MiMeDB: Showing metabocard for Butyl 2-(4-oxo-5,6-dihydro-2H-pyran-3-yl) acetate (MMDBc0003409)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-14 21:27:28 UTC

Update Date

2022-08-31 06:20:52 UTC

Metabolite ID

MMDBc0003409

Metabolite Identification

Common Name

Butyl 2-(4-oxo-5,6-dihydro-2H-pyran-3-yl) acetate

Description

butyl 2-(4-oxo-5,6-dihydro-2h-pyran-3-yl) acetate belongs to the class of organic compounds known as dihydropyranones. Dihydropyranones are compounds containing a hydrogenated pyran ring which bears a ketone, and contains one double bond. Based on a literature review very few articles have been published on butyl 2-(4-oxo-5,6-dihydro-2h-pyran-3-yl) acetate.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305142123272D          

 15 15  0  0  0  0            999 V2000
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  9  7  1  0  0  0  0
  9  8  2  0  0  0  0
 10  4  1  0  0  0  0
 10  9  1  0  0  0  0
 11  7  1  0  0  0  0
 12 10  2  0  0  0  0
 13 11  2  0  0  0  0
 14  6  1  0  0  0  0
 14  8  1  0  0  0  0
 15  5  1  0  0  0  0
 15 11  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0003409

> <DATABASE_NAME>
MIME

> <SMILES>
CCCCOC(=O)CC1=COCCC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C11H16O4/c1-2-3-5-15-11(13)7-9-8-14-6-4-10(9)12/h8H,2-7H2,1H3

> <INCHI_KEY>
DPBSCIKCRBKFLP-UHFFFAOYSA-N

> <FORMULA>
C11H16O4

> <MOLECULAR_WEIGHT>
212.245

> <EXACT_MASS>
212.104858995

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
22.5252608575418

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
butyl 2-(4-oxo-3,4-dihydro-2H-pyran-5-yl)acetate

> <ALOGPS_LOGP>
1.16

> <JCHEM_LOGP>
1.312999952666667

> <ALOGPS_LOGS>
-1.99

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.241174390614276

> <JCHEM_PKA_STRONGEST_BASIC>
-4.759017869213576

> <JCHEM_POLAR_SURFACE_AREA>
52.6

> <JCHEM_REFRACTIVITY>
54.97790000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.16e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
butyl (4-oxo-5,6-dihydropyran-3-yl)acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 14-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-MAY-21         0                                  
HETATM    1  C   UNK     0       1.334   8.470   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   9.240   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001   8.470   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.337   9.240   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335   9.240   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.337  10.780   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.336   8.470   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.669  10.780   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.669   9.240   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.003   8.470   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.002   9.240   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      12.003   6.930   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       8.002  10.780   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      12.003  11.550   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       6.668   8.470   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    5                                                       
CONECT    4    6   10                                                       
CONECT    5    3   15                                                       
CONECT    6    4   14                                                       
CONECT    7    9   11                                                       
CONECT    8    9   14                                                       
CONECT    9    7    8   10                                                  
CONECT   10    4    9   12                                                  
CONECT   11    7   13   15                                                  
CONECT   12   10                                                            
CONECT   13   11                                                            
CONECT   14    6    8                                                       
CONECT   15    5   11                                                       
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

Synonyms

Value	Source
Butyl 2-(4-oxo-5,6-dihydro-2H-pyran-3-yl) acetic acid	Generator

Molecular Formula

C₁₁H₁₆O₄

Average Mass

212.245

Monoisotopic Mass

212.104858995

IUPAC Name

butyl 2-(4-oxo-3,4-dihydro-2H-pyran-5-yl)acetate

Traditional Name

butyl (4-oxo-5,6-dihydropyran-3-yl)acetate

CAS Registry Number

Not Available

SMILES

CCCCOC(=O)CC1=COCCC1=O

InChI Identifier

InChI=1S/C11H16O4/c1-2-3-5-15-11(13)7-9-8-14-6-4-10(9)12/h8H,2-7H2,1H3

InChI Key

DPBSCIKCRBKFLP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dihydropyranones. Dihydropyranones are compounds containing a hydrogenated pyran ring which bears a ketone, and contains one double bond.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrans

Sub Class

Pyranones and derivatives

Direct Parent

Dihydropyranones

Alternative Parents

Substituents

Dihydropyranone
Vinylogous ester
Cyclic ketone
Ketone
Carboxylic acid ester
Oxacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	2.16 g/L	ALOGPS
logP	1.16	ALOGPS
logP	1.31	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	18.24	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	52.6 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	54.98 m³·mol⁻¹	ChemAxon
Polarizability	22.53 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

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
Eukaryota/Fungi	Ascomycota	2	Human feces; Human sputum; Human	Metabolic reconstruction

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

27024789

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139583826

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

van Santen JA, Poynton EF, Iskakova D, McMann E, Alsup TA, Clark TN, Fergusson CH, Fewer DP, Hughes AH, McCadden CA, Parra J, Soldatou S, Rudolf JD, Janssen EM, Duncan KR, Linington RG: The Natural Products Atlas 2.0: a database of microbially-derived natural products. Nucleic Acids Res. 2022 Jan 7;50(D1):D1317-D1323. doi: 10.1093/nar/gkab941. [PubMed:34718710 ]

Showing metabocard for Butyl 2-(4-oxo-5,6-dihydro-2H-pyran-3-yl) acetate (MMDBc0003409)

MOL for #<Metabolite:0x00007fed1564ea60>

3D MOL for #<Metabolite:0x00007fed1564ea60>

3D SDF for #<Metabolite:0x00007fed1564ea60>

3D-SDF for #<Metabolite:0x00007fed1564ea60>

PDB for #<Metabolite:0x00007fed1564ea60>

3D PDB for #<Metabolite:0x00007fed1564ea60>

SMILES for #<Metabolite:0x00007fed1564ea60>

INCHI for #<Metabolite:0x00007fed1564ea60>

Structure for #<Metabolite:0x00007fed1564ea60>

3D Structure for #<Metabolite:0x00007fed1564ea60>