MiMeDB: Showing metabocard for D-Erythrose 4-phosphate (MMDBc0029695)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:37:54 UTC

Update Date

2022-08-31 17:12:43 UTC

Metabolite ID

MMDBc0029695

Metabolite Identification

Common Name

D-Erythrose 4-phosphate

Description

D-Erythrose 4-phosphate is a phosphorylated derivative of erythrose that serves as an important intermediate in the pentose phosphate pathway. It is also used in phenylalanine, tyrosine and tryptophan biosynthesis, and it plays a role in vitamin B6 metabolism (KEGG)

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HEADER    PROTEIN                                 22-JUL-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-JUL-20         0                                  
HETATM    1  C   UNK     0    8652.0058653.066   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8653.3378652.297   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8650.6708652.297   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0    8652.0058654.605   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0    8654.6738653.066   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0    8649.3368653.066   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0    8650.6708650.756   0.000  0.00  0.00           O+0
HETATM    8  P   UNK     0    8656.0098652.297   0.000  0.00  0.00           P+0
HETATM    9  O   UNK     0    8648.0028652.297   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0    8655.2398650.963   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0    8657.3418653.066   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0    8656.7798650.963   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5                                                       
CONECT    3    1    6    7                                                  
CONECT    4    1                                                            
CONECT    5    2    8                                                       
CONECT    6    3    9                                                       
CONECT    7    3                                                            
CONECT    8    5   10   11   12                                             
CONECT    9    6                                                            
CONECT   10    8                                                            
CONECT   11    8                                                            
CONECT   12    8                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   22    0
END

Synonyms

Value	Source
4-O-Phosphono-D-erythrose	ChEBI
Erythose-4-phosphate	ChEBI
D-Erythrose 4-phosphoric acid	Generator
Erythose-4-phosphoric acid	Generator
D-Erythrose 4-PO4	HMDB
D-Erythrose-4-P	HMDB
D-Erythrose-4-phosphate	HMDB
Erythrose 4-phosphate	HMDB, MeSH
Erythrose 4-PO4	HMDB
Erythrose-4-P	HMDB
Erythrose-4-phosphate	HMDB
Erythrose-4P	HMDB
Threose 4-phosphate	HMDB, MeSH
Erythrose 4-phosphate, (r,r)-isomer	MeSH, HMDB
Erythrose 4-phosphate, ((r,r)-(+-))-isomer	MeSH, HMDB
(2R,3R)-2,3-Dihydroxy-4-(phosphonooxy)butanal	HMDB
D-Erythrose 4-phosphate	HMDB

Molecular Formula

C₄H₉O₇P

Average Mass

200.0838

Monoisotopic Mass

200.008589154

IUPAC Name

[(2R,3R)-2,3-dihydroxy-4-oxobutoxy]phosphonic acid

Traditional Name

4-O-phosphono-D-erythrose

CAS Registry Number

585-18-2

SMILES

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

InChI Identifier

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

InChI Key

NGHMDNPXVRFFGS-IUYQGCFVSA-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

Monosaccharide phosphate
Monoalkyl phosphate
Alkyl phosphate
Phosphoric acid ester
Organic phosphoric acid derivative
Beta-hydroxy aldehyde
Alpha-hydroxyaldehyde
Secondary alcohol
1,2-diol
Organic oxide
Hydrocarbon derivative
Carbonyl group
Aldehyde
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

