MiMeDB: Showing metabocard for Arisugacin O (MMDBc0025297)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2021-05-15 15:01:43 UTC

Update Date

2025-10-07 16:07:31 UTC

Metabolite ID

MMDBc0025297

Metabolite Identification

Common Name

Arisugacin O

Description

Arisugacin O is a secondary metabolite belonging to the class of polyketides. There is limited literature available on this compound, indicating a need for further research to fully understand its properties and potential applications.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152117012D          

 36 40  0  0  1  0            999 V2000
   -2.7836    2.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9819    3.0985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7314    3.5209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0787    1.1823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6724    3.2091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5120    1.3382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2420    2.7414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3222    1.4941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0521    2.8973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0787    3.3650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8889    3.2091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6217    2.4296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6990    0.8704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7314    1.3382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9720    1.9618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5922    2.2736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5415    1.4941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1618    1.8059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8116    2.2736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2391    1.4941    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8889    1.0264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0816    0.8704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9690    2.2736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4614    2.7414    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6188    1.8059    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1589    2.4296    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1913    1.9618    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0492    1.3382    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3488    0.4027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8116    0.0909    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6990    3.0532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4311    1.1724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4024    2.4296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8918    1.0264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2715    2.8973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7792    2.1177    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  6  1  0  0  0  0
  9  7  2  0  0  0  0
 11 10  1  0  0  0  0
 15  6  2  0  0  0  0
 15  7  1  0  0  0  0
 16  8  2  0  0  0  0
 16  9  1  0  0  0  0
 17 14  1  0  0  0  0
 18 12  2  0  0  0  0
 18 15  1  0  0  0  0
 19 12  1  0  0  0  0
 19 17  2  0  0  0  0
 20 13  1  0  0  0  0
 21 13  1  0  0  0  0
 22 17  1  0  0  0  0
 23  1  1  0  0  0  0
 23  2  1  0  0  0  0
 23 20  1  0  0  0  0
 24  3  1  6  0  0  0
 24 10  1  0  0  0  0
 25  4  1  6  0  0  0
 25 21  1  0  0  0  0
 26 11  1  0  0  0  0
 26 23  1  0  0  0  0
 26 25  1  0  0  0  0
 27 14  1  0  0  0  0
 27 24  1  0  0  0  0
 27 25  1  0  0  0  0
 20 28  1  1  0  0  0
 29 21  2  0  0  0  0
 30 22  2  0  0  0  0
 26 31  1  1  0  0  0
 27 32  1  1  0  0  0
 33  5  1  0  0  0  0
 33 16  1  0  0  0  0
 34 18  1  0  0  0  0
 34 22  1  0  0  0  0
 35 19  1  0  0  0  0
 35 24  1  0  0  0  0
 20 36  1  6  0  0  0
M  END


  Mrv1652305152117012D          

 36 40  0  0  1  0            999 V2000
   -2.7836    2.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9819    3.0985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7314    3.5209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0787    1.1823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6724    3.2091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5120    1.3382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2420    2.7414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3222    1.4941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0521    2.8973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0787    3.3650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8889    3.2091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6217    2.4296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6990    0.8704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7314    1.3382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9720    1.9618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5922    2.2736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5415    1.4941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1618    1.8059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8116    2.2736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2391    1.4941    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8889    1.0264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0816    0.8704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9690    2.2736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4614    2.7414    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6188    1.8059    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1589    2.4296    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1913    1.9618    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0492    1.3382    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3488    0.4027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8116    0.0909    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6990    3.0532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4311    1.1724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4024    2.4296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8918    1.0264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2715    2.8973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7792    2.1177    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  6  1  0  0  0  0
  9  7  2  0  0  0  0
 11 10  1  0  0  0  0
 15  6  2  0  0  0  0
 15  7  1  0  0  0  0
 16  8  2  0  0  0  0
 16  9  1  0  0  0  0
 17 14  1  0  0  0  0
 18 12  2  0  0  0  0
 18 15  1  0  0  0  0
 19 12  1  0  0  0  0
 19 17  2  0  0  0  0
 20 13  1  0  0  0  0
 21 13  1  0  0  0  0
 22 17  1  0  0  0  0
 23  1  1  0  0  0  0
 23  2  1  0  0  0  0
 23 20  1  0  0  0  0
 24  3  1  6  0  0  0
 24 10  1  0  0  0  0
 25  4  1  6  0  0  0
 25 21  1  0  0  0  0
 26 11  1  0  0  0  0
 26 23  1  0  0  0  0
 26 25  1  0  0  0  0
 27 14  1  0  0  0  0
 27 24  1  0  0  0  0
 27 25  1  0  0  0  0
 20 28  1  1  0  0  0
 29 21  2  0  0  0  0
 30 22  2  0  0  0  0
 26 31  1  1  0  0  0
 27 32  1  1  0  0  0
 33  5  1  0  0  0  0
 33 16  1  0  0  0  0
 34 18  1  0  0  0  0
 34 22  1  0  0  0  0
 35 19  1  0  0  0  0
 35 24  1  0  0  0  0
 20 36  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0025297

