MiMeDB: Showing metabocard for Hopene (MMDBc0001735)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2021-05-14 19:53:36 UTC

Update Date

2025-10-07 16:04:30 UTC

Metabolite ID

MMDBc0001735

Metabolite Identification

Common Name

Hopene

Description

Hopene is a triterpenoid metabolite described in biomedical literature. Research indicates significant evolutionary divergence between diterpenoid and triterpenoid cyclases, with the triterpenoid cyclase subtree rooted between squalene-hopene cyclases and sterol cyclases, suggesting complex evolutionary relationships (PMID:40827364 ). Further analysis reveals an elevated evolutionary rate in the enzyme active site of squalene-hopene cyclase, potentially indicative of positive selection (PMID:40827364 ). Similar findings highlight the evolutionary links of key enzymes, including phytoene synthase and squalene-hopene cyclase, to gene copies in Cyanobacteria across diverse ecological environments (PMID:40687852 ). The fission yeast Schizosaccharomyces japonicus has also acquired a squalene-hopene cyclase through horizontal gene transfer, illustrating the metabolic versatility of this compound (PMID:40195311 ). However, the water insolubility and structural instability of squalene-hopene cyclase present challenges for industrial applications (PMID:39986529 ). Notably, a scale-up experiment demonstrated an environmentally friendly production mode for hopene, achieving significant conversion rates with minimal additives (PMID:39986529 ). Despite these insights, literature on hopene remains limited, with genome analysis revealing significant gene similarities to known biosynthetic clusters (PMID:39329906 ).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305142121532D          

 39 43  0  0  1  0            999 V2000
    6.7542    0.9126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1725    0.6354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2460    0.1191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7775    2.4612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2265    2.3832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4964    0.2589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9994    0.1453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4357   -0.7064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4233    2.3581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8143   -0.1637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8763    2.4083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0514    2.3958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4259    2.0101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1463    0.2840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8466    0.2338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8249    1.6375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4016    2.3707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6672    2.3342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3213    0.2714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6715    0.2463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2765   -1.5159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9735    0.6458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3521    1.1884    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5478    1.0046    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4233    0.9419    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2996    1.7002    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6498    1.6751    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4016    0.9293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1245    1.7127    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8249    1.6625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8980    0.9795    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0731    0.9670    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8979   -2.0585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5949    0.1031    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1507    0.3884    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7229    0.9921    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0217    0.2212    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4747    1.6876    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2482    0.9544    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  8  1  0  0  0  0
 12 11  1  0  0  0  0
 16  9  1  0  0  0  0
 17  9  1  0  0  0  0
 18 13  1  0  0  0  0
 19 14  1  0  0  0  0
 20 15  2  0  0  0  0
 21  8  1  0  0  0  0
 22  1  1  0  0  0  0
 22 10  1  0  0  0  0
 23 13  1  0  0  0  0
 23 22  1  6  0  0  0
 24 14  1  0  0  0  0
 24 23  1  0  0  0  0
 25 15  1  0  0  0  0
 26 11  1  0  0  0  0
 27 12  1  0  0  0  0
 28  2  1  0  0  0  0
 28  3  1  0  0  0  0
 28 16  1  0  0  0  0
 28 25  1  0  0  0  0
 29  4  1  6  0  0  0
 29 18  1  0  0  0  0
 29 24  1  0  0  0  0
 29 26  1  0  0  0  0
 30  5  1  1  0  0  0
 30 17  1  0  0  0  0
 30 25  1  0  0  0  0
 30 27  1  0  0  0  0
 31  6  1  6  0  0  0
 31 19  1  0  0  0  0
 31 26  1  0  0  0  0
 32  7  1  1  0  0  0
 32 20  1  0  0  0  0
 32 27  1  0  0  0  0
 32 31  1  0  0  0  0
 33 21  1  0  0  0  0
 34 22  1  0  0  0  0
 23 35  1  1  0  0  0
 24 36  1  1  0  0  0
 25 37  1  6  0  0  0
 26 38  1  1  0  0  0
 27 39  1  6  0  0  0
M  END


