MiMeDB: Showing metabocard for Penochalasin D (MMDBc0001132)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-14 18:44:15 UTC

Update Date

2022-08-31 06:17:37 UTC

Metabolite ID

MMDBc0001132

Metabolite Identification

Common Name

Penochalasin D

Description

Penochalasin D 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. Penochalasin D is a strong basic compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305142120442D          

 48 54  0  0  1  0            999 V2000
    1.8304   -1.4934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9692   -0.3636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0218    4.1850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9607    3.4245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2168    3.2790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8217    3.8400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5121    0.1793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0732   -0.4256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4285    3.5223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3287    0.9836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6383    4.6443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3132    2.6059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6147    3.0449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6658   -0.4856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7760    4.3819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6842    5.5380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8615   -0.6690    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2707    0.0755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2052    3.3806    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5246    4.7286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2451    4.3267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5721    1.7719    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8500    4.8877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1114    1.8059    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7019    3.5603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0434    2.6151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9935    3.1373    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5140    0.8638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2162    2.0152    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9986    2.2588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3996    2.8196    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1770    2.3329    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5033    5.6363    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2883    1.7506    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3230    3.0173    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3379    0.9068    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6198    1.7159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0045    2.2586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2173   -0.2061    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4957    1.0146    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0512   -1.2150    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8925    0.1554    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8101    3.9416    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2705    1.3328    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9339    1.8705    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4676    3.8673    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3887    2.5763    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4596    1.2269    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  5  1  0  0  0  0
 10  7  2  0  0  0  0
 11  6  1  0  0  0  0
 13 12  1  0  0  0  0
 17  1  1  6  0  0  0
 17  8  1  0  0  0  0
 17 14  1  0  0  0  0
 18  2  1  0  0  0  0
 18 14  2  0  0  0  0
 19  3  1  1  0  0  0
 20 15  1  0  0  0  0
 20 16  2  0  0  0  0
 21  9  2  0  0  0  0
 21 20  1  0  0  0  0
 22 10  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 15  1  0  0  0  0
 26 13  1  0  0  0  0
 27 19  1  0  0  0  0
 27 25  1  0  0  0  0
 28 18  1  0  0  0  0
 28 24  1  0  0  0  0
 29 22  1  0  0  0  0
 31  4  1  1  0  0  0
 31 19  1  0  0  0  0
 31 29  1  0  0  0  0
 32 22  1  0  0  0  0
 32 26  1  6  0  0  0
 32 27  1  0  0  0  0
 32 30  1  0  0  0  0
 33 16  1  0  0  0  0
 33 23  1  0  0  0  0
 34 24  1  0  0  0  0
 34 26  2  0  0  0  0
 35 25  1  0  0  0  0
 35 30  2  0  0  0  0
 36 28  2  0  0  0  0
 37 30  1  0  0  0  0
 38 29  1  0  0  0  0
 38 31  1  0  0  0  0
 39  7  1  0  0  0  0
 40 10  1  0  0  0  0
 41 14  1  0  0  0  0
 17 42  1  6  0  0  0
 19 43  1  6  0  0  0
 22 44  1  6  0  0  0
 24 45  1  6  0  0  0
 46 25  1  0  0  0  0
 27 47  1  6  0  0  0
 29 48  1  1  0  0  0
M  END


