MiMeDB: Showing metabocard for Aureochaeglobosin A (MMDBc0023863)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 13:46:17 UTC

Update Date

2022-08-31 06:48:46 UTC

Metabolite ID

MMDBc0023863

Metabolite Identification

Common Name

Aureochaeglobosin A

Description

Aureochaeglobosin A belongs to the class of organic compounds known as 3-alkylindoles. 3-alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position. Aureochaeglobosin A is a moderately basic compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152115462D          

 74 81  0  0  1  0            999 V2000
    8.4713   -8.6303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7851   -6.8094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1959   -6.5830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8699   -1.1074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8401   -1.8024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4264   -7.8065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6906   -7.4335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6457   -6.6097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5369    1.4965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3607    1.5414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7528   -4.8862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6371   -2.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8835   -5.7008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9099   -6.2367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1639    0.7607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1576   -2.7568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.2944   -5.4743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.6146    0.0697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8635   -3.5276    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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    2.2621   -3.5511    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4384    0.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5058   -1.8400    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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    2.7715   -2.2160    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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    1.4913   -3.2570    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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    1.3606   -2.4425    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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    4.0903   -2.4221    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    3.0329   -3.8452    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2899   -1.5834    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4997   -4.3493    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1314   -2.7365    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8272   -6.0638    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9418   -4.6677    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7842   -4.7341    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1972   -4.0279    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
  7  6  2  0  0  0  0
  8  7  1  0  0  0  0
 10  9  2  0  0  0  0
 13 11  1  0  0  0  0
 14  8  2  0  0  0  0
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 28 22  2  0  0  0  0
 29 15  2  0  0  0  0
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 30 16  1  0  0  0  0
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 32 18  1  0  0  0  0
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 33 29  1  0  0  0  0
 34 21  1  6  0  0  0
 35 30  1  0  0  0  0
 35 31  1  0  0  0  0
 36 26  1  0  0  0  0
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 37 25  1  0  0  0  0
 38 27  1  0  0  0  0
 39 35  1  0  0  0  0
 39 37  1  0  0  0  0
 30 40  1  1  0  0  0
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 41 31  1  0  0  0  0
 42 32  1  0  0  0  0
 44  5  1  1  0  0  0
 44 26  1  0  0  0  0
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 45 36  1  0  0  0  0
 45 41  1  0  0  0  0
 45 43  1  1  0  0  0
 46 22  1  0  0  0  0
 46 33  1  0  0  0  0
 47 34  1  0  0  0  0
 47 43  2  0  0  0  0
 37 48  1  6  0  0  0
 38 49  1  1  0  0  0
 50 39  2  0  0  0  0
 51 41  2  0  0  0  0
 52 43  1  0  0  0  0
 53 23  1  0  0  0  0
 40 53  1  6  0  0  0
 54 42  1  0  0  0  0
 54 44  1  0  0  0  0
 55  6  1  0  0  0  0
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 57  8  1  0  0  0  0
 58 11  1  0  0  0  0
 59 14  1  0  0  0  0
 60 18  1  0  0  0  0
 61 20  1  0  0  0  0
 24 62  1  6  0  0  0
 26 63  1  6  0  0  0
 27 64  1  6  0  0  0
 30 65  1  6  0  0  0
 31 66  1  6  0  0  0
 32 67  1  6  0  0  0
 34 68  1  1  0  0  0
 35 69  1  1  0  0  0
 36 70  1  6  0  0  0
 37 71  1  1  0  0  0
 38 72  1  1  0  0  0
 40 73  1  6  0  0  0
 42 74  1  1  0  0  0
M  END


