MiMeDB: Showing metabocard for Ergosterimide (MMDBc0016230)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 06:54:25 UTC

Update Date

2022-08-31 06:40:42 UTC

Metabolite ID

MMDBc0016230

Metabolite Identification

Common Name

Ergosterimide

Description

Ergosterimide belongs to the class of organic compounds known as ergostane steroids. These are steroids with a structure based on the ergostane skeleton, which arises from the methylation of cholestane at the 24-position. Based on a literature review very few articles have been published on Ergosterimide.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152108542D          

 47 52  0  0  1  0            999 V2000
   -2.3523    7.4386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9624    7.7704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9692    5.8337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0022    5.6948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4377    2.9186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5852    4.7825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5793    6.1655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3877    5.3630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5501    1.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8814    3.5279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9939    2.3093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3252    4.1372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4948    0.7366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1328    1.1688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0467    3.7084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5616    7.2032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3700    6.4008    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4030    5.1277    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9386    1.3459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3006    0.9136    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5766    1.7781    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4641    2.9967    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6319    2.7415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5945    4.3252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8261    2.5645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7708    1.6011    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2146    2.2104    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2699    3.1738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3632    0.8838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5368    1.8697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1881    2.1322    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5194    3.9601    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4449    1.0498    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8568    0.3043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7039    0.1324    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2541    2.2773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0199    6.7326    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9869    4.7959    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1785    5.5983    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2114    5.9301    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0510    0.1273    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0203    2.3874    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3558    2.9049    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3823    1.9552    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2177    4.8658    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2603    0.9370    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0486    1.4022    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  2  0  0  0  0
 11  9  1  0  0  0  0
 12 10  1  0  0  0  0
 16  1  1  0  0  0  0
 16  2  1  0  0  0  0
 17  3  1  6  0  0  0
 17  7  1  0  0  0  0
 17 16  1  0  0  0  0
 18  4  1  1  0  0  0
 18  8  1  0  0  0  0
 19 13  1  0  0  0  0
 19 14  2  0  0  0  0
 20  9  1  0  0  0  0
 20 13  1  0  0  0  0
 21 14  1  0  0  0  0
 22 15  1  0  0  0  0
 23 10  1  0  0  0  0
 24 15  1  0  0  0  0
 24 18  1  0  0  0  0
 25 21  1  0  0  0  0
 25 23  1  0  0  0  0
 26 21  1  0  0  0  0
 27 22  1  0  0  0  0
 27 26  1  0  0  0  0
 28 22  1  0  0  0  0
 28 25  2  0  0  0  0
 29 26  1  0  0  0  0
 30 27  1  0  0  0  0
 31  5  1  6  0  0  0
 31 11  1  0  0  0  0
 31 19  1  0  0  0  0
 31 23  1  0  0  0  0
 32  6  1  6  0  0  0
 32 12  1  0  0  0  0
 32 24  1  0  0  0  0
 32 28  1  0  0  0  0
 33 29  2  0  0  0  0
 33 30  1  0  0  0  0
 20 34  1  6  0  0  0
 35 29  1  0  0  0  0
 36 30  2  0  0  0  0
 37  7  1  0  0  0  0
 38  8  1  0  0  0  0
 17 39  1  1  0  0  0
 18 40  1  6  0  0  0
 20 41  1  1  0  0  0
 21 42  1  6  0  0  0
 22 43  1  6  0  0  0
 44 23  1  0  0  0  0
 45 24  1  0  0  0  0
 26 46  1  1  0  0  0
 27 47  1  1  0  0  0
M  END


