MiMeDB: Showing metabocard for CMP (MMDBc0031159)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 00:37:44 UTC

Update Date

2022-08-31 17:58:59 UTC

Metabolite ID

MMDBc0031159

Metabolite Identification

Common Name

CMP

Description

CMP or Cytidine monophosphate, also known as 5'-cytidylic acid or simply cytidylate is a nucleotide that is used as a monomer in RNA. It is an ester of phosphoric acid with the nucleoside cytidine. CMP consists of a phosphate group, a pentose sugar ribose and the nucleobase cytosine; hence it is a ribonucleoside monophosphate. CMP can be phosphorylated to cytidine diphosphate by the enzyme CMP kinase, with Adenosine triphosphate or guanine triphosphate donating the phosphate group. CMP is used to activate mannose in metabolism.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 10101211222D          

 19 19  0  0  0  0            999 V2000
   -3.4914    2.5855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336    2.5855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6664    2.5855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914    2.5855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.1250    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  6  5  2  0  0  0  0
  9  5  1  0  0  0  0
  9  7  2  0  0  0  0
 10  6  1  0  0  0  0
 11  7  1  0  0  0  0
 11 10  2  0  0  0  0
 12  9  1  0  0  0  0
 13 10  1  0  0  0  0
 14  3  1  0  0  0  0
 15  4  1  0  0  0  0
 16 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17 16  2  0  0  0  0
 18  8  1  0  0  0  0
 18 11  1  0  0  0  0
 19  8  1  0  0  0  0
 19 16  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0031159

> <DATABASE_NAME>
MIME

> <SMILES>
CCOP(=S)(OCC)SCSC1=C(Cl)C=CC(Cl)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C11H15Cl2O2PS3/c1-3-14-16(17,15-4-2)19-8-18-11-7-9(12)5-6-10(11)13/h5-7H,3-4,8H2,1-2H3

> <INCHI_KEY>
GGNLTHFTYNDYNK-UHFFFAOYSA-N

> <FORMULA>
C11H15Cl2O2PS3

> <MOLECULAR_WEIGHT>
377.31

> <EXACT_MASS>
375.93488372

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_AVERAGE_POLARIZABILITY>
36.60254439391512

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
O,O-diethyl ({[(2,5-dichlorophenyl)sulfanyl]methyl}sulfanyl)phosphonothioate

> <ALOGPS_LOGP>
5.92

> <JCHEM_LOGP>
5.495592408666666

> <ALOGPS_LOGS>
-6.62

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
18.46

> <JCHEM_REFRACTIVITY>
93.6872

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.01e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
O,O-diethyl {[(2,5-dichlorophenyl)sulfanyl]methyl}sulfanylphosphonothioate

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 10-OCT-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-OCT-12         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   12 Cl   UNK     0       0.000   0.000   0.000  0.00  0.00          Cl+0
HETATM   13 Cl   UNK     0       0.000   0.000   0.000  0.00  0.00          Cl+0
HETATM   14  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   16  P   UNK     0       0.000   0.000   0.000  0.00  0.00           P+0
HETATM   17  S   UNK     0       0.000   0.000   0.000  0.00  0.00           S+0
HETATM   18  S   UNK     0       0.000   0.000   0.000  0.00  0.00           S+0
HETATM   19  S   UNK     0       0.000   0.000   0.000  0.00  0.00           S+0
CONECT    1    3                                                            
CONECT    2    4                                                            
CONECT    3    1   14                                                       
CONECT    4    2   15                                                       
CONECT    5    6    9                                                       
CONECT    6    5   10                                                       
CONECT    7    9   11                                                       
CONECT    8   18   19                                                       
CONECT    9    5    7   12                                                  
CONECT   10    6   11   13                                                  
CONECT   11    7   10   18                                                  
CONECT   12    9                                                            
CONECT   13   10                                                            
CONECT   14    3   16                                                       
CONECT   15    4   16                                                       
CONECT   16   14   15   17   19                                             
CONECT   17   16                                                            
CONECT   18    8   11                                                       
CONECT   19    8   16                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   38    0
END