  Mrv1652305152115462D          

 74 81  0  0  1  0            999 V2000
    8.4713   -8.6303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7851   -6.8094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.5051   -4.8924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.0903   -2.4221    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4695   -5.5586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.1972   -4.0279    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
  7  6  2  0  0  0  0
  8  7  1  0  0  0  0
 10  9  2  0  0  0  0
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 40 38  1  0  0  0  0
 41 31  1  0  0  0  0
 42 32  1  0  0  0  0
 44  5  1  1  0  0  0
 44 26  1  0  0  0  0
 44 42  1  0  0  0  0
 45 32  1  0  0  0  0
 45 36  1  0  0  0  0
 45 41  1  0  0  0  0
 45 43  1  1  0  0  0
 46 22  1  0  0  0  0
 46 33  1  0  0  0  0
 47 34  1  0  0  0  0
 47 43  2  0  0  0  0
 37 48  1  6  0  0  0
 38 49  1  1  0  0  0
 50 39  2  0  0  0  0
 51 41  2  0  0  0  0
 52 43  1  0  0  0  0
 53 23  1  0  0  0  0
 40 53  1  6  0  0  0
 54 42  1  0  0  0  0
 54 44  1  0  0  0  0
 55  6  1  0  0  0  0
 56  7  1  0  0  0  0
 57  8  1  0  0  0  0
 58 11  1  0  0  0  0
 59 14  1  0  0  0  0
 60 18  1  0  0  0  0
 61 20  1  0  0  0  0
 24 62  1  6  0  0  0
 26 63  1  6  0  0  0
 27 64  1  6  0  0  0
 30 65  1  6  0  0  0
 31 66  1  6  0  0  0
 32 67  1  6  0  0  0
 34 68  1  1  0  0  0
 35 69  1  1  0  0  0
 36 70  1  6  0  0  0
 37 71  1  1  0  0  0
 38 72  1  1  0  0  0
 40 73  1  6  0  0  0
 42 74  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0023863

> <DATABASE_NAME>
MIME

> <SMILES>
[H]\C(C)=C(\[H])/C(/[H])=C(\[H])[C@]1([H])CO[C@@]([H])([C@@]1([H])O)[C@]1([H])C=CC[C@]2([H])C(=O)[C@@]34C(O)=N[C@@]([H])(CC5=CNC6=CC=CC=C56)[C@]3([H])[C@]([H])(C)[C@@]3(C)O[C@@]3([H])[C@]4([H])\C([H])=C([H])\C[C@]([H])(C)C([H])=C(C)[C@@]([H])(O)C(=O)[C@@]12[H]

> <INCHI_IDENTIFIER>
InChI=1S/C45H54N2O7/c1-6-7-8-14-27-23-53-40(38(27)49)30-16-12-17-31-35(30)39(50)37(48)25(3)20-24(2)13-11-18-32-42-44(5,54-42)26(4)36-34(47-43(52)45(32,36)41(31)51)21-28-22-46-33-19-10-9-15-29(28)33/h6-12,14-16,18-20,22,24,26-27,30-32,34-38,40,42,46,48-49H,13,17,21,23H2,1-5H3,(H,47,52)/b7-6+,14-8+,18-11+,25-20+/t24-,26-,27+,30+,31-,32-,34-,35-,36-,37+,38-,40+,42-,44+,45-/m0/s1

> <INCHI_KEY>
WAKBAVPLHLJHKP-UBZNKHGNSA-N

> <FORMULA>
C45H54N2O7

> <MOLECULAR_WEIGHT>
734.934

> <EXACT_MASS>
734.393102087

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
108

> <JCHEM_AVERAGE_POLARIZABILITY>
81.8534549200413

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,3S,7R,8S,10R,11E,13S,15E,17R,18S,20R,21S,22R,23S)-10,25-dihydroxy-7-[(2R,3S,4R)-3-hydroxy-4-[(1E,3E)-penta-1,3-dien-1-yl]oxolan-2-yl]-23-[(1H-indol-3-yl)methyl]-11,13,20,21-tetramethyl-19-oxa-24-azapentacyclo[15.8.0.0^{1,22}.0^{3,8}.0^{18,20}]pentacosa-5,11,15,24-tetraene-2,9-dione

