MiMeDB: Showing metabocard for 8-methylhomobotcinolide (MMDBc0017457)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2021-05-15 07:50:22 UTC

Update Date

2025-10-07 16:06:41 UTC

Metabolite ID

MMDBc0017457

Metabolite Identification

Common Name

8-methylhomobotcinolide

Description

8-methylhomobotcinolide is a lactone derivative belonging to the chemical class of terpenoids. Its chemical structure features a methyl group at the 8-position of the homobotcinolide framework, which contributes to its unique properties. This compound was identified alongside other derivatives in a study that isolated three new compounds, including 3-O-acetylhomobotcinolide and an 11-membered lactone (PMID:16408965 ). In biological contexts, compounds like 8-methylhomobotcinolide may be involved in various metabolic pathways, particularly those associated with terpenoid biosynthesis, which is crucial for the production of numerous secondary metabolites in plants. These pathways can influence plant defense mechanisms and interactions with other organisms, although the specific biological roles of 8-methylhomobotcinolide remain to be fully elucidated. Its structural characteristics suggest potential applications in pharmacology and natural product chemistry, warranting further investigation into its bioactivity and therapeutic potential.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152109502D          

 37 37  0  0  1  0            999 V2000
   -6.3669    4.1429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1276    4.4874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1278    7.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1027    6.2351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0684    7.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6862    5.8887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6525    4.5554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9380    4.1429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2235    4.5554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5091    4.1429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7946    4.5554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3656    4.5554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6512    4.1429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4098    5.2626    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5975    7.3199    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0801    4.1429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0633    4.5554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2348    5.2626    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0100    6.6054    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7778    5.7929    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8223    7.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6345    6.6054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8667    5.7929    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0801    3.3179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7778    4.1429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5169    4.4874    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8225    6.7487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8223    8.4270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1935    5.0354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0633    5.3804    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0470    7.3199    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6919    6.0379    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0672    6.6879    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0801    4.9679    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0316    5.0491    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5934    6.0220    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0301    6.1416    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  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
 11 10  1  0  0  0  0
 13 12  2  0  0  0  0
 14  2  1  1  0  0  0
 15  3  1  1  0  0  0
 16 11  1  0  0  0  0
 16 12  1  0  0  0  0
 13 17  1  4  0  0  0
 18 14  1  0  0  0  0
 19 15  1  0  0  0  0
 20 14  1  0  0  0  0
 21 15  1  0  0  0  0
 22  4  1  0  0  0  0
 22  5  1  0  0  0  0
 22 20  1  0  0  0  0
 23  6  1  1  0  0  0
 23 18  1  0  0  0  0
 23 19  1  0  0  0  0
 24 16  1  0  0  0  0
 25 17  2  0  0  0  0
 18 26  1  1  0  0  0
 19 27  1  1  0  0  0
 28 21  2  0  0  0  0
 23 29  1  6  0  0  0
 30 17  1  0  0  0  0
 20 30  1  1  0  0  0
 31 21  1  0  0  0  0
 31 22  1  0  0  0  0
 14 32  1  1  0  0  0
 15 33  1  1  0  0  0
 34 16  1  0  0  0  0
 18 35  1  6  0  0  0
 19 36  1  6  0  0  0
 20 37  1  6  0  0  0
M  END


  Mrv1652305152109502D          

 37 37  0  0  1  0            999 V2000
   -6.3669    4.1429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1276    4.4874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1278    7.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1027    6.2351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0684    7.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6862    5.8887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6525    4.5554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9380    4.1429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2235    4.5554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5091    4.1429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7946    4.5554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3656    4.5554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6512    4.1429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4098    5.2626    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5975    7.3199    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0801    4.1429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0633    4.5554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2348    5.2626    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0100    6.6054    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7778    5.7929    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8223    7.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6345    6.6054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8667    5.7929    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0801    3.3179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7778    4.1429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5169    4.4874    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8225    6.7487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8223    8.4270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1935    5.0354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0633    5.3804    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0470    7.3199    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6919    6.0379    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0672    6.6879    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0801    4.9679    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0316    5.0491    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5934    6.0220    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0301    6.1416    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  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
 11 10  1  0  0  0  0
 13 12  2  0  0  0  0
 14  2  1  1  0  0  0
 15  3  1  1  0  0  0
 16 11  1  0  0  0  0
 16 12  1  0  0  0  0
 13 17  1  4  0  0  0
 18 14  1  0  0  0  0
 19 15  1  0  0  0  0
 20 14  1  0  0  0  0
 21 15  1  0  0  0  0
 22  4  1  0  0  0  0
 22  5  1  0  0  0  0
 22 20  1  0  0  0  0
 23  6  1  1  0  0  0
 23 18  1  0  0  0  0
 23 19  1  0  0  0  0
 24 16  1  0  0  0  0
 25 17  2  0  0  0  0
 18 26  1  1  0  0  0
 19 27  1  1  0  0  0
 28 21  2  0  0  0  0
 23 29  1  6  0  0  0
 30 17  1  0  0  0  0
 20 30  1  1  0  0  0
 31 21  1  0  0  0  0
 31 22  1  0  0  0  0
 14 32  1  1  0  0  0
 15 33  1  1  0  0  0
 34 16  1  0  0  0  0
 18 35  1  6  0  0  0
 19 36  1  6  0  0  0
 20 37  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0017457

