MiMeDB: Showing metabocard for Solanioic acid (MMDBc0011235)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2021-05-15 03:10:06 UTC

Update Date

2025-10-07 16:05:50 UTC

Metabolite ID

MMDBc0011235

Metabolite Identification

Common Name

Solanioic acid

Description

Solanioic acid is a degraded steroid belonging to the class of metabolites produced by fungi. This compound has garnered attention due to its antibacterial properties, particularly its activity against methicillin-resistant Staphylococcus aureus (MRSA). It is synthesized by the fungus Rhizoctonia solani, which was isolated from the medicinal plant Cyperus rotundus. Studies utilizing stable isotope feeding have elucidated the biogenesis of solanioic acid, revealing a steroid 5(6→7)abeo ring contraction mechanism that involves cleavage of the C-5/C-6 bond. Additionally, 9-epi-solanioic acid, a precursor that spontaneously converts to solanioic acid, was also identified in cultures, suggesting it may be the actual natural product. The structural characterization of solanioic acid has been achieved through detailed NMR analysis, single crystal X-ray diffraction, and Mosher ester analysis, providing insights into its unique carbon skeleton and potential applications in antibiotic development. The findings highlight the significance of solanioic acid as a promising candidate in the search for novel antibacterial agents derived from natural sources (PMIDs: 30635614, 25860081).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152105102D          

 41 43  0  0  1  0            999 V2000
   -5.0630    1.2731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2231    2.4291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7281    0.3032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3808    2.1304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4782    1.6455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6995    1.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8882    1.4593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2207    0.9744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7996   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0150   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5249   -1.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5249    1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3093    1.6087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6419    1.1237    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4671    1.3099    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7996    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4699    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3506    1.8336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0150    1.0799    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0769   -1.6527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7179    2.0361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1710    1.9199    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1344    2.5011    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8019    2.2798    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3070    0.1539    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9744    0.6388    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1345    1.7948    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6706    1.6398    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9650    1.2090    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9204   -0.3226    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  2  0  0  0  0
 10  9  1  0  0  0  0
 12 11  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 11  1  0  0  0  0
 19 13  1  0  0  0  0
 20 14  1  0  0  0  0
 21  9  1  0  0  0  0
 21 18  1  6  0  0  0
 22 10  2  0  0  0  0
 23 13  1  0  0  0  0
 23 20  2  0  0  0  0
 24 15  1  1  0  0  0
 25 20  1  0  0  0  0
 25 22  1  6  0  0  0
 25 24  1  0  0  0  0
 27  5  1  6  0  0  0
 27 12  1  0  0  0  0
 27 23  1  0  0  0  0
 27 24  1  0  0  0  0
 28  6  1  6  0  0  0
 28 21  1  0  0  0  0
 28 22  1  0  0  0  0
 28 26  1  1  0  0  0
 29 14  2  0  0  0  0
 30 15  2  0  0  0  0
 19 31  1  6  0  0  0
 32 26  2  0  0  0  0
 33 26  1  0  0  0  0
 34  7  1  0  0  0  0
 35  8  1  0  0  0  0
 17 36  1  1  0  0  0
 18 37  1  6  0  0  0
 19 38  1  1  0  0  0
 21 39  1  1  0  0  0
 24 40  1  6  0  0  0
 25 41  1  1  0  0  0
M  END


  Mrv1652305152105102D          

 41 43  0  0  1  0            999 V2000
   -5.0630    1.2731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2231    2.4291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7281    0.3032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3808    2.1304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4782    1.6455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6995    1.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8882    1.4593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2207    0.9744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7996   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0150   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5249   -1.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5249    1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3093    1.6087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6419    1.1237    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4671    1.3099    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7996    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4699    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3506    1.8336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0150    1.0799    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0769   -1.6527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7179    2.0361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1710    1.9199    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1344    2.5011    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8019    2.2798    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3070    0.1539    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9744    0.6388    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1345    1.7948    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6706    1.6398    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9650    1.2090    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9204   -0.3226    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  2  0  0  0  0
 10  9  1  0  0  0  0
 12 11  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 11  1  0  0  0  0
 19 13  1  0  0  0  0
 20 14  1  0  0  0  0
 21  9  1  0  0  0  0
 21 18  1  6  0  0  0
 22 10  2  0  0  0  0
 23 13  1  0  0  0  0
 23 20  2  0  0  0  0
 24 15  1  1  0  0  0
 25 20  1  0  0  0  0
 25 22  1  6  0  0  0
 25 24  1  0  0  0  0
 27  5  1  6  0  0  0
 27 12  1  0  0  0  0
 27 23  1  0  0  0  0
 27 24  1  0  0  0  0
 28  6  1  6  0  0  0
 28 21  1  0  0  0  0
 28 22  1  0  0  0  0
 28 26  1  1  0  0  0
 29 14  2  0  0  0  0
 30 15  2  0  0  0  0
 19 31  1  6  0  0  0
 32 26  2  0  0  0  0
 33 26  1  0  0  0  0
 34  7  1  0  0  0  0
 35  8  1  0  0  0  0
 17 36  1  1  0  0  0
 18 37  1  6  0  0  0
 19 38  1  1  0  0  0
 21 39  1  1  0  0  0
 24 40  1  6  0  0  0
 25 41  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0011235