  Mrv1652305142120442D          

 48 54  0  0  1  0            999 V2000
    1.8304   -1.4934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9692   -0.3636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0218    4.1850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9607    3.4245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2168    3.2790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8217    3.8400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5121    0.1793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0732   -0.4256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4285    3.5223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3287    0.9836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6383    4.6443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3132    2.6059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6147    3.0449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6658   -0.4856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7760    4.3819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6842    5.5380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8615   -0.6690    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2707    0.0755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2052    3.3806    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5246    4.7286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2451    4.3267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5721    1.7719    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8500    4.8877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1114    1.8059    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7019    3.5603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0434    2.6151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9935    3.1373    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5140    0.8638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2162    2.0152    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9986    2.2588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3996    2.8196    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1770    2.3329    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5033    5.6363    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2883    1.7506    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3230    3.0173    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3379    0.9068    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6198    1.7159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0045    2.2586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2173   -0.2061    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4957    1.0146    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0512   -1.2150    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8925    0.1554    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8101    3.9416    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2705    1.3328    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9339    1.8705    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4676    3.8673    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3887    2.5763    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4596    1.2269    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  5  1  0  0  0  0
 10  7  2  0  0  0  0
 11  6  1  0  0  0  0
 13 12  1  0  0  0  0
 17  1  1  6  0  0  0
 17  8  1  0  0  0  0
 17 14  1  0  0  0  0
 18  2  1  0  0  0  0
 18 14  2  0  0  0  0
 19  3  1  1  0  0  0
 20 15  1  0  0  0  0
 20 16  2  0  0  0  0
 21  9  2  0  0  0  0
 21 20  1  0  0  0  0
 22 10  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 15  1  0  0  0  0
 26 13  1  0  0  0  0
 27 19  1  0  0  0  0
 27 25  1  0  0  0  0
 28 18  1  0  0  0  0
 28 24  1  0  0  0  0
 29 22  1  0  0  0  0
 31  4  1  1  0  0  0
 31 19  1  0  0  0  0
 31 29  1  0  0  0  0
 32 22  1  0  0  0  0
 32 26  1  6  0  0  0
 32 27  1  0  0  0  0
 32 30  1  0  0  0  0
 33 16  1  0  0  0  0
 33 23  1  0  0  0  0
 34 24  1  0  0  0  0
 34 26  2  0  0  0  0
 35 25  1  0  0  0  0
 35 30  2  0  0  0  0
 36 28  2  0  0  0  0
 37 30  1  0  0  0  0
 38 29  1  0  0  0  0
 38 31  1  0  0  0  0
 39  7  1  0  0  0  0
 40 10  1  0  0  0  0
 41 14  1  0  0  0  0
 17 42  1  6  0  0  0
 19 43  1  6  0  0  0
 22 44  1  6  0  0  0
 24 45  1  6  0  0  0
 46 25  1  0  0  0  0
 27 47  1  6  0  0  0
 29 48  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0001132

> <DATABASE_NAME>
MIME

> <SMILES>
[H]\C1=C([H])\[C@@]2([H])[C@]3([H])O[C@]3(C)[C@@]([H])(C)[C@@]3([H])C([H])(CC4=CNC5=CC=CC=C45)N=C(O)[C@@]23C2=N[C@@]([H])(CC2)C(=O)\C(C)=C([H])/[C@@]([H])(C)C1

> <INCHI_IDENTIFIER>
InChI=1S/C32H37N3O3/c1-17-8-7-10-22-29-31(4,38-29)19(3)27-25(15-20-16-33-23-11-6-5-9-21(20)23)35-30(37)32(22,27)26-13-12-24(34-26)28(36)18(2)14-17/h5-7,9-11,14,16-17,19,22,24-25,27,29,33H,8,12-13,15H2,1-4H3,(H,35,37)/b10-7-,18-14-/t17-,19-,22-,24-,25?,27-,29-,31+,32+/m0/s1

> <INCHI_KEY>
UJPWZJUBKFMAST-MLAGUIKPSA-N

> <FORMULA>
C32H37N3O3

> <MOLECULAR_WEIGHT>
511.666

> <EXACT_MASS>
511.283492063

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
75

> <JCHEM_AVERAGE_POLARIZABILITY>
56.854509403632505

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,6R,7S,8R,10S,11R,12Z,15S,16Z,19S)-3-hydroxy-5-[(1H-indol-3-yl)methyl]-7,8,15,17-tetramethyl-9-oxa-4,22-diazapentacyclo[17.2.1.0^{2,6}.0^{2,11}.0^{8,10}]docosa-1(22),3,12,16-tetraen-18-one