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@]1(O)CC(=O)[C@@]2(C)[C@@](O)(CC[C@@]3(C)OC4=C(C[C@]23O)C(=O)OC(=C4)C2=CC=C(OC)C=C2)C1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C27H32O8/c1-23(2)20(28)13-21(29)25(4)26(23,31)11-10-24(3)27(25,32)14-17-19(35-24)12-18(34-22(17)30)15-6-8-16(33-5)9-7-15/h6-9,12,20,28,31-32H,10-11,13-14H2,1-5H3/t20-,24-,25+,26-,27-/m1/s1

> <INCHI_KEY>
OQZMMSBLGYHONG-ZJQFWPFFSA-N

> <FORMULA>
C27H32O8

> <MOLECULAR_WEIGHT>
484.545

> <EXACT_MASS>
484.20971799

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
67

> <JCHEM_AVERAGE_POLARIZABILITY>
51.44428605989438

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(5aR,7aR,9R,11aS,11bS)-7a,9,11b-trihydroxy-3-(4-methoxyphenyl)-5a,8,8,11a-tetramethyl-1,5a,6,7,7a,8,9,10,11,11a,11b,12-dodecahydro-2,5-dioxatetraphene-1,11-dione

> <ALOGPS_LOGP>
1.99

> <JCHEM_LOGP>
1.747690658666667

> <ALOGPS_LOGS>
-3.76

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.747341504652006

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.869416585200405

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0412665330593978

> <JCHEM_POLAR_SURFACE_AREA>
122.52000000000001

> <JCHEM_REFRACTIVITY>
127.68490000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.36e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(5aR,7aR,9R,11aS,11bS)-7a,9,11b-trihydroxy-3-(4-methoxyphenyl)-5a,8,8,11a-tetramethyl-7,9,10,12-tetrahydro-6H-2,5-dioxatetraphene-1,11-dione

> <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      -5.196   4.488   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.700   5.784   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.365   6.572   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.147   2.207   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.455   5.990   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.422   2.498   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.918   5.117   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.935   2.789   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.431   5.408   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.147   6.281   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.659   5.990   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.894   4.535   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.171   1.625   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.365   2.498   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.414   3.662   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.439   4.244   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.878   2.789   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.902   3.371   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.382   4.244   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.180   2.789   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.659   1.916   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.886   1.625   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -3.676   4.244   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.861   5.117   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.155   3.371   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -2.163   4.535   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.357   3.662   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -5.692   2.498   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -0.651   0.752   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       3.382   0.170   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -3.171   5.699   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       0.805   2.189   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      11.951   4.535   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       5.398   1.916   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       2.373   5.408   0.000  0.00  0.00           O+0
HETATM   36  H   UNK     0      -5.188   3.953   0.000  0.00  0.00           H+0
CONECT    1   23                                                            
CONECT    2   23                                                            
CONECT    3   24                                                            
CONECT    4   25                                                            
CONECT    5   33                                                            
CONECT    6    8   15                                                       
CONECT    7    9   15                                                       
CONECT    8    6   16                                                       
CONECT    9    7   16                                                       
CONECT   10   11   24                                                       
CONECT   11   10   26                                                       
CONECT   12   18   19                                                       
CONECT   13   20   21                                                       
CONECT   14   17   27                                                       
CONECT   15    6    7   18                                                  
CONECT   16    8    9   33                                                  
CONECT   17   14   19   22                                                  
CONECT   18   12   15   34                                                  
CONECT   19   12   17   35                                                  
CONECT   20   13   23   28   36                                             
CONECT   21   13   25   29                                                  
CONECT   22   17   30   34                                                  
CONECT   23    1    2   20   26                                             
CONECT   24    3   10   27   35                                             
CONECT   25    4   21   26   27                                             
CONECT   26   11   23   25   31                                             
CONECT   27   14   24   25   32                                             
CONECT   28   20                                                            
CONECT   29   21                                                            
CONECT   30   22                                                            
CONECT   31   26                                                            
CONECT   32   27                                                            
CONECT   33    5   16                                                       
CONECT   34   18   22                                                       
CONECT   35   19   24                                                       
CONECT   36   20                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   80    0
END