  Mrv1652305142121532D          

 39 43  0  0  1  0            999 V2000
    6.7542    0.9126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1725    0.6354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2460    0.1191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7775    2.4612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2265    2.3832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4964    0.2589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9994    0.1453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4357   -0.7064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4233    2.3581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8143   -0.1637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8763    2.4083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0514    2.3958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4259    2.0101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1463    0.2840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8466    0.2338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8249    1.6375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4016    2.3707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6672    2.3342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3213    0.2714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6715    0.2463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2765   -1.5159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9735    0.6458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3521    1.1884    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5478    1.0046    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4233    0.9419    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2996    1.7002    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6498    1.6751    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4016    0.9293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1245    1.7127    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8249    1.6625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8980    0.9795    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0731    0.9670    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8979   -2.0585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5949    0.1031    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1507    0.3884    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7229    0.9921    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0217    0.2212    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4747    1.6876    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2482    0.9544    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  8  1  0  0  0  0
 12 11  1  0  0  0  0
 16  9  1  0  0  0  0
 17  9  1  0  0  0  0
 18 13  1  0  0  0  0
 19 14  1  0  0  0  0
 20 15  2  0  0  0  0
 21  8  1  0  0  0  0
 22  1  1  0  0  0  0
 22 10  1  0  0  0  0
 23 13  1  0  0  0  0
 23 22  1  6  0  0  0
 24 14  1  0  0  0  0
 24 23  1  0  0  0  0
 25 15  1  0  0  0  0
 26 11  1  0  0  0  0
 27 12  1  0  0  0  0
 28  2  1  0  0  0  0
 28  3  1  0  0  0  0
 28 16  1  0  0  0  0
 28 25  1  0  0  0  0
 29  4  1  6  0  0  0
 29 18  1  0  0  0  0
 29 24  1  0  0  0  0
 29 26  1  0  0  0  0
 30  5  1  1  0  0  0
 30 17  1  0  0  0  0
 30 25  1  0  0  0  0
 30 27  1  0  0  0  0
 31  6  1  6  0  0  0
 31 19  1  0  0  0  0
 31 26  1  0  0  0  0
 32  7  1  1  0  0  0
 32 20  1  0  0  0  0
 32 27  1  0  0  0  0
 32 31  1  0  0  0  0
 33 21  1  0  0  0  0
 34 22  1  0  0  0  0
 23 35  1  1  0  0  0
 24 36  1  1  0  0  0
 25 37  1  6  0  0  0
 26 38  1  1  0  0  0
 27 39  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0001735

> <DATABASE_NAME>
MIME

> <SMILES>
[H]C(C)(CCCO)[C@@]1([H])CC[C@@]2(C)[C@@]1([H])CC[C@]1(C)[C@]2([H])CC[C@]2([H])[C@@]3(C)CCCC(C)(C)[C@]3([H])C=C[C@@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C32H54O/c1-22(10-8-21-33)23-13-18-29(4)24(23)14-19-31(6)26(29)11-12-27-30(5)17-9-16-28(2,3)25(30)15-20-32(27,31)7/h15,20,22-27,33H,8-14,16-19,21H2,1-7H3/t22?,23-,24+,25+,26-,27-,29+,30+,31-,32-/m1/s1

> <INCHI_KEY>
VXEJZIAQQHPIHP-BPLMESIISA-N

> <FORMULA>
C32H54O

> <MOLECULAR_WEIGHT>
454.783

> <EXACT_MASS>
454.417466359

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
87

> <JCHEM_AVERAGE_POLARIZABILITY>
58.51191466657684

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-[(1R,2R,5S,6R,9S,10R,13R,14R,19S)-1,2,9,14,18,18-hexamethylpentacyclo[11.8.0.0^{2,10}.0^{5,9}.0^{14,19}]henicos-20-en-6-yl]pentan-1-ol

