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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:55:50 UTC

Update Date

2022-03-07 02:55:03 UTC

HMDB ID

HMDB0036757

Secondary Accession Numbers

HMDB36757

Metabolite Identification

Common Name

Bryonolic acid

Description

Bryonolic acid, also known as bryonolate, belongs to the class of organic compounds known as cyclic alcohols and derivatives. These are organic compounds containing an aliphatic ring substituted with at least one hydroxyl group. Bryonolic acid has been detected, but not quantified in, several different foods, such as calabashes (Lagenaria siceraria), fruits, olives (Olea europaea), towel gourds (Luffa aegyptiaca), and watermelons (Citrullus lanatus). This could make bryonolic acid a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Bryonolic acid.

Structure

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


  Mrv0541 05061309192D          

 33 37  0  0  0  0            999 V2000
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M  END

HMDB0036757
     RDKit          3D
Bryonolic acid
 81 85  0  0  0  0  0  0  0  0999 V2000
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M  END


  Mrv0541 05061309192D          

 33 37  0  0  0  0            999 V2000
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 26 22  1  0  0  0  0
 27  4  1  0  0  0  0
 27 15  1  0  0  0  0
 27 18  1  0  0  0  0
 27 24  1  0  0  0  0
 28  5  1  0  0  0  0
 28 12  1  0  0  0  0
 28 19  1  0  0  0  0
 28 21  1  0  0  0  0
 29  6  1  0  0  0  0
 29 17  1  0  0  0  0
 29 20  1  0  0  0  0
 30  7  1  0  0  0  0
 30 13  1  0  0  0  0
 30 22  1  0  0  0  0
 30 29  1  0  0  0  0
 31 23  1  0  0  0  0
 32 24  2  0  0  0  0
 33 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036757

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1(C)C(O)CCC2(C)C1CCC1=C2CCC2(C)C3CC(C)(CCC3(C)CCC12C)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C30H48O3/c1-25(2)21-9-8-20-19(28(21,5)12-11-23(25)31)10-13-30(7)22-18-27(4,24(32)33)15-14-26(22,3)16-17-29(20,30)6/h21-23,31H,8-18H2,1-7H3,(H,32,33)

> <INCHI_KEY>
BHVJSLPLFOAMEV-UHFFFAOYSA-N

> <FORMULA>
C30H48O3

> <MOLECULAR_WEIGHT>
456.7003

> <EXACT_MASS>
456.360345402

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
55.31121141010807

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
10-hydroxy-2,4a,6a,9,9,12a,14a-heptamethyl-1,2,3,4,4a,5,6,6a,7,8,8a,9,10,11,12,12a,13,14,14a,14b-icosahydropicene-2-carboxylic acid

