MiMeDB: Showing metabocard for pantotheine 4'-phosphate (MMDBc0031155)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 00:37:36 UTC

Update Date

2022-08-31 17:58:57 UTC

Metabolite ID

MMDBc0031155

Metabolite Identification

Common Name

pantotheine 4'-phosphate

Description

A phosphopantetheine that has formula C11H23N2O7PS

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02231219072D          

 22 21  0  0  0  0            999 V2000
   -1.5344   -0.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8219    0.3813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6345   -0.6126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2501    0.3813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5344   -0.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1125   -0.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8219    1.2063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3470   -0.1968    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6031    0.3813    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1125   -0.8563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1720   -0.1968    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.6251    0.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9940   -0.1968    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1720    0.6251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1752   -1.0219    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3345    0.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0501    0.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7658    0.4875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0501   -0.7500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7034    0.0781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4159    0.4907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1315    0.0781    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  1  5  1  0  0  0  0
  2  6  1  0  0  0  0
  2  7  1  0  0  0  0
  3  8  1  0  0  0  0
  6  9  1  0  0  0  0
  6 10  2  0  0  0  0
  8 11  1  0  0  0  0
  9 12  1  0  0  0  0
 11 13  1  0  0  0  0
 11 14  1  0  0  0  0
 11 15  2  0  0  0  0
 12 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0031155

> <DATABASE_NAME>
MIME

> <SMILES>
CC(C)(COP(O)(O)=O)C(O)C(=O)NCCC(=O)NCCS

> <INCHI_IDENTIFIER>
InChI=1S/C11H23N2O7PS/c1-11(2,7-20-21(17,18)19)9(15)10(16)13-4-3-8(14)12-5-6-22/h9,15,22H,3-7H2,1-2H3,(H,12,14)(H,13,16)(H2,17,18,19)

> <INCHI_KEY>
JDMUPRLRUUMCTL-UHFFFAOYSA-N

> <FORMULA>
C11H23N2O7PS

> <MOLECULAR_WEIGHT>
358.348

> <EXACT_MASS>
358.096358302

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
34.27934848627687

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[3-hydroxy-2,2-dimethyl-3-({2-[(2-sulfanylethyl)carbamoyl]ethyl}carbamoyl)propoxy]phosphonic acid

> <ALOGPS_LOGP>
-0.71

> <JCHEM_LOGP>
-1.6568477619999993

> <ALOGPS_LOGS>
-2.98

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.817068654191102

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.7938632272564767

> <JCHEM_PKA_STRONGEST_BASIC>
-1.4571278450461933

> <JCHEM_POLAR_SURFACE_AREA>
145.19

> <JCHEM_REFRACTIVITY>
81.5778

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.75e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
pantetheine 4'-phosphate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      -2.864  -0.058   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.534   0.712   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.918  -1.144   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.200   0.712   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.864  -1.598   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.210  -0.058   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -1.534   2.252   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -6.248  -0.367   0.000  0.00  0.00           O+0
HETATM    9  N   UNK     0       1.126   0.712   0.000  0.00  0.00           N+0
HETATM   10  O   UNK     0      -0.210  -1.598   0.000  0.00  0.00           O+0
HETATM   11  P   UNK     0      -7.788  -0.367   0.000  0.00  0.00           P+0
HETATM   12  C   UNK     0       3.034   0.140   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -9.322  -0.367   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -7.788   1.167   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -7.794  -1.908   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       4.358   0.910   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.694   0.140   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       7.029   0.910   0.000  0.00  0.00           N+0
HETATM   19  O   UNK     0       5.694  -1.400   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       8.780   0.146   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.110   0.916   0.000  0.00  0.00           C+0
HETATM   22  S   UNK     0      11.445   0.146   0.000  0.00  0.00           S+0
CONECT    1    2    3    4    5                                             
CONECT    2    1    6    7                                                  
CONECT    3    1    8                                                       
CONECT    4    1                                                            
CONECT    5    1                                                            
CONECT    6    2    9   10                                                  
CONECT    7    2                                                            
CONECT    8    3   11                                                       
CONECT    9    6   12                                                       
CONECT   10    6                                                            
CONECT   11    8   13   14   15                                             
CONECT   12    9   16                                                       
CONECT   13   11                                                            
CONECT   14   11                                                            
CONECT   15   11                                                            
CONECT   16   12   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17   20                                                       
CONECT   19   17                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   42    0
END