> <ALOGPS_LOGP>
6.66

> <JCHEM_LOGP>
8.117040415666667

> <ALOGPS_LOGS>
-7.61

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.785711923402303

> <JCHEM_PKA_STRONGEST_BASIC>
-2.017729604703832

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
141.86259999999993

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.12e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[(1R,2R,5S,6R,9S,10R,13R,14R,19S)-1,2,9,14,18,18-hexamethylpentacyclo[11.8.0.0^{2,10}.0^{5,9}.0^{14,19}]henicos-20-en-6-yl]pentan-1-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 14-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-MAY-21         0                                  
HETATM    1  C   UNK     0      12.608   1.704   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.189   1.186   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.459   0.222   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.051   4.594   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.289   4.449   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.660   0.483   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.732   0.271   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.013  -1.319   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.790   4.402   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.853  -0.306   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.369   4.495   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.829   4.472   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.128   3.752   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.740   0.530   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.580   0.436   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.540   3.057   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.750   4.425   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.712   4.357   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.200   0.507   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.120   0.460   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.716  -2.830   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.151   1.205   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.991   2.218   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.489   1.875   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.790   1.758   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.159   3.174   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.080   3.127   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -0.750   1.735   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       7.699   3.197   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       1.540   3.103   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.410   1.828   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       3.870   1.805   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      12.876  -3.843   0.000  0.00  0.00           O+0
HETATM   34  H   UNK     0      12.311   0.192   0.000  0.00  0.00           H+0
HETATM   35  H   UNK     0       9.615   0.725   0.000  0.00  0.00           H+0
HETATM   36  H   UNK     0       6.949   1.852   0.000  0.00  0.00           H+0
HETATM   37  H   UNK     0       0.041   0.413   0.000  0.00  0.00           H+0
HETATM   38  H   UNK     0       4.619   3.150   0.000  0.00  0.00           H+0
HETATM   39  H   UNK     0       2.330   1.782   0.000  0.00  0.00           H+0
CONECT    1   22                                                            
CONECT    2   28                                                            
CONECT    3   28                                                            
CONECT    4   29                                                            
CONECT    5   30                                                            
CONECT    6   31                                                            
CONECT    7   32                                                            
CONECT    8   10   21                                                       
CONECT    9   16   17                                                       
CONECT   10    8   22                                                       
CONECT   11   12   26                                                       
CONECT   12   11   27                                                       
CONECT   13   18   23                                                       
CONECT   14   19   24                                                       
CONECT   15   20   25                                                       
CONECT   16    9   28                                                       
CONECT   17    9   30                                                       
CONECT   18   13   29                                                       
CONECT   19   14   31                                                       
CONECT   20   15   32                                                       
CONECT   21    8   33                                                       
CONECT   22    1   10   23   34                                             
CONECT   23   13   22   24   35                                             
CONECT   24   14   23   29   36                                             
CONECT   25   15   28   30   37                                             
CONECT   26   11   29   31   38                                             
CONECT   27   12   30   32   39                                             
CONECT   28    2    3   16   25                                             
CONECT   29    4   18   24   26                                             
CONECT   30    5   17   25   27                                             
CONECT   31    6   19   26   32                                             
CONECT   32    7   20   27   31                                             
CONECT   33   21                                                            
CONECT   34   22                                                            
CONECT   35   23                                                            
CONECT   36   24                                                            
CONECT   37   25                                                            
CONECT   38   26                                                            
CONECT   39   27                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   86    0
END

Synonyms

Not Available

Molecular Formula

C₃₂H₅₄O

Average Mass

454.783

Monoisotopic Mass

454.417466359

IUPAC Name

4-[(1R,2R,5S,6R,9S,10R,13R,14R,19S)-1,2,9,14,18,18-hexamethylpentacyclo[11.8.0.0^{2,10}.0^{5,9}.0^{14,19}]henicos-20-en-6-yl]pentan-1-ol