> <ALOGPS_LOGP>
6.46

> <JCHEM_LOGP>
6.551175608666668

> <ALOGPS_LOGS>
-5.38

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
19.553786825962863

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.615565847237143

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8069752838418175

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
133.35789999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.89e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
10-hydroxy-2,4a,6a,9,9,12a,14a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,13,14,14b-tetradecahydropicene-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0036757
     RDKit          3D
Bryonolic acid
 81 85  0  0  0  0  0  0  0  0999 V2000
   -4.9675    2.0805   -0.6293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7957    1.0972    0.5078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2936    1.6968    1.7911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7656    2.8510    1.8155 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2422    0.9860    2.9789 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5136   -0.1940    0.2584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6352   -1.3158    0.7008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3945   -1.4670   -0.1966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9303   -2.1768   -1.4483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4650   -2.3699    0.5367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1731   -1.7200    0.9369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5181   -0.9632   -0.1961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0408   -2.0456   -1.1829 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7399   -0.3798    0.3334 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2867    0.6803   -0.2486 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4405    1.5445   -1.1002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9729    1.4137   -0.5114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4356    0.0060   -0.8534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3413   -0.0779   -2.3859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8858   -0.1079   -0.4935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2913    0.8198    0.6430 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7258    1.0477   -0.0814 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7429    2.1961    0.9067 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2787    1.4604   -1.4023 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7444    1.3452   -1.5396 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5021    0.9290   -0.3427 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7495    0.4217   -0.7850 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8750   -0.1527    0.4764 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3907   -1.5102   -0.0255 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4460   -0.0259    1.8909 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4008   -0.1975    0.4500 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7501   -0.4800    1.7971 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3682   -1.0255    1.5312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6828    2.8773   -0.3156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3199    1.5742   -1.5619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0263    2.5908   -0.9034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6477    1.2778    3.7562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7454   -0.3488   -0.8141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4468   -0.2379    0.8186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2994   -1.2544    1.7507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2203   -2.2684    0.6335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6277   -2.9703   -1.0472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5512   -1.5116   -2.0505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1574   -2.7282   -1.9865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8997   -2.8235    1.4519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1993   -3.2478   -0.1195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2393   -1.0613    1.8167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4793   -2.5443    1.2145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8032   -2.3352   -1.8993 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2871   -2.9287   -0.5623 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8857   -1.6905   -1.6765 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5074    1.1959   -2.1275 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7759    2.6128   -1.0505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5617    2.1962   -0.9846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8182    1.5360    0.5861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4074   -0.5193   -2.7294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1730   -0.6983   -2.7979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5167    0.9448   -2.8182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4949    0.2720   -1.3704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1272    0.4025    1.6367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8275    1.8237    0.5619 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9302    2.1016    1.6732 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7202    2.4268    1.3214 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4390    3.1034    0.3056 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7803    0.8441   -2.1952 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9072    2.5086   -1.6001 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1408    2.3524   -1.8646 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0207    0.6633   -2.3861 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7951    1.8168    0.2924 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5688   -0.0245   -1.6496 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8720   -2.3354    0.5049 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0890   -1.5800   -1.1000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4876   -1.5698    0.0441 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4967   -1.0221    2.3807 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9376    0.7273    2.4908 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5025    0.2965    1.7638 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0336   -1.0311   -0.2209 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3214   -1.2644    2.3309 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7530    0.4074    2.4525 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7393   -0.8099    2.3974 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5023   -2.1129    1.3161 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  2  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 15 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 28 30  1  0