> <DATABASE_NAME>
MIME

> <SMILES>
[H]\C(=C(\[H])[C@@]([H])(C)[C@@]1([H])CC=C([C@@]2([H])C(C=O)=C3C[C@@]([H])(O)CC[C@]3(C)[C@]2([H])C=O)[C@]1(C)C(O)=O)[C@]([H])(C)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C28H40O5/c1-16(2)17(3)7-8-18(4)21-9-10-22(28(21,6)26(32)33)25-20(14-29)23-13-19(31)11-12-27(23,5)24(25)15-30/h7-8,10,14-19,21,24-25,31H,9,11-13H2,1-6H3,(H,32,33)/b8-7+/t17-,18+,19-,21+,24+,25+,27-,28+/m0/s1

> <INCHI_KEY>
JOTHWTICYBJQAR-BMMUFOGCSA-N

> <FORMULA>
C28H40O5

> <MOLECULAR_WEIGHT>
456.623

> <EXACT_MASS>
456.287574388

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
73

> <JCHEM_AVERAGE_POLARIZABILITY>
51.167639112541146

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,5R)-2-[(1R,2S,5S,7aR)-1,3-diformyl-5-hydroxy-7a-methyl-2,4,5,6,7,7a-hexahydro-1H-inden-2-yl]-5-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-1-methylcyclopent-2-ene-1-carboxylic acid

> <ALOGPS_LOGP>
4.56

> <JCHEM_LOGP>
3.8968036086666684

> <ALOGPS_LOGS>
-4.70

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
17.879701650727846

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.558012821059494

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3705243033975751

> <JCHEM_POLAR_SURFACE_AREA>
91.67

> <JCHEM_REFRACTIVITY>
131.88979999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.18e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,5R)-2-[(2S,3R,3aR,6S)-1,3-diformyl-6-hydroxy-3a-methyl-2,3,4,5,6,7-hexahydroinden-2-yl]-5-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-1-methylcyclopent-2-ene-1-carboxylic acid

> <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      -9.451   2.376   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -7.883   4.534   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.959   0.566   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.578   3.977   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.626   3.072   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.306   2.786   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.391   2.724   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.145   1.819   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.493  -0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.028  -0.476   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.846  -1.941   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.846   3.481   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -8.044   3.003   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -6.798   2.098   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.739   2.445   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.322  -0.476   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.493   1.540   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.877   0.770   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.322   2.016   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.417   0.770   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.654   3.423   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -0.028   2.016   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       3.877  -3.085   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       1.340   3.801   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       8.788  -0.770   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      -2.186   3.584   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       0.251   4.669   0.000  0.00  0.00           O+0
HETATM   34  H   UNK     0      -5.230   4.256   0.000  0.00  0.00           H+0
HETATM   35  H   UNK     0      -4.306   0.287   0.000  0.00  0.00           H+0
HETATM   36  H   UNK     0      -5.552   1.192   0.000  0.00  0.00           H+0
HETATM   37  H   UNK     0      -3.984   3.350   0.000  0.00  0.00           H+0
HETATM   38  H   UNK     0       7.454  -1.540   0.000  0.00  0.00           H+0
HETATM   39  H   UNK     0      -1.252   3.061   0.000  0.00  0.00           H+0
HETATM   40  H   UNK     0       1.801   2.257   0.000  0.00  0.00           H+0
HETATM   41  H   UNK     0       1.718  -0.602   0.000  0.00  0.00           H+0
CONECT    1   16                                                            
CONECT    2   16                                                            
CONECT    3   17                                                            
CONECT    4   18                                                            
CONECT    5   27                                                            
CONECT    6   28                                                            
CONECT    7    8   17   34                                                  
CONECT    8    7   18   35                                                  
CONECT    9   10   21                                                       
CONECT   10    9   22                                                       
CONECT   11   12   19                                                       
CONECT   12   11   27                                                       
CONECT   13   19   23                                                       
CONECT   14   20   29                                                       
CONECT   15   24   30                                                       
CONECT   16    1    2   17                                                  
CONECT   17    3    7   16   36                                             
CONECT   18    4    8   21   37                                             
CONECT   19   11   13   31   38                                             
CONECT   20   14   23   25                                                  
CONECT   21    9   18   28   39                                             
CONECT   22   10   25   28                                                  
CONECT   23   13   20   27                                                  
CONECT   24   15   25   27   40                                             
CONECT   25   20   22   24   41                                             
CONECT   26   28   32   33                                                  
CONECT   27    5   12   23   24                                             
CONECT   28    6   21   22   26                                             
CONECT   29   14                                                            
CONECT   30   15                                                            
CONECT   31   19                                                            
CONECT   32   26                                                            
CONECT   33   26                                                            
CONECT   34    7                                                            
CONECT   35    8                                                            
CONECT   36   17                                                            
CONECT   37   18                                                            
CONECT   38   19                                                            
CONECT   39   21                                                            
CONECT   40   24                                                            
CONECT   41   25                                                            
MASTER        0    0    0    0    0    0    0    0   41    0   86    0
END

