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Showing NP-Card for Epoxyganoderiol A (NP0048409)

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Record Information
Version2.0
Created at2022-03-17 20:56:01 UTC
Updated at2022-03-17 20:56:01 UTC
NP-MRD IDNP0048409
Secondary Accession NumbersNone
Natural Product Identification
Common NameEpoxyganoderiol A
DescriptionEpoxyganoderiol A belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Epoxyganoderiol A is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, epoxyganoderiol a has been detected, but not quantified in, mushrooms. Epoxyganoderiol A is found in Ganoderma lucidum . This could make epoxyganoderiol a a potential biomarker for the consumption of these foods.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0048409 (Epoxyganoderiol A)


  Mrv0541 05061308502D          

 34 38  0  0  0  0            999 V2000
    2.1583   -2.6675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4231    0.8525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4206    0.4922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3344   -1.6191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8185   -2.0212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6563    0.2981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5592   -1.0932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0302   -1.7905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5238   -2.4418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1245   -0.4595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5223   -1.7643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9587   -1.3287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1465   -1.4739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7102   -1.9095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8073    0.0035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3632    0.5635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7300   -1.5696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8474   -1.9033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3538   -1.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8026   -0.9884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5511    0.4183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8950   -0.0672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2390   -0.5527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2934   -2.3290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2708   -0.3577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7071    0.0780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.1784   -1.2788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4587   -0.5029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9447   -1.8226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3417   -2.1231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0193    1.0490    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0511   -0.4075    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0576   -2.6398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0  0  0  0
 13 12  1  0  0  0  0
 14 11  1  0  0  0  0
 15 10  1  0  0  0  0
 18  1  1  0  0  0  0
 18  8  1  0  0  0  0
 19 10  1  0  0  0  0
 19 18  1  0  0  0  0
 20 11  1  0  0  0  0
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 22 16  1  0  0  0  0
 23 12  1  0  0  0  0
 24  9  1  0  0  0  0
 25 20  2  0  0  0  0
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 26  2  1  0  0  0  0
 26  3  1  0  0  0  0
 26 22  1  0  0  0  0
 26 23  1  0  0  0  0
 27  4  1  0  0  0  0
 27 13  1  0  0  0  0
 27 20  1  0  0  0  0
 27 22  1  0  0  0  0
 28  5  1  0  0  0  0
 28 14  1  0  0  0  0
 28 19  1  0  0  0  0
 29  6  1  0  0  0  0
 29 15  1  0  0  0  0
 29 25  1  0  0  0  0
 29 28  1  0  0  0  0
 30  7  1  0  0  0  0
 30 17  1  0  0  0  0
 30 24  1  0  0  0  0
 31 17  1  0  0  0  0
 32 21  1  0  0  0  0
 33 23  2  0  0  0  0
 34 24  1  0  0  0  0
 34 30  1  0  0  0  0
M  END
Download

3D MOL for NP0048409 (Epoxyganoderiol A)

Download
3D SDF for NP0048409 (Epoxyganoderiol A)

  Mrv0541 05061308502D          

 34 38  0  0  0  0            999 V2000
    2.1583   -2.6675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4231    0.8525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4206    0.4922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3344   -1.6191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8185   -2.0212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6563    0.2981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5592   -1.0932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0302   -1.7905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5238   -2.4418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1245   -0.4595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5223   -1.7643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9587   -1.3287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1465   -1.4739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7102   -1.9095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8073    0.0035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3632    0.5635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7300   -1.5696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8474   -1.9033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3538   -1.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8026   -0.9884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5511    0.4183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8950   -0.0672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2390   -0.5527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2934   -2.3290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2708   -0.3577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7071    0.0780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6147   -0.8432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1784   -1.2788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4587   -0.5029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9447   -1.8226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3417   -2.1231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0193    1.0490    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0511   -0.4075    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0576   -2.6398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0  0  0  0
 13 12  1  0  0  0  0
 14 11  1  0  0  0  0
 15 10  1  0  0  0  0
 18  1  1  0  0  0  0
 18  8  1  0  0  0  0
 19 10  1  0  0  0  0
 19 18  1  0  0  0  0
 20 11  1  0  0  0  0
 21 16  1  0  0  0  0
 22 16  1  0  0  0  0
 23 12  1  0  0  0  0
 24  9  1  0  0  0  0
 25 20  2  0  0  0  0
 25 21  1  0  0  0  0
 26  2  1  0  0  0  0
 26  3  1  0  0  0  0
 26 22  1  0  0  0  0
 26 23  1  0  0  0  0
 27  4  1  0  0  0  0
 27 13  1  0  0  0  0
 27 20  1  0  0  0  0
 27 22  1  0  0  0  0
 28  5  1  0  0  0  0
 28 14  1  0  0  0  0
 28 19  1  0  0  0  0
 29  6  1  0  0  0  0
 29 15  1  0  0  0  0
 29 25  1  0  0  0  0
 29 28  1  0  0  0  0
 30  7  1  0  0  0  0
 30 17  1  0  0  0  0
 30 24  1  0  0  0  0
 31 17  1  0  0  0  0
 32 21  1  0  0  0  0
 33 23  2  0  0  0  0
 34 24  1  0  0  0  0
 34 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0048409

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(CCC1OC1(C)CO)C1CCC2(C)C3=C(CCC12C)C1(C)CCC(=O)C(C)(C)C1CC3O

> <INCHI_IDENTIFIER>
InChI=1S/C30H48O4/c1-18(8-9-24-30(7,17-31)34-24)19-10-15-29(6)25-20(11-14-28(19,29)5)27(4)13-12-23(33)26(2,3)22(27)16-21(25)32/h18-19,21-22,24,31-32H,8-17H2,1-7H3