erythrose phosphate (CHEBI:48153 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	23.7 g/L	ALOGPS
logP	-1.9	ALOGPS
logP	-2.4	ChemAxon
logS	-0.93	ALOGPS
pKa (Strongest Acidic)	1.48	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	124.29 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	36.29 m³·mol⁻¹	ChemAxon
Polarizability	15.41 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
GC-MS	GC-MS Spectrum - GC-MS (1 MEOX; 4 TMS)	splash10-0a4i-2946000000-9443f2e925fd6a35c72c	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (1 MEOX; 4 TMS)	splash10-0a4i-2967000000-d813d71e392e180e1a1a	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-0a4i-2946000000-9443f2e925fd6a35c72c	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-0a4i-2967000000-d813d71e392e180e1a1a	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0pba-1933000000-ce3489351efc49bf69f3	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0ka2-2923000000-16fa49e06a727e2d6a47	2017-09-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-9600000000-9d57877fd2f223b326b3	2016-09-22	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive	splash10-01di-8973000000-4793f4bb7564afb5ca7b	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , negative	splash10-002b-9000000000-06d71bced6df9b8baad3	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 14V, positive	splash10-0f89-0069000000-8e4338affc4361b89493	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 14V, positive	splash10-0uk9-0690000000-30a248b95eee8bfd3014	2020-07-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0ue9-3940000000-b2cf1408c63fcd508190	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-114m-9800000000-ca839aa0d4b5ed1d26a8	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052v-9100000000-ce3e3be16de64b5ce20e	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-054k-8900000000-951c8d2dad21e2f2c479	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9100000000-4106e1504853e25f6dff	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-150345a1ab7b74a502c9	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-9010000000-1278b7bf699cdfb2fc5e	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-9000000000-db5a64d3322c49bfb840	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-001i-9000000000-bab6e7f750d40a012094	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-002b-9000000000-4212adf2abc696a02cdb	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9000000000-c47fda1609169ecd31ba	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-a5e502a2627af2048a1f	2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-16	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Cellular Cytoplasm
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
MMDBp0192420	Transketolase-like protein 1	Unknown	P51854	Homo sapiens
MMDBp0192422	Transaldolase	Enzyme	P37837	Homo sapiens
MMDBp0192425	Transketolase	Unknown	P29401	Homo sapiens
MMDBp0192590	Fructose-bisphosphate aldolase A	Enzyme	P04075	Homo sapiens
MMDBp0192591	Fructose-bisphosphate aldolase C	Enzyme	P09972	Homo sapiens
MMDBp0192592	Fructose-bisphosphate aldolase B	Enzyme	P05062	Homo sapiens
MMDBp0194056	Transketolase-like protein 2	Unknown	Q9H0I9	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0002542	Sedoheptulose 1,7-bisphosphate	Dihydroxyacetone phosphate	Aldolase a, fructose-bisphosphate	Sedoheptulose 1, 7-Bisphosphate D-Glyceraldehyde-3-Phosphate-Lyase Carbon Fixation	VMH	10214945 2198022 4052378 4084320 6952783
MMDBr0007058	Fructose 6-phosphate	Acetyl phosphate	Not Available	D-Fructose-6-phosphate D-erythrose-4-phosphate-lyase	VMH	30371894
MMDBr0007304	D-Erythrose 4-phosphate	2-Dehydro-3-deoxy-D-arabino-heptonate 7-phosphate	Not Available	3-deoxy-D-arabino-heptulosonate 7-phosphate synthetase	VMH	30371894
MMDBr0007327	D-Erythrose 4-phosphate	4-Phospho-D-erythronate	Not Available	Erythrose 4-phosphate dehydrogenase	VMH	30371894
MMDBr0007398	Sedoheptulose 1,7-bisphosphate	Dihydroxyacetone phosphate	Not Available	Sedoheptulose 1,7-bisphosphate D-glyceraldehyde-3-phosphate-lyase	VMH	30371894
MMDBr0007574	Glyceraldehyde 3-phosphate	D-Erythrose 4-phosphate	Not Available	Transaldolase	VMH	30371894
MMDBr0007579	D-Erythrose 4-phosphate	Fructose 6-phosphate	Not Available	Transketolase	VMH	30371894
MMDBr0013075	D-Erythrose 4-phosphate	4-Phospho-D-erythronate	D-erythrose-4-phosphate dehydrogenase	Dehydrogenation	RHEA	34755880
MMDBr0013091	Fructose 6-phosphate	Acetyl phosphate	Xylulose-5-phosphate/fructose-6-phosphate phosphoketolase	Carbon-carbon bond cleavage	RHEA	34755880
MMDBr0013345	D-Erythrose 4-phosphate	3-deoxy-D-arabino-heptulosonate-7-phosphate	Phospho-2-dehydro-3-deoxyheptonate aldolase AMT16	Aldol addition (or reverse)	RHEA	34755880
MMDBr0013346	D-Erythrose 4-phosphate	3-deoxy-D-arabino-heptulosonate-7-phosphate	Phospho-2-dehydro-3-deoxyheptonate aldolase AroG	Aldol addition (or reverse)	RHEA	34755880
MMDBr0013611	D-Glyceraldehyde 3-phosphate	beta-D-Fructose 6-phosphate	Transaldolase	Transfer of aldol group	RHEA	34755880
MMDBr0014669	FMNH2	5,6-Dimethylbenzimidazole	5,6-dimethylbenzimidazole synthase	Synthesis	RHEA	34755880
MMDBr0016406	D-erythrulose 4-phosphate	D-Erythrose 4-phosphate	D-erythrulose-4-phosphate isomerase	Isomerization	RHEA	34755880
MMDBr0017568	D-Erythrose 4-phosphate	D-erythrose	Pdp3-interacting factor 1	Dephosphorylation	RHEA	34755880
MMDBr0017569	D-Erythrose 4-phosphate	D-erythrose	Pdp3-interacting factor 1	Dephosphorylation	RHEA	34755880
MMDBr0018290	Phosphoenolpyruvic acid	Phosphate	Phospho-2-dehydro-3-deoxyheptonate aldolase, Trp-sensitive	Aldol addition (or reverse)	PathBank	31602464
MMDBr0018448	Water	Hydrogen Ion	D-erythrose-4-phosphate dehydrogenase	Dehydrogenation	PathBank	31602464
MMDBr0018465	D-Sedoheptulose 7-phosphate	D-Erythrose 4-phosphate	Transaldolase A	Aldol addition (or reverse)	PathBank	31602464
MMDBr0019363	Sedoheptulose 1,7-bisphosphate	D-Erythrose 4-phosphate	Fructose-bisphosphate aldolase class 2	Aldol addition (or reverse)	PathBank	31602464
MMDBr0019617	D-Sedoheptulose 7-phosphate	D-Erythrose 4-phosphate	Transaldolase	Aldol addition (or reverse)	PathBank	31602464
MMDBr0019619	D-Erythrose 4-phosphate	D-Glyceraldehyde 3-phosphate	Transketolase 1	Transfer of ketol group	PathBank	31602464
MMDBr0019950	Water	Hydrogen Ion	Glyceraldehyde-3-phosphate dehydrogenase 1	Dehydrogenation	PathBank	31602464
MMDBr0020052	D-Glyceraldehyde 3-phosphate	D-Erythrose 4-phosphate	Transketolase 1	Transfer of ketol group	PathBank	31602464

