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Showing NP-Card for Ganoderal A (NP0048398)

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Record Information
Version2.0
Created at2022-03-17 20:55:51 UTC
Updated at2022-03-17 20:55:51 UTC
NP-MRD IDNP0048398
Secondary Accession NumbersNone
Natural Product Identification
Common NameGanoderal A
DescriptionGanoderal A belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Ganoderal A is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, ganoderal a has been detected, but not quantified in, mushrooms. Ganoderal A is found in Ganoderma concinna, Ganoderma lucidum and Ganoderma pfeifferi. This could make ganoderal a a potential biomarker for the consumption of these foods.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0048398 (Ganoderal A)


  Mrv0541 02241210332D          

 32 35  0  0  0  0            999 V2000
   -2.1243   -2.4565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4104   -2.8691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6952   -2.4565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6952   -1.6354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4104   -1.2228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4104   -0.3947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6952    0.0205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0295   -0.3947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1162    0.4208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8795    0.8074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1367    1.5914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9428    1.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2000    2.5432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6512    3.1594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0088    2.7124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2660    3.4964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5206    1.2530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0708    0.6382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8123   -0.1471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964   -0.8156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8123   -1.4813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0295   -1.2228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1080   -2.0453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1243   -0.8046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1243   -1.6354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8354   -1.2228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5466   -1.6354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5466   -2.4565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2660   -2.8691    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3719   -3.4964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8354   -2.8691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3100   -3.4964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 25  1  0  0  0  0
  1 31  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4 22  1  0  0  0  0
  5  6  2  0  0  0  0
  5 25  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 19  1  0  0  0  0
  8 22  1  0  0  0  0
 10 11  1  0  0  0  0
 10 18  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 31  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
M  END
Download

3D MOL for NP0048398 (Ganoderal A)

Download
3D SDF for NP0048398 (Ganoderal A)

  Mrv0541 02241210332D          

 32 35  0  0  0  0            999 V2000
   -2.1243   -2.4565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4104   -2.8691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6952   -2.4565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6952   -1.6354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4104   -1.2228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4104   -0.3947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6952    0.0205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0295   -0.3947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1162    0.4208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8795    0.8074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1367    1.5914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9428    1.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2000    2.5432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6512    3.1594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0088    2.7124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2660    3.4964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5206    1.2530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0708    0.6382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8123   -0.1471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964   -0.8156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8123   -1.4813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0295   -1.2228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1080   -2.0453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1243   -0.8046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1243   -1.6354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8354   -1.2228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5466   -1.6354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5466   -2.4565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2660   -2.8691    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3719   -3.4964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8354   -2.8691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3100   -3.4964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 25  1  0  0  0  0
  1 31  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4 22  1  0  0  0  0
  5  6  2  0  0  0  0
  5 25  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 19  1  0  0  0  0
  8 22  1  0  0  0  0
 10 11  1  0  0  0  0
 10 18  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 31  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0048398

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(CC\C=C(/C)C=O)C1CCC2(C)C3=CCC4C(C)(C)C(=O)CCC4(C)C3=CCC12C

> <INCHI_IDENTIFIER>
InChI=1S/C30H44O2/c1-20(19-31)9-8-10-21(2)22-13-17-30(7)24-11-12-25-27(3,4)26(32)15-16-28(25,5)23(24)14-18-29(22,30)6/h9,11,14,19,21-22,25H,8,10,12-13,15-18H2,1-7H3/b20-9+

> <INCHI_KEY>
RHNFCIPJKSUUES-AWQFTUOYSA-N

> <FORMULA>
C30H44O2

> <MOLECULAR_WEIGHT>
436.6692

> <EXACT_MASS>
436.334130652

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
52.99642994476717

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E)-2-methyl-6-{2,6,6,11,15-pentamethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(17),9-dien-14-yl}hept-2-enal

> <ALOGPS_LOGP>
7.77

> <JCHEM_LOGP>
6.9413549166666675

> <ALOGPS_LOGS>
-5.94

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.635198846136834

> <JCHEM_PKA_STRONGEST_BASIC>
-4.145505095388316

> <JCHEM_POLAR_SURFACE_AREA>
34.14

> <JCHEM_REFRACTIVITY>
135.63079999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.05e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-2-methyl-6-{2,6,6,11,15-pentamethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(17),9-dien-14-yl}hept-2-enal