Synonyms

Value	Source
4'-Phosphopantetheine	ChEBI
Pantotheine-4'-phosphate	ChEBI
Phosphopantetheine	ChEBI
PSH-4'-p	ChEBI
Pantotheine-4'-phosphoric acid	Generator
Pantetheine 4'-phosphoric acid	Generator
4'-Phosphopantotheine	HMDB
D-Pantetheine 4'-phosphate	HMDB
Phospho-pantotheine	HMDB
Pantetheine-4'-phosphate	MeSH

Molecular Formula

C₁₁H₂₃N₂O₇PS

Average Mass

358.348

Monoisotopic Mass

358.096358302

IUPAC Name

[3-hydroxy-2,2-dimethyl-3-({2-[(2-sulfanylethyl)carbamoyl]ethyl}carbamoyl)propoxy]phosphonic acid

Traditional Name

pantetheine 4'-phosphate

CAS Registry Number

2226-71-3

SMILES

CC(C)(COP(O)(O)=O)C(O)C(=O)NCCC(=O)NCCS

InChI Identifier

InChI=1S/C11H23N2O7PS/c1-11(2,7-20-21(17,18)19)9(15)10(16)13-4-3-8(14)12-5-6-22/h9,15,22H,3-7H2,1-2H3,(H,12,14)(H,13,16)(H2,17,18,19)

InChI Key

JDMUPRLRUUMCTL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as monoalkyl phosphates. These are organic compounds containing a phosphate group that is linked to exactly one alkyl chain.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic phosphoric acids and derivatives

Sub Class

Phosphate esters

Direct Parent

Monoalkyl phosphates

Alternative Parents

Substituents

Monoalkyl phosphate
Secondary alcohol
Alkylthiol
Carboximidic acid
Carboximidic acid derivative
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Organic oxygen compound
Organic nitrogen compound
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Alcohol
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

phosphopantetheine (CHEBI:16858 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.38 g/L	ALOGPS
logP	-0.71	ALOGPS
logP	-1.7	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	1.79	ChemAxon
pKa (Strongest Basic)	-1.5	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	145.19 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	81.58 m³·mol⁻¹	ChemAxon
Polarizability	34.28 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-000t-7921000000-38919c105245ede94f57	2016-09-22	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-00fr-9633000000-e3c273cefb49d43405b0	2017-10-06	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-08ir-7695000000-0ee6ed099c01445060c3	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-01u0-9540000000-9e756a71b573d020fa6e	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03nc-9300000000-d292b023d1133331f546	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-054k-9225000000-72a847152c51b3a3daa2	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9200000000-f29815698df8b18a410a	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-653db2061d8b7bf264f2	2015-09-15	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-21	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

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

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

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	1	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool	Unknown

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

External Links

HMDB ID

HMDB0001416

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022609

KNApSAcK ID

Not Available

Chemspider ID

962

KEGG Compound ID

C01134

BioCyc ID

Not Available

BiGG ID

36886

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

987

PDB ID

Not Available

ChEBI ID

16858

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Tahiliani AG, Beinlich CJ: Pantothenic acid in health and disease. Vitam Horm. 1991;46:165-228. doi: 10.1016/s0083-6729(08)60684-6. [PubMed:1746161 ]

Showing metabocard for pantotheine 4'-phosphate (MMDBc0031155)

MOL for #<Metabolite:0x00007f46d49ba970>

3D MOL for #<Metabolite:0x00007f46d49ba970>

3D SDF for #<Metabolite:0x00007f46d49ba970>

3D-SDF for #<Metabolite:0x00007f46d49ba970>

PDB for #<Metabolite:0x00007f46d49ba970>

3D PDB for #<Metabolite:0x00007f46d49ba970>

SMILES for #<Metabolite:0x00007f46d49ba970>

INCHI for #<Metabolite:0x00007f46d49ba970>

Structure for #<Metabolite:0x00007f46d49ba970>

3D Structure for #<Metabolite:0x00007f46d49ba970>