> <ALOGPS_LOGP>
5.16

> <JCHEM_LOGP>
5.400475746406089

> <ALOGPS_LOGS>
-5.94

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
16.160797075323785

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.969419459423521

> <JCHEM_PKA_STRONGEST_BASIC>
3.904074811003747

> <JCHEM_POLAR_SURFACE_AREA>
90.34

> <JCHEM_REFRACTIVITY>
149.1948

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.87e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,6R,7S,8R,10S,11R,12Z,15S,16Z,19S)-3-hydroxy-5-(1H-indol-3-ylmethyl)-7,8,15,17-tetramethyl-9-oxa-4,22-diazapentacyclo[17.2.1.0^{2,6}.0^{2,11}.0^{8,10}]docosa-1(22),3,12,16-tetraen-18-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 14-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-MAY-21         0                                  
HETATM    1  C   UNK     0       3.417  -2.788   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.409  -0.679   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.041   7.812   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.793   6.392   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.871   6.121   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.000   7.168   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.956   0.335   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.003  -0.795   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.400   6.575   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.614   1.836   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.658   8.669   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.185   4.864   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.881   5.684   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.976  -0.906   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.315   8.180   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.011  10.338   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.475  -1.249   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.105   0.141   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.383   6.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.713   8.827   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.058   8.076   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.068   3.308   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.187   9.124   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.808   3.371   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.177   6.646   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.814   4.882   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.855   5.856   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.560   1.612   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -0.404   3.762   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.731   4.216   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -0.746   5.263   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       2.197   4.355   0.000  0.00  0.00           C+0
HETATM   33  N   UNK     0       6.540  10.521   0.000  0.00  0.00           N+0
HETATM   34  N   UNK     0       4.271   3.268   0.000  0.00  0.00           N+0
HETATM   35  N   UNK     0       4.336   5.632   0.000  0.00  0.00           N+0
HETATM   36  O   UNK     0       8.097   1.693   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       4.890   3.203   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      -1.875   4.216   0.000  0.00  0.00           O+0
HETATM   39  H   UNK     0      -0.406  -0.385   0.000  0.00  0.00           H+0
HETATM   40  H   UNK     0      -0.925   1.894   0.000  0.00  0.00           H+0
HETATM   41  H   UNK     0       5.695  -2.268   0.000  0.00  0.00           H+0
HETATM   42  H   UNK     0       3.533   0.290   0.000  0.00  0.00           H+0
HETATM   43  H   UNK     0       1.512   7.358   0.000  0.00  0.00           H+0
HETATM   44  H   UNK     0       2.372   2.488   0.000  0.00  0.00           H+0
HETATM   45  H   UNK     0       7.343   3.492   0.000  0.00  0.00           H+0
HETATM   46  H   UNK     0       4.606   7.219   0.000  0.00  0.00           H+0
HETATM   47  H   UNK     0       0.725   4.809   0.000  0.00  0.00           H+0
HETATM   48  H   UNK     0      -0.858   2.290   0.000  0.00  0.00           H+0
CONECT    1   17                                                            
CONECT    2   18                                                            
CONECT    3   19                                                            
CONECT    4   31                                                            
CONECT    5    6    9                                                       
CONECT    6    5   11                                                       
CONECT    7    8   10   39                                                  
CONECT    8    7   17                                                       
CONECT    9    5   21                                                       
CONECT   10    7   22   40                                                  
CONECT   11    6   23                                                       
CONECT   12   13   24                                                       
CONECT   13   12   26                                                       
CONECT   14   17   18   41                                                  
CONECT   15   20   25                                                       
CONECT   16   20   33                                                       
CONECT   17    1    8   14   42                                             
CONECT   18    2   14   28                                                  
CONECT   19    3   27   31   43                                             
CONECT   20   15   16   21                                                  
CONECT   21    9   20   23                                                  
CONECT   22   10   29   32   44                                             
CONECT   23   11   21   33                                                  
CONECT   24   12   28   34   45                                             
CONECT   25   15   27   35   46                                             
CONECT   26   13   32   34                                                  
CONECT   27   19   25   32   47                                             
CONECT   28   18   24   36                                                  
CONECT   29   22   31   38   48                                             
CONECT   30   32   35   37                                                  
CONECT   31    4   19   29   38                                             
CONECT   32   22   26   27   30                                             
CONECT   33   16   23                                                       
CONECT   34   24   26                                                       
CONECT   35   25   30                                                       
CONECT   36   28                                                            
CONECT   37   30                                                            
CONECT   38   29   31                                                       
CONECT   39    7                                                            
CONECT   40   10                                                            
CONECT   41   14                                                            
CONECT   42   17                                                            
CONECT   43   19                                                            
CONECT   44   22                                                            
CONECT   45   24                                                            
CONECT   46   25                                                            
CONECT   47   27                                                            
CONECT   48   29                                                            
MASTER        0    0    0    0    0    0    0    0   48    0  108    0
END