Synonyms

Value	Source
Solanioate	Generator

Molecular Formula

C₂₈H₄₀O₅

Average Mass

456.623

Monoisotopic Mass

456.287574388

IUPAC Name

(1R,5R)-2-[(1R,2S,5S,7aR)-1,3-diformyl-5-hydroxy-7a-methyl-2,4,5,6,7,7a-hexahydro-1H-inden-2-yl]-5-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-1-methylcyclopent-2-ene-1-carboxylic acid

Traditional Name

(1R,5R)-2-[(2S,3R,3aR,6S)-1,3-diformyl-6-hydroxy-3a-methyl-2,3,4,5,6,7-hexahydroinden-2-yl]-5-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-1-methylcyclopent-2-ene-1-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H]\C(=C(\[H])[C@@]([H])(C)[C@@]1([H])CC=C([C@@]2([H])C(C=O)=C3C[C@@]([H])(O)CC[C@]3(C)[C@]2([H])C=O)[C@]1(C)C(O)=O)[C@]([H])(C)C(C)C

InChI Identifier

InChI=1S/C28H40O5/c1-16(2)17(3)7-8-18(4)21-9-10-22(28(21,6)26(32)33)25-20(14-29)23-13-19(31)11-12-27(23,5)24(25)15-30/h7-8,10,14-19,21,24-25,31H,9,11-13H2,1-6H3,(H,32,33)/b8-7+/t17-,18+,19-,21+,24+,25+,27-,28+/m0/s1

InChI Key

JOTHWTICYBJQAR-BMMUFOGCSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Sesquiterpenoid
Cyclic alcohol
Secondary alcohol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aldehyde
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0092 g/L	ALOGPS
logP	4.56	ALOGPS
logP	3.9	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	4.56	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	91.67 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	131.89 m³·mol⁻¹	ChemAxon
Polarizability	51.17 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2022-08-10	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
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 (void)	2025-10-23	137.4
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (void)	2025-10-23	46.0
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-23	641.0
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	817.7
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-23	791.1
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-23	283.4
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	3146.8
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (void)	2025-10-23	85.9
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	357.9
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	731.6
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	399.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	167.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	224.0
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	8.6
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	170.9
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	145.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	478.6
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	1732.6
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	1395.6