> <ALOGPS_LOGP>
5.61

> <JCHEM_LOGP>
6.366421267333334

> <ALOGPS_LOGS>
-5.72

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.735797025293536

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.3820585558441705

> <JCHEM_PKA_STRONGEST_BASIC>
2.7060454931452025

> <JCHEM_POLAR_SURFACE_AREA>
144.74

> <JCHEM_REFRACTIVITY>
212.69610000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.41e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,3S,7R,8S,10R,11E,13S,15E,17R,18S,20R,21S,22R,23S)-10,25-dihydroxy-7-[(2R,3S,4R)-3-hydroxy-4-[(1E,3E)-penta-1,3-dien-1-yl]oxolan-2-yl]-23-(1H-indol-3-ylmethyl)-11,13,20,21-tetramethyl-19-oxa-24-azapentacyclo[15.8.0.0^{1,22}.0^{3,8}.0^{18,20}]pentacosa-5,11,15,24-tetraene-2,9-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      15.813 -16.110   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.199 -12.711   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.832 -12.288   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.490  -2.067   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.568  -3.364   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      15.729 -14.572   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      14.356 -13.876   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      14.272 -12.338   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.469   2.794   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.007   2.877   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.272  -9.121   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.523  -3.951   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.516 -10.641   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.898 -11.642   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.773   1.420   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.494  -5.146   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.002  -4.195   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.467  -8.149   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.848   1.587   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.150 -10.219   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.782  -1.913   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.512  -2.194   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      14.009  -9.132   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.955 -11.190   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.588 -10.768   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.735  -3.588   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      12.815 -10.104   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       8.218  -1.358   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       8.614   0.130   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      10.945  -6.585   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       8.453  -5.634   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       4.223  -6.629   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      10.152   0.214   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       6.544  -3.435   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       9.425  -6.829   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       5.173  -4.137   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       8.783  -9.796   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      11.521  -9.268   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       8.589  -8.122   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      11.917  -7.780   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       7.106  -6.388   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       2.784  -6.080   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       6.939  -5.895   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       2.540  -4.559   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       5.417  -5.657   0.000  0.00  0.00           C+0
HETATM   46  N   UNK     0      10.707  -1.223   0.000  0.00  0.00           N+0
HETATM   47  N   UNK     0       7.635  -4.521   0.000  0.00  0.00           N+0
HETATM   48  O   UNK     0      10.210 -10.376   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0      10.085  -9.823   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0       7.356  -8.369   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0       7.053  -7.728   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0       8.313  -6.591   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0      13.455  -7.696   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0       1.345  -5.531   0.000  0.00  0.00           O+0
HETATM   55  H   UNK     0      17.019 -13.731   0.000  0.00  0.00           H+0
HETATM   56  H   UNK     0      13.066 -14.717   0.000  0.00  0.00           H+0
HETATM   57  H   UNK     0      15.562 -11.497   0.000  0.00  0.00           H+0
HETATM   58  H   UNK     0       1.833  -8.572   0.000  0.00  0.00           H+0
HETATM   59  H   UNK     0      11.609 -12.483   0.000  0.00  0.00           H+0
HETATM   60  H   UNK     0       5.905  -8.698   0.000  0.00  0.00           H+0
HETATM   61  H   UNK     0       4.711  -9.670   0.000  0.00  0.00           H+0
HETATM   62  H   UNK     0       3.760 -12.162   0.000  0.00  0.00           H+0
HETATM   63  H   UNK     0       4.929  -2.616   0.000  0.00  0.00           H+0
HETATM   64  H   UNK     0      11.483 -10.877   0.000  0.00  0.00           H+0
HETATM   65  H   UNK     0      12.466  -6.341   0.000  0.00  0.00           H+0
HETATM   66  H   UNK     0       9.974  -5.390   0.000  0.00  0.00           H+0
HETATM   67  H   UNK     0       5.661  -7.178   0.000  0.00  0.00           H+0
HETATM   68  H   UNK     0       8.008  -2.956   0.000  0.00  0.00           H+0
HETATM   69  H   UNK     0      10.266  -8.119   0.000  0.00  0.00           H+0
HETATM   70  H   UNK     0       3.979  -5.108   0.000  0.00  0.00           H+0
HETATM   71  H   UNK     0       9.011 -11.319   0.000  0.00  0.00           H+0
HETATM   72  H   UNK     0      12.958  -8.713   0.000  0.00  0.00           H+0
HETATM   73  H   UNK     0      10.797  -8.837   0.000  0.00  0.00           H+0
HETATM   74  H   UNK     0       2.235  -7.519   0.000  0.00  0.00           H+0
CONECT    1    6                                                            
CONECT    2   24                                                            
CONECT    3   25                                                            
CONECT    4   26                                                            
CONECT    5   44                                                            
CONECT    6    1    7   55                                                  
CONECT    7    6    8   56                                                  
CONECT    8    7   14   57                                                  
CONECT    9   10   15                                                       
CONECT   10    9   19                                                       
CONECT   11   13   18   58                                                  
CONECT   12   16   17                                                       
CONECT   13   11   24                                                       
CONECT   14    8   27   59                                                  
CONECT   15    9   29                                                       
CONECT   16   12   30                                                       
CONECT   17   12   31                                                       
CONECT   18   11   32   60                                                  
CONECT   19   10   33                                                       
CONECT   20   24   25   61                                                  
CONECT   21   28   34                                                       
CONECT   22   28   46                                                       
CONECT   23   27   53                                                       
CONECT   24    2   13   20   62                                             
CONECT   25    3   20   37                                                  
CONECT   26    4   36   44   63                                             
CONECT   27   14   23   38   64                                             
CONECT   28   21   22   29                                                  
CONECT   29   15   28   33                                                  
CONECT   30   16   35   40   65                                             
CONECT   31   17   35   41   66                                             
CONECT   32   18   42   45   67                                             
CONECT   33   19   29   46                                                  
CONECT   34   21   36   47   68                                             
CONECT   35   30   31   39   69                                             
CONECT   36   26   34   45   70                                             
CONECT   37   25   39   48   71                                             
CONECT   38   27   40   49   72                                             
CONECT   39   35   37   50                                                  
CONECT   40   30   38   53   73                                             
CONECT   41   31   45   51                                                  
CONECT   42   32   44   54   74                                             
CONECT   43   45   47   52                                                  
CONECT   44    5   26   42   54                                             
CONECT   45   32   36   41   43                                             
CONECT   46   22   33                                                       
CONECT   47   34   43                                                       
CONECT   48   37                                                            
CONECT   49   38                                                            
CONECT   50   39                                                            
CONECT   51   41                                                            
CONECT   52   43                                                            
CONECT   53   23   40                                                       
CONECT   54   42   44                                                       
CONECT   55    6                                                            
CONECT   56    7                                                            
CONECT   57    8                                                            
CONECT   58   11                                                            
CONECT   59   14                                                            
CONECT   60   18                                                            
CONECT   61   20                                                            
CONECT   62   24                                                            
CONECT   63   26                                                            
CONECT   64   27                                                            
CONECT   65   30                                                            
CONECT   66   31                                                            
CONECT   67   32                                                            
CONECT   68   34                                                            
CONECT   69   35                                                            
CONECT   70   36                                                            
CONECT   71   37                                                            
CONECT   72   38                                                            
CONECT   73   40                                                            
CONECT   74   42                                                            
MASTER        0    0    0    0    0    0    0    0   74    0  162    0
END