Synonyms

Not Available

Molecular Formula

C₃₂H₃₇N₃O₃

Average Mass

511.666

Monoisotopic Mass

511.283492063

IUPAC Name

(2R,6R,7S,8R,10S,11R,12Z,15S,16Z,19S)-3-hydroxy-5-[(1H-indol-3-yl)methyl]-7,8,15,17-tetramethyl-9-oxa-4,22-diazapentacyclo[17.2.1.0^{2,6}.0^{2,11}.0^{8,10}]docosa-1(22),3,12,16-tetraen-18-one

Traditional Name

(2R,6R,7S,8R,10S,11R,12Z,15S,16Z,19S)-3-hydroxy-5-(1H-indol-3-ylmethyl)-7,8,15,17-tetramethyl-9-oxa-4,22-diazapentacyclo[17.2.1.0^{2,6}.0^{2,11}.0^{8,10}]docosa-1(22),3,12,16-tetraen-18-one

CAS Registry Number

Not Available

SMILES

[H]\C1=C([H])\[C@@]2([H])[C@]3([H])O[C@]3(C)[C@@]([H])(C)[C@@]3([H])C([H])(CC4=CNC5=CC=CC=C45)N=C(O)[C@@]23C2=N[C@@]([H])(CC2)C(=O)\C(C)=C([H])/[C@@]([H])(C)C1

InChI Identifier

InChI=1S/C32H37N3O3/c1-17-8-7-10-22-29-31(4,38-29)19(3)27-25(15-20-16-33-23-11-6-5-9-21(20)23)35-30(37)32(22,27)26-13-12-24(34-26)28(36)18(2)14-17/h5-7,9-11,14,16-17,19,22,24-25,27,29,33H,8,12-13,15H2,1-4H3,(H,35,37)/b10-7-,18-14-/t17-,19-,22-,24-,25?,27-,29-,31+,32+/m0/s1

InChI Key

UJPWZJUBKFMAST-MLAGUIKPSA-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
Pyrroline
Pyrrole
Ketone
Ketimine
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
Imine
Carbonyl group
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	0.00059 g/L	ALOGPS
logP	5.16	ALOGPS
logP	5.4	ChemAxon
logS	-5.9	ALOGPS
pKa (Strongest Acidic)	4.97	ChemAxon
pKa (Strongest Basic)	3.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	90.34 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	149.19 m³·mol⁻¹	ChemAxon
Polarizability	56.85 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Not Available

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

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

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

78436277

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139583172

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 D (MMDBc0001132)

MOL for #<Metabolite:0x00007fdb30219e28>

3D MOL for #<Metabolite:0x00007fdb30219e28>

3D SDF for #<Metabolite:0x00007fdb30219e28>

3D-SDF for #<Metabolite:0x00007fdb30219e28>

PDB for #<Metabolite:0x00007fdb30219e28>

3D PDB for #<Metabolite:0x00007fdb30219e28>

SMILES for #<Metabolite:0x00007fdb30219e28>

INCHI for #<Metabolite:0x00007fdb30219e28>

Structure for #<Metabolite:0x00007fdb30219e28>

3D Structure for #<Metabolite:0x00007fdb30219e28>