + Xylulose 5-phosphate → Fructose 6-phosphate + D-Glyceraldehyde 3-phosphate	details

Showing metabocard for Xylulose 5-phosphate (BMDB0000868)

Structure for BMDB0000868 (Xylulose 5-phosphate)

Enzymes

Reactions