Synonyms

Not Available

Molecular Formula

C₁₁H₁₅Cl₂O₂PS₃

Average Mass

377.31

Monoisotopic Mass

375.93488372

IUPAC Name

O,O-diethyl ({[(2,5-dichlorophenyl)sulfanyl]methyl}sulfanyl)phosphonothioate

Traditional Name

O,O-diethyl {[(2,5-dichlorophenyl)sulfanyl]methyl}sulfanylphosphonothioate

CAS Registry Number

63-37-6

SMILES

CCOP(=S)(OCC)SCSC1=C(Cl)C=CC(Cl)=C1

InChI Identifier

InChI=1S/C11H15Cl2O2PS3/c1-3-14-16(17,15-4-2)19-8-18-11-7-9(12)5-6-10(11)13/h5-7H,3-4,8H2,1-2H3

InChI Key

GGNLTHFTYNDYNK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dichlorobenzenes. Dichlorobenzenes are compounds containing a benzene with exactly two chlorine atoms attached to it.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Halobenzenes

Direct Parent

Dichlorobenzenes

Alternative Parents

Substituents

Aryl thioether
1,4-dichlorobenzene
Thiophenol ether
Alkylarylthioether
Aryl chloride
Dithiophosphate o-ester
Aryl halide
Dithiophosphate s-ester
Organic dithiophosphate
Sulfenyl compound
Organothiophosphorus compound
Thioether
Organooxygen compound
Organochloride
Organohalogen compound
Organosulfur compound
Organic oxygen compound
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

organic sulfide (CHEBI:82144 )
Organophosphorus insecticides (C19010 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	9.0e-05 g/L	ALOGPS
logP	5.92	ALOGPS
logP	5.5	ChemAxon
logS	-6.6	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	18.46 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	93.69 m³·mol⁻¹	ChemAxon
Polarizability	36.6 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Not Available

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

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0024382	myo-Inositol	CMP	CDP-diacylglycerol--inositol 3-phosphatidyltransferase	Transfer of CDP-diacylglycerol--inositol 3-phosphatidyl group	RHEA	34755880
MMDBr0024420	Glycerol 3-phosphate	CMP	CDP-diacylglycerol--glycerol-3-phosphate 3-phosphatidyltransferase	Synthesis	RHEA	34755880
MMDBr0024446	Cytidine diphosphate ribitol	CMP	Teichoic acid ribitol-phosphate polymerase TarL	Nucleic acid synthesis and/or repair	RHEA	34755880
MMDBr0024455	CDP-glycerol	CMP	Teichoic acid poly(glycerol phosphate) polymerase	Nucleic acid synthesis and/or repair	RHEA	34755880
MMDBr0024485	Choline	CMP	Phosphatidylcholine synthase	Synthesis	RHEA	34755880
MMDBr0024547	L-Serine	CMP	CDP-diacylglycerol--serine O-phosphatidyltransferase	Transfer of CDP-diacylglycerol--serine O-phosphatidyl group	RHEA	34755880
MMDBr0024898	Citicoline	CMP	Cholinephosphotransferase 1	Transfer of phosphate group	RHEA	34755880
MMDBr0024899	Citicoline	CMP	Cholinephosphotransferase 1	Transfer of phosphate group	RHEA	34755880
MMDBr0024900	CDP-Ethanolamine	CMP	Choline/ethanolaminephosphotransferase 1	Transfer of phosphate group	RHEA	34755880
MMDBr0024921	CDP-N-methylethanolamine	CMP	Choline/ethanolaminephosphotransferase 1	Transfer of phosphate group	RHEA	34755880
MMDBr0024922	CDP-N-methylethanolamine	CMP	Choline/ethanolaminephosphotransferase 1	Transfer of phosphate group	RHEA	34755880
MMDBr0024923	CDP-N-dimethylethanolamine	CMP	Cholinephosphotransferase 1	Transfer of phosphate group	RHEA	34755880
MMDBr0024924	CDP-N-dimethylethanolamine	CMP	Cholinephosphotransferase 1	Transfer of phosphate group	RHEA	34755880
MMDBr0025194	Cytidine diphosphate ribitol	CMP	Teichoic acid poly(ribitol-phosphate) polymerase	Nucleic acid synthesis and/or repair	RHEA	34755880
MMDBr0025416	CMP-N-acetyl-beta-neuraminate	CMP	N-acetyllactosaminide alpha-2,3-sialyltransferase	Transfer of a N-acetyllactosaminide alpha-2,3-sialyl group	RHEA	34755880
MMDBr0025584	L-Serine	CMP	Phosphocholine transferase AnkX	Transfer of phosphocholine	RHEA	34755880
MMDBr0025728	1D-myo-inositol 3-phosphate	CMP	Phosphatidylinositol phosphate synthase	Synthesis	RHEA	34755880