Synonyms

Not Available

Molecular Formula

C₂₇H₃₂O₈

Average Mass

484.545

Monoisotopic Mass

484.20971799

IUPAC Name

(5aR,7aR,9R,11aS,11bS)-7a,9,11b-trihydroxy-3-(4-methoxyphenyl)-5a,8,8,11a-tetramethyl-1,5a,6,7,7a,8,9,10,11,11a,11b,12-dodecahydro-2,5-dioxatetraphene-1,11-dione

Traditional Name

(5aR,7aR,9R,11aS,11bS)-7a,9,11b-trihydroxy-3-(4-methoxyphenyl)-5a,8,8,11a-tetramethyl-7,9,10,12-tetrahydro-6H-2,5-dioxatetraphene-1,11-dione

CAS Registry Number

Not Available

SMILES

[H][C@@]1(O)CC(=O)[C@@]2(C)[C@@](O)(CC[C@@]3(C)OC4=C(C[C@]23O)C(=O)OC(=C4)C2=CC=C(OC)C=C2)C1(C)C

InChI Identifier

InChI=1S/C27H32O8/c1-23(2)20(28)13-21(29)25(4)26(23,31)11-10-24(3)27(25,32)14-17-19(35-24)12-18(34-22(17)30)15-6-8-16(33-5)9-7-15/h6-9,12,20,28,31-32H,10-11,13-14H2,1-5H3/t20-,24-,25+,26-,27-/m1/s1

InChI Key

OQZMMSBLGYHONG-ZJQFWPFFSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthopyrans. Naphthopyrans are compounds containing a pyran ring fused to a naphthalene moiety. Furan is a 6 membered-ring non-aromatic ring with five carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Naphthopyrans

Sub Class

Not Available

Direct Parent

Naphthopyrans

Alternative Parents

Substituents

Naphthopyran
Naphthalene
Phenoxy compound
Methoxybenzene
Phenol ether
Anisole
Pyranone
Alkyl aryl ether
Benzenoid
Pyran
Monocyclic benzene moiety
Heteroaromatic compound
Vinylogous ester
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Lactone
Ketone
Oxacycle
Polyol
Ether
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.084 g/L	ALOGPS
logP	1.99	ALOGPS
logP	1.75	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	12.87	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	122.52 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	127.68 m³·mol⁻¹	ChemAxon
Polarizability	51.44 Å³	ChemAxon
Number of Rings	5	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

Chromatographic Retention Times and Retention Indices

Retention Times

Chromatography Type	Technique	Column	Deposition Date	Retention Time (s)
Liquid Chromatography	HILIC	Waters Acquity UPLC-BEH Amide column (void)	2025-10-23	127.8
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (void)	2025-10-23	60.9
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-23	423.3
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	422.4
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-23	539.4
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-23	184.9
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	2147.0
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (void)	2025-10-23	201.9
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	288.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	301.7
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	221.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	172.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	190.1
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (void)	2025-10-23	40.7
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	260.5
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	82.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	313.1
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	1094.8
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	853.0

