MiMeDB: Showing metabocard for Teraspiridole C (MMDBc0013097)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2021-05-15 04:28:43 UTC

Update Date

2025-10-07 16:06:05 UTC

Metabolite ID

MMDBc0013097

Metabolite Identification

Common Name

Teraspiridole C

Description

Teraspiridole C is a member of the class of compounds known as metabolites. There is limited literature available on this particular metabolite, indicating that further research may be needed to fully understand its properties and biological significance.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152106282D          

 47 53  0  0  1  0            999 V2000
    5.8002   -7.7186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0107   -7.5514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3507   -5.7970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3579   -5.5877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1807   -3.3891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6952   -3.1682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8019   -5.3787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4466   -3.3249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8393   -3.8833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2338   -3.5717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0192   -4.6884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4144   -3.2836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7593   -3.2075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9515   -3.3753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5931   -3.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4445   -5.5341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8512   -5.1869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7054   -6.8991    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.4886   -6.8790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4137   -4.3768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8064   -4.9352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7578   -4.0338    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.9225   -4.8616    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.4585   -4.6285    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.6232   -5.4564    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.3941   -3.7343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9867   -6.4940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9693   -5.5906    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.7231   -5.0609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5791   -4.1115    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.1151   -3.8784    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.2798   -4.7062    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1325   -4.7819    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3127   -6.3407    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1498   -5.6853    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3100   -6.9567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1443   -3.3910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365   -6.8374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1453   -6.1288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3780   -4.5592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2956   -3.9731    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0182   -7.3556    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1012   -4.7839    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4494   -4.2268    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9365   -3.9561    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9666   -6.2065    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4110   -4.9832    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  2  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 14 13  1  0  0  0  0
 15 12  1  0  0  0  0
 18  1  1  1  0  0  0
 19  2  1  0  0  0  0
 20 10  2  0  0  0  0
 21 11  2  0  0  0  0
 21 20  1  0  0  0  0
 22 12  1  0  0  0  0
 23 16  1  0  0  0  0
 24 17  1  0  0  0  0
 25 16  1  0  0  0  0
 26 13  1  0  0  0  0
 27 18  1  0  0  0  0
 29  3  1  0  0  0  0
 29  4  1  0  0  0  0
 29 23  1  0  0  0  0
 30  5  1  6  0  0  0
 30 14  1  0  0  0  0
 30 22  1  0  0  0  0
 30 23  1  0  0  0  0
 31  6  1  6  0  0  0
 31 15  1  0  0  0  0
 31 24  1  0  0  0  0
 32  7  1  6  0  0  0
 32 22  1  0  0  0  0
 32 24  1  0  0  0  0
 32 25  1  0  0  0  0
 33 17  1  0  0  0  0
 33 20  1  0  0  0  0
 33 28  1  0  0  0  0
 34 18  1  0  0  0  0
 34 28  1  0  0  0  0
 35 21  1  0  0  0  0
 35 27  1  0  0  0  0
 35 28  1  0  0  0  0
 36 19  2  0  0  0  0
 37 26  2  0  0  0  0
 38 27  2  0  0  0  0
 39 19  1  0  0  0  0
 25 39  1  6  0  0  0
 40 26  1  0  0  0  0
 40 29  1  0  0  0  0
 41 31  1  0  0  0  0
 33 41  1  6  0  0  0
 18 42  1  6  0  0  0
 22 43  1  1  0  0  0
 23 44  1  1  0  0  0
 24 45  1  1  0  0  0
 25 46  1  1  0  0  0
 28 47  1  6  0  0  0
M  END