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	Solanioic acid_TMS_1	CC(C)[C@@H](C)/C=C/[C@@H](C)[C@H]1CC=C([C@H]2C(C=O)=C3C[C@@H](O[Si](C)(C)C)CC[C@]3(C)[C@@H]2C=O)[C@]1(C)C(=O)O	standard non polar	2025-10-23	1736.39
Gas Chromatography	Solanioic acid_TMS_2	CC(C)[C@@H](C)/C=C/[C@@H](C)[C@H]1CC=C([C@H]2C(C=O)=C3C[C@@H](O)CC[C@]3(C)[C@@H]2C=O)[C@]1(C)C(=O)O[Si](C)(C)C	standard non polar	2025-10-23	2405.06
Gas Chromatography	Solanioic acid_TMS_3	CC(C)[C@@H](C)/C=C/[C@@H](C)[C@H]1CC=C([C@@H]2C(=CO[Si](C)(C)C)[C@@]3(C)CC[C@H](O)CC3=C2C=O)[C@]1(C)C(=O)O	standard non polar	2025-10-23	2216.4
Gas Chromatography	Solanioic acid_TMS_4	CC(C)[C@@H](C)/C=C/[C@@H](C)[C@H]1CC=C([C@H]2C(C=O)=C3C[C@@H](O[Si](C)(C)C)CC[C@]3(C)[C@@H]2C=O)[C@]1(C)C(=O)O[Si](C)(C)C	standard non polar	2025-10-23	2106.97
Gas Chromatography	Solanioic acid_TMS_5	CC(C)[C@@H](C)/C=C/[C@@H](C)[C@H]1CC=C([C@@H]2C(=CO[Si](C)(C)C)[C@@]3(C)CC[C@H](O[Si](C)(C)C)CC3=C2C=O)[C@]1(C)C(=O)O	standard non polar	2025-10-23	2034.62
Gas Chromatography	Solanioic acid_TMS_6	CC(C)[C@@H](C)/C=C/[C@@H](C)[C@H]1CC=C([C@@H]2C(=CO[Si](C)(C)C)[C@@]3(C)CC[C@H](O)CC3=C2C=O)[C@]1(C)C(=O)O[Si](C)(C)C	standard non polar	2025-10-23	1197.81
Gas Chromatography	Solanioic acid_TMS_7	CC(C)[C@@H](C)/C=C/[C@@H](C)[C@H]1CC=C([C@@H]2C(=CO[Si](C)(C)C)[C@@]3(C)CC[C@H](O[Si](C)(C)C)CC3=C2C=O)[C@]1(C)C(=O)O[Si](C)(C)C	standard non polar	2025-10-23	1606.28
Gas Chromatography	Solanioic acid_TMS_1	CC(C)[C@@H](C)/C=C/[C@@H](C)[C@H]1CC=C([C@H]2C(C=O)=C3C[C@@H](O[Si](C)(C)C)CC[C@]3(C)[C@@H]2C=O)[C@]1(C)C(=O)O	standard polar	2025-10-23	3123.19
Gas Chromatography	Solanioic acid_TMS_2	CC(C)[C@@H](C)/C=C/[C@@H](C)[C@H]1CC=C([C@H]2C(C=O)=C3C[C@@H](O)CC[C@]3(C)[C@@H]2C=O)[C@]1(C)C(=O)O[Si](C)(C)C	standard polar	2025-10-23	1698.77
Gas Chromatography	Solanioic acid_TMS_3	CC(C)[C@@H](C)/C=C/[C@@H](C)[C@H]1CC=C([C@@H]2C(=CO[Si](C)(C)C)[C@@]3(C)CC[C@H](O)CC3=C2C=O)[C@]1(C)C(=O)O	standard polar	2025-10-23	2237.18
Gas Chromatography	Solanioic acid_TMS_4	CC(C)[C@@H](C)/C=C/[C@@H](C)[C@H]1CC=C([C@H]2C(C=O)=C3C[C@@H](O[Si](C)(C)C)CC[C@]3(C)[C@@H]2C=O)[C@]1(C)C(=O)O[Si](C)(C)C	standard polar	2025-10-23	1866.02
Gas Chromatography	Solanioic acid_TMS_5	CC(C)[C@@H](C)/C=C/[C@@H](C)[C@H]1CC=C([C@@H]2C(=CO[Si](C)(C)C)[C@@]3(C)CC[C@H](O[Si](C)(C)C)CC3=C2C=O)[C@]1(C)C(=O)O	standard polar	2025-10-23	2026.78
Gas Chromatography	Solanioic acid_TMS_6	CC(C)[C@@H](C)/C=C/[C@@H](C)[C@H]1CC=C([C@@H]2C(=CO[Si](C)(C)C)[C@@]3(C)CC[C@H](O)CC3=C2C=O)[C@]1(C)C(=O)O[Si](C)(C)C	standard polar	2025-10-23	2294.55
Gas Chromatography	Solanioic acid_TMS_7	CC(C)[C@@H](C)/C=C/[C@@H](C)[C@H]1CC=C([C@@H]2C(=CO[Si](C)(C)C)[C@@]3(C)CC[C@H](O[Si](C)(C)C)CC3=C2C=O)[C@]1(C)C(=O)O[Si](C)(C)C	standard polar	2025-10-23	1770.91

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	Basidiomycota	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

35000218

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

122402894

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

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 Solanioic acid (MMDBc0011235)

MOL for #<Metabolite:0x00007f9af0fc3a18>

3D MOL for #<Metabolite:0x00007f9af0fc3a18>

3D SDF for #<Metabolite:0x00007f9af0fc3a18>

3D-SDF for #<Metabolite:0x00007f9af0fc3a18>

PDB for #<Metabolite:0x00007f9af0fc3a18>

3D PDB for #<Metabolite:0x00007f9af0fc3a18>

SMILES for #<Metabolite:0x00007f9af0fc3a18>

INCHI for #<Metabolite:0x00007f9af0fc3a18>

Structure for #<Metabolite:0x00007f9af0fc3a18>

3D Structure for #<Metabolite:0x00007f9af0fc3a18>