 28 31  1  0
 31 32  1  0
 32 33  1  0
 21  2  1  0
 31 22  1  0
 20  8  1  0
 18 12  1  0
 33 14  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  5 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  0
  7 41  1  0
  9 42  1  0
  9 43  1  0
  9 44  1  0
 10 45  1  0
 10 46  1  0
 11 47  1  0
 11 48  1  0
 13 49  1  0
 13 50  1  0
 13 51  1  0
 16 52  1  0
 16 53  1  0
 17 54  1  0
 17 55  1  0
 19 56  1  0
 19 57  1  0
 19 58  1  0
 20 59  1  0
 21 60  1  0
 21 61  1  0
 23 62  1  0
 23 63  1  0
 23 64  1  0
 24 65  1  0
 24 66  1  0
 25 67  1  0
 25 68  1  0
 26 69  1  0
 27 70  1  0
 29 71  1  0
 29 72  1  0
 29 73  1  0
 30 74  1  0
 30 75  1  0
 30 76  1  0
 31 77  1  0
 32 78  1  0
 32 79  1  0
 33 80  1  0
 33 81  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       9.743   0.230   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.457   1.220   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.413   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.503   5.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.930   4.414   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.620   0.413   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.310   4.414   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.160   0.413   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.700   0.413   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.390   4.414   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.010   4.414   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.470   4.414   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.850   4.414   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.770   1.746   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.540   3.080   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.540   0.413   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.080   0.413   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.770   4.414   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.160   3.080   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.390   1.746   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.470   1.746   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.540   3.080   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.780   3.080   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.217   4.940   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      10.010   1.746   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.770   1.746   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.770   4.414   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       7.700   3.080   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.850   1.746   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.080   3.080   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      12.320   3.080   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      -3.397   3.950   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      -2.485   6.457   0.000  0.00  0.00           O+0
CONECT    1   25                                                            
CONECT    2   25                                                            
CONECT    3   26                                                            
CONECT    4   27                                                            
CONECT    5   28                                                            
CONECT    6   29                                                            
CONECT    7   30                                                            
CONECT    8    9   20                                                       
CONECT    9    8   21                                                       
CONECT   10   13   19                                                       
CONECT   11   12   23                                                       
CONECT   12   11   28                                                       
CONECT   13   10   30                                                       
CONECT   14   15   26                                                       
CONECT   15   14   27                                                       
CONECT   16   17   26                                                       
CONECT   17   16   29                                                       
CONECT   18   22   27                                                       
CONECT   19   10   20   28                                                  
CONECT   20    8   19   29                                                  
CONECT   21    9   25   28                                                  
CONECT   22   18   26   30                                                  
CONECT   23   11   25   31                                                  
CONECT   24   27   32   33                                                  
CONECT   25    1    2   21   23                                             
CONECT   26    3   14   16   22                                             
CONECT   27    4   15   18   24                                             
CONECT   28    5   12   19   21                                             
CONECT   29    6   17   20   30                                             
CONECT   30    7   13   22   29                                             
CONECT   31   23                                                            
CONECT   32   24                                                            
CONECT   33   24                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   74    0
END