> <DATABASE_NAME>
MIME

> <SMILES>
[H]C(O)(CCCCCC)C=CC(=O)O[C@]1([H])[C@@]([H])(C)[C@]([H])(O)[C@@](C)(O)[C@]([H])(O)[C@@]([H])(C)C(=O)OC1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C23H40O8/c1-7-8-9-10-11-16(24)12-13-17(25)30-20-14(2)18(26)23(6,29)19(27)15(3)21(28)31-22(20,4)5/h12-16,18-20,24,26-27,29H,7-11H2,1-6H3/t14-,15+,16?,18-,19+,20+,23+/m0/s1

> <INCHI_KEY>
SARSXWQMUBQWIQ-MSMLNGQISA-N

> <FORMULA>
C23H40O8

> <MOLECULAR_WEIGHT>
444.565

> <EXACT_MASS>
444.272318248

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
71

> <JCHEM_AVERAGE_POLARIZABILITY>
49.50430278551852

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3R,4S,5S,6R,7R,8R)-5,6,7-trihydroxy-2,2,4,6,8-pentamethyl-9-oxooxonan-3-yl 4-hydroxydec-2-enoate

> <ALOGPS_LOGP>
2.65

> <JCHEM_LOGP>
2.653535938999999

> <ALOGPS_LOGS>
-3.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.942671530984214

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.855865341603991

> <JCHEM_PKA_STRONGEST_BASIC>
-2.871562680457581

> <JCHEM_POLAR_SURFACE_AREA>
133.52

> <JCHEM_REFRACTIVITY>
115.5488

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.88e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3R,4S,5S,6R,7R,8R)-5,6,7-trihydroxy-2,2,4,6,8-pentamethyl-9-oxooxonan-3-yl 4-hydroxydec-2-enoate

> <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     -11.885   7.733   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.105   8.376   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.839  14.843   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.192  11.639   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.128  13.450   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.881  10.992   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -10.551   8.503   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -9.218   7.733   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -7.884   8.503   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -6.550   7.733   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -5.217   8.503   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.549   8.503   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.216   7.733   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.632   9.824   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.849  13.664   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.883   7.733   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.118   8.503   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.172   9.824   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.619  12.330   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.452  10.813   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.402  14.190   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.184  12.330   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.351  10.813   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -3.883   6.193   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       1.452   7.733   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       4.698   8.376   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       7.135  12.597   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       3.402  15.730   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       5.961   9.399   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       0.118  10.043   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       1.954  13.664   0.000  0.00  0.00           O+0
HETATM   32  H   UNK     0       3.158  11.271   0.000  0.00  0.00           H+0
HETATM   33  H   UNK     0       3.859  12.484   0.000  0.00  0.00           H+0
HETATM   34  H   UNK     0      -3.883   9.273   0.000  0.00  0.00           H+0
HETATM   35  H   UNK     0       5.659   9.425   0.000  0.00  0.00           H+0
HETATM   36  H   UNK     0       6.708  11.241   0.000  0.00  0.00           H+0
HETATM   37  H   UNK     0       0.056  11.464   0.000  0.00  0.00           H+0
CONECT    1    7                                                            
CONECT    2   14                                                            
CONECT    3   15                                                            
CONECT    4   22                                                            
CONECT    5   22                                                            
CONECT    6   23                                                            
CONECT    7    1    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   16                                                       
CONECT   12   13   16                                                       
CONECT   13   12   17                                                       
CONECT   14    2   18   20   32                                             
CONECT   15    3   19   21   33                                             
CONECT   16   11   12   24   34                                             
CONECT   17   13   25   30                                                  
CONECT   18   14   23   26   35                                             
CONECT   19   15   23   27   36                                             
CONECT   20   14   22   30   37                                             
CONECT   21   15   28   31                                                  
CONECT   22    4    5   20   31                                             
CONECT   23    6   18   19   29                                             
CONECT   24   16                                                            
CONECT   25   17                                                            
CONECT   26   18                                                            
CONECT   27   19                                                            
CONECT   28   21                                                            
CONECT   29   23                                                            
CONECT   30   17   20                                                       
CONECT   31   21   22                                                       
CONECT   32   14                                                            
CONECT   33   15                                                            
CONECT   34   16                                                            
CONECT   35   18                                                            
CONECT   36   19                                                            
CONECT   37   20                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   74    0
END

