MiMeDB: Showing metabocard for Synerazol (MMDBc0020679)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 10:48:45 UTC

Update Date

2022-08-31 06:47:04 UTC

Metabolite ID

MMDBc0020679

Metabolite Identification

Common Name

Synerazol

Description

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152112482D          

 35 38  0  0  1  0            999 V2000
   -3.0053   -2.6934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6674    1.3099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0975    2.1840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3379   -2.2084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5842   -2.5440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3662   -1.5223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8512   -0.8548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5458   -1.4360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5156   -0.1011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2102   -0.6824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9168   -2.0591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6951   -0.0149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0030   -1.2386    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6674   -0.4849    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7846    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3596    0.7388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7545    1.0799    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7545   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5391    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5391   -0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0396    1.8646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8445    1.4062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4995    1.8646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4995   -1.0396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7106    1.6320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4879   -0.5712    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4980   -3.3645    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1631   -2.3946    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1882   -1.3677    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9631    0.2853    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3378    1.6633    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  4  1  0  0  0  0
  7  6  2  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  2  0  0  0  0
 11  5  2  0  0  0  0
 12  2  1  0  0  0  0
 13  9  2  0  0  0  0
 13 10  1  0  0  0  0
 14 11  1  1  0  0  0
 15 12  2  0  0  0  0
 16 14  1  0  0  0  0
 16 15  1  6  0  0  0
 17 12  1  0  0  0  0
 18 13  1  0  0  0  0
 21 17  1  0  0  0  0
 21 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22 18  1  6  0  0  0
 22 19  1  0  0  0  0
 23 20  2  0  0  0  0
 23 22  1  0  0  0  0
 24 17  2  0  0  0  0
 25 18  2  0  0  0  0
 19 26  1  1  0  0  0
 27 20  1  0  0  0  0
 28  3  1  0  0  0  0
 22 28  1  1  0  0  0
 29 14  1  0  0  0  0
 29 16  1  0  0  0  0
 30 15  1  0  0  0  0
 21 30  1  6  0  0  0
 31  5  1  0  0  0  0
 32 11  1  0  0  0  0
 14 33  1  6  0  0  0
 16 34  1  1  0  0  0
 19 35  1  6  0  0  0
M  END


  Mrv1652305152112482D          

 35 38  0  0  1  0            999 V2000
   -3.0053   -2.6934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6674    1.3099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0975    2.1840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3379   -2.2084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5842   -2.5440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3662   -1.5223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8512   -0.8548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5458   -1.4360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5156   -0.1011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2102   -0.6824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9168   -2.0591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6951   -0.0149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0030   -1.2386    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6674   -0.4849    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7846    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3596    0.7388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7545    1.0799    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7545   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5391    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5391   -0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0396    1.8646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8445    1.4062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4995    1.8646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4995   -1.0396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7106    1.6320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4879   -0.5712    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4980   -3.3645    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1631   -2.3946    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1882   -1.3677    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9631    0.2853    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3378    1.6633    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  4  1  0  0  0  0
  7  6  2  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  2  0  0  0  0
 11  5  2  0  0  0  0
 12  2  1  0  0  0  0
 13  9  2  0  0  0  0
 13 10  1  0  0  0  0
 14 11  1  1  0  0  0
 15 12  2  0  0  0  0
 16 14  1  0  0  0  0
 16 15  1  6  0  0  0
 17 12  1  0  0  0  0
 18 13  1  0  0  0  0
 21 17  1  0  0  0  0
 21 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22 18  1  6  0  0  0
 22 19  1  0  0  0  0
 23 20  2  0  0  0  0
 23 22  1  0  0  0  0
 24 17  2  0  0  0  0
 25 18  2  0  0  0  0
 19 26  1  1  0  0  0
 27 20  1  0  0  0  0
 28  3  1  0  0  0  0
 22 28  1  1  0  0  0
 29 14  1  0  0  0  0
 29 16  1  0  0  0  0
 30 15  1  0  0  0  0
 21 30  1  6  0  0  0
 31  5  1  0  0  0  0
 32 11  1  0  0  0  0
 14 33  1  6  0  0  0
 16 34  1  1  0  0  0
 19 35  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0020679

> <DATABASE_NAME>
MIME

> <SMILES>
[H]\C(CC)=C(/[H])[C@@]1([H])O[C@]1([H])C1=C(C)C(=O)[C@]2(O1)C(O)=N[C@@](OC)(C(=O)C1=CC=CC=C1)[C@]2([H])O

> <INCHI_IDENTIFIER>
InChI=1S/C22H23NO7/c1-4-5-11-14-16(29-14)15-12(2)17(24)21(30-15)19(26)22(28-3,23-20(21)27)18(25)13-9-7-6-8-10-13/h5-11,14,16,19,26H,4H2,1-3H3,(H,23,27)/b11-5-/t14-,16+,19-,21-,22-/m1/s1

> <INCHI_KEY>
UCUHTBUWKCQZNJ-WZNGDJORSA-N

> <FORMULA>
C22H23NO7

> <MOLECULAR_WEIGHT>
413.426

> <EXACT_MASS>
413.147452085

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
42.11820151634997

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5R,8S,9R)-8-benzoyl-2-[(2S,3R)-3-[(1Z)-but-1-en-1-yl]oxiran-2-yl]-6,9-dihydroxy-8-methoxy-3-methyl-1-oxa-7-azaspiro[4.4]nona-2,6-dien-4-one

> <ALOGPS_LOGP>
2.38

> <JCHEM_LOGP>
3.215449819999999

> <ALOGPS_LOGS>
-3.99

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.200196160475011

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.45551829577514

> <JCHEM_PKA_STRONGEST_BASIC>
-3.924385814612775

> <JCHEM_POLAR_SURFACE_AREA>
117.95000000000002

> <JCHEM_REFRACTIVITY>
107.41149999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.19e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(5R,8S,9R)-8-benzoyl-2-[(2S,3R)-3-[(1Z)-but-1-en-1-yl]oxiran-2-yl]-6,9-dihydroxy-8-methoxy-3-methyl-1-oxa-7-azaspiro[4.4]nona-2,6-dien-4-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      -5.610  -5.028   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.246   2.445   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.915   4.077   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.364  -4.122   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.957  -4.749   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.150  -2.842   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.056  -1.596   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.619  -2.681   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.429  -0.189   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.992  -1.274   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.711  -3.844   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.000   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.898  -0.028   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.872  -2.312   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.000   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.246  -0.905   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.465   2.016   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.271   1.379   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.275   2.016   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.275  -0.476   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.370   0.770   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.740   1.540   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0       4.740  -0.000   0.000  0.00  0.00           N+0
HETATM   24  O   UNK     0       1.941   3.481   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       7.176   2.625   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       2.799   3.481   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       2.799  -1.941   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       5.060   3.046   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -2.777  -1.066   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       1.465  -0.476   0.000  0.00  0.00           O+0
HETATM   31  H   UNK     0      -2.796  -6.280   0.000  0.00  0.00           H+0
HETATM   32  H   UNK     0      -0.304  -4.470   0.000  0.00  0.00           H+0
HETATM   33  H   UNK     0      -0.351  -2.553   0.000  0.00  0.00           H+0
HETATM   34  H   UNK     0      -1.798   0.533   0.000  0.00  0.00           H+0
HETATM   35  H   UNK     0       4.364   3.105   0.000  0.00  0.00           H+0
CONECT    1    4                                                            
CONECT    2   12                                                            
CONECT    3   28                                                            
CONECT    4    1    5                                                       
CONECT    5    4   11   31                                                  
CONECT    6    7    8                                                       
CONECT    7    6    9                                                       
CONECT    8    6   10                                                       
CONECT    9    7   13                                                       
CONECT   10    8   13                                                       
CONECT   11    5   14   32                                                  
CONECT   12    2   15   17                                                  
CONECT   13    9   10   18                                                  
CONECT   14   11   16   29   33                                             
CONECT   15   12   16   30                                                  
CONECT   16   14   15   29   34                                             
CONECT   17   12   21   24                                                  
CONECT   18   13   22   25                                                  
CONECT   19   21   22   26   35                                             
CONECT   20   21   23   27                                                  
CONECT   21   17   19   20   30                                             
CONECT   22   18   19   23   28                                             
CONECT   23   20   22                                                       
CONECT   24   17                                                            
CONECT   25   18                                                            
CONECT   26   19                                                            
CONECT   27   20                                                            
CONECT   28    3   22                                                       
CONECT   29   14   16                                                       
CONECT   30   15   21                                                       
CONECT   31    5                                                            
CONECT   32   11                                                            
CONECT   33   14                                                            
CONECT   34   16                                                            
CONECT   35   19                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   76    0
END

Synonyms

Not Available

Molecular Formula

C₂₂H₂₃NO₇

Average Mass

413.426

Monoisotopic Mass

413.147452085

IUPAC Name

(5R,8S,9R)-8-benzoyl-2-[(2S,3R)-3-[(1Z)-but-1-en-1-yl]oxiran-2-yl]-6,9-dihydroxy-8-methoxy-3-methyl-1-oxa-7-azaspiro[4.4]nona-2,6-dien-4-one

Traditional Name

(5R,8S,9R)-8-benzoyl-2-[(2S,3R)-3-[(1Z)-but-1-en-1-yl]oxiran-2-yl]-6,9-dihydroxy-8-methoxy-3-methyl-1-oxa-7-azaspiro[4.4]nona-2,6-dien-4-one

CAS Registry Number

Not Available

SMILES

[H]\C(CC)=C(/[H])[C@@]1([H])O[C@]1([H])C1=C(C)C(=O)[C@]2(O1)C(O)=N[C@@](OC)(C(=O)C1=CC=CC=C1)[C@]2([H])O

InChI Identifier

InChI=1S/C22H23NO7/c1-4-5-11-14-16(29-14)15-12(2)17(24)21(30-15)19(26)22(28-3,23-20(21)27)18(25)13-9-7-6-8-10-13/h5-11,14,16,19,26H,4H2,1-3H3,(H,23,27)/b11-5-/t14-,16+,19-,21-,22-/m1/s1

InChI Key

UCUHTBUWKCQZNJ-WZNGDJORSA-N

Chemical Taxonomy

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.042 g/L	ALOGPS
logP	2.38	ALOGPS
logP	3.22	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	1.46	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	117.95 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	107.41 m³·mol⁻¹	ChemAxon
Polarizability	42.12 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

Chromatographic Retention Times and Retention Indices

Retention Times

Not Available

Retention Indices

Not Available

Chromatographic Retention Times and Retention Indices

Retention Times

Not Available

Retention Indices

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

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated 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	2	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

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 Synerazol (MMDBc0020679)

MOL for #<Metabolite:0x0000560be03911a0>

3D MOL for #<Metabolite:0x0000560be03911a0>

3D SDF for #<Metabolite:0x0000560be03911a0>

3D-SDF for #<Metabolite:0x0000560be03911a0>

PDB for #<Metabolite:0x0000560be03911a0>

3D PDB for #<Metabolite:0x0000560be03911a0>

SMILES for #<Metabolite:0x0000560be03911a0>

INCHI for #<Metabolite:0x0000560be03911a0>

Structure for #<Metabolite:0x0000560be03911a0>

3D Structure for #<Metabolite:0x0000560be03911a0>