COMPND    HMDB0036757
HETATM    1  C1  UNL     1      -4.967   2.081  -0.629  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.796   1.097   0.508  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.294   1.697   1.791  1.00  0.00           C  
HETATM    4  O1  UNL     1      -5.766   2.851   1.816  1.00  0.00           O  
HETATM    5  O2  UNL     1      -5.242   0.986   2.979  1.00  0.00           O  
HETATM    6  C4  UNL     1      -5.514  -0.194   0.258  1.00  0.00           C  
HETATM    7  C5  UNL     1      -4.635  -1.316   0.701  1.00  0.00           C  
HETATM    8  C6  UNL     1      -3.395  -1.467  -0.197  1.00  0.00           C  
HETATM    9  C7  UNL     1      -3.930  -2.177  -1.448  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.465  -2.370   0.537  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.173  -1.720   0.937  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.518  -0.963  -0.196  1.00  0.00           C  
HETATM   13  C11 UNL     1      -0.041  -2.046  -1.183  1.00  0.00           C  
HETATM   14  C12 UNL     1       0.740  -0.380   0.333  1.00  0.00           C  
HETATM   15  C13 UNL     1       1.287   0.680  -0.249  1.00  0.00           C  
HETATM   16  C14 UNL     1       0.440   1.545  -1.100  1.00  0.00           C  
HETATM   17  C15 UNL     1      -0.973   1.414  -0.511  1.00  0.00           C  
HETATM   18  C16 UNL     1      -1.436   0.006  -0.853  1.00  0.00           C  
HETATM   19  C17 UNL     1      -1.341  -0.078  -2.386  1.00  0.00           C  
HETATM   20  C18 UNL     1      -2.886  -0.108  -0.494  1.00  0.00           C  
HETATM   21  C19 UNL     1      -3.291   0.820   0.643  1.00  0.00           C  
HETATM   22  C20 UNL     1       2.726   1.048  -0.081  1.00  0.00           C  
HETATM   23  C21 UNL     1       2.743   2.196   0.907  1.00  0.00           C  
HETATM   24  C22 UNL     1       3.279   1.460  -1.402  1.00  0.00           C  
HETATM   25  C23 UNL     1       4.744   1.345  -1.540  1.00  0.00           C  
HETATM   26  C24 UNL     1       5.502   0.929  -0.343  1.00  0.00           C  
HETATM   27  O3  UNL     1       6.749   0.422  -0.785  1.00  0.00           O  
HETATM   28  C25 UNL     1       4.875  -0.153   0.476  1.00  0.00           C  
HETATM   29  C26 UNL     1       5.391  -1.510  -0.026  1.00  0.00           C  
HETATM   30  C27 UNL     1       5.446  -0.026   1.891  1.00  0.00           C  
HETATM   31  C28 UNL     1       3.401  -0.197   0.450  1.00  0.00           C  
HETATM   32  C29 UNL     1       2.750  -0.480   1.797  1.00  0.00           C  
HETATM   33  C30 UNL     1       1.368  -1.026   1.531  1.00  0.00           C  
HETATM   34  H1  UNL     1      -5.683   2.877  -0.316  1.00  0.00           H  
HETATM   35  H2  UNL     1      -5.320   1.574  -1.562  1.00  0.00           H  
HETATM   36  H3  UNL     1      -4.026   2.591  -0.903  1.00  0.00           H  
HETATM   37  H4  UNL     1      -4.648   1.278   3.756  1.00  0.00           H  
HETATM   38  H5  UNL     1      -5.745  -0.349  -0.814  1.00  0.00           H  
HETATM   39  H6  UNL     1      -6.447  -0.238   0.819  1.00  0.00           H  
HETATM   40  H7  UNL     1      -4.299  -1.254   1.751  1.00  0.00           H  
HETATM   41  H8  UNL     1      -5.220  -2.268   0.634  1.00  0.00           H  
HETATM   42  H9  UNL     1      -4.628  -2.970  -1.047  1.00  0.00           H  
HETATM   43  H10 UNL     1      -4.551  -1.512  -2.051  1.00  0.00           H  
HETATM   44  H11 UNL     1      -3.157  -2.728  -1.986  1.00  0.00           H  
HETATM   45  H12 UNL     1      -2.900  -2.824   1.452  1.00  0.00           H  
HETATM   46  H13 UNL     1      -2.199  -3.248  -0.120  1.00  0.00           H  
