MiMeDB: Showing metabocard for Botcineric acid (MMDBc0005879)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2021-05-14 23:18:24 UTC

Update Date

2025-10-07 16:05:04 UTC

Metabolite ID

MMDBc0005879

Metabolite Identification

Common Name

Botcineric acid

Description

Botcineric acid is a secondary metabolite belonging to the class of organic compounds known as terpenoids. This compound has garnered attention in the field of chemistry due to its structural complexity and potential biological activities. The first asymmetric total syntheses of various related compounds, including botcineric acid, have been successfully achieved, highlighting its significance in synthetic organic chemistry (PMID:19137164 ). Furthermore, botcineric acid is a reclassification of homobotcinolide, which underscores its importance in the study of natural products and their derivatives (PMID:16643065 ). The exploration of botcineric acid and its analogs may provide insights into their pharmacological properties, potentially leading to the development of novel therapeutic agents.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152101182D          

 39 39  0  0  1  0            999 V2000
   -2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5842    5.2955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7111    5.7252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7717    5.4387    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0000    4.9500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.1250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4289    4.1250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2414    4.8067    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4895    6.2140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5236    4.0315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6771    6.3572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0198    6.8460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0539    4.6635    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    4.5375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9592    5.5820    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 12 11  2  0  0  0  0
 13  2  1  1  0  0  0
 14  3  1  1  0  0  0
 15  4  1  1  0  0  0
 16 10  1  0  0  0  0
 16 11  1  0  0  0  0
 17 12  1  0  0  0  0
 18 13  1  0  0  0  0
 18 15  1  0  0  0  0
 19 13  1  0  0  0  0
 20 14  1  0  0  0  0
 21 14  1  0  0  0  0
 22  5  1  6  0  0  0
 22 19  1  0  0  0  0
 22 20  1  1  0  0  0
 16 23  1  6  0  0  0
 24 17  2  0  0  0  0
 19 25  1  6  0  0  0
 20 26  1  6  0  0  0
 27 21  2  0  0  0  0
 28 21  1  0  0  0  0
 29 17  1  0  0  0  0
 18 29  1  1  0  0  0
 30 15  1  0  0  0  0
 30 22  1  0  0  0  0
 31 11  1  0  0  0  0
 32 12  1  0  0  0  0
 13 33  1  6  0  0  0
 14 34  1  6  0  0  0
 15 35  1  6  0  0  0
 16 36  1  6  0  0  0
 18 37  1  1  0  0  0
 19 38  1  1  0  0  0
 20 39  1  6  0  0  0
M  END


  Mrv1652305152101182D          

 39 39  0  0  1  0            999 V2000
   -2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5842    5.2955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7111    5.7252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7717    5.4387    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0000    4.9500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.1250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4289    4.1250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2414    4.8067    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4895    6.2140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5236    4.0315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6771    6.3572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0198    6.8460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0539    4.6635    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    4.5375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9592    5.5820    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 12 11  2  0  0  0  0
 13  2  1  1  0  0  0
 14  3  1  1  0  0  0
 15  4  1  1  0  0  0
 16 10  1  0  0  0  0
 16 11  1  0  0  0  0
 17 12  1  0  0  0  0
 18 13  1  0  0  0  0
 18 15  1  0  0  0  0
 19 13  1  0  0  0  0
 20 14  1  0  0  0  0
 21 14  1  0  0  0  0
 22  5  1  6  0  0  0
 22 19  1  0  0  0  0
 22 20  1  1  0  0  0
 16 23  1  6  0  0  0
 24 17  2  0  0  0  0
 19 25  1  6  0  0  0
 20 26  1  6  0  0  0
 27 21  2  0  0  0  0
 28 21  1  0  0  0  0
 29 17  1  0  0  0  0
 18 29  1  1  0  0  0
 30 15  1  0  0  0  0
 30 22  1  0  0  0  0
 31 11  1  0  0  0  0
 32 12  1  0  0  0  0
 13 33  1  6  0  0  0
 14 34  1  6  0  0  0
 15 35  1  6  0  0  0
 16 36  1  6  0  0  0
 18 37  1  1  0  0  0
 19 38  1  1  0  0  0
 20 39  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0005879

> <DATABASE_NAME>
MIME

> <SMILES>
[H]C(=C([H])[C@@]([H])(O)CCCCCC)C(=O)O[C@@]1([H])[C@]([H])(C)O[C@](C)([C@@]([H])(O)[C@@]([H])(C)C(O)=O)[C@@]([H])(O)[C@]1([H])C

