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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 00:31:41 UTC

Update Date

2023-02-21 17:26:52 UTC

HMDB ID

HMDB0039159

Secondary Accession Numbers

HMDB39159

Metabolite Identification

Common Name

Bovolide

Description

Bovolide belongs to the class of organic compounds known as butenolides. These are dihydrofurans with a carbonyl group at the C2 carbon atom. Bovolide is a herbal, minty, and spicy tasting compound. Bovolide is found, on average, in the highest concentration within peppermints (Mentha X piperita). Bovolide has also been detected, but not quantified in, herbs and spices. This could make bovolide a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Bovolide.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0039159
     RDKit          3D
Bovolide
 29 29  0  0  0  0  0  0  0  0999 V2000
    4.2658    0.9008    0.3839 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1503   -0.0458    0.7373 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1723   -0.1182   -0.4346 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0283   -1.0660   -0.1169 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2539   -0.6803    1.0472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9981   -0.2832    1.0037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7739    0.0935    2.1336 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0326    0.4513    1.7032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0164    0.8444    2.3831 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0465    0.2947    0.2595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1832    0.5570   -0.6625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8389   -0.1413   -0.1623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4340   -0.4032   -1.5565 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0516    0.4130   -0.1905 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8573    1.7614   -0.2163 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7244    1.2788    1.3207 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5567    0.2949    1.6039 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5603   -1.0270    0.9830 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7657    0.8797   -0.6747 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7575   -0.4663   -1.3059 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6696   -1.9585    0.3191 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5768   -1.5774   -0.9384 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6934   -0.7000    2.0646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8718    1.1446   -1.5278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6363   -0.4250   -0.9847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9383    1.1468   -0.1093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2458    0.1053   -2.1891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5487    0.1641   -1.9030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5195   -1.4380   -1.8969 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 12  6  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  2 17  1  0
  2 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
 11 24  1  0
 11 25  1  0
 11 26  1  0
 13 27  1  0
 13 28  1  0
 13 29  1  0
M  END

HMDB0039159
     RDKit          3D
Bovolide
 29 29  0  0  0  0  0  0  0  0999 V2000
    4.2658    0.9008    0.3839 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1503   -0.0458    0.7373 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1723   -0.1182   -0.4346 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0283   -1.0660   -0.1169 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2539   -0.6803    1.0472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9981   -0.2832    1.0037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7739    0.0935    2.1336 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0326    0.4513    1.7032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0164    0.8444    2.3831 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0465    0.2947    0.2595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1832    0.5570   -0.6625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8389   -0.1413   -0.1623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4340   -0.4032   -1.5565 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0516    0.4130   -0.1905 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8573    1.7614   -0.2163 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7244    1.2788    1.3207 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5567    0.2949    1.6039 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5603   -1.0270    0.9830 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7657    0.8797   -0.6747 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7575   -0.4663   -1.3059 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6696   -1.9585    0.3191 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5768   -1.5774   -0.9384 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6934   -0.7000    2.0646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8718    1.1446   -1.5278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6363   -0.4250   -0.9847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9383    1.1468   -0.1093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2458    0.1053   -2.1891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5487    0.1641   -1.9030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5195   -1.4380   -1.8969 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 12  6  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  2 17  1  0
  2 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
 11 24  1  0
 11 25  1  0
 11 26  1  0
 13 27  1  0
 13 28  1  0
 13 29  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       7.609  -3.706   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.770   1.651   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.060   3.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.703  -2.460   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.172  -2.621   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.267  -1.375   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.735  -1.536   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.306   1.175   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.830  -0.290   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.186   1.175   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -1.651   1.651   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       0.290  -0.290   0.000  0.00  0.00           O+0
CONECT    1    4                                                            
CONECT    2    8                                                            
CONECT    3    9                                                            
CONECT    4    1    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6   10                                                       
CONECT    8    2    9   10                                                  
CONECT    9    3    8   11                                                  
CONECT   10    7    8   13                                                  
CONECT   11    9   12   13                                                  
CONECT   12   11                                                            
CONECT   13   10   11                                                       
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END