HETATM   47  H14 UNL     1      -1.239  -1.061   1.817  1.00  0.00           H  
HETATM   48  H15 UNL     1      -0.479  -2.544   1.214  1.00  0.00           H  
HETATM   49  H16 UNL     1      -0.803  -2.335  -1.899  1.00  0.00           H  
HETATM   50  H17 UNL     1       0.287  -2.929  -0.562  1.00  0.00           H  
HETATM   51  H18 UNL     1       0.886  -1.691  -1.677  1.00  0.00           H  
HETATM   52  H19 UNL     1       0.507   1.196  -2.127  1.00  0.00           H  
HETATM   53  H20 UNL     1       0.776   2.613  -1.050  1.00  0.00           H  
HETATM   54  H21 UNL     1      -1.562   2.196  -0.985  1.00  0.00           H  
HETATM   55  H22 UNL     1      -0.818   1.536   0.586  1.00  0.00           H  
HETATM   56  H23 UNL     1      -0.407  -0.519  -2.729  1.00  0.00           H  
HETATM   57  H24 UNL     1      -2.173  -0.698  -2.798  1.00  0.00           H  
HETATM   58  H25 UNL     1      -1.517   0.945  -2.818  1.00  0.00           H  
HETATM   59  H26 UNL     1      -3.495   0.272  -1.370  1.00  0.00           H  
HETATM   60  H27 UNL     1      -3.127   0.402   1.637  1.00  0.00           H  
HETATM   61  H28 UNL     1      -2.827   1.824   0.562  1.00  0.00           H  
HETATM   62  H29 UNL     1       1.930   2.102   1.673  1.00  0.00           H  
HETATM   63  H30 UNL     1       3.720   2.427   1.321  1.00  0.00           H  
HETATM   64  H31 UNL     1       2.439   3.103   0.306  1.00  0.00           H  
HETATM   65  H32 UNL     1       2.780   0.844  -2.195  1.00  0.00           H  
HETATM   66  H33 UNL     1       2.907   2.509  -1.600  1.00  0.00           H  
HETATM   67  H34 UNL     1       5.141   2.352  -1.865  1.00  0.00           H  
HETATM   68  H35 UNL     1       5.021   0.663  -2.386  1.00  0.00           H  
HETATM   69  H36 UNL     1       5.795   1.817   0.292  1.00  0.00           H  
HETATM   70  H37 UNL     1       6.569  -0.025  -1.650  1.00  0.00           H  
HETATM   71  H38 UNL     1       4.872  -2.335   0.505  1.00  0.00           H  
HETATM   72  H39 UNL     1       5.089  -1.580  -1.100  1.00  0.00           H  
HETATM   73  H40 UNL     1       6.488  -1.570   0.044  1.00  0.00           H  
HETATM   74  H41 UNL     1       5.497  -1.022   2.381  1.00  0.00           H  
HETATM   75  H42 UNL     1       4.938   0.727   2.491  1.00  0.00           H  
HETATM   76  H43 UNL     1       6.503   0.296   1.764  1.00  0.00           H  
HETATM   77  H44 UNL     1       3.034  -1.031  -0.221  1.00  0.00           H  
HETATM   78  H45 UNL     1       3.321  -1.264   2.331  1.00  0.00           H  
HETATM   79  H46 UNL     1       2.753   0.407   2.453  1.00  0.00           H  
HETATM   80  H47 UNL     1       0.739  -0.810   2.397  1.00  0.00           H  
HETATM   81  H48 UNL     1       1.502  -2.113   1.316  1.00  0.00           H  
CONECT    1    2   34   35   36
CONECT    2    3    6   21
CONECT    3    4    4    5
CONECT    5   37
CONECT    6    7   38   39
CONECT    7    8   40   41
CONECT    8    9   10   20
CONECT    9   42   43   44
CONECT   10   11   45   46
CONECT   11   12   47   48
CONECT   12   13   14   18
CONECT   13   49   50   51
CONECT   14   15   15   33
CONECT   15   16   22
CONECT   16   17   52   53
CONECT   17   18   54   55
CONECT   18   19   20
CONECT   19   56   57   58
CONECT   20   21   59
CONECT   21   60   61
CONECT   22   23   24   31
CONECT   23   62   63   64
CONECT   24   25   65   66
CONECT   25   26   67   68
CONECT   26   27   28   69
CONECT   27   70
CONECT   28   29   30   31
CONECT   29   71   72   73
CONECT   30   74   75   76
CONECT   31   32   77
CONECT   32   33   78   79
CONECT   33   80   81
END

