NP-MRD: Showing NP-Card for (6r)-6-[(1r,3s,3ar,5ar,7s,9as,11ar)-7-(acetyloxy)-3-hydroxy-3a,6,6,9a,11a-pentamethyl-4,10-dioxo-1h,2h,3h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-2-methyl-4-oxoheptanoic acid (NP0226356)

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Record Information

Version

1.0

Created at

2022-09-06 05:21:51 UTC

Updated at

2022-09-06 05:21:51 UTC

NP-MRD ID

NP0226356

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(6r)-6-[(1r,3s,3ar,5ar,7s,9as,11ar)-7-(acetyloxy)-3-hydroxy-3a,6,6,9a,11a-pentamethyl-4,10-dioxo-1h,2h,3h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-2-methyl-4-oxoheptanoic acid

Description

3-O-acetylganoderic acid K belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. It was first documented in 2020 (PMID: 33287467). Based on a literature review a significant number of articles have been published on 3-O-acetylganoderic acid K (PMID: 35200631) (PMID: 35887119) (PMID: 35764619) (PMID: 35650262) (PMID: 35137748) (PMID: 35033002).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309062207212D          

 40 43  0  0  1  0            999 V2000
   -2.2048   -3.9983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9498   -3.2137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5019   -2.6006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1429   -3.0422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8879   -2.2575    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0810   -2.0860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1740   -1.3014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3780   -0.6883    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4289   -0.5168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1231    0.0963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6751    0.7094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4821    0.5379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0341    1.1510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7371   -0.2467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1850   -0.8598    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4400   -1.6445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2330   -1.4171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0719   -2.1748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4202    1.4940    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2407    1.4078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8327    2.2085    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6532    2.2947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2807    2.8216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4730    2.4860    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1875    2.8985    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1875    3.7235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9019    2.4860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6164    2.8985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6164    3.7235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3309    2.4860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0454    2.8985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0454    3.7235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7598    2.4860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4743    2.8985    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7598    1.6610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3868    1.6656    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1714    1.9205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9388    1.0525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6839    0.2678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2359   -0.3453    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 15 14  1  6  0  0  0
  8 15  1  0  0  0  0
 15 16  1  0  0  0  0
  5 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 11 19  1  0  0  0  0
 19 20  1  1  0  0  0
 19 21  1  0  0  0  0
 21 22  1  1  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  6  0  0  0
 25 26  1  6  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
 24 36  1  0  0  0  0
 19 36  1  0  0  0  0
 36 37  1  6  0  0  0
 36 38  1  0  0  0  0
 38 39  1  0  0  0  0
 10 39  1  0  0  0  0
 39 40  2  0  0  0  0
M  END


  Mrv1652309062207212D          

 40 43  0  0  1  0            999 V2000
   -2.2048   -3.9983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9498   -3.2137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5019   -2.6006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1429   -3.0422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8879   -2.2575    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0810   -2.0860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1740   -1.3014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3780   -0.6883    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4289   -0.5168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1231    0.0963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6751    0.7094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4821    0.5379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0341    1.1510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7371   -0.2467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1850   -0.8598    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4400   -1.6445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2330   -1.4171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0719   -2.1748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4202    1.4940    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2407    1.4078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8327    2.2085    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6532    2.2947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2807    2.8216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4730    2.4860    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1875    2.8985    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1875    3.7235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9019    2.4860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6164    2.8985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6164    3.7235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3309    2.4860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0454    2.8985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0454    3.7235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7598    2.4860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4743    2.8985    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7598    1.6610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3868    1.6656    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1714    1.9205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9388    1.0525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6839    0.2678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2359   -0.3453    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 15 14  1  6  0  0  0
  8 15  1  0  0  0  0
 15 16  1  0  0  0  0
  5 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 11 19  1  0  0  0  0
 19 20  1  1  0  0  0
 19 21  1  0  0  0  0
 21 22  1  1  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  6  0  0  0
 25 26  1  6  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
 24 36  1  0  0  0  0
 19 36  1  0  0  0  0
 36 37  1  6  0  0  0
 36 38  1  0  0  0  0
 38 39  1  0  0  0  0
 10 39  1  0  0  0  0
 39 40  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0226356

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C32H46O8/c1-16(11-19(34)12-17(2)28(38)39)20-13-24(37)32(8)27-21(35)14-23-29(4,5)25(40-18(3)33)9-10-30(23,6)26(27)22(36)15-31(20,32)7/h16-17,20,23-25,37H,9-15H2,1-8H3,(H,38,39)/t16-,17?,20-,23+,24+,25+,30+,31-,32+/m1/s1

> <INCHI_KEY>
POQMIGQCVPIYKY-QDUVPPPZSA-N

> <FORMULA>
C32H46O8

> <MOLECULAR_WEIGHT>
558.712

> <EXACT_MASS>
558.319268441

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
86

> <JCHEM_AVERAGE_POLARIZABILITY>
61.899823562152676

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(6R)-6-[(2S,5S,7R,11R,12S,14R,15R)-5-(acetyloxy)-12-hydroxy-2,6,6,11,15-pentamethyl-9,17-dioxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-14-yl]-2-methyl-4-oxoheptanoic acid

> <JCHEM_LOGP>
3.744507314666665

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.603524265430611

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.3517584946522945

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9722002442943714

> <JCHEM_POLAR_SURFACE_AREA>
135.04000000000002

> <JCHEM_REFRACTIVITY>
148.0808

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(6R)-6-[(2S,5S,7R,11R,12S,14R,15R)-5-(acetyloxy)-12-hydroxy-2,6,6,11,15-pentamethyl-9,17-dioxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-14-yl]-2-methyl-4-oxoheptanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0      -4.116  -7.464   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.640  -5.999   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -4.670  -4.854   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      -2.133  -5.679   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -1.657  -4.214   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.151  -3.894   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.325  -2.429   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.706  -1.285   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.801  -0.965   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.230   0.180   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.260   1.324   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.767   1.004   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -3.797   2.148   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -3.242  -0.461   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.212  -1.605   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.688  -3.070   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.168  -2.645   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.868  -4.060   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.784   2.789   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.316   2.628   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.554   4.123   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -3.086   4.284   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -0.524   5.267   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.883   4.641   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.217   5.411   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.217   6.951   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.550   4.641   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.884   5.411   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       4.884   6.951   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       6.218   4.641   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       7.551   5.411   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       7.551   6.951   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       8.885   4.641   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      10.219   5.411   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       8.885   3.101   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       0.722   3.109   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       2.187   3.585   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       1.752   1.965   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       1.277   0.500   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       2.307  -0.644   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   16                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10   15                                             
CONECT    9    8                                                            
CONECT   10    8   11   39                                                  
CONECT   11   10   12   19                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14    8   16                                                  
CONECT   16   15    5   17   18                                             
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   11   20   21   36                                             
CONECT   20   19                                                            
CONECT   21   19   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25   36                                                  
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33                                                            
CONECT   36   24   19   37   38                                             
CONECT   37   36                                                            
CONECT   38   36   39                                                       
CONECT   39   38   10   40                                                  
CONECT   40   39                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   86    0
END

View in JSmol

Synonyms

Value	Source
3-O-Acetylganoderate K	Generator

Chemical Formula

C₃₂H₄₆O₈

Average Mass

558.7120 Da

Monoisotopic Mass

558.31927 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C32H46O8/c1-16(11-19(34)12-17(2)28(38)39)20-13-24(37)32(8)27-21(35)14-23-29(4,5)25(40-18(3)33)9-10-30(23,6)26(27)22(36)15-31(20,32)7/h16-17,20,23-25,37H,9-15H2,1-8H3,(H,38,39)/t16-,17?,20-,23+,24+,25+,30+,31-,32+/m1/s1

InChI Key

POQMIGQCVPIYKY-QDUVPPPZSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

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
Hydroxy bile acid, alcohol, or derivatives
Monohydroxy bile acid, alcohol, or derivatives
23-oxosteroid
Bile acid, alcohol, or derivatives
Steroid ester
Steroid acid
7-oxosteroid
14-alpha-methylsteroid
Oxosteroid
11-oxosteroid
15-hydroxysteroid
Hydroxysteroid
Steroid
Medium-chain keto acid
Gamma-keto acid
Cyclohexenone
Dicarboxylic acid or derivatives
Keto acid
Cyclic alcohol
Carboxylic acid ester
Secondary alcohol
Ketone
Carboxylic acid
Carboxylic acid derivative
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Alcohol
Organic oxygen compound
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00054810

Chemspider ID

78441213

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101491701

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Grzegorczyk-Karolak I, Krzeminska M, Kiss AK, Olszewska MA, Owczarek A: Phytochemical Profile and Antioxidant Activity of Aerial and Underground Parts of Salvia bulleyana Diels. Plants. Metabolites. 2020 Dec 3;10(12). pii: metabo10120497. doi: 10.3390/metabo10120497. [PubMed:33287467 ]
Shah MD, Venmathi Maran BA, Shaleh SRM, Zuldin WH, Gnanaraj C, Yong YS: Therapeutic Potential and Nutraceutical Profiling of North Bornean Seaweeds: A Review. Mar Drugs. 2022 Jan 25;20(2):101. doi: 10.3390/md20020101. [PubMed:35200631 ]
Krzeminska M, Owczarek A, Olszewska MA, Grzegorczyk-Karolak I: In Vitro Strategy for the Enhancement of the Production of Bioactive Polyphenols in Transformed Roots of Salvia bulleyana. Int J Mol Sci. 2022 Jul 14;23(14):7771. doi: 10.3390/ijms23147771. [PubMed:35887119 ]
Kishi T, Sakuma K, Iwata N: Mitochondrial modulators for obsessive-compulsive and related disorders: a systematic review and meta-analysis. Transl Psychiatry. 2022 Jun 28;12(1):263. doi: 10.1038/s41398-022-02026-5. [PubMed:35764619 ]
Deraspe M, Boisvert S, Laviolette F, Roy PH, Corbeil J: Flexible protein database based on amino acid k-mers. Sci Rep. 2022 Jun 1;12(1):9101. doi: 10.1038/s41598-022-12843-9. [PubMed:35650262 ]
Ayoub IM, George MY, Menze ET, Mahmoud M, Botros M, Essam M, Ashmawy I, Shendi P, Hany A, Galal M, Ayman M, Labib RM: Insights into the neuroprotective effects of Salvia officinalis L. and Salvia microphylla Kunth in the memory impairment rat model. Food Funct. 2022 Feb 21;13(4):2253-2268. doi: 10.1039/d1fo02988f. [PubMed:35137748 ]
Rojano E, Jabato FM, Perkins JR, Cordoba-Caballero J, Garcia-Criado F, Sillitoe I, Orengo C, Ranea JAG, Seoane-Zonjic P: Assigning protein function from domain-function associations using DomFun. BMC Bioinformatics. 2022 Jan 15;23(1):43. doi: 10.1186/s12859-022-04565-6. [PubMed:35033002 ]
Madani M, Lin K, Tarakanova A: DSResSol: A Sequence-Based Solubility Predictor Created with Dilated Squeeze Excitation Residual Networks. Int J Mol Sci. 2021 Dec 17;22(24):13555. doi: 10.3390/ijms222413555. [PubMed:34948354 ]
Silva AM, Felix LM, Teixeira I, Martins-Gomes C, Schafer J, Souto EB, Santos DJ, Bunzel M, Nunes FM: Orange thyme: Phytochemical profiling, in vitro bioactivities of extracts and potential health benefits. Food Chem X. 2021 Nov 25;12:100171. doi: 10.1016/j.fochx.2021.100171. eCollection 2021 Dec 30. [PubMed:34901827 ]
Ercan S, Ramadan B, Gerenli O: Order of draw of blood samples affect potassium results without K-EDTA contamination during routine workflow. Biochem Med (Zagreb). 2021 Jun 15;31(2):020704. doi: 10.11613/BM.2021.020704. Epub 2021 Apr 15. [PubMed:33927554 ]
Jaiswal K, Saraiya S, Rathod VK: Intensification of Enzymatic Synthesis of Decyl Oleate Using Ultrasound in Solvent Free System: Kinetic, Thermodynamic and Physicochemical Study. J Oleo Sci. 2021;70(4):559-570. doi: 10.5650/jos.ess20235. [PubMed:33814515 ]
Vicheva M, Sato T, Takagaki T, Baba Y, Ikeda M, Burrow MF, Nikaido T, Tagami J: Effect of repair systems on dentin bonding performance. Dent Mater J. 2021 Jul 31;40(4):903-910. doi: 10.4012/dmj.2020-277. Epub 2021 Mar 27. [PubMed:33775983 ]
Wang L, Xiong Q, Li P, Chen G, Tariq N, Wu C: The negative charge of the 343 site is essential for maintaining physiological functions of CXCR4. BMC Mol Cell Biol. 2021 Jan 23;22(1):8. doi: 10.1186/s12860-021-00347-9. [PubMed:33485325 ]
ValizadehAslani T, Zhao Z, Sokhansanj BA, Rosen GL: Amino Acid k-mer Feature Extraction for Quantitative Antimicrobial Resistance (AMR) Prediction by Machine Learning and Model Interpretation for Biological Insights. Biology (Basel). 2020 Oct 28;9(11):365. doi: 10.3390/biology9110365. [PubMed:33126516 ]
Hoa NT, Van Bay M, Mechler A, Vo QV: Is Usnic Acid a Promising Radical Scavenger? ACS Omega. 2020 Jul 7;5(28):17715-17720. doi: 10.1021/acsomega.0c02306. eCollection 2020 Jul 21. [PubMed:32715258 ]
LOTUS database [Link]