  Mrv1652305152106282D          

 47 53  0  0  1  0            999 V2000
    5.8002   -7.7186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0107   -7.5514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3507   -5.7970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3579   -5.5877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1807   -3.3891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6952   -3.1682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8019   -5.3787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4466   -3.3249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8393   -3.8833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2338   -3.5717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0192   -4.6884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4144   -3.2836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7593   -3.2075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9515   -3.3753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5931   -3.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4445   -5.5341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8512   -5.1869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7054   -6.8991    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.4886   -6.8790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4137   -4.3768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8064   -4.9352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7578   -4.0338    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.9225   -4.8616    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.4585   -4.6285    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.6232   -5.4564    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.3941   -3.7343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9867   -6.4940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9693   -5.5906    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.7231   -5.0609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5791   -4.1115    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.1151   -3.8784    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.2798   -4.7062    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1325   -4.7819    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3127   -6.3407    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1498   -5.6853    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3100   -6.9567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1443   -3.3910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365   -6.8374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1453   -6.1288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3780   -4.5592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2956   -3.9731    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0182   -7.3556    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1012   -4.7839    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4494   -4.2268    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9365   -3.9561    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9666   -6.2065    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4110   -4.9832    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  2  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 14 13  1  0  0  0  0
 15 12  1  0  0  0  0
 18  1  1  1  0  0  0
 19  2  1  0  0  0  0
 20 10  2  0  0  0  0
 21 11  2  0  0  0  0
 21 20  1  0  0  0  0
 22 12  1  0  0  0  0
 23 16  1  0  0  0  0
 24 17  1  0  0  0  0
 25 16  1  0  0  0  0
 26 13  1  0  0  0  0
 27 18  1  0  0  0  0
 29  3  1  0  0  0  0
 29  4  1  0  0  0  0
 29 23  1  0  0  0  0
 30  5  1  6  0  0  0
 30 14  1  0  0  0  0
 30 22  1  0  0  0  0
 30 23  1  0  0  0  0
 31  6  1  6  0  0  0
 31 15  1  0  0  0  0
 31 24  1  0  0  0  0
 32  7  1  6  0  0  0
 32 22  1  0  0  0  0
 32 24  1  0  0  0  0
 32 25  1  0  0  0  0
 33 17  1  0  0  0  0
 33 20  1  0  0  0  0
 33 28  1  0  0  0  0
 34 18  1  0  0  0  0
 34 28  1  0  0  0  0
 35 21  1  0  0  0  0
 35 27  1  0  0  0  0
 35 28  1  0  0  0  0
 36 19  2  0  0  0  0
 37 26  2  0  0  0  0
 38 27  2  0  0  0  0
 39 19  1  0  0  0  0
 25 39  1  6  0  0  0
 40 26  1  0  0  0  0
 40 29  1  0  0  0  0
 41 31  1  0  0  0  0
 33 41  1  6  0  0  0
 18 42  1  6  0  0  0
 22 43  1  1  0  0  0
 23 44  1  1  0  0  0
 24 45  1  1  0  0  0
 25 46  1  1  0  0  0
 28 47  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0013097

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@]1(C)N[C@@]2([H])N(C1=O)C1=CC=CC=C1[C@@]21C[C@]2([H])[C@](C)(CC[C@]3([H])[C@@]4(C)CCC(=O)OC(C)(C)[C@]4([H])C[C@]([H])(OC(C)=O)[C@@]23C)O1

> <INCHI_IDENTIFIER>
InChI=1S/C33H44N2O6/c1-18-27(38)35-21-11-9-8-10-20(21)33(28(35)34-18)17-24-31(6,41-33)15-12-22-30(5)14-13-26(37)40-29(3,4)23(30)16-25(32(22,24)7)39-19(2)36/h8-11,18,22-25,28,34H,12-17H2,1-7H3/t18-,22+,23-,24+,25-,28-,30+,31-,32+,33-/m0/s1

> <INCHI_KEY>
ZLBRGMMCUDDXLB-CPUMHDPCSA-N

> <FORMULA>
C33H44N2O6

> <MOLECULAR_WEIGHT>
564.723

> <EXACT_MASS>
564.319937145

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
85

> <JCHEM_AVERAGE_POLARIZABILITY>
62.69459787091646

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1'R,2S,2'R,8'R,9S,9aS,10'S,11'R,12'S,16'S)-2,2',7',7',11',16'-hexamethyl-3,5'-dioxo-1,2,3,9a-tetrahydro-6',15'-dioxaspiro[imidazo[1,2-a]indole-9,14'-tetracyclo[9.7.0.0^{2,8}.0^{12,16}]octadecane]-10'-yl acetate

> <ALOGPS_LOGP>
4.42

> <JCHEM_LOGP>
3.9213547843333343

> <ALOGPS_LOGS>
-5.46

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.458112390888076

> <JCHEM_PKA_STRONGEST_BASIC>
4.241153759962588

> <JCHEM_POLAR_SURFACE_AREA>
94.17000000000002

> <JCHEM_REFRACTIVITY>
150.47929999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.98e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1'R,2S,2'R,8'R,9S,9aS,10'S,11'R,12'S,16'S)-2,2',7',7',11',16'-hexamethyl-3,5'-dioxo-2,9a-dihydro-1H-6',15'-dioxaspiro[imidazo[1,2-a]indole-9,14'-tetracyclo[9.7.0.0^{2,8}.0^{12,16}]octadecane]-10'-yl acetate

