D-erythrose 4-phosphate (CHEBI:48153)

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CHEBI:48153 - D-erythrose 4-phosphate

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ChEBI Name	D-erythrose 4-phosphate

ChEBI ID	CHEBI:48153

ChEBI ASCII Name	D-erythrose 4-phosphate

Definition	An erythrose phosphate that is D-erythrose carrying a phosphate group at position 4. It is an intermediate in the pentose phosphate pathway and Calvin cycle.

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:42349, CHEBI:4114, CHEBI:12921

Supplier Information	ChemicalBook:CB9277708, eMolecules:478299, ZINC000000895208

Download	Molfile XML SDF

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Molfile

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21 20 0 0 0 0 999 V2000

2.4391 2.5269 -0.9522 C 0 0 0 0 0 0 0 0 0 0 0 0

2.2354 3.6481 -1.3512 O 0 0 0 0 0 0 0 0 0 0 0 0

1.5075 1.9029 0.0532 C 0 0 2 0 0 0 0 0 0 0 0 0

2.2372 1.5716 1.2367 O 0 0 0 0 0 0 0 0 0 0 0 0

0.8919 0.6340 -0.5372 C 0 0 2 0 0 0 0 0 0 0 0 0

0.1615 0.9659 -1.7203 O 0 0 0 0 0 0 0 0 0 0 0 0

-0.0533 0.0004 0.4842 C 0 0 0 0 0 0 0 0 0 0 0 0

-0.6276 -1.1838 -0.0685 O 0 0 0 0 0 0 0 0 0 0 0 0

-1.6055 -1.7949 1.0548 P 0 0 1 0 0 0 0 0 0 0 0 0

-2.6565 -0.8058 1.3841 O 0 0 0 0 0 0 0 0 0 0 0 0

-2.2918 -3.1390 0.4970 O 0 0 0 0 0 0 0 0 0 0 0 0

-0.7569 -2.1352 2.3788 O 0 0 0 0 0 0 0 0 0 0 0 0

3.2892 1.9709 -1.3185 H 0 0 0 0 0 0 0 0 0 0 0 0

0.7152 2.6097 0.3023 H 0 0 0 0 0 0 0 0 0 0 0 0

2.9265 0.9477 0.9738 H 0 0 0 0 0 0 0 0 0 0 0 0

1.6839 -0.0722 -0.7850 H 0 0 0 0 0 0 0 0 0 0 0 0

-0.5267 1.5906 -1.4568 H 0 0 0 0 0 0 0 0 0 0 0 0

0.5033 -0.2509 1.3863 H 0 0 0 0 0 0 0 0 0 0 0 0

-0.8449 0.7080 0.7329 H 0 0 0 0 0 0 0 0 0 0 0 0

-2.8685 -3.4719 1.1984 H 0 0 0 0 0 0 0 0 0 0 0 0

-0.0849 -2.7809 2.1209 H 0 0 0 0 0 0 0 0 0 0 0 0

1 2 2 0 0 0 0

1 3 1 0 0 0 0

1 13 1 0 0 0 0

3 4 1 0 0 0 0

3 5 1 0 0 0 0

3 14 1 0 0 0 0

4 15 1 0 0 0 0

5 6 1 0 0 0 0

5 7 1 0 0 0 0

5 16 1 0 0 0 0

6 17 1 0 0 0 0

7 8 1 0 0 0 0

7 18 1 0 0 0 0

7 19 1 0 0 0 0

8 9 1 0 0 0 0

9 10 2 0 0 0 0

9 11 1 0 0 0 0

9 12 1 0 0 0 0

11 20 1 0 0 0 0

12 21 1 0 0 0 0

M END): 21 ms

reading 21 atoms

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Wikipedia	License
Erythrose 4-phosphate is a phosphate of the simple sugar erythrose. It is an intermediate in the pentose phosphate pathway and the Calvin cycle. The enzyme transaldolase catalyzes the formation of erythrose 4-phosphate and fructose 6-phosphate from sedoheptulose 7-phosphate and glyceraldehyde 3-phosphate. This reaction is a part of the non-oxidative phase of the pentose phosphate pathway. In the Calvin cycle, the enzyme fructose-bisphosphate aldolase catalyzes the formation of sedoheptulose 1,7-bisphosphate from erythrose 4-phosphate and dihydroxyacetone phosphate. In addition, it serves as a precursor in the biosynthesis of the aromatic amino acids tyrosine, phenylalanine, and tryptophan. It is used in the first step of the shikimate pathway. At this stage, phosphoenolpyruvate and erythrose-4-phosphate react to form 3-deoxy-D-arabinoheptulosonate-7-phosphate (DAHP), in a reaction catalyzed by the enzyme DAHP synthase. It also used in 3-hydroxy-1-aminoacetone phosphate biosynthesis, which is a precursor of vitamin B6 in DXP-dependent pathway. Erythrose-4-phosphate dehydrogenase is used to produce erythronate-4-phosphate.
Read full article at Wikipedia

Formula

C4H9O7P

Net Charge

Average Mass

200.08382

Monoisotopic Mass

200.00859

InChI

InChI=1S/C4H9O7P/c5-1-3(6)4(7)2-11-12(8,9)10/h1,3-4,6-7H,2H2,(H2,8,9,10)/t3-,4+/m0/s1

InChIKey

NGHMDNPXVRFFGS-IUYQGCFVSA-N

SMILES

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

Metabolite of Species	Details
Mus musculus (NCBI:txid10090)	Source: BioModels - MODEL1507180067 See: PubMed
Escherichia coli (NCBI:txid562)	See: PubMed

Roles Classification
Biological Role(s):	Escherichia coli metabolite Any bacterial metabolite produced during a metabolic reaction in Escherichia coli. human metabolite Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens). mouse metabolite Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).

View more via ChEBI Ontology

ChEBI Ontology
Outgoing	D-erythrose 4-phosphate (CHEBI:48153) has functional parent D-erythrose (CHEBI:27904) D-erythrose 4-phosphate (CHEBI:48153) has role Escherichia coli metabolite (CHEBI:76971) D-erythrose 4-phosphate (CHEBI:48153) has role human metabolite (CHEBI:77746) D-erythrose 4-phosphate (CHEBI:48153) has role mouse metabolite (CHEBI:75771) D-erythrose 4-phosphate (CHEBI:48153) is a erythrose phosphate (CHEBI:23956) D-erythrose 4-phosphate (CHEBI:48153) is conjugate acid of D-erythrose 4-phosphate(2−) (CHEBI:16897)

Incoming	D-erythrose 4-phosphate(2−) (CHEBI:16897) is conjugate base of D-erythrose 4-phosphate (CHEBI:48153)

IUPAC Names

(2R,3R)-2,3-dihydroxy-4-oxobutyl dihydrogen phosphate

D-erythrose 4-(dihydrogen phosphate)

Synonyms	Sources
4-O-phosphono-D-erythrose	IUPAC
D-Erythrose 4-phosphate	KEGG COMPOUND
ERYTHOSE-4-PHOSPHATE	PDBeChem

Manual Xrefs	Databases
C00007472	KNApSAcK
C00279	KEGG COMPOUND
DB03937	DrugBank
E4P	PDBeChem
Erythrose_4-phosphate	Wikipedia
View more database links

Registry Numbers	Types	Sources
1710821	Reaxys Registry Number	Reaxys
585-18-2	CAS Registry Number	KEGG COMPOUND
585-18-2	CAS Registry Number	ChemIDplus

Last Modified

27 January 2016

CHEBI:48153 - D-erythrose 4-phosphate

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