MiMeDB: Showing metabocard for Tsugaric acid B (MMDBc0014154)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 05:16:44 UTC

Update Date

2022-12-15 22:51:44 UTC

Metabolite ID

MMDBc0014154

Metabolite Identification

Common Name

Tsugaric acid B

Description

Tsugaric acid B, also known as tsugarate b, belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Based on a literature review very few articles have been published on Tsugaric acid B.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152107162D          

 44 47  0  0  1  0            999 V2000
    8.1843   -1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4698   -3.1021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7553   -1.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0571   -2.7877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6649   -1.4486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4531   -2.1583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2749   -3.3278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7569   -2.7522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1068   -0.9196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0409   -2.2771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3264   -1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2327   -1.1455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4258   -1.3170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0819   -3.1563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3391   -3.6708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4679   -3.4993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8888   -2.9847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0042   -0.8726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4698   -2.2771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7553   -1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2501   -2.6162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6119   -2.2771    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5298   -2.5432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7848   -1.7586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8112   -1.0441    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1708   -2.1016    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8911   -3.0578    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8974   -1.8646    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6119   -3.1021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6362   -2.2731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7229   -2.7147    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1438   -2.2001    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5917   -1.5870    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9952   -1.8316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4243   -0.4920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3264   -3.5146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8974   -3.5146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6981   -3.2293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0409   -1.4521    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6119   -1.4521    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5977   -0.2472    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3812   -1.4885    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4431   -2.4447    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1830   -1.4521    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0  0  0  0
 13 12  1  0  0  0  0
 16 15  1  0  0  0  0
 17 14  1  0  0  0  0
 19  1  2  0  0  0  0
 19  2  1  0  0  0  0
 20  3  1  0  0  0  0
 20 10  1  0  0  0  0
 20 19  1  0  0  0  0
 21  4  1  0  0  0  0
 22 11  1  1  0  0  0
 23 14  1  0  0  0  0
 24 12  1  0  0  0  0
 24 23  2  0  0  0  0
 25 18  1  0  0  0  0
 26 13  1  0  0  0  0
 27 15  1  0  0  0  0
 28 22  1  1  0  0  0
 28 25  1  0  0  0  0
 29 22  1  0  0  0  0
 30  5  1  0  0  0  0
 30  6  1  0  0  0  0
 30 26  1  0  0  0  0
 30 27  1  0  0  0  0
 31  7  1  6  0  0  0
 31 16  1  0  0  0  0
 31 23  1  0  0  0  0
 31 26  1  0  0  0  0
 32  8  1  6  0  0  0
 32 17  1  0  0  0  0
 32 28  1  0  0  0  0
 33  9  1  1  0  0  0
 33 18  1  0  0  0  0
 33 24  1  0  0  0  0
 33 32  1  0  0  0  0
 34 21  2  0  0  0  0
 25 35  1  1  0  0  0
 36 29  2  0  0  0  0
 37 29  1  0  0  0  0
 38 21  1  0  0  0  0
 27 38  1  1  0  0  0
 39 20  1  0  0  0  0
 22 40  1  6  0  0  0
 25 41  1  6  0  0  0
 26 42  1  1  0  0  0
 27 43  1  6  0  0  0
 28 44  1  1  0  0  0
M  END


  Mrv1652305152107162D          

 44 47  0  0  1  0            999 V2000
    8.1843   -1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4698   -3.1021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7553   -1.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0571   -2.7877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6649   -1.4486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4531   -2.1583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2749   -3.3278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7569   -2.7522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1068   -0.9196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0409   -2.2771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3264   -1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2327   -1.1455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4258   -1.3170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0819   -3.1563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3391   -3.6708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4679   -3.4993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8888   -2.9847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0042   -0.8726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4698   -2.2771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7553   -1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2501   -2.6162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6119   -2.2771    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5298   -2.5432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7848   -1.7586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8112   -1.0441    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1708   -2.1016    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8911   -3.0578    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8974   -1.8646    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6119   -3.1021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6362   -2.2731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7229   -2.7147    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1438   -2.2001    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5917   -1.5870    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9952   -1.8316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4243   -0.4920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3264   -3.5146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8974   -3.5146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6981   -3.2293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0409   -1.4521    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6119   -1.4521    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5977   -0.2472    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3812   -1.4885    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4431   -2.4447    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1830   -1.4521    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0  0  0  0
 13 12  1  0  0  0  0
 16 15  1  0  0  0  0
 17 14  1  0  0  0  0
 19  1  2  0  0  0  0
 19  2  1  0  0  0  0
 20  3  1  0  0  0  0
 20 10  1  0  0  0  0
 20 19  1  0  0  0  0
 21  4  1  0  0  0  0
 22 11  1  1  0  0  0
 23 14  1  0  0  0  0
 24 12  1  0  0  0  0
 24 23  2  0  0  0  0
 25 18  1  0  0  0  0
 26 13  1  0  0  0  0
 27 15  1  0  0  0  0
 28 22  1  1  0  0  0
 28 25  1  0  0  0  0
 29 22  1  0  0  0  0
 30  5  1  0  0  0  0
 30  6  1  0  0  0  0
 30 26  1  0  0  0  0
 30 27  1  0  0  0  0
 31  7  1  6  0  0  0
 31 16  1  0  0  0  0
 31 23  1  0  0  0  0
 31 26  1  0  0  0  0
 32  8  1  6  0  0  0
 32 17  1  0  0  0  0
 32 28  1  0  0  0  0
 33  9  1  1  0  0  0
 33 18  1  0  0  0  0
 33 24  1  0  0  0  0
 33 32  1  0  0  0  0
 34 21  2  0  0  0  0
 25 35  1  1  0  0  0
 36 29  2  0  0  0  0
 37 29  1  0  0  0  0
 38 21  1  0  0  0  0
 27 38  1  1  0  0  0
 39 20  1  0  0  0  0
 22 40  1  6  0  0  0
 25 41  1  6  0  0  0
 26 42  1  1  0  0  0
 27 43  1  6  0  0  0
 28 44  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0014154