> <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      10.827 -14.408   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      14.953 -14.096   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      19.321 -10.821   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      21.201 -10.430   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      17.137  -6.326   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.498  -5.914   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      14.564 -10.040   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.300  -6.206   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.167  -7.249   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.770  -6.667   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.502  -8.752   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      15.707  -6.129   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      20.084  -5.987   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      18.576  -6.301   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      14.174  -5.984   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      17.630 -10.330   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.789  -9.682   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.650 -12.878   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      15.845 -12.841   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.106  -8.170   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.972  -9.212   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      16.348  -7.530   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      18.522  -9.075   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      13.923  -8.640   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      16.097 -10.185   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      21.269  -6.971   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       9.308 -12.122   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      11.143 -10.436   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      20.016  -9.447   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      17.881  -7.675   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      13.282  -7.240   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      15.456  -8.785   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      11.447  -8.926   0.000  0.00  0.00           C+0
HETATM   34  N   UNK     0      11.784 -11.836   0.000  0.00  0.00           N+0
HETATM   35  N   UNK     0       9.613 -10.613   0.000  0.00  0.00           N+0
HETATM   36  O   UNK     0      17.379 -12.986   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      22.669  -6.330   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       7.908 -12.763   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      15.204 -11.440   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0      21.239  -8.510   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0      11.752  -7.417   0.000  0.00  0.00           O+0
HETATM   42  H   UNK     0       9.367 -13.730   0.000  0.00  0.00           H+0
HETATM   43  H   UNK     0      16.989  -8.930   0.000  0.00  0.00           H+0
HETATM   44  H   UNK     0      19.506  -7.890   0.000  0.00  0.00           H+0
HETATM   45  H   UNK     0      14.815  -7.385   0.000  0.00  0.00           H+0
HETATM   46  H   UNK     0      16.738 -11.586   0.000  0.00  0.00           H+0
HETATM   47  H   UNK     0      10.100  -9.302   0.000  0.00  0.00           H+0
CONECT    1   18                                                            
CONECT    2   19                                                            
CONECT    3   29                                                            
CONECT    4   29                                                            
CONECT    5   30                                                            
CONECT    6   31                                                            
CONECT    7   32                                                            
CONECT    8    9   10                                                       
CONECT    9    8   11                                                       
CONECT   10    8   20                                                       
CONECT   11    9   21                                                       
CONECT   12   15   22                                                       
CONECT   13   14   26                                                       
CONECT   14   13   30                                                       
CONECT   15   12   31                                                       
CONECT   16   23   25                                                       
CONECT   17   24   33                                                       
CONECT   18    1   27   34   42                                             
CONECT   19    2   36   39                                                  
CONECT   20   10   21   33                                                  
CONECT   21   11   20   35                                                  
CONECT   22   12   30   32   43                                             
CONECT   23   16   29   30   44                                             
CONECT   24   17   31   32   45                                             
CONECT   25   16   32   39   46                                             
CONECT   26   13   37   40                                                  
CONECT   27   18   35   38                                                  
CONECT   28   33   34   35   47                                             
CONECT   29    3    4   23   40                                             
CONECT   30    5   14   22   23                                             
CONECT   31    6   15   24   41                                             
CONECT   32    7   22   24   25                                             
CONECT   33   17   20   28   41                                             
CONECT   34   18   28                                                       
CONECT   35   21   27   28                                                  
CONECT   36   19                                                            
CONECT   37   26                                                            
CONECT   38   27                                                            
CONECT   39   19   25                                                       
CONECT   40   26   29                                                       
CONECT   41   31   33                                                       
CONECT   42   18                                                            
CONECT   43   22                                                            
CONECT   44   23                                                            
CONECT   45   24                                                            
CONECT   46   25                                                            
CONECT   47   28                                                            
MASTER        0    0    0    0    0    0    0    0   47    0  106    0
END

Synonyms

Not Available

Molecular Formula

C₃₃H₄₄N₂O₆

Average Mass

564.723

Monoisotopic Mass

564.319937145

IUPAC Name

(1'R,2S,2'R,8'R,9S,9aS,10'S,11'R,12'S,16'S)-2,2',7',7',11',16'-hexamethyl-3,5'-dioxo-1,2,3,9a-tetrahydro-6',15'-dioxaspiro[imidazo[1,2-a]indole-9,14'-tetracyclo[9.7.0.0^{2,8}.0^{12,16}]octadecane]-10'-yl acetate

Traditional Name

(1'R,2S,2'R,8'R,9S,9aS,10'S,11'R,12'S,16'S)-2,2',7',7',11',16'-hexamethyl-3,5'-dioxo-2,9a-dihydro-1H-6',15'-dioxaspiro[imidazo[1,2-a]indole-9,14'-tetracyclo[9.7.0.0^{2,8}.0^{12,16}]octadecane]-10'-yl acetate