> <INCHI_IDENTIFIER>
InChI=1S/C22H38O8/c1-6-7-8-9-10-16(23)11-12-17(24)29-18-13(2)19(25)22(5,30-15(18)4)20(26)14(3)21(27)28/h11-16,18-20,23,25-26H,6-10H2,1-5H3,(H,27,28)/b12-11+/t13-,14-,15+,16+,18-,19+,20+,22+/m1/s1

> <INCHI_KEY>
CIZAXJJDWVUEEL-AFQFPRFFSA-N

> <FORMULA>
C22H38O8

> <MOLECULAR_WEIGHT>
430.538

> <EXACT_MASS>
430.256668184

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
68

> <JCHEM_AVERAGE_POLARIZABILITY>
47.339029514652566

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,3S)-3-hydroxy-3-[(2S,3S,4S,5R,6S)-3-hydroxy-5-{[(2E,4S)-4-hydroxydec-2-enoyl]oxy}-2,4,6-trimethyloxan-2-yl]-2-methylpropanoic acid

> <ALOGPS_LOGP>
2.50

> <JCHEM_LOGP>
2.8701917183333316

> <ALOGPS_LOGS>
-3.17

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.367418671664876

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.104583319950775

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8715617686901487

> <JCHEM_POLAR_SURFACE_AREA>
133.52

> <JCHEM_REFRACTIVITY>
110.89269999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.93e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3S)-3-hydroxy-3-[(2S,3S,4S,5R,6S)-3-hydroxy-5-{[(2E,4S)-4-hydroxydec-2-enoyl]oxy}-2,4,6-trimethyloxan-2-yl]-2-methylpropanoic 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      -5.335  -0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334   5.390   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.690   9.885   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  10.010   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.194  10.687   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.668   0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -6.668   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.335   3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.667   3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -5.174  10.152   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.000   9.240   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.334   5.390   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.000   7.700   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.667   7.700   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.184   8.973   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.647  11.599   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.667   9.240   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -1.334   0.770   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -4.001   6.930   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -4.711   7.525   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -3.131  11.867   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -5.637  12.779   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       1.334   6.930   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -1.334  10.010   0.000  0.00  0.00           O+0
HETATM   31  H   UNK     0       1.334   2.310   0.000  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.000   6.160   0.000  0.00  0.00           H+0
HETATM   33  H   UNK     0      -2.667   6.160   0.000  0.00  0.00           H+0
HETATM   34  H   UNK     0      -5.701   8.705   0.000  0.00  0.00           H+0
HETATM   35  H   UNK     0       1.334   8.470   0.000  0.00  0.00           H+0
HETATM   36  H   UNK     0      -1.334   3.850   0.000  0.00  0.00           H+0
HETATM   37  H   UNK     0      -1.334   8.470   0.000  0.00  0.00           H+0
HETATM   38  H   UNK     0      -4.001   8.470   0.000  0.00  0.00           H+0
HETATM   39  H   UNK     0      -3.657  10.420   0.000  0.00  0.00           H+0
CONECT    1    6                                                            
CONECT    2   13                                                            
CONECT    3   14                                                            
CONECT    4   15                                                            
CONECT    5   22                                                            
CONECT    6    1    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   16                                                       
CONECT   11   12   16   31                                                  
CONECT   12   11   17   32                                                  
CONECT   13    2   18   19   33                                             
CONECT   14    3   20   21   34                                             
CONECT   15    4   18   30   35                                             
CONECT   16   10   11   23   36                                             
CONECT   17   12   24   29                                                  
CONECT   18   13   15   29   37                                             
CONECT   19   13   22   25   38                                             
CONECT   20   14   22   26   39                                             
CONECT   21   14   27   28                                                  
CONECT   22    5   19   20   30                                             
CONECT   23   16                                                            
CONECT   24   17                                                            
CONECT   25   19                                                            
CONECT   26   20                                                            
CONECT   27   21                                                            
CONECT   28   21                                                            
CONECT   29   17   18                                                       
CONECT   30   15   22                                                       
CONECT   31   11                                                            
CONECT   32   12                                                            
CONECT   33   13                                                            
CONECT   34   14                                                            
CONECT   35   15                                                            
CONECT   36   16                                                            
CONECT   37   18                                                            
CONECT   38   19                                                            
CONECT   39   20                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   78    0
END