Synonyms

Not Available

Molecular Formula

C₄₅H₅₄N₂O₇

Average Mass

734.934

Monoisotopic Mass

734.393102087

IUPAC Name

(1S,3S,7R,8S,10R,11E,13S,15E,17R,18S,20R,21S,22R,23S)-10,25-dihydroxy-7-[(2R,3S,4R)-3-hydroxy-4-[(1E,3E)-penta-1,3-dien-1-yl]oxolan-2-yl]-23-[(1H-indol-3-yl)methyl]-11,13,20,21-tetramethyl-19-oxa-24-azapentacyclo[15.8.0.0^{1,22}.0^{3,8}.0^{18,20}]pentacosa-5,11,15,24-tetraene-2,9-dione

Traditional Name

(1S,3S,7R,8S,10R,11E,13S,15E,17R,18S,20R,21S,22R,23S)-10,25-dihydroxy-7-[(2R,3S,4R)-3-hydroxy-4-[(1E,3E)-penta-1,3-dien-1-yl]oxolan-2-yl]-23-(1H-indol-3-ylmethyl)-11,13,20,21-tetramethyl-19-oxa-24-azapentacyclo[15.8.0.0^{1,22}.0^{3,8}.0^{18,20}]pentacosa-5,11,15,24-tetraene-2,9-dione

CAS Registry Number

Not Available

SMILES

[H]\C(C)=C(\[H])/C(/[H])=C(\[H])[C@]1([H])CO[C@@]([H])([C@@]1([H])O)[C@]1([H])C=CC[C@]2([H])C(=O)[C@@]34C(O)=N[C@@]([H])(CC5=CNC6=CC=CC=C56)[C@]3([H])[C@]([H])(C)[C@@]3(C)O[C@@]3([H])[C@]4([H])\C([H])=C([H])\C[C@]([H])(C)C([H])=C(C)[C@@]([H])(O)C(=O)[C@@]12[H]

InChI Identifier

InChI=1S/C45H54N2O7/c1-6-7-8-14-27-23-53-40(38(27)49)30-16-12-17-31-35(30)39(50)37(48)25(3)20-24(2)13-11-18-32-42-44(5,54-42)26(4)36-34(47-43(52)45(32,36)41(31)51)21-28-22-46-33-19-10-9-15-29(28)33/h6-12,14-16,18-20,22,24,26-27,30-32,34-38,40,42,46,48-49H,13,17,21,23H2,1-5H3,(H,47,52)/b7-6+,14-8+,18-11+,25-20+/t24-,26-,27+,30+,31-,32-,34-,35-,36-,37+,38-,40+,42-,44+,45-/m0/s1

InChI Key

WAKBAVPLHLJHKP-UBZNKHGNSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3-alkylindoles. 3-Alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indoles

Direct Parent

3-alkylindoles

Alternative Parents

Substituents

3-alkylindole
Isoindole or derivatives
Oxepane
Benzenoid
Substituted pyrrole
Heteroaromatic compound
Cyclic carboximidic acid
Tetrahydrofuran
Pyrroline
Pyrrole
Secondary alcohol
Ketone
Oxacycle
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Ether
Oxirane
Dialkyl ether
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen 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	0.0014 g/L	ALOGPS
logP	5.61	ALOGPS
logP	6.37	ChemAxon
logS	-5.7	ALOGPS
pKa (Strongest Acidic)	5.38	ChemAxon
pKa (Strongest Basic)	2.71	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	144.74 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	212.7 m³·mol⁻¹	ChemAxon
Polarizability	81.85 Å³	ChemAxon
Number of Rings	8	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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_2_15) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2022-08-09	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View 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

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	1	Human feces	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

78441761

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139591147

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 Aureochaeglobosin A (MMDBc0023863)

MOL for #<Metabolite:0x00007f46d401c530>

3D MOL for #<Metabolite:0x00007f46d401c530>

3D SDF for #<Metabolite:0x00007f46d401c530>

3D-SDF for #<Metabolite:0x00007f46d401c530>

PDB for #<Metabolite:0x00007f46d401c530>

3D PDB for #<Metabolite:0x00007f46d401c530>

SMILES for #<Metabolite:0x00007f46d401c530>

INCHI for #<Metabolite:0x00007f46d401c530>

Structure for #<Metabolite:0x00007f46d401c530>

3D Structure for #<Metabolite:0x00007f46d401c530>