HMDB0036757
     RDKit          3D
Bryonolic acid
 81 85  0  0  0  0  0  0  0  0999 V2000
   -4.9675    2.0805   -0.6293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7957    1.0972    0.5078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2936    1.6968    1.7911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7656    2.8510    1.8155 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2422    0.9860    2.9789 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5136   -0.1940    0.2584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6352   -1.3158    0.7008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3945   -1.4670   -0.1966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9303   -2.1768   -1.4483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4650   -2.3699    0.5367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1731   -1.7200    0.9369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5181   -0.9632   -0.1961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0408   -2.0456   -1.1829 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7399   -0.3798    0.3334 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2867    0.6803   -0.2486 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4405    1.5445   -1.1002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9729    1.4137   -0.5114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4356    0.0060   -0.8534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3413   -0.0779   -2.3859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8858   -0.1079   -0.4935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2913    0.8198    0.6430 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7258    1.0477   -0.0814 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7429    2.1961    0.9067 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2787    1.4604   -1.4023 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7444    1.3452   -1.5396 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5021    0.9290   -0.3427 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7495    0.4217   -0.7850 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8750   -0.1527    0.4764 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3907   -1.5102   -0.0255 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4460   -0.0259    1.8909 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4008   -0.1975    0.4500 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7501   -0.4800    1.7971 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3682   -1.0255    1.5312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6828    2.8773   -0.3156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3199    1.5742   -1.5619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0263    2.5908   -0.9034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6477    1.2778    3.7562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7454   -0.3488   -0.8141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4468   -0.2379    0.8186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2994   -1.2544    1.7507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2203   -2.2684    0.6335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6277   -2.9703   -1.0472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5512   -1.5116   -2.0505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1574   -2.7282   -1.9865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8997   -2.8235    1.4519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1993   -3.2478   -0.1195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2393   -1.0613    1.8167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4793   -2.5443    1.2145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8032   -2.3352   -1.8993 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2871   -2.9287   -0.5623 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8857   -1.6905   -1.6765 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5074    1.1959   -2.1275 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7759    2.6128   -1.0505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5617    2.1962   -0.9846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8182    1.5360    0.5861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4074   -0.5193   -2.7294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1730   -0.6983   -2.7979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5167    0.9448   -2.8182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4949    0.2720   -1.3704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1272    0.4025    1.6367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8275    1.8237    0.5619 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9302    2.1016    1.6732 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7202    2.4268    1.3214 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4390    3.1034    0.3056 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7803    0.8441   -2.1952 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9072    2.5086   -1.6001 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1408    2.3524   -1.8646 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0207    0.6633   -2.3861 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7951    1.8168    0.2924 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5688   -0.0245   -1.6496 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8720   -2.3354    0.5049 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0890   -1.5800   -1.1000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4876   -1.5698    0.0441 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4967   -1.0221    2.3807 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9376    0.7273    2.4908 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5025    0.2965    1.7638 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0336   -1.0311   -0.2209 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3214   -1.2644    2.3309 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7530    0.4074    2.4525 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7393   -0.8099    2.3974 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5023   -2.1129    1.3161 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  2  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 15 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 28 30  1  0
 28 31  1  0
 31 32  1  0
 32 33  1  0
 21  2  1  0
 31 22  1  0
 20  8  1  0
 18 12  1  0
 33 14  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  5 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  0
  7 41  1  0
  9 42  1  0
  9 43  1  0
  9 44  1  0
 10 45  1  0
 10 46  1  0
 11 47  1  0
 11 48  1  0
 13 49  1  0
 13 50  1  0
 13 51  1  0
 16 52  1  0
 16 53  1  0
 17 54  1  0
 17 55  1  0
 19 56  1  0
 19 57  1  0
 19 58  1  0
 20 59  1  0
 21 60  1  0
 21 61  1  0
 23 62  1  0
 23 63  1  0
 23 64  1  0
 24 65  1  0
 24 66  1  0
 25 67  1  0
 25 68  1  0
 26 69  1  0
 27 70  1  0
 29 71  1  0
 29 72  1  0
 29 73  1  0
 30 74  1  0
 30 75  1  0
 30 76  1  0
 31 77  1  0
 32 78  1  0
 32 79  1  0
 33 80  1  0
 33 81  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Bryonolate	Generator
3beta-Hydroxy-D-C-friedoolean-8-en-29-Oic acid	MeSH
10-Hydroxy-2,4a,6a,9,9,12a,14a-heptamethyl-1,2,3,4,4a,5,6,6a,7,8,8a,9,10,11,12,12a,13,14,14a,14b-icosahydropicene-2-carboxylate	Generator
Bryonolic acid	MeSH