  Mrv1652305152108542D          

 47 52  0  0  1  0            999 V2000
   -2.3523    7.4386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9624    7.7704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9692    5.8337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0022    5.6948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4377    2.9186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5852    4.7825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5793    6.1655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3877    5.3630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5501    1.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8814    3.5279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9939    2.3093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3252    4.1372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4948    0.7366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1328    1.1688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0467    3.7084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5616    7.2032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3700    6.4008    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4030    5.1277    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9386    1.3459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3006    0.9136    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5766    1.7781    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4641    2.9967    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6319    2.7415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5945    4.3252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8261    2.5645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7708    1.6011    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2146    2.2104    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2699    3.1738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3632    0.8838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5368    1.8697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1881    2.1322    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5194    3.9601    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4449    1.0498    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8568    0.3043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7039    0.1324    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2541    2.2773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0199    6.7326    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9869    4.7959    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1785    5.5983    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2114    5.9301    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0510    0.1273    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0203    2.3874    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3558    2.9049    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3823    1.9552    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2177    4.8658    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2603    0.9370    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0486    1.4022    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  2  0  0  0  0
 11  9  1  0  0  0  0
 12 10  1  0  0  0  0
 16  1  1  0  0  0  0
 16  2  1  0  0  0  0
 17  3  1  6  0  0  0
 17  7  1  0  0  0  0
 17 16  1  0  0  0  0
 18  4  1  1  0  0  0
 18  8  1  0  0  0  0
 19 13  1  0  0  0  0
 19 14  2  0  0  0  0
 20  9  1  0  0  0  0
 20 13  1  0  0  0  0
 21 14  1  0  0  0  0
 22 15  1  0  0  0  0
 23 10  1  0  0  0  0
 24 15  1  0  0  0  0
 24 18  1  0  0  0  0
 25 21  1  0  0  0  0
 25 23  1  0  0  0  0
 26 21  1  0  0  0  0
 27 22  1  0  0  0  0
 27 26  1  0  0  0  0
 28 22  1  0  0  0  0
 28 25  2  0  0  0  0
 29 26  1  0  0  0  0
 30 27  1  0  0  0  0
 31  5  1  6  0  0  0
 31 11  1  0  0  0  0
 31 19  1  0  0  0  0
 31 23  1  0  0  0  0
 32  6  1  6  0  0  0
 32 12  1  0  0  0  0
 32 24  1  0  0  0  0
 32 28  1  0  0  0  0
 33 29  2  0  0  0  0
 33 30  1  0  0  0  0
 20 34  1  6  0  0  0
 35 29  1  0  0  0  0
 36 30  2  0  0  0  0
 37  7  1  0  0  0  0
 38  8  1  0  0  0  0
 17 39  1  1  0  0  0
 18 40  1  6  0  0  0
 20 41  1  1  0  0  0
 21 42  1  6  0  0  0
 22 43  1  6  0  0  0
 44 23  1  0  0  0  0
 45 24  1  0  0  0  0
 26 46  1  1  0  0  0
 27 47  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0016230

> <DATABASE_NAME>
MIME

> <SMILES>
[H]\C(=C(\[H])[C@@]([H])(C)C1([H])C[C@@]2([H])C3=C4[C@@]([H])(C=C5C[C@@]([H])(O)CC[C@]5(C)C4([H])CC[C@]13C)[C@]1([H])C(O)=NC(=O)[C@]21[H])[C@]([H])(C)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C32H45NO3/c1-16(2)17(3)7-8-18(4)24-15-22-27-26(29(35)33-30(27)36)21-14-19-13-20(34)9-11-31(19,5)23-10-12-32(24,6)28(22)25(21)23/h7-8,14,16-18,20-24,26-27,34H,9-13,15H2,1-6H3,(H,33,35,36)/b8-7+/t17-,18+,20-,21+,22+,23?,24?,26-,27+,31-,32+/m0/s1

> <INCHI_KEY>
UVJQWIZGFAYGJK-YJNQILDBSA-N

> <FORMULA>
C32H45NO3

> <MOLECULAR_WEIGHT>
491.716

> <EXACT_MASS>
491.339944313

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
81

> <JCHEM_AVERAGE_POLARIZABILITY>
58.401223895313194

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,5S,8R,12R,15R,16R,20S)-13-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-5,19-dihydroxy-8,12-dimethyl-18-azahexacyclo[10.8.2.0^{3,8}.0^{9,21}.0^{15,22}.0^{16,20}]docosa-2,18,21-trien-17-one