> <JCHEM_VEBER_RULE>
1

$$$$

Download
3D-SDF for NP0048398 (Ganoderal A)
Download
PDB for NP0048398 (Ganoderal A)
HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -3.965  -4.585   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.633  -5.356   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.298  -4.585   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.298  -3.053   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.633  -2.283   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.633  -0.737   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.298   0.038   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.055  -0.737   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.217   0.785   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.508   1.507   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.989   2.971   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.493   3.286   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.973   4.747   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.949   5.898   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.483   5.063   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       7.963   6.527   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       0.972   2.339   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.999   1.191   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.516  -0.275   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.420  -1.522   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.516  -2.765   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.055  -2.283   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.202  -3.818   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -3.965  -1.502   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -3.965  -3.053   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -5.293  -2.283   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -6.620  -3.053   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -6.620  -4.585   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -7.963  -5.356   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -6.294  -6.527   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -5.293  -5.356   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -4.312  -6.527   0.000  0.00  0.00           C+0
CONECT    1    2   25   31                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   22                                                  
CONECT    5    4    6   25                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   19   22                                             
CONECT    9    8                                                            
CONECT   10   11   18                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15                                                            
CONECT   17   18                                                            
CONECT   18   10   17   19                                                  
CONECT   19    8   18   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22    4    8   21   23                                             
CONECT   23   22                                                            
CONECT   24   25                                                            
CONECT   25    1    5   24   26                                             
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   31                                                  
CONECT   29   28                                                            
CONECT   30   31                                                            
CONECT   31    1   28   30   32                                             
CONECT   32   31                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   70    0
END

Download
3D PDB for NP0048398 (Ganoderal A)
Download
SMILES for NP0048398 (Ganoderal A)
CC(CC\C=C(/C)C=O)C1CCC2(C)C3=CCC4C(C)(C)C(=O)CCC4(C)C3=CCC12C
Download
INCHI for NP0048398 (Ganoderal A)
InChI=1S/C30H44O2/c1-20(19-31)9-8-10-21(2)22-13-17-30(7)24-11-12-25-27(3,4)26(32)15-16-28(25,5)23(24)14-18-29(22,30)6/h9,11,14,19,21-22,25H,8,10,12-13,15-18H2,1-7H3/b20-9+
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View in JSmol
Synonyms
ValueSource
(+)-Ganoderal aHMDB
3-Oxolanosta-7,9(11),24E-trien-26-alHMDB
Chemical FormulaC30H44O2
Average Mass436.6692 Da
Monoisotopic Mass436.33413 Da
IUPAC Name(2E)-2-methyl-6-{2,6,6,11,15-pentamethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(17),9-dien-14-yl}hept-2-enal
Traditional Name(2E)-2-methyl-6-{2,6,6,11,15-pentamethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(17),9-dien-14-yl}hept-2-enal
CAS Registry Number104700-98-3
SMILES
CC(CC\C=C(/C)C=O)C1CCC2(C)C3=CCC4C(C)(C)C(=O)CCC4(C)C3=CCC12C
InChI Identifier
InChI=1S/C30H44O2/c1-20(19-31)9-8-10-21(2)22-13-17-30(7)24-11-12-25-27(3,4)26(32)15-16-28(25,5)23(24)14-18-29(22,30)6/h9,11,14,19,21-22,25H,8,10,12-13,15-18H2,1-7H3/b20-9+
InChI KeyRHNFCIPJKSUUES-AWQFTUOYSA-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 concinnaFungi
Ganoderma lucidumFungi
Ganoderma pfeifferiFungi
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 homopolycyclic 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
logP7.77ALOGPS
logP6.94ChemAxon
logS-5.9ALOGPS
pKa (Strongest Acidic)19.64ChemAxon
pKa (Strongest Basic)-4.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area34.14 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity135.63 m³·mol⁻¹ChemAxon
Polarizability53 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0035983  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB014788  
KNApSAcK IDC00033850  
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound13934281  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References