Synonyms

Not Available

Molecular Formula

C₂₃H₄₀O₈

Average Mass

444.565

Monoisotopic Mass

444.272318248

IUPAC Name

(3R,4S,5S,6R,7R,8R)-5,6,7-trihydroxy-2,2,4,6,8-pentamethyl-9-oxooxonan-3-yl 4-hydroxydec-2-enoate

Traditional Name

(3R,4S,5S,6R,7R,8R)-5,6,7-trihydroxy-2,2,4,6,8-pentamethyl-9-oxooxonan-3-yl 4-hydroxydec-2-enoate

CAS Registry Number

Not Available

SMILES

[H]C(O)(CCCCCC)C=CC(=O)O[C@]1([H])[C@@]([H])(C)[C@]([H])(O)[C@@](C)(O)[C@]([H])(O)[C@@]([H])(C)C(=O)OC1(C)C

InChI Identifier

InChI=1S/C23H40O8/c1-7-8-9-10-11-16(24)12-13-17(25)30-20-14(2)18(26)23(6,29)19(27)15(3)21(28)31-22(20,4)5/h12-16,18-20,24,26-27,29H,7-11H2,1-6H3/t14-,15+,16?,18-,19+,20+,23+/m0/s1

InChI Key

SARSXWQMUBQWIQ-MSMLNGQISA-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
Fatty acid ester
Dicarboxylic acid or derivatives
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tertiary alcohol
Secondary alcohol
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Polyol
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
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	0.19 g/L	ALOGPS
logP	2.65	ALOGPS
logP	2.65	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	12.86	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	133.52 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	115.55 m³·mol⁻¹	ChemAxon
Polarizability	49.5 Å³	ChemAxon
Number of Rings	1	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_3) - 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 (eluted)	2025-10-23	277.0
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-23	62.0
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-23	506.6
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	638.9
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-23	613.3
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-23	158.3
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	2453.3
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (void)	2025-10-23	118.3
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	299.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	378.0
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	111.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	147.9
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	158.0
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	9.9
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	189.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	103.4
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	381.2
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	1409.5
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	1031.1

