MiMeDB: Showing metabocard for Penochalasin I (MMDBc0023046)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 13:05:42 UTC

Update Date

2022-08-31 06:48:19 UTC

Metabolite ID

MMDBc0023046

Metabolite Identification

Common Name

Penochalasin I

Description

Penochalasin I belongs to the class of organic compounds known as pyrrolocarbazoles. Pyrrolocarbazoles are compounds containing a pyrrolocarbazole moiety, which is a tetracyclic heterocycle which consists of a pyrrole ring fused to a carbazole. Based on a literature review very few articles have been published on Penochalasin I.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152115052D          

 47 52  0  0  1  0            999 V2000
   -0.2617    0.7045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2782   -0.7243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2039    1.2913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0867   -0.1579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0559   -0.8906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3199   -0.1090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8089    1.3952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9840    1.4047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2132    0.6760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2470   -1.0528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7750    0.5104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4591   -2.0617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1783   -1.6575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4588    1.3761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2838    1.3666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9675   -0.0242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3181   -1.0306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5633    0.6950    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5468   -0.7338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0381    0.6665    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.7021   -0.4334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8772   -0.4239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9661    0.3482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8525   -1.5026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5132   -0.8497    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9031   -0.8775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9510   -1.4530    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6313    0.3636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1784   -0.8343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6880    0.6474    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2673   -0.0622    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4423   -0.0527    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3043    0.8408    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8402   -1.3269    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8344   -0.8293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2000   -0.7278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5150   -2.1534    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3909   -1.0802    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2296    2.1048    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7924   -0.0337    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3634   -2.8811    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5648   -2.3863    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3882    0.6855    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1590    1.4142    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6174   -0.0432    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6754   -1.6586    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1262   -1.4345    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  2  0  0  0  0
  8  7  1  0  0  0  0
  9  7  2  0  0  0  0
 10  5  1  0  0  0  0
 11  6  1  0  0  0  0
 13 12  2  0  0  0  0
 15 14  1  0  0  0  0
 18  1  1  1  0  0  0
 18  8  1  0  0  0  0
 18 16  1  0  0  0  0
 19  2  1  0  0  0  0
 19 16  2  0  0  0  0
 20  9  1  0  0  0  0
 20 14  1  0  0  0  0
 21 10  2  0  0  0  0
 22 17  1  0  0  0  0
 22 21  1  0  0  0  0
 23 11  2  0  0  0  0
 23 21  1  0  0  0  0
 24 12  1  0  0  0  0
 25 17  1  0  0  0  0
 26 13  1  0  0  0  0
 27 19  1  0  0  0  0
 27 24  1  0  0  0  0
 28 22  2  0  0  0  0
 30  3  1  6  0  0  0
 30 15  1  0  0  0  0
 30 28  1  0  0  0  0
 31  4  1  6  0  0  0
 31 25  1  0  0  0  0
 31 30  1  0  0  0  0
 32 20  1  0  0  0  0
 32 26  1  0  0  0  0
 32 29  1  1  0  0  0
 32 31  1  0  0  0  0
 33 23  1  0  0  0  0
 33 28  1  0  0  0  0
 34 25  1  0  0  0  0
 34 29  2  0  0  0  0
 35 24  2  0  0  0  0
 36 26  2  0  0  0  0
 27 37  1  6  0  0  0
 38 29  1  0  0  0  0
 39  7  1  0  0  0  0
 40  9  1  0  0  0  0
 41 12  1  0  0  0  0
 13 42  1  4  0  0  0
 43 16  1  0  0  0  0
 18 44  1  6  0  0  0
 20 45  1  6  0  0  0
 25 46  1  1  0  0  0
 27 47  1  1  0  0  0
M  END


  Mrv1652305152115052D          

 47 52  0  0  1  0            999 V2000
   -0.2617    0.7045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2782   -0.7243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2039    1.2913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0867   -0.1579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0559   -0.8906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3199   -0.1090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8089    1.3952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9840    1.4047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2132    0.6760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2470   -1.0528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7750    0.5104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4591   -2.0617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1783   -1.6575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4588    1.3761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2838    1.3666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9675   -0.0242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3181   -1.0306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5633    0.6950    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5468   -0.7338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0381    0.6665    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.7021   -0.4334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8772   -0.4239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9661    0.3482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8525   -1.5026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5132   -0.8497    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9031   -0.8775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9510   -1.4530    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6313    0.3636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1784   -0.8343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6880    0.6474    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2673   -0.0622    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4423   -0.0527    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3043    0.8408    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8402   -1.3269    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8344   -0.8293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2000   -0.7278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5150   -2.1534    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3909   -1.0802    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2296    2.1048    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7924   -0.0337    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3634   -2.8811    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5648   -2.3863    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3882    0.6855    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1590    1.4142    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6174   -0.0432    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6754   -1.6586    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1262   -1.4345    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  2  0  0  0  0
  8  7  1  0  0  0  0
  9  7  2  0  0  0  0
 10  5  1  0  0  0  0
 11  6  1  0  0  0  0
 13 12  2  0  0  0  0
 15 14  1  0  0  0  0
 18  1  1  1  0  0  0
 18  8  1  0  0  0  0
 18 16  1  0  0  0  0
 19  2  1  0  0  0  0
 19 16  2  0  0  0  0
 20  9  1  0  0  0  0
 20 14  1  0  0  0  0
 21 10  2  0  0  0  0
 22 17  1  0  0  0  0
 22 21  1  0  0  0  0
 23 11  2  0  0  0  0
 23 21  1  0  0  0  0
 24 12  1  0  0  0  0
 25 17  1  0  0  0  0
 26 13  1  0  0  0  0
 27 19  1  0  0  0  0
 27 24  1  0  0  0  0
 28 22  2  0  0  0  0
 30  3  1  6  0  0  0
 30 15  1  0  0  0  0
 30 28  1  0  0  0  0
 31  4  1  6  0  0  0
 31 25  1  0  0  0  0
 31 30  1  0  0  0  0
 32 20  1  0  0  0  0
 32 26  1  0  0  0  0
 32 29  1  1  0  0  0
 32 31  1  0  0  0  0
 33 23  1  0  0  0  0
 33 28  1  0  0  0  0
 34 25  1  0  0  0  0
 34 29  2  0  0  0  0
 35 24  2  0  0  0  0
 36 26  2  0  0  0  0
 27 37  1  6  0  0  0
 38 29  1  0  0  0  0
 39  7  1  0  0  0  0
 40  9  1  0  0  0  0
 41 12  1  0  0  0  0
 13 42  1  4  0  0  0
 43 16  1  0  0  0  0
 18 44  1  6  0  0  0
 20 45  1  6  0  0  0
 25 46  1  1  0  0  0
 27 47  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0023046

> <DATABASE_NAME>
MIME

> <SMILES>
[H]\C1=C([H])/[C@@]2([H])CC[C@@]3(C)C4=C(C[C@]5([H])N=C(O)[C@]2(C(=O)C([H])=C([H])C(=O)[C@]([H])(O)C(C)=C([H])[C@@]([H])(C)C1)[C@@]35C)C1=CC=CC=C1N4

> <INCHI_IDENTIFIER>
InChI=1S/C32H36N2O4/c1-18-8-7-9-20-14-15-30(3)28-22(21-10-5-6-11-23(21)33-28)17-25-31(30,4)32(20,29(38)34-25)26(36)13-12-24(35)27(37)19(2)16-18/h5-7,9-13,16,18,20,25,27,33,37H,8,14-15,17H2,1-4H3,(H,34,38)/b9-7+,13-12?,19-16+/t18-,20-,25-,27+,30-,31+,32-/m0/s1

> <INCHI_KEY>
CNOXPHKUUAMNSN-VXHPOFCZSA-N

> <FORMULA>
C32H36N2O4

> <MOLECULAR_WEIGHT>
512.65

> <EXACT_MASS>
512.267507647

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
74

> <JCHEM_AVERAGE_POLARIZABILITY>
57.70712444803841

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,6R,7E,9S,11E,13R,16R,27S,30R)-6,29-dihydroxy-7,9,16,30-tetramethyl-18,28-diazahexacyclo[14.13.1.0^{1,13}.0^{17,25}.0^{19,24}.0^{27,30}]triaconta-3,7,11,17(25),19,21,23,28-octaene-2,5-dione