> <DATABASE_NAME>
MIME

> <SMILES>
[H]C(C)(CC[C@@]([H])(C(O)=O)[C@@]1([H])[C@]([H])(O)C[C@@]2(C)C3=C(CC[C@]12C)[C@@]1(C)CC[C@@]([H])(OC(C)=O)C(C)(C)[C@]1([H])CC3)C(C)=C

> <INCHI_IDENTIFIER>
InChI=1S/C33H52O5/c1-19(2)20(3)10-11-22(29(36)37)28-25(35)18-33(9)24-12-13-26-30(5,6)27(38-21(4)34)15-16-31(26,7)23(24)14-17-32(28,33)8/h20,22,25-28,35H,1,10-18H2,2-9H3,(H,36,37)/t20?,22-,25-,26+,27-,28+,31-,32-,33+/m1/s1

> <INCHI_KEY>
ZCMJUAGNOJTZBJ-MJWPTZKTSA-N

> <FORMULA>
C33H52O5

> <MOLECULAR_WEIGHT>
528.774

> <EXACT_MASS>
528.381474774

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
90

> <JCHEM_AVERAGE_POLARIZABILITY>
62.816771307979664

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-2-[(2S,5R,7R,11R,13R,14R,15R)-5-(acetyloxy)-13-hydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-14-yl]-5,6-dimethylhept-6-enoic acid

> <ALOGPS_LOGP>
6.31

> <JCHEM_LOGP>
6.119711318

> <ALOGPS_LOGS>
-5.44

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.901648297353546

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.7736831298168525

> <JCHEM_PKA_STRONGEST_BASIC>
-2.854174423549309

> <JCHEM_POLAR_SURFACE_AREA>
83.83

> <JCHEM_REFRACTIVITY>
150.4561

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.94e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-2-[(2S,5R,7R,11R,13R,14R,15R)-5-(acetyloxy)-13-hydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-14-yl]-5,6-dimethylhept-6-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-MAY-21         0                                  
HETATM    1  C   UNK     0      15.277  -3.481   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.944  -5.791   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.610  -1.941   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.707  -5.204   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.241  -2.704   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.712  -4.029   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.380  -6.212   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.013  -5.137   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.933  -1.717   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.276  -4.251   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.943  -3.481   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.301  -2.138   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.795  -2.458   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.886  -5.892   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.633  -6.852   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.873  -6.532   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.392  -5.572   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.608  -1.629   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      13.944  -4.251   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.610  -3.481   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.200  -4.884   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.609  -4.251   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.856  -4.747   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.332  -3.283   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.114  -1.949   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.319  -3.923   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.663  -5.708   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       7.275  -3.481   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       8.609  -5.791   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -1.187  -4.243   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       1.349  -5.067   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.868  -4.107   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.838  -2.962   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      -3.724  -3.419   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       8.259  -0.918   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       9.943  -6.561   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       7.275  -6.561   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      -3.170  -6.028   0.000  0.00  0.00           O+0
HETATM   39  H   UNK     0      11.276  -2.711   0.000  0.00  0.00           H+0
HETATM   40  H   UNK     0       8.609  -2.711   0.000  0.00  0.00           H+0
HETATM   41  H   UNK     0       6.716  -0.461   0.000  0.00  0.00           H+0
HETATM   42  H   UNK     0      -0.712  -2.779   0.000  0.00  0.00           H+0
HETATM   43  H   UNK     0      -2.694  -4.563   0.000  0.00  0.00           H+0
HETATM   44  H   UNK     0       5.942  -2.711   0.000  0.00  0.00           H+0
CONECT    1   19                                                            
CONECT    2   19                                                            
CONECT    3   20                                                            
CONECT    4   21                                                            
CONECT    5   30                                                            
CONECT    6   30                                                            
CONECT    7   31                                                            
CONECT    8   32                                                            
CONECT    9   33                                                            
CONECT   10   11   20                                                       
CONECT   11   10   22                                                       
CONECT   12   13   24                                                       
CONECT   13   12   26                                                       
CONECT   14   17   23                                                       
CONECT   15   16   27                                                       
CONECT   16   15   31                                                       
CONECT   17   14   32                                                       
CONECT   18   25   33                                                       
CONECT   19    1    2   20                                                  
CONECT   20    3   10   19   39                                             
CONECT   21    4   34   38                                                  
CONECT   22   11   28   29   40                                             
CONECT   23   14   24   31                                                  
CONECT   24   12   23   33                                                  
CONECT   25   18   28   35   41                                             
CONECT   26   13   30   31   42                                             
CONECT   27   15   30   38   43                                             
CONECT   28   22   25   32   44                                             
CONECT   29   22   36   37                                                  
CONECT   30    5    6   26   27                                             
CONECT   31    7   16   23   26                                             
CONECT   32    8   17   28   33                                             
CONECT   33    9   18   24   32                                             
CONECT   34   21                                                            
CONECT   35   25                                                            
CONECT   36   29                                                            
CONECT   37   29                                                            
CONECT   38   21   27                                                       
CONECT   39   20                                                            
CONECT   40   22                                                            
CONECT   41   25                                                            
CONECT   42   26                                                            
CONECT   43   27                                                            
CONECT   44   28                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   94    0
END

