MiMeDB: Showing metabocard for Annulostygilactone (MMDBc0015749)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 06:31:33 UTC

Update Date

2022-08-31 06:39:48 UTC

Metabolite ID

MMDBc0015749

Metabolite Identification

Common Name

Annulostygilactone

Description

Annulostygilactone belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom. Based on a literature review very few articles have been published on Annulostygilactone.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152108312D          

 34 34  0  0  1  0            999 V2000
  -19.1497    3.1023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -18.4353    2.6898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.7208    3.1023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.0063    2.6898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.2919    3.1023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.5774    2.6898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.8629    3.1023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.1485    2.6898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.4340    3.1023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7195    2.6898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0050    3.1023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2906    2.6898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5761    3.1023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8616    2.6898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1472    3.1023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4327    2.6898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7182    3.1023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0037    2.6898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2893    3.1023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5748    2.6898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8603    3.1023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1459    2.6898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4314    3.1023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7169    2.6898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0024    3.1023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2880    2.6898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5735    3.1023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2272    1.8693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0342    1.6978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1410    2.6898    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4467    2.4123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2672    2.4985    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8946    3.0254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1841    3.5137    0.0000 H   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
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22 21  1  0  0  0  0
 23 22  1  0  0  0  0
 24 23  1  0  0  0  0
 25 24  1  0  0  0  0
 26 25  1  0  0  0  0
 27 26  1  0  0  0  0
 29 28  1  0  0  0  0
 30 27  1  1  0  0  0
 30 28  1  0  0  0  0
 31 29  1  0  0  0  0
 32 31  2  0  0  0  0
 33 30  1  0  0  0  0
 33 31  1  0  0  0  0
 30 34  1  6  0  0  0
M  END


  Mrv1652305152108312D          

 34 34  0  0  1  0            999 V2000
  -19.1497    3.1023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -18.4353    2.6898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.7208    3.1023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.0063    2.6898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.2919    3.1023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.5774    2.6898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.8629    3.1023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.1485    2.6898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.4340    3.1023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7195    2.6898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0050    3.1023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2906    2.6898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5761    3.1023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8616    2.6898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1472    3.1023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4327    2.6898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7182    3.1023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0037    2.6898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2893    3.1023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5748    2.6898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8603    3.1023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1459    2.6898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4314    3.1023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7169    2.6898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0024    3.1023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2880    2.6898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5735    3.1023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2272    1.8693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0342    1.6978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1410    2.6898    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4467    2.4123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2672    2.4985    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8946    3.0254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1841    3.5137    0.0000 H   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
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22 21  1  0  0  0  0
 23 22  1  0  0  0  0
 24 23  1  0  0  0  0
 25 24  1  0  0  0  0
 26 25  1  0  0  0  0
 27 26  1  0  0  0  0
 29 28  1  0  0  0  0
 30 27  1  1  0  0  0
 30 28  1  0  0  0  0
 31 29  1  0  0  0  0
 32 31  2  0  0  0  0
 33 30  1  0  0  0  0
 33 31  1  0  0  0  0
 30 34  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0015749

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@]1(CCCCCCCCCCCCCCCCCCCCCCCCCCC)CCC(=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C31H60O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-30-28-29-31(32)33-30/h30H,2-29H2,1H3/t30-/m1/s1

> <INCHI_KEY>
LYEZOYFGSGIXDZ-SSEXGKCCSA-N

> <FORMULA>
C31H60O2

> <MOLECULAR_WEIGHT>
464.819

> <EXACT_MASS>
464.459331172

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
93

> <JCHEM_AVERAGE_POLARIZABILITY>
65.35308165121741

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(5R)-5-heptacosyloxolan-2-one

> <ALOGPS_LOGP>
10.68

> <JCHEM_LOGP>
12.202865350333333

> <ALOGPS_LOGS>
-7.61

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.042552424468885

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
144.2759

> <JCHEM_ROTATABLE_BOND_COUNT>
26

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.15e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(5R)-5-heptacosyloxolan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-MAY-21         0                                  
HETATM    1  C   UNK     0     -35.746   5.791   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -34.413   5.021   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -33.079   5.791   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -31.745   5.021   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -30.411   5.791   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -29.078   5.021   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -27.744   5.791   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -26.410   5.021   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0     -25.077   5.791   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0     -23.743   5.021   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -22.409   5.791   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0     -21.076   5.021   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -19.742   5.791   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -18.408   5.021   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0     -17.075   5.791   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -15.741   5.021   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -14.407   5.791   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -13.074   5.021   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0     -11.740   5.791   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0     -10.406   5.021   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -9.073   5.791   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -7.739   5.021   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -6.405   5.791   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -5.072   5.021   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -3.738   5.791   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -2.404   5.021   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.071   5.791   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.424   3.489   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.930   3.169   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       0.263   5.021   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.700   4.503   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       4.232   4.664   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       1.670   5.647   0.000  0.00  0.00           O+0
HETATM   34  H   UNK     0       0.344   6.559   0.000  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   30                                                       
CONECT   28   29   30                                                       
CONECT   29   28   31                                                       
CONECT   30   27   28   33   34                                             
CONECT   31   29   32   33                                                  
CONECT   32   31                                                            
CONECT   33   30   31                                                       
CONECT   34   30                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   68    0
END

Synonyms

Not Available

Molecular Formula

C₃₁H₆₀O₂

Average Mass

464.819

Monoisotopic Mass

464.459331172

IUPAC Name

(5R)-5-heptacosyloxolan-2-one

Traditional Name

(5R)-5-heptacosyloxolan-2-one

CAS Registry Number

Not Available

SMILES

[H][C@@]1(CCCCCCCCCCCCCCCCCCCCCCCCCCC)CCC(=O)O1

InChI Identifier

InChI=1S/C31H60O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-30-28-29-31(32)33-30/h30H,2-29H2,1H3/t30-/m1/s1

InChI Key

LYEZOYFGSGIXDZ-SSEXGKCCSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Lactones

Sub Class

Gamma butyrolactones

Direct Parent

Gamma butyrolactones

Alternative Parents

Substituents

Gamma butyrolactone
Tetrahydrofuran
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	1.2e-05 g/L	ALOGPS
logP	10.68	ALOGPS
logP	12.2	ChemAxon
logS	-7.6	ALOGPS
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	26	ChemAxon
Refractivity	144.28 m³·mol⁻¹	ChemAxon
Polarizability	65.35 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	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
Eukaryota/Fungi	Ascomycota	1	Human feces	Metabolic reconstruction

Exposure Sources

Other Exposures

Source Type	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

78441360

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139587422

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 Annulostygilactone (MMDBc0015749)

MOL for #<Metabolite:0x00007f922ccdd230>

3D MOL for #<Metabolite:0x00007f922ccdd230>

3D SDF for #<Metabolite:0x00007f922ccdd230>

3D-SDF for #<Metabolite:0x00007f922ccdd230>

PDB for #<Metabolite:0x00007f922ccdd230>

3D PDB for #<Metabolite:0x00007f922ccdd230>

SMILES for #<Metabolite:0x00007f922ccdd230>

INCHI for #<Metabolite:0x00007f922ccdd230>

Structure for #<Metabolite:0x00007f922ccdd230>

3D Structure for #<Metabolite:0x00007f922ccdd230>