Chemical Formula

C₃₀H₄₈O₃

Average Molecular Weight

456.7003

Monoisotopic Molecular Weight

456.360345402

IUPAC Name

10-hydroxy-2,4a,6a,9,9,12a,14a-heptamethyl-1,2,3,4,4a,5,6,6a,7,8,8a,9,10,11,12,12a,13,14,14a,14b-icosahydropicene-2-carboxylic acid

Traditional Name

10-hydroxy-2,4a,6a,9,9,12a,14a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,13,14,14b-tetradecahydropicene-2-carboxylic acid

CAS Registry Number

24480-45-3

SMILES

CC1(C)C(O)CCC2(C)C1CCC1=C2CCC2(C)C3CC(C)(CCC3(C)CCC12C)C(O)=O

InChI Identifier

InChI=1S/C30H48O3/c1-25(2)21-9-8-20-19(28(21,5)12-11-23(25)31)10-13-30(7)22-18-27(4,24(32)33)15-14-26(22,3)16-17-29(20,30)6/h21-23,31H,8-18H2,1-7H3,(H,32,33)

InChI Key

BHVJSLPLFOAMEV-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclic alcohols and derivatives. These are organic compounds containing an aliphatic ring substituted with at least one hydroxyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Alcohols and polyols

Direct Parent

Cyclic alcohols and derivatives

Alternative Parents

Substituents

Cyclic alcohol
Secondary alcohol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxide
Hydrocarbon derivative
Carbonyl group
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036757)

Source

Endogenous

Endogenous (HMDB: HMDB0036757)

Plant

Plant (HMDB: HMDB0036757)
Cucurbitaceae (HMDB: HMDB0036757)

Exogenous

Food

Food (HMDB: HMDB0036757)

Vegetable

Fruit vegetable

Olive (FooDB: FOOD00121)

Gourd

Fruit

Fruits (FooDB: FOOD00871)

Exogenous (HMDB: HMDB0036757)

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0036757)

Role

Biological role

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0036757)