Traditional Name

4-[(1R,2R,5S,6R,9S,10R,13R,14R,19S)-1,2,9,14,18,18-hexamethylpentacyclo[11.8.0.0^{2,10}.0^{5,9}.0^{14,19}]henicos-20-en-6-yl]pentan-1-ol

CAS Registry Number

Not Available

SMILES

[H]C(C)(CCCO)[C@@]1([H])CC[C@@]2(C)[C@@]1([H])CC[C@]1(C)[C@]2([H])CC[C@]2([H])[C@@]3(C)CCCC(C)(C)[C@]3([H])C=C[C@@]12C

InChI Identifier

InChI=1S/C32H54O/c1-22(10-8-21-33)23-13-18-29(4)24(23)14-19-31(6)26(29)11-12-27-30(5)17-9-16-28(2,3)25(30)15-20-32(27,31)7/h15,20,22-27,33H,8-14,16-19,21H2,1-7H3/t22?,23-,24+,25+,26-,27-,29+,30+,31-,32-/m1/s1

InChI Key

VXEJZIAQQHPIHP-BPLMESIISA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hopanoids. These are terpenoids containing hopane skeleton(A'-Neogammacerane), a pentacyclic structure with four cyclohexane rings and one cyclopentane ring (and often, a side chain emerging from C30).

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Hopanoids

Direct Parent

Hopanoids

Alternative Parents

Substituents

Triterpenoid
Hopane-skeleton
24-hydroxysteroid
Steroid
Delta-1-steroid
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	1.1e-05 g/L	ALOGPS
logP	6.66	ALOGPS
logP	8.12	ChemAxon
logS	-7.6	ALOGPS
pKa (Strongest Acidic)	16.79	ChemAxon
pKa (Strongest Basic)	-2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	141.86 m³·mol⁻¹	ChemAxon
Polarizability	58.51 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	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_1_1) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2022-08-09	View Spectrum
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	284.2
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-23	46.3
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-23	785.8
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	1279.2
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-23	1357.5
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-23	913.4
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	4030.2
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (void)	2025-10-23	111.8
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	428.3
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	1279.3
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	810.5
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	363.5
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	354.6
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (void)	2025-10-23	9.6
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	419.9
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	923.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	697.3
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	2462.6
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	2445.4

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	Hopene_TMS_1	CC(CCCO[Si](C)(C)C)[C@H]1CC[C@@]2(C)[C@H]1CC[C@]1(C)[C@@H]2CC[C@@H]2[C@@]3(C)CCCC(C)(C)[C@@H]3C=C[C@]21C	standard non polar	2025-10-23	1093.1
Gas Chromatography	Hopene_TMS_1	CC(CCCO[Si](C)(C)C)[C@H]1CC[C@@]2(C)[C@H]1CC[C@]1(C)[C@@H]2CC[C@@H]2[C@@]3(C)CCCC(C)(C)[C@@H]3C=C[C@]21C	standard polar	2025-10-23	2140.65

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
Bacteria/Eubacteria	Proteobacteria	1	Human ; Human subgingival plaque	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

78436347

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101012596

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 Hopene (MMDBc0001735)

MOL for #<Metabolite:0x00007f9aa0248fa0>

3D MOL for #<Metabolite:0x00007f9aa0248fa0>

3D SDF for #<Metabolite:0x00007f9aa0248fa0>

3D-SDF for #<Metabolite:0x00007f9aa0248fa0>

PDB for #<Metabolite:0x00007f9aa0248fa0>

3D PDB for #<Metabolite:0x00007f9aa0248fa0>

SMILES for #<Metabolite:0x00007f9aa0248fa0>

INCHI for #<Metabolite:0x00007f9aa0248fa0>

Structure for #<Metabolite:0x00007f9aa0248fa0>

3D Structure for #<Metabolite:0x00007f9aa0248fa0>