MiMeDB: Showing metabocard for cyclic dehypoxanthinylfutalosinate (MMDBc0055831)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-17 20:08:08 UTC

Update Date

2022-08-12 20:09:28 UTC

Metabolite ID

MMDBc0055831

Metabolite Identification

Common Name

cyclic dehypoxanthinylfutalosinate

Description

cyclic dehypoxanthinylfutalosinate(1-) belongs to the class of organic compounds known as naphthalenecarboxylic acids. Naphthalenecarboxylic acids are compounds containing a naphthalene moiety, which bears a carboxylic acid group one or more positions. Naphthalene is a bicyclic compound that is made up of two fused benzene ring. Based on a literature review a significant number of articles have been published on cyclic dehypoxanthinylfutalosinate(1-).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652306172222082D          

 24 26  0  0  1  0            999 V2000
    4.3149   -1.1544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5255   -0.9146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9644    1.4959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3620    0.9322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7302    0.2128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9173   -0.5907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9408    0.4526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3385   -0.1111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7538    1.2561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9041   -1.0400    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6511   -0.6900    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7066   -0.8304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3403   -0.4377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5491    0.1287    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3561    1.8199    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7481   -1.8502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2149   -1.2924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3090   -0.2667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8937   -1.6340    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.5216   -0.5397    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7390    0.2846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5551   -1.5468    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9288   -0.2914    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8777    0.2454    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  4  3  1  0  0  0  0
  6  1  1  0  0  0  0
  6  5  2  0  0  0  0
  7  5  1  0  0  0  0
  8  2  1  0  0  0  0
  8  7  2  0  0  0  0
  9  3  1  0  0  0  0
  9  7  1  0  0  0  0
 11 10  1  0  0  0  0
 12  6  1  0  0  0  0
 13 10  1  0  0  0  0
 14  4  1  0  0  0  0
 14  8  1  0  0  0  0
 14 11  1  0  0  0  0
 15  9  2  0  0  0  0
 10 16  1  1  0  0  0
 11 17  1  6  0  0  0
 18 12  2  0  0  0  0
 19 12  1  0  0  0  0
 20 13  1  0  0  0  0
 21 13  1  0  0  0  0
 14 21  1  6  0  0  0
 10 22  1  6  0  0  0
 11 23  1  6  0  0  0
 24 13  1  0  0  0  0
M  CHG  1  19  -1
M  END
> <DATABASE_ID>
MMDBc0055831

> <DATABASE_NAME>
MIME

> <SMILES>
[H]C1(O)O[C@@]2(CCC(=O)C3=C2C=CC(=C3)C([O-])=O)[C@@]([H])(O)[C@@]1([H])O

> <INCHI_IDENTIFIER>
InChI=1S/C14H14O7/c15-9-3-4-14(11(17)10(16)13(20)21-14)8-2-1-6(12(18)19)5-7(8)9/h1-2,5,10-11,13,16-17,20H,3-4H2,(H,18,19)/p-1/t10-,11+,13?,14-/m1/s1

> <INCHI_KEY>
BAUPPZJHTWBQAS-ZZWXXDIBSA-M

> <FORMULA>
C14H13O7

> <MOLECULAR_WEIGHT>
293.252

> <EXACT_MASS>
293.066676339

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
27.479173587027375

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,3'S,4'R)-3',4',5'-trihydroxy-4-oxo-3,4-dihydro-2H-spiro[naphthalene-1,2'-oxolane]-6-carboxylate