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	8-methylhomobotcinolide_TMS_1	CCCCCCC(C=CC(=O)O[C@@H]1[C@@H](C)[C@H](O)[C@@](C)(O)[C@H](O)[C@@H](C)C(=O)OC1(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	1950.62
Gas Chromatography	8-methylhomobotcinolide_TMS_2	CCCCCCC(O)C=CC(=O)O[C@@H]1[C@@H](C)[C@H](O[Si](C)(C)C)[C@@](C)(O)[C@H](O)[C@@H](C)C(=O)OC1(C)C	standard non polar	2025-10-23	1681.66
Gas Chromatography	8-methylhomobotcinolide_TMS_3	CCCCCCC(O)C=CC(=O)O[C@@H]1[C@@H](C)[C@H](O)[C@@](C)(O[Si](C)(C)C)[C@H](O)[C@@H](C)C(=O)OC1(C)C	standard non polar	2025-10-23	1466.71
Gas Chromatography	8-methylhomobotcinolide_TMS_4	CCCCCCC(O)C=CC(=O)O[C@@H]1[C@@H](C)[C@H](O)[C@@](C)(O)[C@H](O[Si](C)(C)C)[C@@H](C)C(=O)OC1(C)C	standard non polar	2025-10-23	2158.43
Gas Chromatography	8-methylhomobotcinolide_TMS_5	CCCCCCC(C=CC(=O)O[C@@H]1[C@@H](C)[C@H](O[Si](C)(C)C)[C@@](C)(O)[C@H](O)[C@@H](C)C(=O)OC1(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	2066.91
Gas Chromatography	8-methylhomobotcinolide_TMS_6	CCCCCCC(C=CC(=O)O[C@@H]1[C@@H](C)[C@H](O)[C@@](C)(O[Si](C)(C)C)[C@H](O)[C@@H](C)C(=O)OC1(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	622.018
Gas Chromatography	8-methylhomobotcinolide_TMS_7	CCCCCCC(C=CC(=O)O[C@@H]1[C@@H](C)[C@H](O)[C@@](C)(O)[C@H](O[Si](C)(C)C)[C@@H](C)C(=O)OC1(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	3414.95
Gas Chromatography	8-methylhomobotcinolide_TMS_8	CCCCCCC(O)C=CC(=O)O[C@@H]1[C@@H](C)[C@H](O[Si](C)(C)C)[C@@](C)(O[Si](C)(C)C)[C@H](O)[C@@H](C)C(=O)OC1(C)C	standard non polar	2025-10-23	2369.99
Gas Chromatography	8-methylhomobotcinolide_TMS_9	CCCCCCC(O)C=CC(=O)O[C@@H]1[C@@H](C)[C@H](O[Si](C)(C)C)[C@@](C)(O)[C@H](O[Si](C)(C)C)[C@@H](C)C(=O)OC1(C)C	standard non polar	2025-10-23	2173.88
Gas Chromatography	8-methylhomobotcinolide_TMS_10	CCCCCCC(O)C=CC(=O)O[C@@H]1[C@@H](C)[C@H](O)[C@@](C)(O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](C)C(=O)OC1(C)C	standard non polar	2025-10-23	1849.93
Gas Chromatography	8-methylhomobotcinolide_TMS_11	CCCCCCC(C=CC(=O)O[C@@H]1[C@@H](C)[C@H](O[Si](C)(C)C)[C@@](C)(O[Si](C)(C)C)[C@H](O)[C@@H](C)C(=O)OC1(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	1685.73
Gas Chromatography	8-methylhomobotcinolide_TMS_12	CCCCCCC(C=CC(=O)O[C@@H]1[C@@H](C)[C@H](O[Si](C)(C)C)[C@@](C)(O)[C@H](O[Si](C)(C)C)[C@@H](C)C(=O)OC1(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	2169.31
Gas Chromatography	8-methylhomobotcinolide_TMS_13	CCCCCCC(C=CC(=O)O[C@@H]1[C@@H](C)[C@H](O)[C@@](C)(O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](C)C(=O)OC1(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	1669.22
Gas Chromatography	8-methylhomobotcinolide_TMS_14	CCCCCCC(O)C=CC(=O)O[C@@H]1[C@@H](C)[C@H](O[Si](C)(C)C)[C@@](C)(O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](C)C(=O)OC1(C)C	standard non polar	2025-10-23	1337.75
Gas Chromatography	8-methylhomobotcinolide_TMS_15	CCCCCCC(C=CC(=O)O[C@@H]1[C@@H](C)[C@H](O[Si](C)(C)C)[C@@](C)(O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](C)C(=O)OC1(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	2020.59
Gas Chromatography	8-methylhomobotcinolide_TMS_1	CCCCCCC(C=CC(=O)O[C@@H]1[C@@H](C)[C@H](O)[C@@](C)(O)[C@H](O)[C@@H](C)C(=O)OC1(C)C)O[Si](C)(C)C	standard polar	2025-10-23	2050.4
Gas Chromatography	8-methylhomobotcinolide_TMS_2	CCCCCCC(O)C=CC(=O)O[C@@H]1[C@@H](C)[C@H](O[Si](C)(C)C)[C@@](C)(O)[C@H](O)[C@@H](C)C(=O)OC1(C)C	standard polar	2025-10-23	1421.18
Gas Chromatography	8-methylhomobotcinolide_TMS_3	CCCCCCC(O)C=CC(=O)O[C@@H]1[C@@H](C)[C@H](O)[C@@](C)(O[Si](C)(C)C)[C@H](O)[C@@H](C)C(=O)OC1(C)C	standard polar	2025-10-23	1788.98
Gas Chromatography	8-methylhomobotcinolide_TMS_4	CCCCCCC(O)C=CC(=O)O[C@@H]1[C@@H](C)[C@H](O)[C@@](C)(O)[C@H](O[Si](C)(C)C)[C@@H](C)C(=O)OC1(C)C	standard polar	2025-10-23	1930.82
Gas Chromatography	8-methylhomobotcinolide_TMS_5	CCCCCCC(C=CC(=O)O[C@@H]1[C@@H](C)[C@H](O[Si](C)(C)C)[C@@](C)(O)[C@H](O)[C@@H](C)C(=O)OC1(C)C)O[Si](C)(C)C	standard polar	2025-10-23	1884.79
Gas Chromatography	8-methylhomobotcinolide_TMS_6	CCCCCCC(C=CC(=O)O[C@@H]1[C@@H](C)[C@H](O)[C@@](C)(O[Si](C)(C)C)[C@H](O)[C@@H](C)C(=O)OC1(C)C)O[Si](C)(C)C	standard polar	2025-10-23	2377.49
Gas Chromatography	8-methylhomobotcinolide_TMS_7	CCCCCCC(C=CC(=O)O[C@@H]1[C@@H](C)[C@H](O)[C@@](C)(O)[C@H](O[Si](C)(C)C)[C@@H](C)C(=O)OC1(C)C)O[Si](C)(C)C	standard polar	2025-10-23	2371.47
Gas Chromatography	8-methylhomobotcinolide_TMS_8	CCCCCCC(O)C=CC(=O)O[C@@H]1[C@@H](C)[C@H](O[Si](C)(C)C)[C@@](C)(O[Si](C)(C)C)[C@H](O)[C@@H](C)C(=O)OC1(C)C	standard polar	2025-10-23	2229.45
Gas Chromatography	8-methylhomobotcinolide_TMS_9	CCCCCCC(O)C=CC(=O)O[C@@H]1[C@@H](C)[C@H](O[Si](C)(C)C)[C@@](C)(O)[C@H](O[Si](C)(C)C)[C@@H](C)C(=O)OC1(C)C	standard polar	2025-10-23	1498.7
Gas Chromatography	8-methylhomobotcinolide_TMS_10	CCCCCCC(O)C=CC(=O)O[C@@H]1[C@@H](C)[C@H](O)[C@@](C)(O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](C)C(=O)OC1(C)C	standard polar	2025-10-23	1495.64
Gas Chromatography	8-methylhomobotcinolide_TMS_11	CCCCCCC(C=CC(=O)O[C@@H]1[C@@H](C)[C@H](O[Si](C)(C)C)[C@@](C)(O[Si](C)(C)C)[C@H](O)[C@@H](C)C(=O)OC1(C)C)O[Si](C)(C)C	standard polar	2025-10-23	511.685
Gas Chromatography	8-methylhomobotcinolide_TMS_12	CCCCCCC(C=CC(=O)O[C@@H]1[C@@H](C)[C@H](O[Si](C)(C)C)[C@@](C)(O)[C@H](O[Si](C)(C)C)[C@@H](C)C(=O)OC1(C)C)O[Si](C)(C)C	standard polar	2025-10-23	1937.9
Gas Chromatography	8-methylhomobotcinolide_TMS_13	CCCCCCC(C=CC(=O)O[C@@H]1[C@@H](C)[C@H](O)[C@@](C)(O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](C)C(=O)OC1(C)C)O[Si](C)(C)C	standard polar	2025-10-23	2514.18
Gas Chromatography	8-methylhomobotcinolide_TMS_14	CCCCCCC(O)C=CC(=O)O[C@@H]1[C@@H](C)[C@H](O[Si](C)(C)C)[C@@](C)(O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](C)C(=O)OC1(C)C	standard polar	2025-10-23	2400.34
Gas Chromatography	8-methylhomobotcinolide_TMS_15	CCCCCCC(C=CC(=O)O[C@@H]1[C@@H](C)[C@H](O[Si](C)(C)C)[C@@](C)(O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](C)C(=O)OC1(C)C)O[Si](C)(C)C	standard polar	2025-10-23	2311.58

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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139587908

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 8-methylhomobotcinolide (MMDBc0017457)

MOL for #<Metabolite:0x00007fc948bced50>

3D MOL for #<Metabolite:0x00007fc948bced50>

3D SDF for #<Metabolite:0x00007fc948bced50>

3D-SDF for #<Metabolite:0x00007fc948bced50>

PDB for #<Metabolite:0x00007fc948bced50>

3D PDB for #<Metabolite:0x00007fc948bced50>

SMILES for #<Metabolite:0x00007fc948bced50>

INCHI for #<Metabolite:0x00007fc948bced50>

Structure for #<Metabolite:0x00007fc948bced50>

3D Structure for #<Metabolite:0x00007fc948bced50>