> <ALOGPS_LOGP>
5.32

> <JCHEM_LOGP>
4.917062691666667

> <ALOGPS_LOGS>
-5.14

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.204263462619842

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.614982223724482

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3943412867861755

> <JCHEM_POLAR_SURFACE_AREA>
69.89000000000001

> <JCHEM_REFRACTIVITY>
145.70599999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.60e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,5S,8R,12R,15R,16R,20S)-13-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-5,19-dihydroxy-8,12-dimethyl-18-azahexacyclo[10.8.2.0^{3,8}.0^{9,21}.0^{15,22}.0^{16,20}]docosa-2,18,21-trien-17-one

> <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      -4.391  13.885   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.796  14.505   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.676  10.890   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.871  10.630   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.417   5.448   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.959   8.927   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.081  11.509   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.724  10.011   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.494   3.173   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.379   6.585   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.455   4.311   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.340   7.723   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.524   1.375   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.981   2.182   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.087   6.922   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.915  13.446   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.557  11.948   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.752   9.572   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.485   2.512   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.028   1.705   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.943   3.319   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.866   5.594   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.913   5.118   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.110   8.074   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.409   4.787   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.439   2.989   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.401   4.126   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.370   5.924   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.678   1.650   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -1.002   3.490   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.951   3.980   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       2.836   7.392   0.000  0.00  0.00           C+0
HETATM   33  N   UNK     0      -0.831   1.960   0.000  0.00  0.00           N+0
HETATM   34  O   UNK     0       9.066   0.568   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       1.314   0.247   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      -2.341   4.251   0.000  0.00  0.00           O+0
HETATM   37  H   UNK     0       0.037  12.567   0.000  0.00  0.00           H+0
HETATM   38  H   UNK     0      -1.842   8.952   0.000  0.00  0.00           H+0
HETATM   39  H   UNK     0      -2.200  10.450   0.000  0.00  0.00           H+0
HETATM   40  H   UNK     0       0.395  11.070   0.000  0.00  0.00           H+0
HETATM   41  H   UNK     0       7.562   0.238   0.000  0.00  0.00           H+0
HETATM   42  H   UNK     0       1.905   4.457   0.000  0.00  0.00           H+0
HETATM   43  H   UNK     0      -0.664   5.422   0.000  0.00  0.00           H+0
HETATM   44  H   UNK     0       4.447   3.650   0.000  0.00  0.00           H+0
HETATM   45  H   UNK     0       2.273   9.083   0.000  0.00  0.00           H+0
HETATM   46  H   UNK     0       2.352   1.749   0.000  0.00  0.00           H+0
HETATM   47  H   UNK     0       0.091   2.618   0.000  0.00  0.00           H+0
CONECT    1   16                                                            
CONECT    2   16                                                            
CONECT    3   17                                                            
CONECT    4   18                                                            
CONECT    5   31                                                            
CONECT    6   32                                                            
CONECT    7    8   17   37                                                  
CONECT    8    7   18   38                                                  
CONECT    9   11   20                                                       
CONECT   10   12   23                                                       
CONECT   11    9   31                                                       
CONECT   12   10   32                                                       
CONECT   13   19   20                                                       
CONECT   14   19   21                                                       
CONECT   15   22   24                                                       
CONECT   16    1    2   17                                                  
CONECT   17    3    7   16   39                                             
CONECT   18    4    8   24   40                                             
CONECT   19   13   14   31                                                  
CONECT   20    9   13   34   41                                             
CONECT   21   14   25   26   42                                             
CONECT   22   15   27   28   43                                             
CONECT   23   10   25   31   44                                             
CONECT   24   15   18   32   45                                             
CONECT   25   21   23   28                                                  
CONECT   26   21   27   29   46                                             
CONECT   27   22   26   30   47                                             
CONECT   28   22   25   32                                                  
CONECT   29   26   33   35                                                  
CONECT   30   27   33   36                                                  
CONECT   31    5   11   19   23                                             
CONECT   32    6   12   24   28                                             
CONECT   33   29   30                                                       
CONECT   34   20                                                            
CONECT   35   29                                                            
CONECT   36   30                                                            
CONECT   37    7                                                            
CONECT   38    8                                                            
CONECT   39   17                                                            
CONECT   40   18                                                            
CONECT   41   20                                                            
CONECT   42   21                                                            
CONECT   43   22                                                            
CONECT   44   23                                                            
CONECT   45   24                                                            
CONECT   46   26                                                            
CONECT   47   27                                                            
MASTER        0    0    0    0    0    0    0    0   47    0  104    0
END