Synonyms

Value	Source
Botcinerate	Generator
Homobotcinolide	MeSH

Molecular Formula

C₂₂H₃₈O₈

Average Mass

430.538

Monoisotopic Mass

430.256668184

IUPAC Name

(2R,3S)-3-hydroxy-3-[(2S,3S,4S,5R,6S)-3-hydroxy-5-{[(2E,4S)-4-hydroxydec-2-enoyl]oxy}-2,4,6-trimethyloxan-2-yl]-2-methylpropanoic acid

Traditional Name

(2R,3S)-3-hydroxy-3-[(2S,3S,4S,5R,6S)-3-hydroxy-5-{[(2E,4S)-4-hydroxydec-2-enoyl]oxy}-2,4,6-trimethyloxan-2-yl]-2-methylpropanoic acid

CAS Registry Number

Not Available

SMILES

[H]C(=C([H])[C@@]([H])(O)CCCCCC)C(=O)O[C@@]1([H])[C@]([H])(C)O[C@](C)([C@@]([H])(O)[C@@]([H])(C)C(O)=O)[C@@]([H])(O)[C@]1([H])C

InChI Identifier

InChI=1S/C22H38O8/c1-6-7-8-9-10-16(23)11-12-17(24)29-18-13(2)19(25)22(5,30-15(18)4)20(26)14(3)21(27)28/h11-16,18-20,23,25-26H,6-10H2,1-5H3,(H,27,28)/b12-11+/t13-,14-,15+,16+,18-,19+,20+,22+/m1/s1

InChI Key

CIZAXJJDWVUEEL-AFQFPRFFSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty alcohols. These are aliphatic alcohols consisting of a chain of a least six carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty alcohols

Direct Parent

Fatty alcohols

Alternative Parents

Substituents

Fatty alcohol
Beta-hydroxy acid
Fatty acid ester
Dicarboxylic acid or derivatives
Hydroxy acid
Oxane
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Ether
Dialkyl ether
Carboxylic acid
Carboxylic acid derivative
Alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.29 g/L	ALOGPS
logP	2.5	ALOGPS
logP	2.87	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	4.1	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	133.52 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	110.89 m³·mol⁻¹	ChemAxon
Polarizability	47.34 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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_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
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

Chromatographic Retention Times and Retention Indices

Retention Times

Chromatography Type	Technique	Column	Deposition Date	Retention Time (s)
Liquid Chromatography	HILIC	Waters Acquity UPLC-BEH Amide column (eluted)	2025-10-23	333.9
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-23	87.4
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-23	506.0
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	567.3
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-23	532.2
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-23	162.4
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	2368.0
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	128.7
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	339.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	343.2
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	125.3
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	153.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	143.0
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	11.9
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	208.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	114.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	382.2
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	1404.6
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	973.9