Showing NP-Card for (6r)-6-[(1r,3s,3ar,5ar,7s,9as,11ar)-7-(acetyloxy)-3-hydroxy-3a,6,6,9a,11a-pentamethyl-4,10-dioxo-1h,2h,3h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-2-methyl-4-oxoheptanoic acid (NP0226356)

MOL for NP0226356 ((6r)-6-[(1r,3s,3ar,5ar,7s,9as,11ar)-7-(acetyloxy)-3-hydroxy-3a,6,6,9a,11a-pentamethyl-4,10-dioxo-1h,2h,3h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-2-methyl-4-oxoheptanoic acid)

3D MOL for NP0226356 ((6r)-6-[(1r,3s,3ar,5ar,7s,9as,11ar)-7-(acetyloxy)-3-hydroxy-3a,6,6,9a,11a-pentamethyl-4,10-dioxo-1h,2h,3h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-2-methyl-4-oxoheptanoic acid)

3D SDF for NP0226356 ((6r)-6-[(1r,3s,3ar,5ar,7s,9as,11ar)-7-(acetyloxy)-3-hydroxy-3a,6,6,9a,11a-pentamethyl-4,10-dioxo-1h,2h,3h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-2-methyl-4-oxoheptanoic acid)

3D-SDF for NP0226356 ((6r)-6-[(1r,3s,3ar,5ar,7s,9as,11ar)-7-(acetyloxy)-3-hydroxy-3a,6,6,9a,11a-pentamethyl-4,10-dioxo-1h,2h,3h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-2-methyl-4-oxoheptanoic acid)

PDB for NP0226356 ((6r)-6-[(1r,3s,3ar,5ar,7s,9as,11ar)-7-(acetyloxy)-3-hydroxy-3a,6,6,9a,11a-pentamethyl-4,10-dioxo-1h,2h,3h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-2-methyl-4-oxoheptanoic acid)

3D PDB for NP0226356 ((6r)-6-[(1r,3s,3ar,5ar,7s,9as,11ar)-7-(acetyloxy)-3-hydroxy-3a,6,6,9a,11a-pentamethyl-4,10-dioxo-1h,2h,3h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-2-methyl-4-oxoheptanoic acid)

SMILES for NP0226356 ((6r)-6-[(1r,3s,3ar,5ar,7s,9as,11ar)-7-(acetyloxy)-3-hydroxy-3a,6,6,9a,11a-pentamethyl-4,10-dioxo-1h,2h,3h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-2-methyl-4-oxoheptanoic acid)

INCHI for NP0226356 ((6r)-6-[(1r,3s,3ar,5ar,7s,9as,11ar)-7-(acetyloxy)-3-hydroxy-3a,6,6,9a,11a-pentamethyl-4,10-dioxo-1h,2h,3h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-2-methyl-4-oxoheptanoic acid)

Structure for NP0226356 ((6r)-6-[(1r,3s,3ar,5ar,7s,9as,11ar)-7-(acetyloxy)-3-hydroxy-3a,6,6,9a,11a-pentamethyl-4,10-dioxo-1h,2h,3h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-2-methyl-4-oxoheptanoic acid)

3D Structure for NP0226356 ((6r)-6-[(1r,3s,3ar,5ar,7s,9as,11ar)-7-(acetyloxy)-3-hydroxy-3a,6,6,9a,11a-pentamethyl-4,10-dioxo-1h,2h,3h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-2-methyl-4-oxoheptanoic acid)