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	Arisugacin O_TMS_1	COC1=CC=C(C2=CC3=C(C[C@]4(O)[C@@]5(C)C(=O)C[C@@H](O[Si](C)(C)C)C(C)(C)[C@]5(O)CC[C@@]4(C)O3)C(=O)O2)C=C1	standard non polar	2025-10-23	1605.16
Gas Chromatography	Arisugacin O_TMS_2	COC1=CC=C(C2=CC3=C(C[C@@]4(O)[C@@](C)(CC[C@@]5(O[Si](C)(C)C)C(C)(C)[C@H](O)CC(=O)[C@]45C)O3)C(=O)O2)C=C1	standard non polar	2025-10-23	2282.52
Gas Chromatography	Arisugacin O_TMS_3	COC1=CC=C(C2=CC3=C(C[C@]4(O[Si](C)(C)C)[C@@]5(C)C(=O)C[C@@H](O)C(C)(C)[C@]5(O)CC[C@@]4(C)O3)C(=O)O2)C=C1	standard non polar	2025-10-23	1452.24
Gas Chromatography	Arisugacin O_TMS_4	COC1=CC=C(C2=CC3=C(C[C@]4(O)[C@@]5(C)C(O[Si](C)(C)C)=C[C@@H](O)C(C)(C)[C@]5(O)CC[C@@]4(C)O3)C(=O)O2)C=C1	standard non polar	2025-10-23	1840.67
Gas Chromatography	Arisugacin O_TMS_5	COC1=CC=C(C2=CC3=C(C[C@]4(O[Si](C)(C)C)[C@@]5(C)C(=O)C[C@@H](O[Si](C)(C)C)C(C)(C)[C@]5(O)CC[C@@]4(C)O3)C(=O)O2)C=C1	standard non polar	2025-10-23	1761.08
Gas Chromatography	Arisugacin O_TMS_6	COC1=CC=C(C2=CC3=C(C[C@@]4(O)[C@@](C)(CC[C@@]5(O[Si](C)(C)C)C(C)(C)[C@H](O[Si](C)(C)C)CC(=O)[C@]45C)O3)C(=O)O2)C=C1	standard non polar	2025-10-23	1977.45
Gas Chromatography	Arisugacin O_TMS_7	COC1=CC=C(C2=CC3=C(C[C@]4(O)[C@@]5(C)C(O[Si](C)(C)C)=C[C@@H](O[Si](C)(C)C)C(C)(C)[C@]5(O)CC[C@@]4(C)O3)C(=O)O2)C=C1	standard non polar	2025-10-23	2377.24
Gas Chromatography	Arisugacin O_TMS_8	COC1=CC=C(C2=CC3=C(C[C@]4(O[Si](C)(C)C)[C@@]5(C)C(=O)C[C@@H](O)C(C)(C)[C@]5(O[Si](C)(C)C)CC[C@@]4(C)O3)C(=O)O2)C=C1	standard non polar	2025-10-23	1178.01
Gas Chromatography	Arisugacin O_TMS_9	COC1=CC=C(C2=CC3=C(C[C@]4(O)[C@@]5(C)C(O[Si](C)(C)C)=C[C@@H](O)C(C)(C)[C@]5(O[Si](C)(C)C)CC[C@@]4(C)O3)C(=O)O2)C=C1	standard non polar	2025-10-23	2909.56
Gas Chromatography	Arisugacin O_TMS_10	COC1=CC=C(C2=CC3=C(C[C@@]4(O[Si](C)(C)C)[C@@](C)(CC[C@@]5(O)C(C)(C)[C@H](O)C=C(O[Si](C)(C)C)[C@]45C)O3)C(=O)O2)C=C1	standard non polar	2025-10-23	1502.8
Gas Chromatography	Arisugacin O_TMS_11	COC1=CC=C(C2=CC3=C(C[C@]4(O[Si](C)(C)C)[C@@]5(C)C(=O)C[C@@H](O[Si](C)(C)C)C(C)(C)[C@]5(O[Si](C)(C)C)CC[C@@]4(C)O3)C(=O)O2)C=C1	standard non polar	2025-10-23	1257.37
Gas Chromatography	Arisugacin O_TMS_12	COC1=CC=C(C2=CC3=C(C[C@@]4(O[Si](C)(C)C)[C@@](C)(CC[C@@]5(O)C(C)(C)[C@H](O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@]45C)O3)C(=O)O2)C=C1	standard non polar	2025-10-23	1029.52
Gas Chromatography	Arisugacin O_TMS_13	COC1=CC=C(C2=CC3=C(C[C@]4(O)[C@@]5(C)C(O[Si](C)(C)C)=C[C@@H](O[Si](C)(C)C)C(C)(C)[C@]5(O[Si](C)(C)C)CC[C@@]4(C)O3)C(=O)O2)C=C1	standard non polar	2025-10-23	1642.62
Gas Chromatography	Arisugacin O_TMS_14	COC1=CC=C(C2=CC3=C(C[C@]4(O[Si](C)(C)C)[C@@]5(C)C(O[Si](C)(C)C)=C[C@@H](O)C(C)(C)[C@]5(O[Si](C)(C)C)CC[C@@]4(C)O3)C(=O)O2)C=C1	standard non polar	2025-10-23	1134.87
Gas Chromatography	Arisugacin O_TMS_15	COC1=CC=C(C2=CC3=C(C[C@]4(O[Si](C)(C)C)[C@@]5(C)C(O[Si](C)(C)C)=C[C@@H](O[Si](C)(C)C)C(C)(C)[C@]5(O[Si](C)(C)C)CC[C@@]4(C)O3)C(=O)O2)C=C1	standard non polar	2025-10-23	2061.38
Gas Chromatography	Arisugacin O_TMS_1	COC1=CC=C(C2=CC3=C(C[C@]4(O)[C@@]5(C)C(=O)C[C@@H](O[Si](C)(C)C)C(C)(C)[C@]5(O)CC[C@@]4(C)O3)C(=O)O2)C=C1	standard polar	2025-10-23	2469.56
Gas Chromatography	Arisugacin O_TMS_2	COC1=CC=C(C2=CC3=C(C[C@@]4(O)[C@@](C)(CC[C@@]5(O[Si](C)(C)C)C(C)(C)[C@H](O)CC(=O)[C@]45C)O3)C(=O)O2)C=C1	standard polar	2025-10-23	1691.61
Gas Chromatography	Arisugacin O_TMS_3	COC1=CC=C(C2=CC3=C(C[C@]4(O[Si](C)(C)C)[C@@]5(C)C(=O)C[C@@H](O)C(C)(C)[C@]5(O)CC[C@@]4(C)O3)C(=O)O2)C=C1	standard polar	2025-10-23	1543.07
Gas Chromatography	Arisugacin O_TMS_4	COC1=CC=C(C2=CC3=C(C[C@]4(O)[C@@]5(C)C(O[Si](C)(C)C)=C[C@@H](O)C(C)(C)[C@]5(O)CC[C@@]4(C)O3)C(=O)O2)C=C1	standard polar	2025-10-23	1251.33
Gas Chromatography	Arisugacin O_TMS_5	COC1=CC=C(C2=CC3=C(C[C@]4(O[Si](C)(C)C)[C@@]5(C)C(=O)C[C@@H](O[Si](C)(C)C)C(C)(C)[C@]5(O)CC[C@@]4(C)O3)C(=O)O2)C=C1	standard polar	2025-10-23	2109.28
Gas Chromatography	Arisugacin O_TMS_6	COC1=CC=C(C2=CC3=C(C[C@@]4(O)[C@@](C)(CC[C@@]5(O[Si](C)(C)C)C(C)(C)[C@H](O[Si](C)(C)C)CC(=O)[C@]45C)O3)C(=O)O2)C=C1	standard polar	2025-10-23	2485.22
Gas Chromatography	Arisugacin O_TMS_7	COC1=CC=C(C2=CC3=C(C[C@]4(O)[C@@]5(C)C(O[Si](C)(C)C)=C[C@@H](O[Si](C)(C)C)C(C)(C)[C@]5(O)CC[C@@]4(C)O3)C(=O)O2)C=C1	standard polar	2025-10-23	2101.66
Gas Chromatography	Arisugacin O_TMS_8	COC1=CC=C(C2=CC3=C(C[C@]4(O[Si](C)(C)C)[C@@]5(C)C(=O)C[C@@H](O)C(C)(C)[C@]5(O[Si](C)(C)C)CC[C@@]4(C)O3)C(=O)O2)C=C1	standard polar	2025-10-23	2209.42
Gas Chromatography	Arisugacin O_TMS_9	COC1=CC=C(C2=CC3=C(C[C@]4(O)[C@@]5(C)C(O[Si](C)(C)C)=C[C@@H](O)C(C)(C)[C@]5(O[Si](C)(C)C)CC[C@@]4(C)O3)C(=O)O2)C=C1	standard polar	2025-10-23	2162.54
Gas Chromatography	Arisugacin O_TMS_10	COC1=CC=C(C2=CC3=C(C[C@@]4(O[Si](C)(C)C)[C@@](C)(CC[C@@]5(O)C(C)(C)[C@H](O)C=C(O[Si](C)(C)C)[C@]45C)O3)C(=O)O2)C=C1	standard polar	2025-10-23	1995.05
Gas Chromatography	Arisugacin O_TMS_11	COC1=CC=C(C2=CC3=C(C[C@]4(O[Si](C)(C)C)[C@@]5(C)C(=O)C[C@@H](O[Si](C)(C)C)C(C)(C)[C@]5(O[Si](C)(C)C)CC[C@@]4(C)O3)C(=O)O2)C=C1	standard polar	2025-10-23	2844.25
Gas Chromatography	Arisugacin O_TMS_12	COC1=CC=C(C2=CC3=C(C[C@@]4(O[Si](C)(C)C)[C@@](C)(CC[C@@]5(O)C(C)(C)[C@H](O[Si](C)(C)C)C=C(O[Si](C)(C)C)[C@]45C)O3)C(=O)O2)C=C1	standard polar	2025-10-23	1985.67
Gas Chromatography	Arisugacin O_TMS_13	COC1=CC=C(C2=CC3=C(C[C@]4(O)[C@@]5(C)C(O[Si](C)(C)C)=C[C@@H](O[Si](C)(C)C)C(C)(C)[C@]5(O[Si](C)(C)C)CC[C@@]4(C)O3)C(=O)O2)C=C1	standard polar	2025-10-23	1103.7
Gas Chromatography	Arisugacin O_TMS_14	COC1=CC=C(C2=CC3=C(C[C@]4(O[Si](C)(C)C)[C@@]5(C)C(O[Si](C)(C)C)=C[C@@H](O)C(C)(C)[C@]5(O[Si](C)(C)C)CC[C@@]4(C)O3)C(=O)O2)C=C1	standard polar	2025-10-23	2442.91
Gas Chromatography	Arisugacin O_TMS_15	COC1=CC=C(C2=CC3=C(C[C@]4(O[Si](C)(C)C)[C@@]5(C)C(O[Si](C)(C)C)=C[C@@H](O[Si](C)(C)C)C(C)(C)[C@]5(O[Si](C)(C)C)CC[C@@]4(C)O3)C(=O)O2)C=C1	standard polar	2025-10-23	577.362

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	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

102132271

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

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 Arisugacin O (MMDBc0025297)

MOL for #<Metabolite:0x00007fade83a14f0>

3D MOL for #<Metabolite:0x00007fade83a14f0>

3D SDF for #<Metabolite:0x00007fade83a14f0>

3D-SDF for #<Metabolite:0x00007fade83a14f0>

PDB for #<Metabolite:0x00007fade83a14f0>

3D PDB for #<Metabolite:0x00007fade83a14f0>

SMILES for #<Metabolite:0x00007fade83a14f0>

INCHI for #<Metabolite:0x00007fade83a14f0>

Structure for #<Metabolite:0x00007fade83a14f0>

3D Structure for #<Metabolite:0x00007fade83a14f0>