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	451	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; River trout ; Human subgingival plaque; Cattle ; Rat ; Turkey ; Sheep ; Chicken	Unknown; Metabolic reconstruction
Bacteria	Firmicutes	454	Human feces; Human pleural fluid plaque; Pig ; Human sputum; Human ; Human subgingival plaque; Human saliva; Human urine; Human mucosa; Human supragingival plaque; Cattle ; Human stool	Metabolic reconstruction
Bacteria	Actinobacteria	156	Human feces; Human sputum; Human bronchial brush; Human nasopharyngeal swab; Human pleural fluid plaque; Human dental plaque; Human ; Human supragingival plaque; Human mucosa; Human subgingival plaque; Human saliva; Cattle	Metabolic reconstruction
Bacteria	Verrucomicrobia	2	Human ; Human feces	Metabolic reconstruction
Bacteria	Bacteroidetes	129	Human feces; Human appendix biopsy; Human ; Human stool; Human saliva; Human gastric fluid; Human urine; Human subgingival plaque; Human supragingival plaque	Metabolic reconstruction
Bacteria	Synergistetes	4	Human feces	Metabolic reconstruction
Bacteria	Spirochaetes	8	Human feces; Pig ; Human	Metabolic reconstruction
Archaea	Thaumarchaeota	1		Metabolic reconstruction
Bacteria	Fusobacteria	20	Human feces; Human	Metabolic reconstruction
Archaea	Euryarchaeota	5		Metabolic reconstruction
Bacteria	Candidatus melainabacteria	1	Human feces	Metabolic reconstruction
Bacteria	Tenericutes	4	Human feces	Metabolic reconstruction
Bacteria	Planctomycetes	1	Human feces	Metabolic reconstruction
Archaea	Crenarchaeota	1		Metabolic reconstruction
Bacteria/NULL	Proteobacteria	2	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; River trout ; Human subgingival plaque; Cattle ; Rat ; Turkey ; Sheep ; Chicken	Unknown; Metabolic reconstruction
Eukaryota/Fungi	Ascomycota	11	Human feces; Human supragingival plaque; Human saliva	Unknown
Bacteria	Thermotogae	9
Bacteria	Acidobacteria	1
Bacteria	Aquificae	4
Bacteria	Chlamydiae	8	Human ; Sheep ; Cat
Bacteria	Chlorobi	11
Bacteria	Chloroflexi	4
Bacteria	Deinococcus-thermus	3
Bacteria	Dictyoglomi	1
Bacteria	Cyanobacteria	17
Archaea/Archaea	Euryarchaeota	10		Metabolic reconstruction
Archaea/Archaea	Thaumarchaeota	1		Metabolic reconstruction
Bacteria	nah	1
Bacteria	Nitrospirae	1

