MiMeDB: Showing metabocard for Demethylmenaquinol (MMDBc0031921)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 01:55:03 UTC

Update Date

2022-08-31 18:26:26 UTC

Metabolite ID

MMDBc0031921

Metabolite Identification

Common Name

Demethylmenaquinol

Description

Demethylmenaquinol is an intermediate in nitrate respiration in E.coli. It is a substrate for the enzyme nitrate reductase A (NarGHI) (PMID: 25976528 ).

Structure

MOL SDF PDB SMILES InChI

 
  Mrv1533006041518072D          
 
 22 23  0  0  0  0            999 V2000
   11.3027  -12.0865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3027  -12.9115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0172  -13.3240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7317  -12.9115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7317  -12.0865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0172  -11.6740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4462  -13.3240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1607  -12.9115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1607  -12.0865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4462  -11.6740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4462  -10.8490    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4462  -14.1491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8664  -11.6790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5667  -12.0833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2684  -11.6781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9694  -12.0828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6708  -11.6778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3721  -12.0827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0733  -11.6777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7746  -12.0827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0733  -10.8491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2684  -10.8491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
  7 12  1  0  0  0  0
  9 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 15 22  1  0  0  0  0
M  STY  1   1 SRU
M  SCN  1   1 HT 
M  SAL   1  5  13  14  15  16  22
M  SDI   1  4   14.6028  -12.5815   14.6028  -11.0140
M  SDI   1  4   17.2841  -11.0140   17.2841  -12.5815
M  SBL   1  2  14  18
M  SMT   1 n
M  END
> <DATABASE_ID>
MMDBc0031921

> <DATABASE_NAME>
MIME

> <SMILES>
CC(C)=CCC\C(C)=C\CC1=C(O)C2=CC=CC=C2C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H24O2/c1-14(2)7-6-8-15(3)11-12-16-13-19(21)17-9-4-5-10-18(17)20(16)22/h4-5,7,9-11,13,21-22H,6,8,12H2,1-3H3/b15-11+

> <INCHI_KEY>
WASWRHBQWJCLSQ-RVDMUPIBSA-N

> <FORMULA>
(C5H8)nC15H16O2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <ALOGPS_LOGP>
5.76

> <ALOGPS_LOGS>
-4.91

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.62e-03 g/l

$$$$

HEADER    PROTEIN                                 04-JUN-15   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-JUN-15         0                                  
HETATM    1  C   UNK     0      21.098 -22.561   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      21.098 -24.102   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      22.432 -24.872   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      23.766 -24.102   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      23.766 -22.561   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      22.432 -21.791   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      25.100 -24.872   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      26.433 -24.102   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      26.433 -22.561   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      25.100 -21.791   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      25.100 -20.251   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      25.100 -26.412   0.000  0.00  0.00           O+0
HETATM   13  C     n     1      27.751 -21.801   0.000  0.00  0.00           C+0
HETATM   14  C     n     1      29.058 -22.555   0.000  0.00  0.00           C+0
HETATM   15  C     n     1      30.368 -21.799   0.000  0.00  0.00           C+0
HETATM   16  C     n     1      31.676 -22.555   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      32.985 -21.799   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      34.295 -22.554   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      35.603 -21.798   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      36.913 -22.554   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      35.603 -20.252   0.000  0.00  0.00           C+0
HETATM   22  C     n     1      30.368 -20.252   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6   10                                                  
CONECT    6    5    1                                                       
CONECT    7    4    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   13                                                  
CONECT   10    9    5   11                                                  
CONECT   11   10                                                            
CONECT   12    7                                                            
CONECT   13    9   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   22                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   15                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

Synonyms

Not Available

Molecular Formula

(C₅H₈)nC₁₅H₁₆O₂

Average Mass

Not Available

Monoisotopic Mass

Not Available

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC(C)=CCC\C(C)=C\CC1=C(O)C2=CC=CC=C2C(O)=C1

InChI Identifier

InChI=1S/C20H24O2/c1-14(2)7-6-8-15(3)11-12-16-13-19(21)17-9-4-5-10-18(17)20(16)22/h4-5,7,9-11,13,21-22H,6,8,12H2,1-3H3/b15-11+

InChI Key

WASWRHBQWJCLSQ-RVDMUPIBSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as prenylated hydroquinones. These are quinones with a structure characterized by the hydroquinone ring substituted by an prenyl side-chain.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Quinone and hydroquinone lipids

Direct Parent

Prenylated hydroquinones

Alternative Parents

Substituents

Prenylbenzoquinol
1-naphthol
Naphthalene
Monoterpenoid
Bicyclic monoterpenoid
Aromatic monoterpenoid
Hydroquinone
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0036 g/L	ALOGPS
logP	5.76	ALOGPS
logS	-4.9	ALOGPS
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-0390000000-74ed1560cfe3c732d66c	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00di-3950000000-8b17282e0fe939b8e7fe	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0gb9-9410000000-fc87372477039366786e	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0090000000-15340d3235dd8ac7d851	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-0190000000-2d71c0279049d4b24baf	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-1930000000-5d055dcb6bf482124dc6	2015-09-15	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-18	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

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

C19847

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

56928124

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Sajed T, Marcu A, Ramirez M, Pon A, Guo AC, Knox C, Wilson M, Grant JR, Djoumbou Y, Wishart DS: ECMDB 2.0: A richer resource for understanding the biochemistry of E. coli. Nucleic Acids Res. 2016 Jan 4;44(D1):D495-501. doi: 10.1093/nar/gkv1060. Epub 2015 Oct 19. [PubMed:26481353 ]

Showing metabocard for Demethylmenaquinol (MMDBc0031921)

MOL for #<Metabolite:0x0000564af3c71598>

3D MOL for #<Metabolite:0x0000564af3c71598>

3D SDF for #<Metabolite:0x0000564af3c71598>

3D-SDF for #<Metabolite:0x0000564af3c71598>

PDB for #<Metabolite:0x0000564af3c71598>

3D PDB for #<Metabolite:0x0000564af3c71598>

SMILES for #<Metabolite:0x0000564af3c71598>

INCHI for #<Metabolite:0x0000564af3c71598>

Structure for #<Metabolite:0x0000564af3c71598>

3D Structure for #<Metabolite:0x0000564af3c71598>