Anti-allergic agent (HMDB: HMDB0036757)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	300 - 303 °C	Not Available
Boiling Point	553.28 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	0.00035 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	8.404 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0019 g/L	ALOGPS
logP	6.46	ALOGPS
logP	6.55	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	4.62	ChemAxon
pKa (Strongest Basic)	-0.81	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	133.36 m³·mol⁻¹	ChemAxon
Polarizability	55.31 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	205.716	31661259
DarkChem	[M-H]-	200.035	31661259
DeepCCS	[M-2H]-	239.81	30932474
DeepCCS	[M+Na]+	215.039	30932474
AllCCS	[M+H]+	218.6	32859911
AllCCS	[M+H-H2O]+	217.0	32859911
AllCCS	[M+NH4]+	220.1	32859911
AllCCS	[M+Na]+	220.6	32859911
AllCCS	[M-H]-	212.0	32859911
AllCCS	[M+Na-2H]-	214.1	32859911
AllCCS	[M+HCOO]-	216.5	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.	10.3 minutes	32390414
Predicted by Siyang on May 30, 2022	22.7704 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.67 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3009.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	533.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	277.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	207.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	671.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	942.2 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	1079.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	119.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1802.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	615.9 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	1848.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	785.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	566.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	306.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	678.1 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	8.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Bryonolic acid	CC1(C)C(O)CCC2(C)C1CCC1=C2CCC2(C)C3CC(C)(CCC3(C)CCC12C)C(O)=O	2931.7	Standard polar	33892256
Bryonolic acid	CC1(C)C(O)CCC2(C)C1CCC1=C2CCC2(C)C3CC(C)(CCC3(C)CCC12C)C(O)=O	3550.4	Standard non polar	33892256
Bryonolic acid	CC1(C)C(O)CCC2(C)C1CCC1=C2CCC2(C)C3CC(C)(CCC3(C)CCC12C)C(O)=O	3742.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Bryonolic acid,1TMS,isomer #1	CC1(C(=O)O)CCC2(C)CCC3(C)C4=C(CCC3(C)C2C1)C1(C)CCC(O[Si](C)(C)C)C(C)(C)C1CC4	3808.1	Semi standard non polar	33892256
Bryonolic acid,1TMS,isomer #2	CC1(C(=O)O[Si](C)(C)C)CCC2(C)CCC3(C)C4=C(CCC3(C)C2C1)C1(C)CCC(O)C(C)(C)C1CC4	3705.0	Semi standard non polar	33892256
Bryonolic acid,2TMS,isomer #1	CC1(C(=O)O[Si](C)(C)C)CCC2(C)CCC3(C)C4=C(CCC3(C)C2C1)C1(C)CCC(O[Si](C)(C)C)C(C)(C)C1CC4	3684.6	Semi standard non polar	33892256
Bryonolic acid,1TBDMS,isomer #1	CC1(C(=O)O)CCC2(C)CCC3(C)C4=C(CCC3(C)C2C1)C1(C)CCC(O[Si](C)(C)C(C)(C)C)C(C)(C)C1CC4	4027.7	Semi standard non polar	33892256
Bryonolic acid,1TBDMS,isomer #2	CC1(C(=O)O[Si](C)(C)C(C)(C)C)CCC2(C)CCC3(C)C4=C(CCC3(C)C2C1)C1(C)CCC(O)C(C)(C)C1CC4	3944.8	Semi standard non polar	33892256
Bryonolic acid,2TBDMS,isomer #1	CC1(C(=O)O[Si](C)(C)C(C)(C)C)CCC2(C)CCC3(C)C4=C(CCC3(C)C2C1)C1(C)CCC(O[Si](C)(C)C(C)(C)C)C(C)(C)C1CC4	4156.2	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 - Bryonolic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-054o-0006900000-47c5495138a6a3d22434	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bryonolic acid GC-MS (2 TMS) - 70eV, Positive	splash10-000i-1000390000-ed6c99826cbc411f97a3	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bryonolic acid 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 - Bryonolic acid 10V, Positive-QTOF	splash10-052r-0001900000-5b6fbd935c1a2451f22f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bryonolic acid 20V, Positive-QTOF	splash10-01p6-0017900000-3a4e1d2d76fe46c4366b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bryonolic acid 40V, Positive-QTOF	splash10-0f7x-1239200000-40b041b6d83945f91acd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bryonolic acid 10V, Negative-QTOF	splash10-0a4i-0000900000-12a0901f1a3a919049d7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bryonolic acid 20V, Negative-QTOF	splash10-08fu-0003900000-ceee18003722bfcf79d1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bryonolic acid 40V, Negative-QTOF	splash10-0005-1009800000-72ad4e1761ea26570ae5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bryonolic acid 10V, Negative-QTOF	splash10-0a4i-0000900000-0d11296813b631a2140f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bryonolic acid 20V, Negative-QTOF	splash10-0a4i-0000900000-0d11296813b631a2140f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bryonolic acid 40V, Negative-QTOF	splash10-0a4i-0000900000-1dfe2becea314522f653	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bryonolic acid 10V, Positive-QTOF	splash10-0a4i-0000900000-8b863856556753a39895	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bryonolic acid 20V, Positive-QTOF	splash10-052v-1119500000-c9ca7ec153e935bc21e7	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bryonolic acid 40V, Positive-QTOF	splash10-01bi-3932200000-1a368c6b10899c831a40	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
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

FDB015696

KNApSAcK ID

C00029859

Chemspider ID

437577

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

500182

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1683821

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 Bryonolic acid (HMDB0036757)

MOL for HMDB0036757 (Bryonolic acid)

3D MOL for HMDB0036757 (Bryonolic acid)

3D SDF for HMDB0036757 (Bryonolic acid)

3D-SDF for HMDB0036757 (Bryonolic acid)

PDB for HMDB0036757 (Bryonolic acid)

3D PDB for HMDB0036757 (Bryonolic acid)

SMILES for HMDB0036757 (Bryonolic acid)

INCHI for HMDB0036757 (Bryonolic acid)

Structure for HMDB0036757 (Bryonolic acid)

3D Structure for HMDB0036757 (Bryonolic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra