NP-MRD: Showing NP-Card for 3-{[(1r,3ar,3br,5ar,7r,9ar,9br,11r,11ar)-11-(acetyloxy)-1-[(2s,4e)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-1-hydroxy-3a,3b,6,6,9a-pentamethyl-dodecahydrocyclopenta[a]phenanthren-7-yl]oxy}-3-oxopropanoic acid (NP0301538)

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Record Information

Version

2.0

Created at

2022-09-10 14:34:32 UTC

Updated at

2022-09-10 14:34:32 UTC

NP-MRD ID

NP0301538

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-{[(1r,3ar,3br,5ar,7r,9ar,9br,11r,11ar)-11-(acetyloxy)-1-[(2s,4e)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-1-hydroxy-3a,3b,6,6,9a-pentamethyl-dodecahydrocyclopenta[a]phenanthren-7-yl]oxy}-3-oxopropanoic acid

Description

3-Oxo-3-[[(20S,23E)-12beta-acetoxy-17alpha,20,25-trihydroxydammar-23-en-3alpha-yl]oxy]propionic acid belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. 3-{[(1r,3ar,3br,5ar,7r,9ar,9br,11r,11ar)-11-(acetyloxy)-1-[(2s,4e)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-1-hydroxy-3a,3b,6,6,9a-pentamethyl-dodecahydrocyclopenta[a]phenanthren-7-yl]oxy}-3-oxopropanoic acid is found in Betula pendula. Based on a literature review very few articles have been published on 3-Oxo-3-[[(20S,23E)-12beta-acetoxy-17alpha,20,25-trihydroxydammar-23-en-3alpha-yl]oxy]propionic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102216342D          

 44 47  0  0  1  0            999 V2000
    3.3449   -0.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5328   -0.5547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2525    0.2212    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0009   -1.1854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2812   -1.9614    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0934   -2.1066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3737   -2.8825    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1858   -3.0277    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9055   -2.2518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7176   -2.3970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5297   -2.5422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8100   -3.3182    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.6221   -3.4634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1540   -2.8327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9661   -2.9779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8737   -2.0567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7494   -2.5921    0.0000 C   0  0  1  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
  7  6  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  8 10  1  0  0  0  0
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  8 23  1  0  0  0  0
 23 24  1  6  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
  7 26  1  0  0  0  0
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 40 43  1  0  0  0  0
 44 32  1  1  0  0  0
  5 44  1  0  0  0  0
 28 44  1  0  0  0  0
M  END

     RDKit          3D

100103  0  0  0  0  0  0  0  0999 V2000
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   -2.3505   -0.6846    3.3339 C   0  0  0  0  0  0  0  0  0  0  0  0
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 22 67  1  0
 22 68  1  0
 23 69  1  6
 24 70  1  0
 24 71  1  0
 25 72  1  0
 25 73  1  0
 27 74  1  0
 27 75  1  0
 27 76  1  0
 29 77  1  0
 29 78  1  0
 29 79  1  0
 30 80  1  0
 30 81  1  0
 31 82  1  0
 31 83  1  0
 33 84  1  0
 44100  1  6
 35 85  1  0
 35 86  1  0
 35 87  1  0
 36 88  1  0
 37 89  1  0
 37 90  1  0
 38 91  1  0
 39 92  1  0
 41 93  1  0
 41 94  1  0
 41 95  1  0
 42 96  1  0
 42 97  1  0
 42 98  1  0
 43 99  1  0
M  END


  Mrv1652309102216342D          

 44 47  0  0  1  0            999 V2000
    3.3449   -0.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5328   -0.5547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2525    0.2212    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0009   -1.1854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2812   -1.9614    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0934   -2.1066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3737   -2.8825    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1858   -3.0277    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9055   -2.2518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7176   -2.3970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5297   -2.5422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8100   -3.3182    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.6221   -3.4634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1540   -2.8327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9661   -2.9779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8737   -2.0567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4055   -1.4260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1252   -0.6501    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2176   -1.5712    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2782   -3.9489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9917   -4.3631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9942   -4.7234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4661   -3.8037    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9343   -4.4344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1221   -4.2891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8418   -3.5132    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3100   -4.1439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0297   -3.3680    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9702   -4.1909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3784   -3.8744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6955   -3.4114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9249   -2.6189    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9844   -1.7960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1127   -2.4737    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2580   -1.6616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0325   -3.2858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6994   -2.3285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2312   -2.9592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0433   -2.8140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5751   -3.4447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1070   -4.0754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2059   -2.9128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9444   -3.9765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7494   -2.5921    0.0000 C   0  0  1  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
  7  6  1  6  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  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 12 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 20 23  1  0  0  0  0
  8 23  1  0  0  0  0
 23 24  1  6  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
  7 26  1  0  0  0  0
 26 27  1  6  0  0  0
 26 28  1  0  0  0  0
 28 29  1  1  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  1  0  0  0
 32 34  1  6  0  0  0
 34 35  1  6  0  0  0
 34 36  1  6  0  0  0
 34 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 40 42  1  0  0  0  0
 40 43  1  0  0  0  0
 44 32  1  1  0  0  0
  5 44  1  0  0  0  0
 28 44  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0301538

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)O[C@@H]1C[C@@H]2[C@@]3(C)CC[C@@H](OC(=O)CC(O)=O)C(C)(C)[C@@H]3CC[C@@]2(C)[C@]2(C)CC[C@@](O)([C@@H]12)[C@@](C)(O)C\C=C\C(C)(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C35H56O9/c1-21(36)43-22-19-24-31(6)15-12-25(44-27(39)20-26(37)38)30(4,5)23(31)11-16-32(24,7)33(8)17-18-35(42,28(22)33)34(9,41)14-10-13-29(2,3)40/h10,13,22-25,28,40-42H,11-12,14-20H2,1-9H3,(H,37,38)/b13-10+/t22-,23+,24-,25-,28+,31+,32-,33-,34+,35-/m1/s1

> <INCHI_KEY>
OITYFEGPXGMPAP-JNNIKVRZSA-N

> <FORMULA>
C35H56O9

> <MOLECULAR_WEIGHT>
620.824

> <EXACT_MASS>
620.392433383

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
100

> <JCHEM_AVERAGE_POLARIZABILITY>
69.58906867899174

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-{[(1R,2R,5R,7R,10R,11R,14R,15R,16R)-16-(acetyloxy)-14-[(2S,4E)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-14-hydroxy-2,6,6,10,11-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-yl]oxy}-3-oxopropanoic acid

> <JCHEM_LOGP>
3.9950783633333335

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.2603894224547

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.294539938107785

> <JCHEM_PKA_STRONGEST_BASIC>
-1.582274477633629

> <JCHEM_POLAR_SURFACE_AREA>
150.59

> <JCHEM_REFRACTIVITY>
165.18400000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
3-{[(1R,2R,5R,7R,10R,11R,14R,15R,16R)-16-(acetyloxy)-14-[(2S,4E)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-14-hydroxy-2,6,6,10,11-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-yl]oxy}-3-oxopropanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0       6.244  -1.307   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.728  -1.036   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       4.205   0.413   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       3.735  -2.213   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       4.258  -3.661   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.774  -3.932   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.297  -5.381   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.813  -5.652   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.290  -4.203   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.806  -4.474   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.322  -4.746   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.845  -6.194   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      12.361  -6.465   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      13.354  -5.288   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      14.870  -5.559   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      12.831  -3.839   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      13.824  -2.662   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      13.300  -1.214   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      15.340  -2.933   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       9.853  -7.371   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.184  -8.144   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.322  -8.817   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.337  -7.100   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.344  -8.277   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.828  -8.006   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.305  -6.558   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.312  -7.735   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.789  -6.287   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.678  -7.823   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.573  -7.232   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       1.298  -6.368   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       1.726  -4.889   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       1.838  -3.353   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       0.210  -4.618   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       0.482  -3.102   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      -0.061  -6.133   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      -1.306  -4.346   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -2.298  -5.524   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -3.814  -5.253   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -4.807  -6.430   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -5.800  -7.607   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -5.984  -5.437   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      -3.630  -7.423   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0       3.266  -4.839   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   44                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   26                                                  
CONECT    8    7    9   10   23                                             
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   20                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   12   21   22   23                                             
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   20    8   24                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25    7   27   28                                             
CONECT   27   26                                                            
CONECT   28   26   29   30   44                                             
CONECT   29   28                                                            
CONECT   30   28   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33   34   44                                             
CONECT   33   32                                                            
CONECT   34   32   35   36   37                                             
CONECT   35   34                                                            
CONECT   36   34                                                            
CONECT   37   34   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41   42   43                                             
CONECT   41   40                                                            
CONECT   42   40                                                            
CONECT   43   40                                                            
CONECT   44   32    5   28                                                  
MASTER        0    0    0    0    0    0    0    0   44    0   94    0
END

View in JSmol

Synonyms

Value	Source
3-oxo-3-[[(20S,23E)-12b-Acetoxy-17a,20,25-trihydroxydammar-23-en-3a-yl]oxy]propionate	Generator
3-oxo-3-[[(20S,23E)-12b-Acetoxy-17a,20,25-trihydroxydammar-23-en-3a-yl]oxy]propionic acid	Generator
3-oxo-3-[[(20S,23E)-12beta-Acetoxy-17alpha,20,25-trihydroxydammar-23-en-3alpha-yl]oxy]propionate	Generator
3-oxo-3-[[(20S,23E)-12Β-acetoxy-17α,20,25-trihydroxydammar-23-en-3α-yl]oxy]propionate	Generator
3-oxo-3-[[(20S,23E)-12Β-acetoxy-17α,20,25-trihydroxydammar-23-en-3α-yl]oxy]propionic acid	Generator

Chemical Formula

C₃₅H₅₆O₉

Average Mass

620.8240 Da

Monoisotopic Mass

620.39243 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC(=O)O[C@@H]1C[C@@H]2[C@@]3(C)CC[C@@H](OC(=O)CC(O)=O)C(C)(C)[C@@H]3CC[C@@]2(C)[C@]2(C)CC[C@@](O)([C@@H]12)[C@@](C)(O)C\C=C\C(C)(C)O

InChI Identifier

InChI=1S/C35H56O9/c1-21(36)43-22-19-24-31(6)15-12-25(44-27(39)20-26(37)38)30(4,5)23(31)11-16-32(24,7)33(8)17-18-35(42,28(22)33)34(9,41)14-10-13-29(2,3)40/h10,13,22-25,28,40-42H,11-12,14-20H2,1-9H3,(H,37,38)/b13-10+/t22-,23+,24-,25-,28+,31+,32-,33-,34+,35-/m1/s1

InChI Key

OITYFEGPXGMPAP-JNNIKVRZSA-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

Species Name	Source	Reference
Betula pendula	LOTUS Database	35616633

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
25-hydroxysteroid
20-hydroxysteroid
Steroid ester
Hydroxysteroid
14-alpha-methylsteroid
17-hydroxysteroid
Steroid
Tricarboxylic acid or derivatives
1,3-dicarbonyl compound
Tertiary alcohol
Cyclic alcohol
Carboxylic acid ester
Carboxylic acid
Carboxylic acid derivative
Organooxygen compound
Alcohol
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Carbonyl group
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

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

102586238

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-{[(1r,3ar,3br,5ar,7r,9ar,9br,11r,11ar)-11-(acetyloxy)-1-[(2s,4e)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-1-hydroxy-3a,3b,6,6,9a-pentamethyl-dodecahydrocyclopenta[a]phenanthren-7-yl]oxy}-3-oxopropanoic acid (NP0301538)

MOL for NP0301538 (3-{[(1r,3ar,3br,5ar,7r,9ar,9br,11r,11ar)-11-(acetyloxy)-1-[(2s,4e)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-1-hydroxy-3a,3b,6,6,9a-pentamethyl-dodecahydrocyclopenta[a]phenanthren-7-yl]oxy}-3-oxopropanoic acid)

3D MOL for NP0301538 (3-{[(1r,3ar,3br,5ar,7r,9ar,9br,11r,11ar)-11-(acetyloxy)-1-[(2s,4e)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-1-hydroxy-3a,3b,6,6,9a-pentamethyl-dodecahydrocyclopenta[a]phenanthren-7-yl]oxy}-3-oxopropanoic acid)

3D SDF for NP0301538 (3-{[(1r,3ar,3br,5ar,7r,9ar,9br,11r,11ar)-11-(acetyloxy)-1-[(2s,4e)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-1-hydroxy-3a,3b,6,6,9a-pentamethyl-dodecahydrocyclopenta[a]phenanthren-7-yl]oxy}-3-oxopropanoic acid)

3D-SDF for NP0301538 (3-{[(1r,3ar,3br,5ar,7r,9ar,9br,11r,11ar)-11-(acetyloxy)-1-[(2s,4e)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-1-hydroxy-3a,3b,6,6,9a-pentamethyl-dodecahydrocyclopenta[a]phenanthren-7-yl]oxy}-3-oxopropanoic acid)

PDB for NP0301538 (3-{[(1r,3ar,3br,5ar,7r,9ar,9br,11r,11ar)-11-(acetyloxy)-1-[(2s,4e)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-1-hydroxy-3a,3b,6,6,9a-pentamethyl-dodecahydrocyclopenta[a]phenanthren-7-yl]oxy}-3-oxopropanoic acid)

3D PDB for NP0301538 (3-{[(1r,3ar,3br,5ar,7r,9ar,9br,11r,11ar)-11-(acetyloxy)-1-[(2s,4e)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-1-hydroxy-3a,3b,6,6,9a-pentamethyl-dodecahydrocyclopenta[a]phenanthren-7-yl]oxy}-3-oxopropanoic acid)

SMILES for NP0301538 (3-{[(1r,3ar,3br,5ar,7r,9ar,9br,11r,11ar)-11-(acetyloxy)-1-[(2s,4e)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-1-hydroxy-3a,3b,6,6,9a-pentamethyl-dodecahydrocyclopenta[a]phenanthren-7-yl]oxy}-3-oxopropanoic acid)

INCHI for NP0301538 (3-{[(1r,3ar,3br,5ar,7r,9ar,9br,11r,11ar)-11-(acetyloxy)-1-[(2s,4e)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-1-hydroxy-3a,3b,6,6,9a-pentamethyl-dodecahydrocyclopenta[a]phenanthren-7-yl]oxy}-3-oxopropanoic acid)

Structure for NP0301538 (3-{[(1r,3ar,3br,5ar,7r,9ar,9br,11r,11ar)-11-(acetyloxy)-1-[(2s,4e)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-1-hydroxy-3a,3b,6,6,9a-pentamethyl-dodecahydrocyclopenta[a]phenanthren-7-yl]oxy}-3-oxopropanoic acid)

3D Structure for NP0301538 (3-{[(1r,3ar,3br,5ar,7r,9ar,9br,11r,11ar)-11-(acetyloxy)-1-[(2s,4e)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-1-hydroxy-3a,3b,6,6,9a-pentamethyl-dodecahydrocyclopenta[a]phenanthren-7-yl]oxy}-3-oxopropanoic acid)