Synonyms

Not Available

Molecular Formula

C₃₂H₄₅NO₃

Average Mass

491.716

Monoisotopic Mass

491.339944313

IUPAC Name

(1S,5S,8R,12R,15R,16R,20S)-13-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-5,19-dihydroxy-8,12-dimethyl-18-azahexacyclo[10.8.2.0^{3,8}.0^{9,21}.0^{15,22}.0^{16,20}]docosa-2,18,21-trien-17-one

Traditional Name

(1S,5S,8R,12R,15R,16R,20S)-13-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-5,19-dihydroxy-8,12-dimethyl-18-azahexacyclo[10.8.2.0^{3,8}.0^{9,21}.0^{15,22}.0^{16,20}]docosa-2,18,21-trien-17-one

CAS Registry Number

Not Available

SMILES

[H]\C(=C(\[H])[C@@]([H])(C)C1([H])C[C@@]2([H])C3=C4[C@@]([H])(C=C5C[C@@]([H])(O)CC[C@]5(C)C4([H])CC[C@]13C)[C@]1([H])C(O)=NC(=O)[C@]21[H])[C@]([H])(C)C(C)C

InChI Identifier

InChI=1S/C32H45NO3/c1-16(2)17(3)7-8-18(4)24-15-22-27-26(29(35)33-30(27)36)21-14-19-13-20(34)9-11-31(19,5)23-10-12-32(24,6)28(22)25(21)23/h7-8,14,16-18,20-24,26-27,34H,9-13,15H2,1-6H3,(H,33,35,36)/b8-7+/t17-,18+,20-,21+,22+,23?,24?,26-,27+,31-,32+/m0/s1

InChI Key

UVJQWIZGFAYGJK-YJNQILDBSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ergostane steroids. These are steroids with a structure based on the ergostane skeleton, which arises from the methylation of cholestane at the 24-position.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Ergostane steroids

Direct Parent

Ergostane steroids

Alternative Parents

Substituents

Ergostane-skeleton
Sesterterpenoid
Isoindolone
Isoindoline
Isoindole or derivatives
Pyrrolidone
2-pyrrolidone
Carboxylic acid imide
Cyclic alcohol
Dicarboximide
Carboxylic acid imide, n-unsubstituted
Pyrrolidine
Lactam
Secondary alcohol
Carboxylic acid derivative
Azacycle
Organoheterocyclic compound
Alcohol
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Organic oxide
Hydrocarbon derivative
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0036 g/L	ALOGPS
logP	5.32	ALOGPS
logP	4.92	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	5.61	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	69.89 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	145.71 m³·mol⁻¹	ChemAxon
Polarizability	58.4 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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_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)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-18	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

23076479

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139587552

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 Ergosterimide (MMDBc0016230)

MOL for #<Metabolite:0x00007f47042e86f8>

3D MOL for #<Metabolite:0x00007f47042e86f8>

3D SDF for #<Metabolite:0x00007f47042e86f8>

3D-SDF for #<Metabolite:0x00007f47042e86f8>

PDB for #<Metabolite:0x00007f47042e86f8>

3D PDB for #<Metabolite:0x00007f47042e86f8>

SMILES for #<Metabolite:0x00007f47042e86f8>

INCHI for #<Metabolite:0x00007f47042e86f8>

Structure for #<Metabolite:0x00007f47042e86f8>

3D Structure for #<Metabolite:0x00007f47042e86f8>