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

MiMeDB 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

Chemical Formula

C₁₁H₁₅Cl₂O₂PS₃

Average Molecular Weight

377.31

Monoisotopic Molecular Weight

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

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-0493000000-4245b14d02adcfee593d	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00fr-0921000000-5f69c2a675858adbf627	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-004i-6920000000-46197f252f2abcfec89a	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0fmm-0509000000-f9e9b9905d202c4cc774	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-1944000000-d428211dd9a493993e84	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0udi-1948000000-8dcb71c666ceaf1dca4c	2015-09-15	View Spectrum
MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		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

Proteins

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Related Health Condition	Evidence Type	Measured in Matrix	Data Source	Reference

Microbial Sources

Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
	Proteobacteria	379	Human ; Cattle ; Rat ; Sheep ; Pig ; Chicken ; Human Feces; American dog tick ; Lion ; Turkey ; Dog	Unknown;
	Tenericutes	19	Goat ; Human ; Pig
Archaea	Crenarchaeota	19
	Firmicutes	150	Human Feces; Human ; Catfish ; Cattle
	Aquificae	2
Archaea	Euryarchaeota	36
	Bacteroidetes	12	Human
	Spirochaetes	17	Human ; Pig
	Chlamydiae	11	Human ; Cat ; Birds
	Chloroflexi	7
	Chlorobi	10
	Actinobacteria	45	Human ; Cattle ; Human Feces
	Deinococcus-Thermus	5
Fungi	Microsporidia	3
	Thermotogae	10
	Fusobacteria	1	Human
	Euryarchaeota	2	Human Feces; Human
NULL	Tenericutes	1
	Planctomycetes	1
	Crenarchaeota	1	Human Feces
	Acidobacteria	2
	Nitrospirae	1
NULL	Proteobacteria	2
	Cyanobacteria	28
		1
	Verrucomicrobia	1	Human
	Elusimicrobia	1
	Gemmatimonadetes	1
Fungi	Ascomycota	2

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference	Details

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:0x000055b76945d0a0>

3D MOL for #<Metabolite:0x000055b76945d0a0>

3D SDF for #<Metabolite:0x000055b76945d0a0>

3D-SDF for #<Metabolite:0x000055b76945d0a0>

PDB for #<Metabolite:0x000055b76945d0a0>

3D PDB for #<Metabolite:0x000055b76945d0a0>

SMILES for #<Metabolite:0x000055b76945d0a0>

INCHI for #<Metabolite:0x000055b76945d0a0>

Structure for #<Metabolite:0x000055b76945d0a0>

3D Structure for #<Metabolite:0x000055b76945d0a0>