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/Eubacteria	Proteobacteria	377	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool; Cattle ; River trout ; Rat ; Sheep ; Pig ; Chicken ; American dog tick ; Lion ; Turkey ; Dog	Unknown
Bacteria/Eubacteria	Tenericutes	19	Goat ; Human ; Pig
Archaea/Archaea	Crenarchaeota	19
Bacteria/Eubacteria	Firmicutes	150	Human feces; Human ; Catfish ; Cattle
Bacteria/Eubacteria	Aquificae	2
Archaea/Archaea	Euryarchaeota	36
Bacteria/Eubacteria	Bacteroidetes	12	Human ; Human feces
Bacteria/Eubacteria	Spirochaetes	17	Human ; Relapsing fever tick ; Pig
Bacteria/Eubacteria	Chlamydiae	11	Human ; Sheep ; Cat ; Birds
Bacteria/Eubacteria	Chloroflexi	7
Bacteria/Eubacteria	Chlorobi	10
Bacteria/Eubacteria	Actinobacteria	45	Human ; Human feces; Cattle
Bacteria/Eubacteria	Deinococcus-thermus	5
Bacteria	Proteobacteria	4	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool; Cattle ; River trout ; Rat ; Sheep ; Pig ; Chicken ; American dog tick ; Lion ; Turkey ; Dog	Unknown
Eukaryota/Fungi	Microsporidia	3
Bacteria/Eubacteria	Thermotogae	10
Bacteria/Eubacteria	Fusobacteria	1	Human ; Human feces
Archaea	Euryarchaeota	2
Bacteria	Tenericutes	1	Goat ; Human ; Pig
Bacteria/Eubacteria	Planctomycetes	1
Archaea	Crenarchaeota	1
Bacteria/Eubacteria	Acidobacteria	2
Bacteria/Eubacteria	Nitrospirae	1
Bacteria/Eubacteria	Cyanobacteria	28
Bacteria	nah	1
Bacteria/Eubacteria	Verrucomicrobia	1	Human ; Human feces
Bacteria/Eubacteria	Elusimicrobia	1
Bacteria/Eubacteria	Gemmatimonadetes	1
Eukaryota/Fungi	Ascomycota	2

Exposure Sources

Other Exposures

Source Type	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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C19010

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

CMP

METLIN ID

Not Available

PubChem Compound

16773

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for CMP (MMDBc0031159)

MOL for #<Metabolite:0x00007f925072e8d8>

3D MOL for #<Metabolite:0x00007f925072e8d8>

3D SDF for #<Metabolite:0x00007f925072e8d8>

3D-SDF for #<Metabolite:0x00007f925072e8d8>

PDB for #<Metabolite:0x00007f925072e8d8>

3D PDB for #<Metabolite:0x00007f925072e8d8>

SMILES for #<Metabolite:0x00007f925072e8d8>

INCHI for #<Metabolite:0x00007f925072e8d8>

Structure for #<Metabolite:0x00007f925072e8d8>

3D Structure for #<Metabolite:0x00007f925072e8d8>