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	Botcineric acid_TMS_1	CCCCCC[C@@H](C=CC(=O)O[C@H]1[C@H](C)O[C@](C)([C@@H](O)[C@@H](C)C(=O)O)[C@@H](O)[C@@H]1C)O[Si](C)(C)C	standard non polar	2025-10-23	1713.9
Gas Chromatography	Botcineric acid_TMS_2	CCCCCC[C@H](O)C=CC(=O)O[C@H]1[C@H](C)O[C@](C)([C@@H](O[Si](C)(C)C)[C@@H](C)C(=O)O)[C@@H](O)[C@@H]1C	standard non polar	2025-10-23	1121.97
Gas Chromatography	Botcineric acid_TMS_3	CCCCCC[C@H](O)C=CC(=O)O[C@H]1[C@H](C)O[C@](C)([C@@H](O)[C@@H](C)C(=O)O[Si](C)(C)C)[C@@H](O)[C@@H]1C	standard non polar	2025-10-23	2197.14
Gas Chromatography	Botcineric acid_TMS_4	CCCCCC[C@H](O)C=CC(=O)O[C@H]1[C@H](C)O[C@](C)([C@@H](O)[C@@H](C)C(=O)O)[C@@H](O[Si](C)(C)C)[C@@H]1C	standard non polar	2025-10-23	2089.36
Gas Chromatography	Botcineric acid_TMS_5	CCCCCC[C@@H](C=CC(=O)O[C@H]1[C@H](C)O[C@](C)([C@@H](O[Si](C)(C)C)[C@@H](C)C(=O)O)[C@@H](O)[C@@H]1C)O[Si](C)(C)C	standard non polar	2025-10-23	1580.45
Gas Chromatography	Botcineric acid_TMS_6	CCCCCC[C@@H](C=CC(=O)O[C@H]1[C@H](C)O[C@](C)([C@@H](O)[C@@H](C)C(=O)O[Si](C)(C)C)[C@@H](O)[C@@H]1C)O[Si](C)(C)C	standard non polar	2025-10-23	1667.82
Gas Chromatography	Botcineric acid_TMS_7	CCCCCC[C@@H](C=CC(=O)O[C@H]1[C@H](C)O[C@](C)([C@@H](O)[C@@H](C)C(=O)O)[C@@H](O[Si](C)(C)C)[C@@H]1C)O[Si](C)(C)C	standard non polar	2025-10-23	2132.2
Gas Chromatography	Botcineric acid_TMS_8	CCCCCC[C@H](O)C=CC(=O)O[C@H]1[C@H](C)O[C@](C)([C@@H](O[Si](C)(C)C)[C@@H](C)C(=O)O[Si](C)(C)C)[C@@H](O)[C@@H]1C	standard non polar	2025-10-23	2460.6
Gas Chromatography	Botcineric acid_TMS_9	CCCCCC[C@H](O)C=CC(=O)O[C@H]1[C@H](C)O[C@](C)([C@@H](O[Si](C)(C)C)[C@@H](C)C(=O)O)[C@@H](O[Si](C)(C)C)[C@@H]1C	standard non polar	2025-10-23	1172.43
Gas Chromatography	Botcineric acid_TMS_10	CCCCCC[C@H](O)C=CC(=O)O[C@H]1[C@H](C)O[C@](C)([C@@H](O)[C@@H](C)C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1C	standard non polar	2025-10-23	2055.14
Gas Chromatography	Botcineric acid_TMS_11	CCCCCC[C@@H](C=CC(=O)O[C@H]1[C@H](C)O[C@](C)([C@@H](O[Si](C)(C)C)[C@@H](C)C(=O)O[Si](C)(C)C)[C@@H](O)[C@@H]1C)O[Si](C)(C)C	standard non polar	2025-10-23	1842.84
Gas Chromatography	Botcineric acid_TMS_12	CCCCCC[C@@H](C=CC(=O)O[C@H]1[C@H](C)O[C@](C)([C@@H](O[Si](C)(C)C)[C@@H](C)C(=O)O)[C@@H](O[Si](C)(C)C)[C@@H]1C)O[Si](C)(C)C	standard non polar	2025-10-23	2803.9
Gas Chromatography	Botcineric acid_TMS_13	CCCCCC[C@@H](C=CC(=O)O[C@H]1[C@H](C)O[C@](C)([C@@H](O)[C@@H](C)C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1C)O[Si](C)(C)C	standard non polar	2025-10-23	2526.71
Gas Chromatography	Botcineric acid_TMS_14	CCCCCC[C@H](O)C=CC(=O)O[C@H]1[C@H](C)O[C@](C)([C@@H](O[Si](C)(C)C)[C@@H](C)C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1C	standard non polar	2025-10-23	2326.62
Gas Chromatography	Botcineric acid_TMS_15	CCCCCC[C@@H](C=CC(=O)O[C@H]1[C@H](C)O[C@](C)([C@@H](O[Si](C)(C)C)[C@@H](C)C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1C)O[Si](C)(C)C	standard non polar	2025-10-23	3742.78
Gas Chromatography	Botcineric acid_TMS_1	CCCCCC[C@@H](C=CC(=O)O[C@H]1[C@H](C)O[C@](C)([C@@H](O)[C@@H](C)C(=O)O)[C@@H](O)[C@@H]1C)O[Si](C)(C)C	standard polar	2025-10-23	3015.74
Gas Chromatography	Botcineric acid_TMS_2	CCCCCC[C@H](O)C=CC(=O)O[C@H]1[C@H](C)O[C@](C)([C@@H](O[Si](C)(C)C)[C@@H](C)C(=O)O)[C@@H](O)[C@@H]1C	standard polar	2025-10-23	2170.96