Synonyms

Value	Source
Tsugarate b	Generator

Molecular Formula

C₃₃H₅₂O₅

Average Mass

528.774

Monoisotopic Mass

528.381474774

IUPAC Name

(2R)-2-[(2S,5R,7R,11R,13R,14R,15R)-5-(acetyloxy)-13-hydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-14-yl]-5,6-dimethylhept-6-enoic acid

Traditional Name

(2R)-2-[(2S,5R,7R,11R,13R,14R,15R)-5-(acetyloxy)-13-hydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-14-yl]-5,6-dimethylhept-6-enoic acid

CAS Registry Number

Not Available

SMILES

[H]C(C)(CC[C@@]([H])(C(O)=O)[C@@]1([H])[C@]([H])(O)C[C@@]2(C)C3=C(CC[C@]12C)[C@@]1(C)CC[C@@]([H])(OC(C)=O)C(C)(C)[C@]1([H])CC3)C(C)=C

InChI Identifier

InChI=1S/C33H52O5/c1-19(2)20(3)10-11-22(29(36)37)28-25(35)18-33(9)24-12-13-26-30(5,6)27(38-21(4)34)15-16-31(26,7)23(24)14-17-32(28,33)8/h20,22,25-28,35H,1,10-18H2,2-9H3,(H,36,37)/t20?,22-,25-,26+,27-,28+,31-,32-,33+/m1/s1

InChI Key

ZCMJUAGNOJTZBJ-MJWPTZKTSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
Monohydroxy bile acid, alcohol, or derivatives
Hydroxy bile acid, alcohol, or derivatives
Bile acid, alcohol, or derivatives
Steroid ester
Steroid acid
14-alpha-methylsteroid
16-hydroxysteroid
16-alpha-hydroxysteroid
Hydroxysteroid
Steroid
Medium-chain fatty acid
Hydroxy fatty acid
Fatty acyl
Fatty acid
Unsaturated fatty acid
Dicarboxylic acid or derivatives
Cyclic alcohol
Secondary alcohol
Carboxylic acid ester
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
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	0.0019 g/L	ALOGPS
logP	6.31	ALOGPS
logP	6.12	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	4.77	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	83.83 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	150.46 m³·mol⁻¹	ChemAxon
Polarizability	62.82 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Not Available

Biological Properties

Cellular Locations

Extracellular

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

Metabolic Reactions

Not Available

Health Effects and Bioactivity

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

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Basidiomycota	3	Human feces	Metabolic reconstruction

Exposure Sources

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

C00058001

Chemspider ID

78441294

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101936600

PDB ID

Not Available

ChEBI ID

172732

Food Biomarker Ontology

Not Available

References

Synthesis Reference

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 Tsugaric acid B (MMDBc0014154)

MOL for #<Metabolite:0x00007fdb54dfbee8>

3D MOL for #<Metabolite:0x00007fdb54dfbee8>

3D SDF for #<Metabolite:0x00007fdb54dfbee8>

3D-SDF for #<Metabolite:0x00007fdb54dfbee8>

PDB for #<Metabolite:0x00007fdb54dfbee8>

3D PDB for #<Metabolite:0x00007fdb54dfbee8>

SMILES for #<Metabolite:0x00007fdb54dfbee8>

INCHI for #<Metabolite:0x00007fdb54dfbee8>

Structure for #<Metabolite:0x00007fdb54dfbee8>

3D Structure for #<Metabolite:0x00007fdb54dfbee8>