AFCDB: Xylulose 5-phosphate (FDB022290)

Record Information

Version

1.0

Creation date

2011-09-21 00:11:36 UTC

Update date

2020-09-17 15:41:25 UTC

Primary ID

FDB022290

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Xylulose 5-phosphate

Description

Xylulose 5-phosphate, also known as xylulose-p or xu-5-p, 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 is an extremely weak basic (essentially neutral) compound (based on its pKa). Xylulose 5-phosphate exists in all living species, ranging from bacteria to humans. Within humans, xylulose 5-phosphate participates in a number of enzymatic reactions. In particular, xylulose 5-phosphate can be biosynthesized from D-ribulose 5-phosphate; which is catalyzed by the enzyme ribulose-phosphate 3-epimerase. In addition, D-ribose 5-phosphate and xylulose 5-phosphate can be biosynthesized from D-glyceraldehyde 3-phosphate and D-sedoheptulose 7-phosphate through the action of the enzyme transketolase. In humans, xylulose 5-phosphate is involved in pentose phosphate pathway. Outside of the human body, Xylulose 5-phosphate has been detected, but not quantified in, several different foods, such as parsnips, cabbages, common beets, celery stalks, and ostrich ferns. This could make xylulose 5-phosphate a potential biomarker for the consumption of these foods. The D-enantiomer of xylulose 5-phosphate.

CAS Number

4212-65-1

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
Not Available	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	26.1 g/L	ALOGPS
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	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C5H11O8P

IUPAC name

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

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

Isomeric SMILES

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

Average Molecular Weight

230.1098

Monoisotopic Molecular Weight

230.01915384

Classification

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

No ontology term

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Solid
Physical Description	Not Available
Mass Composition	Not Available
Melting Point	Not Available
Boiling Point	Not Available
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	Xylulose 5-phosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0592-9800000000-d336b0e2eff1402939d8	Spectrum
Predicted GC-MS	Xylulose 5-phosphate, 3 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0a4i-9023200000-1dd7d8e1f64921beb234	Spectrum
Predicted GC-MS	Xylulose 5-phosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Xylulose 5-phosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Xylulose 5-phosphate, TMS_1_1, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Xylulose 5-phosphate, TMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Xylulose 5-phosphate, TMS_1_3, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Xylulose 5-phosphate, TMS_1_4, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Xylulose 5-phosphate, TMS_1_5, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Xylulose 5-phosphate, TMS_1_6, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Xylulose 5-phosphate, TMS_2_1, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Xylulose 5-phosphate, TMS_2_2, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Xylulose 5-phosphate, TMS_2_3, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Xylulose 5-phosphate, TMS_2_4, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Xylulose 5-phosphate, TMS_2_5, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Xylulose 5-phosphate, TMS_2_6, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Xylulose 5-phosphate, TMS_2_7, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Xylulose 5-phosphate, TMS_2_8, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Xylulose 5-phosphate, TMS_2_9, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Xylulose 5-phosphate, TMS_2_10, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Xylulose 5-phosphate, TMS_2_11, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Xylulose 5-phosphate, TMS_2_12, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Xylulose 5-phosphate, TMS_2_13, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Xylulose 5-phosphate, TMS_2_14, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Xylulose 5-phosphate, TMS_2_15, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - QTOF 4V, negative	splash10-004j-9170000000-997b74cb48ace33cccd6	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 23V, negative	splash10-004j-9000000000-6bc02f4fe0074c9abd68	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 25V, negative	splash10-004j-9000000000-bdadc167eb24a88aac33	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 27V, negative	splash10-004j-9000000000-93d31d83892e88720b87	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 30V, negative	splash10-004i-9000000000-10cd88e85162e6269751	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 33V, negative	splash10-004i-9000000000-e9f2bf02f0d01a879d20	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 35V, negative	splash10-004i-9000000000-732cd41f406b617c64a0	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 40V, negative	splash10-004i-9000000000-25a5607c50f3e9bb5a14	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 45V, negative	splash10-004i-9000000000-ea506b9429ed926c5f93	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 23V, negative	splash10-0002-9120000000-1172898b831a36b0afcb	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 25V, negative	splash10-0002-9110000000-132340cd62e8e4a0ccd2	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 27V, negative	splash10-0002-9110000000-297d4c6907686258e552	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 30V, negative	splash10-0002-9100000000-1cce49f995c912b1cc94	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 33V, negative	splash10-0002-9100000000-8bba2d7511cc9829eb36	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 35V, negative	splash10-0002-9100000000-89b3b4fdcb0326bfa0e0	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 40V, negative	splash10-0002-9100000000-91e850ff1cd255a2f7fd	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - QTOF 45V, negative	splash10-002b-9100000000-9c43f84a30add3ebce50	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - n/a 16V, negative	splash10-0002-9000000000-75847d481a06c31fa479	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - n/a 16V, negative	splash10-004i-0091000000-0af17cfb2eb7eab94967	2020-07-21	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-01q9-3790000000-6f5913e9948fa7667e41	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0btd-9710000000-3724bb9f611bbdc1fe11	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-9200000000-8bc9cecb2dddad8ca5e3	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-002r-9520000000-c36fdbcc1d3b19b2fafd	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9100000000-b67b8ea484aa4ddb40e3	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-82b17cf4f5a8c927fe64	2015-09-15	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

388330

ChEMBL ID

Not Available

KEGG Compound ID

C00231

Pubchem Compound ID

439190

Pubchem Substance ID

Not Available

ChEBI ID

16332

Phenol-Explorer ID

Not Available

DrugBank ID

DB04034

HMDB ID

HMDB00868

CRC / DFC (Dictionary of Food Compounds) ID

Not Available

EAFUS ID

Not Available

Dr. Duke ID

Not Available

BIGG ID

34329

KNApSAcK ID

Not Available

HET ID

5SP

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Xylulose 5-phosphate

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Name	Gene Name	UniProt ID
Xylulose kinase	XYLB	O75191
Putative uncharacterized protein RPE	RPE	Q53TV9

Pathways

Name	SMPDB Link	KEGG Link
Pentose Phosphate Pathway	SMP00031	map00030

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Not Available

Files

MSDS

Not Available

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

Xylulose 5-phosphate (FDB022290)

Structure for FDB022290 (Xylulose 5-phosphate)