MiMeDB: Showing metabocard for Futalosine (MMDBc0003566)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-14 21:33:23 UTC

Update Date

2022-08-31 06:21:09 UTC

Metabolite ID

MMDBc0003566

Metabolite Identification

Common Name

Futalosine

Description

Structure

MOL SDF PDB SMILES InChI

 
  Mrv1533006051503372D          
 
 30 33  0  0  1  0            999 V2000
   19.4970  -12.4016    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.7299  -12.1169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9770  -13.4850    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   19.9727  -11.7148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7299  -11.3055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0255  -12.5262    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3242  -13.0167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.7299  -14.2521    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.5006  -11.0548    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.0255  -10.9036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3322  -12.1169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6789  -13.4850    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.9223  -14.2521    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.2019  -14.9012    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3322  -11.3055    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.0219  -10.1446    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.4502  -14.8974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9644  -13.0725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2499  -13.4850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5354  -13.0725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8210  -13.4850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0994  -13.0683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3849  -13.4807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3847  -14.3058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1063  -14.7225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8209  -14.3101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6508  -13.0765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9363  -13.4890    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6508  -12.2515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5354  -12.2475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  1  1  1  0  0  0
  1  4  1  0  0  0  0
  2  5  2  0  0  0  0
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
  3  8  1  0  0  0  0
  4  9  2  0  0  0  0
  5 10  1  0  0  0  0
  6 11  2  0  0  0  0
  7 12  1  0  0  0  0
  8 13  1  0  0  0  0
  8 14  1  6  0  0  0
 10 15  1  0  0  0  0
 10 16  2  0  0  0  0
 13 17  1  6  0  0  0
  5  9  1  0  0  0  0
 11 15  1  0  0  0  0
 12 13  1  0  0  0  0
 12 18  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 21 26  1  0  0  0  0
 23 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
 20 30  2  0  0  0  0
M  END

 
  Mrv1533006051503372D          
 
 30 33  0  0  1  0            999 V2000
   19.4970  -12.4016    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.7299  -12.1169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9770  -13.4850    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   19.9727  -11.7148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7299  -11.3055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0255  -12.5262    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3242  -13.0167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.7299  -14.2521    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.5006  -11.0548    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.0255  -10.9036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3322  -12.1169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6789  -13.4850    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.9223  -14.2521    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.2019  -14.9012    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3322  -11.3055    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.0219  -10.1446    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.4502  -14.8974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9644  -13.0725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2499  -13.4850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5354  -13.0725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8210  -13.4850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0994  -13.0683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3849  -13.4807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3847  -14.3058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1063  -14.7225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8209  -14.3101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6508  -13.0765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9363  -13.4890    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6508  -12.2515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5354  -12.2475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  1  1  1  0  0  0
  1  4  1  0  0  0  0
  2  5  2  0  0  0  0
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
  3  8  1  0  0  0  0
  4  9  2  0  0  0  0
  5 10  1  0  0  0  0
  6 11  2  0  0  0  0
  7 12  1  0  0  0  0
  8 13  1  0  0  0  0
  8 14  1  6  0  0  0
 10 15  1  0  0  0  0
 10 16  2  0  0  0  0
 13 17  1  6  0  0  0
  5  9  1  0  0  0  0
 11 15  1  0  0  0  0
 12 13  1  0  0  0  0
 12 18  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 21 26  1  0  0  0  0
 23 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
 20 30  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0003566

> <DATABASE_NAME>
MIME

> <SMILES>
O[C@@H]1[C@@H](CCC(=O)C2=CC(=CC=C2)C(O)=O)O[C@H]([C@@H]1O)N1C=NC2=C1N=CNC2=O

> <INCHI_IDENTIFIER>
InChI=1S/C19H18N4O7/c24-11(9-2-1-3-10(6-9)19(28)29)4-5-12-14(25)15(26)18(30-12)23-8-22-13-16(23)20-7-21-17(13)27/h1-3,6-8,12,14-15,18,25-26H,4-5H2,(H,28,29)(H,20,21,27)/t12-,14-,15-,18-/m1/s1

> <INCHI_KEY>
VEDWXCWBMDQNCV-SCFUHWHPSA-N

> <FORMULA>
C19H18N4O7

> <MOLECULAR_WEIGHT>
414.374

> <EXACT_MASS>
414.117548936

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
40.148274160483474

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-{3-[(2R,3S,4R,5R)-3,4-dihydroxy-5-(6-oxo-6,9-dihydro-1H-purin-9-yl)oxolan-2-yl]propanoyl}benzoic acid

> <ALOGPS_LOGP>
-0.53

> <JCHEM_LOGP>
-0.3729568183333332

> <ALOGPS_LOGS>
-2.38

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.933812117648744

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.9135268082028603

> <JCHEM_PKA_STRONGEST_BASIC>
0.5839281837956739

> <JCHEM_POLAR_SURFACE_AREA>
163.34

> <JCHEM_REFRACTIVITY>
101.65179999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.74e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
futalosine