COMPND    HMDB0039159
HETATM    1  C1  UNL     1       4.266   0.901   0.384  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.150  -0.046   0.737  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.172  -0.118  -0.435  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.028  -1.066  -0.117  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.254  -0.680   1.047  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.998  -0.283   1.004  1.00  0.00           C  
HETATM    7  O1  UNL     1      -1.774   0.093   2.134  1.00  0.00           O  
HETATM    8  C7  UNL     1      -3.033   0.451   1.703  1.00  0.00           C  
HETATM    9  O2  UNL     1      -4.016   0.844   2.383  1.00  0.00           O  
HETATM   10  C8  UNL     1      -3.046   0.295   0.260  1.00  0.00           C  
HETATM   11  C9  UNL     1      -4.183   0.557  -0.663  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.839  -0.141  -0.162  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.434  -0.403  -1.557  1.00  0.00           C  
HETATM   14  H1  UNL     1       5.052   0.413  -0.191  1.00  0.00           H  
HETATM   15  H2  UNL     1       3.857   1.761  -0.216  1.00  0.00           H  
HETATM   16  H3  UNL     1       4.724   1.279   1.321  1.00  0.00           H  
HETATM   17  H4  UNL     1       2.557   0.295   1.604  1.00  0.00           H  
HETATM   18  H5  UNL     1       3.560  -1.027   0.983  1.00  0.00           H  
HETATM   19  H6  UNL     1       1.766   0.880  -0.675  1.00  0.00           H  
HETATM   20  H7  UNL     1       2.758  -0.466  -1.306  1.00  0.00           H  
HETATM   21  H8  UNL     1       1.670  -1.959   0.319  1.00  0.00           H  
HETATM   22  H9  UNL     1       0.577  -1.577  -0.938  1.00  0.00           H  
HETATM   23  H10 UNL     1       0.693  -0.700   2.065  1.00  0.00           H  
HETATM   24  H11 UNL     1      -3.872   1.145  -1.528  1.00  0.00           H  
HETATM   25  H12 UNL     1      -4.636  -0.425  -0.985  1.00  0.00           H  
HETATM   26  H13 UNL     1      -4.938   1.147  -0.109  1.00  0.00           H  
HETATM   27  H14 UNL     1      -2.246   0.105  -2.189  1.00  0.00           H  
HETATM   28  H15 UNL     1      -0.549   0.164  -1.903  1.00  0.00           H  
HETATM   29  H16 UNL     1      -1.519  -1.438  -1.897  1.00  0.00           H  
CONECT    1    2   14   15   16
CONECT    2    3   17   18
CONECT    3    4   19   20
CONECT    4    5   21   22
CONECT    5    6    6   23
CONECT    6    7   12
CONECT    7    8
CONECT    8    9    9   10
CONECT   10   11   12   12
CONECT   11   24   25   26
CONECT   12   13
CONECT   13   27   28   29
END

HMDB0039159
     RDKit          3D
Bovolide
 29 29  0  0  0  0  0  0  0  0999 V2000
    4.2658    0.9008    0.3839 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1503   -0.0458    0.7373 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1723   -0.1182   -0.4346 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0283   -1.0660   -0.1169 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2539   -0.6803    1.0472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9981   -0.2832    1.0037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7739    0.0935    2.1336 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0326    0.4513    1.7032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0164    0.8444    2.3831 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0465    0.2947    0.2595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1832    0.5570   -0.6625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8389   -0.1413   -0.1623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4340   -0.4032   -1.5565 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0516    0.4130   -0.1905 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8573    1.7614   -0.2163 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7244    1.2788    1.3207 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5567    0.2949    1.6039 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5603   -1.0270    0.9830 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7657    0.8797   -0.6747 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7575   -0.4663   -1.3059 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6696   -1.9585    0.3191 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5768   -1.5774   -0.9384 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6934   -0.7000    2.0646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8718    1.1446   -1.5278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6363   -0.4250   -0.9847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9383    1.1468   -0.1093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2458    0.1053   -2.1891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5487    0.1641   -1.9030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5195   -1.4380   -1.8969 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 12  6  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  2 17  1  0
  2 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
 11 24  1  0
 11 25  1  0
 11 26  1  0
 13 27  1  0
 13 28  1  0
 13 29  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3,4-Dimethyl-5-pentylidene-2(5H)-furanone	HMDB

Chemical Formula

C₁₁H₁₆O₂

Average Molecular Weight

180.2435

Monoisotopic Molecular Weight

180.115029756

IUPAC Name

(5E)-3,4-dimethyl-5-pentylidene-2,5-dihydrofuran-2-one

Traditional Name

(5E)-3,4-dimethyl-5-pentylidenefuran-2-one

CAS Registry Number

774-64-1

SMILES

CCCC\C=C1\OC(=O)C(C)=C1C

InChI Identifier

InChI=1S/C11H16O2/c1-4-5-6-7-10-8(2)9(3)11(12)13-10/h7H,4-6H2,1-3H3/b10-7+

InChI Key

MTQPZHNZYWAXEH-JXMROGBWSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as butenolides. These are dihydrofurans with a carbonyl group at the C2 carbon atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Dihydrofurans

Sub Class

Furanones

Direct Parent

Butenolides

Alternative Parents

Substituents

2-furanone
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Enol ester
Lactone
Carboxylic acid ester
Oxacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Membrane (HMDB: HMDB0039159)
Cell membrane (HMDB: HMDB0039159)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0039159)

Source

Exogenous

Exogenous (HMDB: HMDB0039159)

Food

Food (HMDB: HMDB0039159)

Herb and spice

Herb

Peppermint (FooDB: FOOD00113)

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Plant

Plant (HMDB: HMDB0039159)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0039159)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	302.00 to 303.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	194.2 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	2.029 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.01 g/L	ALOGPS
logP	3.54	ALOGPS
logP	3.12	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	54.13 m³·mol⁻¹	ChemAxon
Polarizability	21.34 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	146.01	31661259
DarkChem	[M-H]-	144.023	31661259
DeepCCS	[M+H]+	146.632	30932474
DeepCCS	[M-H]-	143.717	30932474
DeepCCS	[M-2H]-	179.994	30932474
DeepCCS	[M+Na]+	155.532	30932474
AllCCS	[M+H]+	140.9	32859911
AllCCS	[M+H-H2O]+	136.7	32859911
AllCCS	[M+NH4]+	144.8	32859911
AllCCS	[M+Na]+	146.0	32859911
AllCCS	[M-H]-	145.3	32859911
AllCCS	[M+Na-2H]-	146.4	32859911
AllCCS	[M+HCOO]-	147.7	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	8.09 minutes	32390414
Predicted by Siyang on May 30, 2022	13.9164 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.49 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2050.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	377.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	157.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	230.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	101.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	576.6 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	545.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	99.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1122.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	473.7 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1246.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	317.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	449.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	489.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	364.4 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	67.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Bovolide	CCCC\C=C1\OC(=O)C(C)=C1C	2174.7	Standard polar	33892256
Bovolide	CCCC\C=C1\OC(=O)C(C)=C1C	1512.9	Standard non polar	33892256
Bovolide	CCCC\C=C1\OC(=O)C(C)=C1C	1481.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Bovolide GC-MS (Non-derivatized) - 70eV, Positive	splash10-057i-9500000000-e3183d3c556d5cc7527d	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bovolide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bovolide 10V, Positive-QTOF	splash10-001i-2900000000-8e44886d59258d106334	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bovolide 20V, Positive-QTOF	splash10-0bt9-3900000000-7207668bad77bc5bfb42	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bovolide 40V, Positive-QTOF	splash10-1003-9000000000-af515284651118595fa6	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bovolide 10V, Negative-QTOF	splash10-004i-1900000000-920a777f1fb60f9a2a69	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bovolide 20V, Negative-QTOF	splash10-004r-2900000000-698fb3007eb2b1444fd0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bovolide 40V, Negative-QTOF	splash10-014i-9500000000-613857f18fd30f3b6aa8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bovolide 10V, Positive-QTOF	splash10-001i-1900000000-6a9684e2de2accc7e315	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bovolide 20V, Positive-QTOF	splash10-004i-8900000000-f1a1f074c3c154470e56	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bovolide 40V, Positive-QTOF	splash10-0kdl-9100000000-08eecdd16b72748af775	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bovolide 10V, Negative-QTOF	splash10-004i-0900000000-ed614b6bd089f6f9641a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bovolide 20V, Negative-QTOF	splash10-004i-1900000000-8da14bba14d286291c39	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bovolide 40V, Negative-QTOF	splash10-00tr-6900000000-55331dd2b26426f96992	2021-09-22	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB018683

KNApSAcK ID

C00044813

Chemspider ID

4938397

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6433214

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1428301

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Bovolide (HMDB0039159)

MOL for HMDB0039159 (Bovolide)

3D MOL for HMDB0039159 (Bovolide)

3D SDF for HMDB0039159 (Bovolide)

3D-SDF for HMDB0039159 (Bovolide)

PDB for HMDB0039159 (Bovolide)

3D PDB for HMDB0039159 (Bovolide)

SMILES for HMDB0039159 (Bovolide)

INCHI for HMDB0039159 (Bovolide)

Structure for HMDB0039159 (Bovolide)

3D Structure for HMDB0039159 (Bovolide)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra