MiMeDB: Showing metabocard for methyl botryolate (MMDBc0014237)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 05:19:50 UTC

Update Date

2022-08-31 06:37:24 UTC

MiMeDB ID

MMDBc0014237

Metabolite Identification

Common Name

methyl botryolate

Description

Structure

MOL SDF PDB SMILES InChI

methyl botryolate
  Mrv1652309242002272D          

 24 25  0  0  0  0            999 V2000
   -0.0532    2.8334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2247    2.0264    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0093    1.7715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1809    0.9645    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5678    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2169    0.6674    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3884    1.4744    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1730    1.7294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3445    2.5363    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7861    1.1773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5708    1.4323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7018    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2169   -0.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5678   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7393   -1.2195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3883   -0.3263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3776    0.4732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3149   -0.5520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1433   -1.3590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9969    0.9360    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9655    0.7096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5786    1.2617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4070    2.0686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3632    1.0067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
  6 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 12 17  1  6  0  0  0
 12 18  1  0  0  0  0
 18 19  1  0  0  0  0
  6 20  1  1  0  0  0
  4 21  1  1  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
  7  2  1  0  0  0  0
  5 14  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0014237

> <DATABASE_NAME>
MIME

> <SMILES>
COC(=O)[C@H]1[C@H](C)C[C@H](OC(C)=O)[C@H]2C(C)(C)C[C@](C)(CO)[C@@]12O

> <INCHI_IDENTIFIER>
InChI=1S/C18H30O6/c1-10-7-12(24-11(2)20)14-16(3,4)8-17(5,9-19)18(14,22)13(10)15(21)23-6/h10,12-14,19,22H,7-9H2,1-6H3/t10-,12+,13-,14+,17-,18-/m1/s1

> <INCHI_KEY>
DZXAXKUHDLGMSG-KLUDYHNTSA-N

> <FORMULA>
C18H30O6

> <MOLECULAR_WEIGHT>
342.432

> <EXACT_MASS>
342.204238686

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
36.38219781715398

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (3R,3aS,4S,5R,7S,7aR)-7-(acetyloxy)-3a-hydroxy-3-(hydroxymethyl)-1,1,3,5-tetramethyl-octahydro-1H-indene-4-carboxylate

> <ALOGPS_LOGP>
1.48

> <JCHEM_LOGP>
0.9418369219999994

> <ALOGPS_LOGS>
-2.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.137983800177278

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.570987438732057

> <JCHEM_PKA_STRONGEST_BASIC>
-2.786441820697724

> <JCHEM_POLAR_SURFACE_AREA>
93.06

> <JCHEM_REFRACTIVITY>
86.901

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.38e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (3R,3aS,4S,5R,7S,7aR)-7-(acetyloxy)-3a-hydroxy-3-(hydroxymethyl)-1,1,3,5-tetramethyl-hexahydroindene-4-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-SEP-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: methyl botryolate                                 
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-SEP-20         0                                  
HETATM    1  C   UNK     0      -0.099   5.289   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.419   3.783   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.884   3.307   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.204   1.800   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.060   0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.405   1.246   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.725   2.752   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.190   3.228   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.510   4.734   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       3.334   2.198   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       4.799   2.674   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.310   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.405  -1.246   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.060  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.380  -2.276   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.591  -0.609   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.572   0.883   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.454  -1.030   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.134  -2.537   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       1.861   1.747   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -3.669   1.325   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -4.813   2.355   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -4.493   3.861   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -6.278   1.879   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   21                                                  
CONECT    5    4    6   14                                                  
CONECT    6    5    7   12   20                                             
CONECT    7    6    8    2                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10                                                            
CONECT   12    6   13   17   18                                             
CONECT   13   12   14                                                       
CONECT   14   13   15   16    5                                             
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   12                                                            
CONECT   18   12   19                                                       
CONECT   19   18                                                            
CONECT   20    6                                                            
CONECT   21    4   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   50    0
END

Synonyms

Not Available

Chemical Formula

C₁₈H₃₀O₆

Average Molecular Weight

342.432

Monoisotopic Molecular Weight

342.204238686

IUPAC Name

methyl (3R,3aS,4S,5R,7S,7aR)-7-(acetyloxy)-3a-hydroxy-3-(hydroxymethyl)-1,1,3,5-tetramethyl-octahydro-1H-indene-4-carboxylate

Traditional Name

methyl (3R,3aS,4S,5R,7S,7aR)-7-(acetyloxy)-3a-hydroxy-3-(hydroxymethyl)-1,1,3,5-tetramethyl-hexahydroindene-4-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)[C@H]1[C@H](C)C[C@H](OC(C)=O)[C@H]2C(C)(C)C[C@](C)(CO)[C@@]12O

InChI Identifier

InChI=1S/C18H30O6/c1-10-7-12(24-11(2)20)14-16(3,4)8-17(5,9-19)18(14,22)13(10)15(21)23-6/h10,12-14,19,22H,7-9H2,1-6H3/t10-,12+,13-,14+,17-,18-/m1/s1

InChI Key

DZXAXKUHDLGMSG-KLUDYHNTSA-N

Chemical Taxonomy

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	1.38 g/L	ALOGPS
logP	1.48	ALOGPS
logP	0.94	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	13.57	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	93.06 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	86.9 m³·mol⁻¹	ChemAxon
Polarizability	36.38 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2022-08-10	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		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

Proteins

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Related Health Condition	Evidence Type	Measured in Matrix	Data Source	Reference

Microbial Sources

Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Fungi	Ascomycota	1	Human Feces	Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference	Details

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

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 methyl botryolate (MMDBc0014237)

MOL for #<Metabolite:0x000055b76e1d8dc0>

3D MOL for #<Metabolite:0x000055b76e1d8dc0>

3D SDF for #<Metabolite:0x000055b76e1d8dc0>

3D-SDF for #<Metabolite:0x000055b76e1d8dc0>

PDB for #<Metabolite:0x000055b76e1d8dc0>

3D PDB for #<Metabolite:0x000055b76e1d8dc0>

SMILES for #<Metabolite:0x000055b76e1d8dc0>

INCHI for #<Metabolite:0x000055b76e1d8dc0>

Structure for #<Metabolite:0x000055b76e1d8dc0>

3D Structure for #<Metabolite:0x000055b76e1d8dc0>