> <ALOGPS_LOGP>
4.69

> <JCHEM_LOGP>
4.666317084550298

> <ALOGPS_LOGS>
-5.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.826332279217318

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.747151064704646

> <JCHEM_PKA_STRONGEST_BASIC>
5.376779938648101

> <JCHEM_POLAR_SURFACE_AREA>
102.75

> <JCHEM_REFRACTIVITY>
150.14909999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.45e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,6R,7E,9S,11E,13R,16R,27S,30R)-6,29-dihydroxy-7,9,16,30-tetramethyl-18,28-diazahexacyclo[14.13.1.0^{1,13}.0^{17,25}.0^{19,24}.0^{27,30}]triaconta-3,7,11,17(25),19,21,23,28-octaene-2,5-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      -0.488   1.315   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.519  -1.352   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.714   2.410   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.495  -0.295   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      15.038  -1.662   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      15.530  -0.203   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.377   2.604   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.837   2.622   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.131   1.262   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.528  -1.965   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.513   0.953   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.590  -3.848   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.933  -3.094   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.456   2.569   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.996   2.551   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.806  -0.045   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.927  -1.924   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.051   1.297   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.021  -1.370   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.671   1.244   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.511  -0.809   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.971  -0.791   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      13.003   0.650   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.458  -2.805   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       8.425  -1.586   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.419  -1.638   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.775  -2.712   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      10.512   0.679   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.933  -1.557   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       8.751   1.209   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       7.966  -0.116   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       6.426  -0.098   0.000  0.00  0.00           C+0
HETATM   33  N   UNK     0      11.768   1.570   0.000  0.00  0.00           N+0
HETATM   34  N   UNK     0       7.168  -2.477   0.000  0.00  0.00           N+0
HETATM   35  O   UNK     0       3.424  -1.548   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       4.107  -1.359   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       0.961  -4.020   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       4.463  -2.016   0.000  0.00  0.00           O+0
HETATM   39  H   UNK     0       4.162   3.929   0.000  0.00  0.00           H+0
HETATM   40  H   UNK     0       3.346  -0.063   0.000  0.00  0.00           H+0
HETATM   41  H   UNK     0       4.412  -5.378   0.000  0.00  0.00           H+0
HETATM   42  H   UNK     0       6.654  -4.454   0.000  0.00  0.00           H+0
HETATM   43  H   UNK     0       2.591   1.280   0.000  0.00  0.00           H+0
HETATM   44  H   UNK     0       0.297   2.640   0.000  0.00  0.00           H+0
HETATM   45  H   UNK     0       4.886  -0.081   0.000  0.00  0.00           H+0
HETATM   46  H   UNK     0       8.727  -3.096   0.000  0.00  0.00           H+0
HETATM   47  H   UNK     0       0.236  -2.678   0.000  0.00  0.00           H+0
CONECT    1   18                                                            
CONECT    2   19                                                            
CONECT    3   30                                                            
CONECT    4   31                                                            
CONECT    5    6   10                                                       
CONECT    6    5   11                                                       
CONECT    7    8    9   39                                                  
CONECT    8    7   18                                                       
CONECT    9    7   20   40                                                  
CONECT   10    5   21                                                       
CONECT   11    6   23                                                       
CONECT   12   13   24   41                                                  
CONECT   13   12   26   42                                                  
CONECT   14   15   20                                                       
CONECT   15   14   30                                                       
CONECT   16   18   19   43                                                  
CONECT   17   22   25                                                       
CONECT   18    1    8   16   44                                             
CONECT   19    2   16   27                                                  
CONECT   20    9   14   32   45                                             
CONECT   21   10   22   23                                                  
CONECT   22   17   21   28                                                  
CONECT   23   11   21   33                                                  
CONECT   24   12   27   35                                                  
CONECT   25   17   31   34   46                                             
CONECT   26   13   32   36                                                  
CONECT   27   19   24   37   47                                             
CONECT   28   22   30   33                                                  
CONECT   29   32   34   38                                                  
CONECT   30    3   15   28   31                                             
CONECT   31    4   25   30   32                                             
CONECT   32   20   26   29   31                                             
CONECT   33   23   28                                                       
CONECT   34   25   29                                                       
CONECT   35   24                                                            
CONECT   36   26                                                            
CONECT   37   27                                                            
CONECT   38   29                                                            
CONECT   39    7                                                            
CONECT   40    9                                                            
CONECT   41   12                                                            
CONECT   42   13                                                            
CONECT   43   16                                                            
CONECT   44   18                                                            
CONECT   45   20                                                            
CONECT   46   25                                                            
CONECT   47   27                                                            
MASTER        0    0    0    0    0    0    0    0   47    0  104    0
END

Synonyms

Not Available

Molecular Formula

C₃₂H₃₆N₂O₄

Average Mass

512.65

Monoisotopic Mass

512.267507647

IUPAC Name

(1R,6R,7E,9S,11E,13R,16R,27S,30R)-6,29-dihydroxy-7,9,16,30-tetramethyl-18,28-diazahexacyclo[14.13.1.0^{1,13}.0^{17,25}.0^{19,24}.0^{27,30}]triaconta-3,7,11,17(25),19,21,23,28-octaene-2,5-dione

Traditional Name

(1R,6R,7E,9S,11E,13R,16R,27S,30R)-6,29-dihydroxy-7,9,16,30-tetramethyl-18,28-diazahexacyclo[14.13.1.0^{1,13}.0^{17,25}.0^{19,24}.0^{27,30}]triaconta-3,7,11,17(25),19,21,23,28-octaene-2,5-dione

CAS Registry Number

Not Available

SMILES

[H]\C1=C([H])/[C@@]2([H])CC[C@@]3(C)C4=C(C[C@]5([H])N=C(O)[C@]2(C(=O)C([H])=C([H])C(=O)[C@]([H])(O)C(C)=C([H])[C@@]([H])(C)C1)[C@@]35C)C1=CC=CC=C1N4

InChI Identifier

InChI=1S/C32H36N2O4/c1-18-8-7-9-20-14-15-30(3)28-22(21-10-5-6-11-23(21)33-28)17-25-31(30,4)32(20,29(38)34-25)26(36)13-12-24(35)27(37)19(2)16-18/h5-7,9-13,16,18,20,25,27,33,37H,8,14-15,17H2,1-4H3,(H,34,38)/b9-7+,13-12?,19-16+/t18-,20-,25-,27+,30-,31+,32-/m0/s1

InChI Key

CNOXPHKUUAMNSN-VXHPOFCZSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrrolocarbazoles. Pyrrolocarbazoles are compounds containing a pyrrolocarbazole moiety, which is a tetracyclic heterocycle which consists of a pyrrole ring fused to a carbazole.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Carbazoles

Direct Parent

Pyrrolocarbazoles

Alternative Parents

Substituents

Pyrrolocarbazole
3-alkylindole
Isoindole or derivatives
Indole
Benzenoid
Heteroaromatic compound
Cyclic carboximidic acid
Pyrroline
Pyrrole
Cyclic ketone
Secondary alcohol
Ketone
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
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	4.69	ALOGPS
logP	4.67	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Acidic)	2.75	ChemAxon
pKa (Strongest Basic)	5.38	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	102.75 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	150.15 m³·mol⁻¹	ChemAxon
Polarizability	57.71 Å³	ChemAxon
Number of Rings	6	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_2) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2022-08-09	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

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

139590394

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 Penochalasin I (MMDBc0023046)

MOL for #<Metabolite:0x00007fed15345cb0>

3D MOL for #<Metabolite:0x00007fed15345cb0>

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Structure for #<Metabolite:0x00007fed15345cb0>

3D Structure for #<Metabolite:0x00007fed15345cb0>