> <JCHEM_LOGP>
-0.5216270423333335

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.283743980351206

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.9003016016137457

> <JCHEM_PKA_STRONGEST_BASIC>
-3.8001192514011644

> <JCHEM_POLAR_SURFACE_AREA>
127.12

> <JCHEM_REFRACTIVITY>
79.56219999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1R,3'S,4'R)-3',4',5'-trihydroxy-4-oxo-2,3-dihydrospiro[naphthalene-1,2'-oxolane]-6-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUN-22         0                                  
HETATM    1  C   UNK     0       8.055  -2.155   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.581  -1.707   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.534   2.792   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.409   1.740   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.830   0.397   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.179  -1.103   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.356   0.845   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.232  -0.207   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.007   2.345   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.554  -1.941   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.949  -1.288   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.652  -1.550   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.502  -0.817   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.758   0.240   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       8.131   3.397   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       3.263  -3.454   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       6.001  -2.412   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      11.777  -0.498   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      11.002  -3.050   0.000  0.00  0.00           O-1
HETATM   20  O   UNK     0       0.974  -1.007   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       3.246   0.531   0.000  0.00  0.00           O+0
HETATM   22  H   UNK     0       4.769  -2.887   0.000  0.00  0.00           H+0
HETATM   23  H   UNK     0       3.600  -0.544   0.000  0.00  0.00           H+0
HETATM   24  H   UNK     0       1.638   0.458   0.000  0.00  0.00           H+0
CONECT    1    2    6                                                       
CONECT    2    1    8                                                       
CONECT    3    4    9                                                       
CONECT    4    3   14                                                       
CONECT    5    6    7                                                       
CONECT    6    1    5   12                                                  
CONECT    7    5    8    9                                                  
CONECT    8    2    7   14                                                  
CONECT    9    3    7   15                                                  
CONECT   10   11   13   16   22                                             
CONECT   11   10   14   17   23                                             
CONECT   12    6   18   19                                                  
CONECT   13   10   20   21   24                                             
CONECT   14    4    8   11   21                                             
CONECT   15    9                                                            
CONECT   16   10                                                            
CONECT   17   11                                                            
CONECT   18   12                                                            
CONECT   19   12                                                            
CONECT   20   13                                                            
CONECT   21   13   14                                                       
CONECT   22   10                                                            
CONECT   23   11                                                            
CONECT   24   13                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

Synonyms

Value	Source
Cyclic dehypoxanthinylfutalosinate	ChEBI
Cyclic dehypoxanthinylfutalosinic acid	Generator
Cyclic dehypoxanthinylfutalosinic acid(1-)	Generator

Molecular Formula

C₁₄H₁₃O₇

Average Mass

293.252

Monoisotopic Mass

293.066676339

IUPAC Name

(1R,3'S,4'R)-3',4',5'-trihydroxy-4-oxo-3,4-dihydro-2H-spiro[naphthalene-1,2'-oxolane]-6-carboxylate

Traditional Name

(1R,3'S,4'R)-3',4',5'-trihydroxy-4-oxo-2,3-dihydrospiro[naphthalene-1,2'-oxolane]-6-carboxylate

CAS Registry Number

Not Available

SMILES

[H]C1(O)O[C@@]2(CCC(=O)C3=C2C=CC(=C3)C([O-])=O)[C@@]([H])(O)[C@@]1([H])O

InChI Identifier

InChI=1S/C14H14O7/c15-9-3-4-14(11(17)10(16)13(20)21-14)8-2-1-6(12(18)19)5-7(8)9/h1-2,5,10-11,13,16-17,20H,3-4H2,(H,18,19)/p-1/t10-,11+,13?,14-/m1/s1

InChI Key

BAUPPZJHTWBQAS-ZZWXXDIBSA-M

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthalenecarboxylic acids. Naphthalenecarboxylic acids are compounds containing a naphthalene moiety, which bears a carboxylic acid group one or more positions. Naphthalene is a bicyclic compound that is made up of two fused benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Naphthalenes

Sub Class

Naphthalenecarboxylic acids and derivatives

Direct Parent

Naphthalenecarboxylic acids

Alternative Parents

Substituents

2-naphthalenecarboxylic acid
Tetralin
Aryl ketone
Aryl alkyl ketone
Monosaccharide
Tetrahydrofuran
1,2-diol
Hemiacetal
Ketone
Secondary alcohol
Carboxylic acid derivative
Polyol
Monocarboxylic acid or derivatives
Carboxylic acid
Oxacycle
Organoheterocyclic compound
Organooxygen compound
Organic oxide
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Organic anion
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

benzoates (CHEBI:64270 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
logP	-0.52	ChemAxon
pKa (Strongest Acidic)	3.9	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	127.12 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	79.56 m³·mol⁻¹	ChemAxon
Polarizability	27.48 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	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

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	Firmicutes	1	Human feces
Bacteria	Actinobacteria	1

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

27471436

KEGG Compound ID

Not Available

BioCyc ID

CPD-11419

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44237193

PDB ID

Not Available

ChEBI ID

64270

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 cyclic dehypoxanthinylfutalosinate (MMDBc0055831)

MOL for #<Metabolite:0x00007fece05cda80>

3D MOL for #<Metabolite:0x00007fece05cda80>

3D SDF for #<Metabolite:0x00007fece05cda80>

3D-SDF for #<Metabolite:0x00007fece05cda80>

PDB for #<Metabolite:0x00007fece05cda80>

3D PDB for #<Metabolite:0x00007fece05cda80>

SMILES for #<Metabolite:0x00007fece05cda80>

INCHI for #<Metabolite:0x00007fece05cda80>

Structure for #<Metabolite:0x00007fece05cda80>

3D Structure for #<Metabolite:0x00007fece05cda80>