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-JUN-15   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-JUN-15         0                                  
HETATM    1  N   UNK     0      36.394 -23.150   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      34.963 -22.618   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      35.424 -25.172   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      37.282 -21.868   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      34.963 -21.104   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      33.648 -23.382   0.000  0.00  0.00           N+0
HETATM    7  O   UNK     0      34.205 -24.298   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      34.963 -26.604   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      36.401 -20.636   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      33.648 -20.353   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      32.353 -22.618   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      33.001 -25.172   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      33.455 -26.604   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      35.844 -27.816   0.000  0.00  0.00           O+0
HETATM   15  N   UNK     0      32.353 -21.104   0.000  0.00  0.00           N+0
HETATM   16  O   UNK     0      33.641 -18.937   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      32.574 -27.809   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      31.667 -24.402   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      30.333 -25.172   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      28.999 -24.402   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      27.666 -25.172   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      26.319 -24.394   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      24.985 -25.164   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      24.985 -26.704   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      26.332 -27.482   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      27.666 -26.712   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      23.615 -24.410   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      22.281 -25.180   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      23.615 -22.870   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      28.999 -22.862   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7    8                                                  
CONECT    4    1    9                                                       
CONECT    5    2   10    9                                                  
CONECT    6    2   11                                                       
CONECT    7    3   12                                                       
CONECT    8    3   13   14                                                  
CONECT    9    4    5                                                       
CONECT   10    5   15   16                                                  
CONECT   11    6   15                                                       
CONECT   12    7   13   18                                                  
CONECT   13    8   17   12                                                  
CONECT   14    8                                                            
CONECT   15   10   11                                                       
CONECT   16   10                                                            
CONECT   17   13                                                            
CONECT   18   12   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   30                                                  
CONECT   21   20   22   26                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   27                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   21                                                       
CONECT   27   23   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   20                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

Synonyms

Not Available

Molecular Formula

C₁₉H₁₈N₄O₇

Average Mass

414.374

Monoisotopic Mass

414.117548936

IUPAC Name

3-{3-[(2R,3S,4R,5R)-3,4-dihydroxy-5-(6-oxo-6,9-dihydro-1H-purin-9-yl)oxolan-2-yl]propanoyl}benzoic acid

Traditional Name

futalosine

CAS Registry Number

Not Available

SMILES

O[C@@H]1[C@@H](CCC(=O)C2=CC(=CC=C2)C(O)=O)O[C@H]([C@@H]1O)N1C=NC2=C1N=CNC2=O

InChI Identifier

InChI=1S/C19H18N4O7/c24-11(9-2-1-3-10(6-9)19(28)29)4-5-12-14(25)15(26)18(30-12)23-8-22-13-16(23)20-7-21-17(13)27/h1-3,6-8,12,14-15,18,25-26H,4-5H2,(H,28,29)(H,20,21,27)/t12-,14-,15-,18-/m1/s1

InChI Key

VEDWXCWBMDQNCV-SCFUHWHPSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 5'-deoxyribonucleosides. These are nucleosides in which the oxygen atom at the 5'position of the ribose moiety has been replaced by another atom. The nucleobases here are limited to purine, pyrimidine, and pyridine derivatives.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

5'-deoxyribonucleosides

Sub Class

Not Available

Direct Parent

5'-deoxyribonucleosides

Alternative Parents

Substituents

5'-deoxyribonucleoside
Alkyl-phenylketone
N-glycosyl compound
Glycosyl compound
Butyrophenone
Hypoxanthine
6-oxopurine
Imidazopyrimidine
Purine
Phenylketone
Benzoic acid
Benzoic acid or derivatives
Aryl alkyl ketone
Aryl ketone
Benzoyl
Pyrimidone
Monosaccharide
Benzenoid
N-substituted imidazole
Pyrimidine
Monocyclic benzene moiety
Vinylogous amide
Heteroaromatic compound
Tetrahydrofuran
Imidazole
Azole
Secondary alcohol
1,2-diol
Ketone
Oxacycle
Azacycle
Organoheterocyclic compound
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Alcohol
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

inosines (CHEBI:51310 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	1.74 g/L	ALOGPS
logP	-0.53	ALOGPS
logP	-0.37	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	3.91	ChemAxon
pKa (Strongest Basic)	0.58	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	163.34 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	101.65 m³·mol⁻¹	ChemAxon
Polarizability	40.15 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0903200000-e6e324baad4ea17afe07	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-0900000000-682b983a455f24ae0b81	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-1900000000-588a09805ce3ded42df3	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03dr-0906800000-f08bf03b3d17c1460e4e	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-0900000000-b864fe0fa46f3d26fea1	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-052o-7900000000-e16200fc315373b2f382	2019-02-23	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

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

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	Microbial Links
Bacteria	Actinobacteria	4	Metabolic reconstruction
Bacteria	Deinococcus-thermus	2
Bacteria	Proteobacteria	1

Exposure Sources

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

C16999

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10364451

PDB ID

Not Available

ChEBI ID

51310

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 Futalosine (MMDBc0003566)

MOL for #<Metabolite:0x00007fdb33785f30>

3D MOL for #<Metabolite:0x00007fdb33785f30>

3D SDF for #<Metabolite:0x00007fdb33785f30>

3D-SDF for #<Metabolite:0x00007fdb33785f30>

PDB for #<Metabolite:0x00007fdb33785f30>

3D PDB for #<Metabolite:0x00007fdb33785f30>

SMILES for #<Metabolite:0x00007fdb33785f30>

INCHI for #<Metabolite:0x00007fdb33785f30>

Structure for #<Metabolite:0x00007fdb33785f30>

3D Structure for #<Metabolite:0x00007fdb33785f30>