Gas Chromatography	Botcineric acid_TMS_3	CCCCCC[C@H](O)C=CC(=O)O[C@H]1[C@H](C)O[C@](C)([C@@H](O)[C@@H](C)C(=O)O[Si](C)(C)C)[C@@H](O)[C@@H]1C	standard polar	2025-10-23	1758.55
Gas Chromatography	Botcineric acid_TMS_4	CCCCCC[C@H](O)C=CC(=O)O[C@H]1[C@H](C)O[C@](C)([C@@H](O)[C@@H](C)C(=O)O)[C@@H](O[Si](C)(C)C)[C@@H]1C	standard polar	2025-10-23	2086.22
Gas Chromatography	Botcineric acid_TMS_5	CCCCCC[C@@H](C=CC(=O)O[C@H]1[C@H](C)O[C@](C)([C@@H](O[Si](C)(C)C)[C@@H](C)C(=O)O)[C@@H](O)[C@@H]1C)O[Si](C)(C)C	standard polar	2025-10-23	2405.85
Gas Chromatography	Botcineric acid_TMS_6	CCCCCC[C@@H](C=CC(=O)O[C@H]1[C@H](C)O[C@](C)([C@@H](O)[C@@H](C)C(=O)O[Si](C)(C)C)[C@@H](O)[C@@H]1C)O[Si](C)(C)C	standard polar	2025-10-23	1752.05
Gas Chromatography	Botcineric acid_TMS_7	CCCCCC[C@@H](C=CC(=O)O[C@H]1[C@H](C)O[C@](C)([C@@H](O)[C@@H](C)C(=O)O)[C@@H](O[Si](C)(C)C)[C@@H]1C)O[Si](C)(C)C	standard polar	2025-10-23	1733.36
Gas Chromatography	Botcineric acid_TMS_8	CCCCCC[C@H](O)C=CC(=O)O[C@H]1[C@H](C)O[C@](C)([C@@H](O[Si](C)(C)C)[C@@H](C)C(=O)O[Si](C)(C)C)[C@@H](O)[C@@H]1C	standard polar	2025-10-23	2630.1
Gas Chromatography	Botcineric acid_TMS_9	CCCCCC[C@H](O)C=CC(=O)O[C@H]1[C@H](C)O[C@](C)([C@@H](O[Si](C)(C)C)[C@@H](C)C(=O)O)[C@@H](O[Si](C)(C)C)[C@@H]1C	standard polar	2025-10-23	2981.09
Gas Chromatography	Botcineric acid_TMS_10	CCCCCC[C@H](O)C=CC(=O)O[C@H]1[C@H](C)O[C@](C)([C@@H](O)[C@@H](C)C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1C	standard polar	2025-10-23	885.088
Gas Chromatography	Botcineric acid_TMS_11	CCCCCC[C@@H](C=CC(=O)O[C@H]1[C@H](C)O[C@](C)([C@@H](O[Si](C)(C)C)[C@@H](C)C(=O)O[Si](C)(C)C)[C@@H](O)[C@@H]1C)O[Si](C)(C)C	standard polar	2025-10-23	2096.11
Gas Chromatography	Botcineric acid_TMS_12	CCCCCC[C@@H](C=CC(=O)O[C@H]1[C@H](C)O[C@](C)([C@@H](O[Si](C)(C)C)[C@@H](C)C(=O)O)[C@@H](O[Si](C)(C)C)[C@@H]1C)O[Si](C)(C)C	standard polar	2025-10-23	1124.01
Gas Chromatography	Botcineric acid_TMS_13	CCCCCC[C@@H](C=CC(=O)O[C@H]1[C@H](C)O[C@](C)([C@@H](O)[C@@H](C)C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1C)O[Si](C)(C)C	standard polar	2025-10-23	2037.12
Gas Chromatography	Botcineric acid_TMS_14	CCCCCC[C@H](O)C=CC(=O)O[C@H]1[C@H](C)O[C@](C)([C@@H](O[Si](C)(C)C)[C@@H](C)C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1C	standard polar	2025-10-23	2458.25
Gas Chromatography	Botcineric acid_TMS_15	CCCCCC[C@@H](C=CC(=O)O[C@H]1[C@H](C)O[C@](C)([C@@H](O[Si](C)(C)C)[C@@H](C)C(=O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1C)O[Si](C)(C)C	standard polar	2025-10-23	2543.68

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	1	Human feces	Metabolic reconstruction

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

9886397

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11711675

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 Botcineric acid (MMDBc0005879)

MOL for #<Metabolite:0x00007f2e00b21148>

3D MOL for #<Metabolite:0x00007f2e00b21148>

3D SDF for #<Metabolite:0x00007f2e00b21148>

3D-SDF for #<Metabolite:0x00007f2e00b21148>

PDB for #<Metabolite:0x00007f2e00b21148>

3D PDB for #<Metabolite:0x00007f2e00b21148>

SMILES for #<Metabolite:0x00007f2e00b21148>

INCHI for #<Metabolite:0x00007f2e00b21148>

Structure for #<Metabolite:0x00007f2e00b21148>

3D Structure for #<Metabolite:0x00007f2e00b21148>