CAS Registry Number

Not Available

SMILES

[H][C@@]1(C)N[C@@]2([H])N(C1=O)C1=CC=CC=C1[C@@]21C[C@]2([H])[C@](C)(CC[C@]3([H])[C@@]4(C)CCC(=O)OC(C)(C)[C@]4([H])C[C@]([H])(OC(C)=O)[C@@]23C)O1

InChI Identifier

InChI=1S/C33H44N2O6/c1-18-27(38)35-21-11-9-8-10-20(21)33(28(35)34-18)17-24-31(6,41-33)15-12-22-30(5)14-13-26(37)40-29(3,4)23(30)16-25(32(22,24)7)39-19(2)36/h8-11,18,22-25,28,34H,12-17H2,1-7H3/t18-,22+,23-,24+,25-,28-,30+,31-,32+,33-/m0/s1

InChI Key

ZLBRGMMCUDDXLB-CPUMHDPCSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthofurans. Naphthofurans are compounds containing a furan ring fused to a naphthalene moiety. Furan is a 5 membered- ring aromatic ring with four 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

Naphthofurans

Sub Class

Not Available

Direct Parent

Naphthofurans

Alternative Parents

Substituents

Naphthofuran
Alpha-amino acid or derivatives
Indole or derivatives
Caprolactone
Oxepane
Dicarboxylic acid or derivatives
Imidazolidinone
Benzenoid
Imidazolidine
Tetrahydrofuran
Tertiary carboxylic acid amide
Amino acid or derivatives
Carboxamide group
Carboxylic acid ester
Lactam
Lactone
Secondary amine
Oxacycle
Azacycle
Carboxylic acid derivative
Ether
Dialkyl ether
Secondary aliphatic amine
Organooxygen compound
Organopnictogen compound
Organic nitrogen compound
Organic oxide
Amine
Carbonyl group
Organic oxygen compound
Hydrocarbon derivative
Organonitrogen compound
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	0.002 g/L	ALOGPS
logP	4.42	ALOGPS
logP	3.92	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	18.46	ChemAxon
pKa (Strongest Basic)	4.24	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	94.17 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	150.48 m³·mol⁻¹	ChemAxon
Polarizability	62.69 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	Yes	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_1_1) - 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
MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	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

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 (eluted)	2025-10-23	88.6
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (void)	2025-10-23	44.7
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-23	596.8
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	985.3
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-23	842.2
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-23	203.9
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	3636.6
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (void)	2025-10-23	89.3
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	347.2
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	693.5
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (void)	2025-10-23	163.4
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	156.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	247.9
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (void)	2025-10-23	9.8
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	157.5
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	189.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	503.7
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	2001.7
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	1442.3

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	Teraspiridole C_TMS_1	CC(=O)O[C@H]1C[C@H]2C(C)(C)OC(=O)CC[C@]2(C)[C@H]2CC[C@]3(C)O[C@@]4(C[C@H]3[C@]12C)C1=CC=CC=C1N1C(=O)[C@H](C)N([Si](C)(C)C)[C@@H]14	standard non polar	2025-10-23	2014.71
Gas Chromatography	Teraspiridole C_TMS_1	CC(=O)O[C@H]1C[C@H]2C(C)(C)OC(=O)CC[C@]2(C)[C@H]2CC[C@]3(C)O[C@@]4(C[C@H]3[C@]12C)C1=CC=CC=C1N1C(=O)[C@H](C)N([Si](C)(C)C)[C@@H]14	standard polar	2025-10-23	2390.48

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

78440317

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

72164660

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

ZLBRGMMCUDDXLB-CPUMHDPCSA-N

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 Teraspiridole C (MMDBc0013097)

MOL for #<Metabolite:0x00007fc975a6b2b0>

3D MOL for #<Metabolite:0x00007fc975a6b2b0>

3D SDF for #<Metabolite:0x00007fc975a6b2b0>

3D-SDF for #<Metabolite:0x00007fc975a6b2b0>

PDB for #<Metabolite:0x00007fc975a6b2b0>

3D PDB for #<Metabolite:0x00007fc975a6b2b0>

SMILES for #<Metabolite:0x00007fc975a6b2b0>

INCHI for #<Metabolite:0x00007fc975a6b2b0>

Structure for #<Metabolite:0x00007fc975a6b2b0>

3D Structure for #<Metabolite:0x00007fc975a6b2b0>