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
Human Cellular cytoplasm	Detected and Quantified	1770				uM	Adult (>18 years old)	Both	Normal	HMDB	15882454

External Links

HMDB ID

HMDB0001321

DrugBank ID

DB03937

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

Erythrose_4-phosphate

METLIN ID

6158

PubChem Compound

122357

PDB ID

Not Available

ChEBI ID

48153

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Stepanova NG: [Determination of aldolase A activity in the serum of patients with myocardial infarction]. Vopr Med Khim. 1986 Sep-Oct;32(5):89-93. [PubMed:3776121 ]
Takeuchi T, Nishino K, Itokawa Y: Improved determination of transketolase activity in erythrocytes. Clin Chem. 1984 May;30(5):658-61. [PubMed:6713626 ]
Williams JF, Blackmore PF, Duke CC, MacLeod JK: Fact, uncertainty and speculation concerning the biochemistry of D-erythrose-4-phosphate and its metabolic roles. Int J Biochem. 1980;12(3):339-44. doi: 10.1016/0020-711x(80)90112-3. [PubMed:6998788 ]
Zanella A, Izzo C, Rebulla P, Perroni L, Mariani M, Canestri G, Sansone G, Sirchia G: The first stable variant of erythrocyte glucose-phosphate isomerase associated with severe hemolytic anemia. Am J Hematol. 1980;9(1):1-11. doi: 10.1002/ajh.2830090102. [PubMed:7435496 ]
Tanaka N, Haga A, Uemura H, Akiyama H, Funasaka T, Nagase H, Raz A, Nakamura KT: Inhibition mechanism of cytokine activity of human autocrine motility factor examined by crystal structure analyses and site-directed mutagenesis studies. J Mol Biol. 2002 May 10;318(4):985-97. doi: 10.1016/S0022-2836(02)00186-9. [PubMed:12054796 ]
Talukder AH, Bagheri-Yarmand R, Williams RR, Ragoussis J, Kumar R, Raz A: Antihuman epidermal growth factor receptor 2 antibody herceptin inhibits autocrine motility factor (AMF) expression and potentiates antitumor effects of AMF inhibitors. Clin Cancer Res. 2002 Oct;8(10):3285-9. [PubMed:12374700 ]
Huck JH, Struys EA, Verhoeven NM, Jakobs C, van der Knaap MS: Profiling of pentose phosphate pathway intermediates in blood spots by tandem mass spectrometry: application to transaldolase deficiency. Clin Chem. 2003 Aug;49(8):1375-80. doi: 10.1373/49.8.1375. [PubMed:12881455 ]
Mikami M, Sadahira Y, Haga A, Otsuki T, Wada H, Sugihara T: Hypoxia-inducible factor-1 drives the motility of the erythroid progenitor cell line, UT-7/Epo, via autocrine motility factor. Exp Hematol. 2005 May;33(5):531-41. doi: 10.1016/j.exphem.2005.01.013. [PubMed:15850830 ]
Nakayama Y, Kinoshita A, Tomita M: Dynamic simulation of red blood cell metabolism and its application to the analysis of a pathological condition. Theor Biol Med Model. 2005 May 9;2:18. doi: 10.1186/1742-4682-2-18. [PubMed:15882454 ]

Showing metabocard for D-Erythrose 4-phosphate (MMDBc0029695)

MOL for #<Metabolite:0x000055d24aed1418>

3D MOL for #<Metabolite:0x000055d24aed1418>

3D SDF for #<Metabolite:0x000055d24aed1418>

3D-SDF for #<Metabolite:0x000055d24aed1418>

PDB for #<Metabolite:0x000055d24aed1418>

3D PDB for #<Metabolite:0x000055d24aed1418>

SMILES for #<Metabolite:0x000055d24aed1418>

INCHI for #<Metabolite:0x000055d24aed1418>

Structure for #<Metabolite:0x000055d24aed1418>

3D Structure for #<Metabolite:0x000055d24aed1418>