> <INCHI_KEY>
XRLVMZVXPMYCSF-UHFFFAOYSA-N

> <FORMULA>
C30H48O4

> <MOLECULAR_WEIGHT>
472.6997

> <EXACT_MASS>
472.355260024

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
56.51729237930878

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
9-hydroxy-14-{4-[3-(hydroxymethyl)-3-methyloxiran-2-yl]butan-2-yl}-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-5-one

> <ALOGPS_LOGP>
5.25

> <JCHEM_LOGP>
5.0137439546666664

> <ALOGPS_LOGS>
-5.19

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.689313121411843

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.294097426635332

> <JCHEM_PKA_STRONGEST_BASIC>
-0.7271052812669948

> <JCHEM_POLAR_SURFACE_AREA>
70.06

> <JCHEM_REFRACTIVITY>
135.61909999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.07e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
9-hydroxy-14-{4-[3-(hydroxymethyl)-3-methyloxiran-2-yl]butan-2-yl}-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-5-one

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0048409 (Epoxyganoderiol A)
Download
PDB for NP0048409 (Epoxyganoderiol A)
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       4.029  -4.979   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.990   1.591   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.852   0.919   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.958  -3.022   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.261  -3.773   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.825   0.556   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.044  -2.041   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.923  -3.342   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.978  -4.558   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.966  -0.858   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.442  -3.293   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.990  -2.480   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.473  -2.751   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.926  -3.564   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.240   0.007   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.011   1.052   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -3.229  -2.930   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.448  -3.553   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.394  -2.337   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.965  -1.845   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.495   0.781   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.004  -0.125   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      13.513  -1.032   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.548  -4.347   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.972  -0.668   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      12.520   0.146   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      10.481  -1.574   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.933  -2.387   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.456  -0.939   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -1.763  -3.402   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -4.371  -3.963   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       7.503   1.958   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      15.029  -0.761   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      -1.974  -4.928   0.000  0.00  0.00           O+0
CONECT    1   18                                                            
CONECT    2   26                                                            
CONECT    3   26                                                            
CONECT    4   27                                                            
CONECT    5   28                                                            
CONECT    6   29                                                            
CONECT    7   30                                                            
CONECT    8    9   18                                                       
CONECT    9    8   24                                                       
CONECT   10   15   19                                                       
CONECT   11   14   20                                                       
CONECT   12   13   23                                                       
CONECT   13   12   27                                                       
CONECT   14   11   28                                                       
CONECT   15   10   29                                                       
CONECT   16   21   22                                                       
CONECT   17   30   31                                                       
CONECT   18    1    8   19                                                  
CONECT   19   10   18   28                                                  
CONECT   20   11   25   27                                                  
CONECT   21   16   25   32                                                  
CONECT   22   16   26   27                                                  
CONECT   23   12   26   33                                                  
CONECT   24    9   30   34                                                  
CONECT   25   20   21   29                                                  
CONECT   26    2    3   22   23                                             
CONECT   27    4   13   20   22                                             
CONECT   28    5   14   19   29                                             
CONECT   29    6   15   25   28                                             
CONECT   30    7   17   24   34                                             
CONECT   31   17                                                            
CONECT   32   21                                                            
CONECT   33   23                                                            
CONECT   34   24   30                                                       
MASTER        0    0    0    0    0    0    0    0   34    0   76    0
END

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3D PDB for NP0048409 (Epoxyganoderiol A)
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SMILES for NP0048409 (Epoxyganoderiol A)
CC(CCC1OC1(C)CO)C1CCC2(C)C3=C(CCC12C)C1(C)CCC(=O)C(C)(C)C1CC3O
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INCHI for NP0048409 (Epoxyganoderiol A)
InChI=1S/C30H48O4/c1-18(8-9-24-30(7,17-31)34-24)19-10-15-29(6)25-20(11-14-28(19,29)5)27(4)13-12-23(33)26(2,3)22(27)16-21(25)32/h18-19,21-22,24,31-32H,8-17H2,1-7H3
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SynonymsNot Available
Chemical FormulaC30H48O4
Average Mass472.6997 Da
Monoisotopic Mass472.35526 Da
IUPAC Name9-hydroxy-14-{4-[3-(hydroxymethyl)-3-methyloxiran-2-yl]butan-2-yl}-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-5-one
Traditional Name9-hydroxy-14-{4-[3-(hydroxymethyl)-3-methyloxiran-2-yl]butan-2-yl}-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-5-one
CAS Registry Number114020-56-3
SMILES
CC(CCC1OC1(C)CO)C1CCC2(C)C3=C(CCC12C)C1(C)CCC(=O)C(C)(C)C1CC3O
InChI Identifier
InChI=1S/C30H48O4/c1-18(8-9-24-30(7,17-31)34-24)19-10-15-29(6)25-20(11-14-28(19,29)5)27(4)13-12-23(33)26(2,3)22(27)16-21(25)32/h18-19,21-22,24,31-32H,8-17H2,1-7H3
InChI KeyXRLVMZVXPMYCSF-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Agaricus bisporusFooDB
    • Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...
Ganoderma lucidumFungi
Pleurotus ostreatusFooDB
    • Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...
Chemical Taxonomy
Description Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassTriterpenoids
Direct ParentTriterpenoids
Alternative ParentsNot Available
SubstituentsNot Available
Molecular FrameworkAliphatic heteropolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP5.25ALOGPS
logP5.01ChemAxon
logS-5.2ALOGPS
pKa (Strongest Acidic)14.29ChemAxon
pKa (Strongest Basic)-0.73ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area70.06 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity135.62 m³·mol⁻¹ChemAxon
Polarizability56.52 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0036001  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB014810  
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound14015434  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References