NP-MRD: Showing NP-Card for 3-{[(1s,3ar,3br,5ar,7r,9ar,9br,11r,11ar)-11-(acetyloxy)-3a,3b,6,6,9a-pentamethyl-1-[(2s)-2-methyl-5-oxooxolan-2-yl]-dodecahydro-1h-cyclopenta[a]phenanthren-7-yl]oxy}-3-oxopropanoic acid (NP0221476)

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Record Information

Version

2.0

Created at

2022-09-05 23:03:51 UTC

Updated at

2022-09-05 23:03:51 UTC

NP-MRD ID

NP0221476

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-{[(1s,3ar,3br,5ar,7r,9ar,9br,11r,11ar)-11-(acetyloxy)-3a,3b,6,6,9a-pentamethyl-1-[(2s)-2-methyl-5-oxooxolan-2-yl]-dodecahydro-1h-cyclopenta[a]phenanthren-7-yl]oxy}-3-oxopropanoic acid

Description

3-{[(1R,2R,5R,7R,10R,11R,14S,15R,16R)-16-(acetyloxy)-2,6,6,10,11-pentamethyl-14-[(2S)-2-methyl-5-oxooxolan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecan-5-yl]oxy}-3-oxopropanoic acid belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. 3-{[(1s,3ar,3br,5ar,7r,9ar,9br,11r,11ar)-11-(acetyloxy)-3a,3b,6,6,9a-pentamethyl-1-[(2s)-2-methyl-5-oxooxolan-2-yl]-dodecahydro-1h-cyclopenta[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-{[(1R,2R,5R,7R,10R,11R,14S,15R,16R)-16-(acetyloxy)-2,6,6,10,11-pentamethyl-14-[(2S)-2-methyl-5-oxooxolan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecan-5-yl]oxy}-3-oxopropanoic acid.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309062201032D          

 40 44  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
    6.9024   -4.2393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3706   -4.8700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7146   -4.3845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9949   -5.1604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8070   -5.3057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4630   -5.7911    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
    0.4185   -1.9676    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1192   -1.5321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1763   -2.5392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9038   -2.1502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7586   -1.3380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3303   -0.7432    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0586   -1.2252    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  6  0  0  0
 33 34  1  1  0  0  0
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
 33 39  1  6  0  0  0
 40 32  1  1  0  0  0
  5 40  1  0  0  0  0
 28 40  1  0  0  0  0
M  END


  Mrv1652309062201032D          

 40 44  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
    6.9024   -4.2393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3706   -4.8700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7146   -4.3845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9949   -5.1604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8070   -5.3057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4630   -5.7911    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
    0.4185   -1.9676    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1192   -1.5321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1763   -2.5392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9038   -2.1502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7586   -1.3380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3303   -0.7432    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0586   -1.2252    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  6  0  0  0
 33 34  1  1  0  0  0
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
 33 39  1  6  0  0  0
 40 32  1  1  0  0  0
  5 40  1  0  0  0  0
 28 40  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0221476

> <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@@H]([C@@H]12)[C@]1(C)CCC(=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C32H48O8/c1-18(33)38-20-16-22-29(4)12-10-23(39-26(37)17-24(34)35)28(2,3)21(29)9-14-30(22,5)31(6)13-8-19(27(20)31)32(7)15-11-25(36)40-32/h19-23,27H,8-17H2,1-7H3,(H,34,35)/t19-,20+,21-,22+,23+,27-,29-,30+,31+,32-/m0/s1

> <INCHI_KEY>
COUZJTKJINDPEN-JAVKLMNMSA-N

> <FORMULA>
C32H48O8

> <MOLECULAR_WEIGHT>
560.728

> <EXACT_MASS>
560.334918506

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
88

> <JCHEM_AVERAGE_POLARIZABILITY>
61.34913586732859

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-{[(1R,2R,5R,7R,10R,11R,14S,15R,16R)-16-(acetyloxy)-2,6,6,10,11-pentamethyl-14-[(2S)-2-methyl-5-oxooxolan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-yl]oxy}-3-oxopropanoic acid

> <JCHEM_LOGP>
4.880069486333333

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.294539361855652

> <JCHEM_PKA_STRONGEST_BASIC>
-6.589026661622651

> <JCHEM_POLAR_SURFACE_AREA>
116.2

> <JCHEM_REFRACTIVITY>
145.45560000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
3-{[(1R,2R,5R,7R,10R,11R,14S,15R,16R)-16-(acetyloxy)-2,6,6,10,11-pentamethyl-14-[(2S)-2-methyl-5-oxooxolan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-yl]oxy}-3-oxopropanoic 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       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      12.885  -7.913   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      11.892  -9.091   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      14.400  -8.184   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      14.924  -9.633   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      16.440  -9.904   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      13.931 -10.810   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  C   UNK     0       0.781  -3.673   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       2.089  -2.860   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -0.329  -4.740   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -1.687  -4.014   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -1.416  -2.498   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      -2.483  -1.387   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       0.109  -2.287   0.000  0.00  0.00           O+0
HETATM   40  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   40                                                  
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   40                                             
CONECT   29   28                                                            
CONECT   30   28   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33   40                                                  
CONECT   33   32   34   35   39                                             
CONECT   34   33                                                            
CONECT   35   33   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   33                                                       
CONECT   40   32    5   28                                                  
MASTER        0    0    0    0    0    0    0    0   40    0   88    0
END

View in JSmol

Synonyms

Value	Source
3-{[(1R,2R,5R,7R,10R,11R,14S,15R,16R)-16-(acetyloxy)-2,6,6,10,11-pentamethyl-14-[(2S)-2-methyl-5-oxooxolan-2-yl]tetracyclo[8.7.0.0,.0,]heptadecan-5-yl]oxy}-3-oxopropanoate	Generator

Chemical Formula

C₃₂H₄₈O₈

Average Mass

560.7280 Da

Monoisotopic Mass

560.33492 Da

IUPAC Name

3-{[(1R,2R,5R,7R,10R,11R,14S,15R,16R)-16-(acetyloxy)-2,6,6,10,11-pentamethyl-14-[(2S)-2-methyl-5-oxooxolan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-yl]oxy}-3-oxopropanoic acid

Traditional Name

3-{[(1R,2R,5R,7R,10R,11R,14S,15R,16R)-16-(acetyloxy)-2,6,6,10,11-pentamethyl-14-[(2S)-2-methyl-5-oxooxolan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-yl]oxy}-3-oxopropanoic acid

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@@H]([C@@H]12)[C@]1(C)CCC(=O)O1

InChI Identifier

InChI=1S/C32H48O8/c1-18(33)38-20-16-22-29(4)12-10-23(39-26(37)17-24(34)35)28(2,3)21(29)9-14-30(22,5)31(6)13-8-19(27(20)31)32(7)15-11-25(36)40-32/h19-23,27H,8-17H2,1-7H3,(H,34,35)/t19-,20+,21-,22+,23+,27-,29-,30+,31+,32-/m0/s1

InChI Key

COUZJTKJINDPEN-JAVKLMNMSA-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
Steroid ester
14-alpha-methylsteroid
Steroid
Tetracarboxylic acid or derivatives
Gamma butyrolactone
1,3-dicarbonyl compound
Tetrahydrofuran
Lactone
Carboxylic acid ester
Oxacycle
Carboxylic acid
Carboxylic acid derivative
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic 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
logP	4.88	ChemAxon
pKa (Strongest Acidic)	4.29	ChemAxon
pKa (Strongest Basic)	-6.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	116.2 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	145.46 m³·mol⁻¹	ChemAxon
Polarizability	61.35 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

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

163023803

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-{[(1s,3ar,3br,5ar,7r,9ar,9br,11r,11ar)-11-(acetyloxy)-3a,3b,6,6,9a-pentamethyl-1-[(2s)-2-methyl-5-oxooxolan-2-yl]-dodecahydro-1h-cyclopenta[a]phenanthren-7-yl]oxy}-3-oxopropanoic acid (NP0221476)

MOL for NP0221476 (3-{[(1s,3ar,3br,5ar,7r,9ar,9br,11r,11ar)-11-(acetyloxy)-3a,3b,6,6,9a-pentamethyl-1-[(2s)-2-methyl-5-oxooxolan-2-yl]-dodecahydro-1h-cyclopenta[a]phenanthren-7-yl]oxy}-3-oxopropanoic acid)

3D MOL for NP0221476 (3-{[(1s,3ar,3br,5ar,7r,9ar,9br,11r,11ar)-11-(acetyloxy)-3a,3b,6,6,9a-pentamethyl-1-[(2s)-2-methyl-5-oxooxolan-2-yl]-dodecahydro-1h-cyclopenta[a]phenanthren-7-yl]oxy}-3-oxopropanoic acid)

3D SDF for NP0221476 (3-{[(1s,3ar,3br,5ar,7r,9ar,9br,11r,11ar)-11-(acetyloxy)-3a,3b,6,6,9a-pentamethyl-1-[(2s)-2-methyl-5-oxooxolan-2-yl]-dodecahydro-1h-cyclopenta[a]phenanthren-7-yl]oxy}-3-oxopropanoic acid)

3D-SDF for NP0221476 (3-{[(1s,3ar,3br,5ar,7r,9ar,9br,11r,11ar)-11-(acetyloxy)-3a,3b,6,6,9a-pentamethyl-1-[(2s)-2-methyl-5-oxooxolan-2-yl]-dodecahydro-1h-cyclopenta[a]phenanthren-7-yl]oxy}-3-oxopropanoic acid)

PDB for NP0221476 (3-{[(1s,3ar,3br,5ar,7r,9ar,9br,11r,11ar)-11-(acetyloxy)-3a,3b,6,6,9a-pentamethyl-1-[(2s)-2-methyl-5-oxooxolan-2-yl]-dodecahydro-1h-cyclopenta[a]phenanthren-7-yl]oxy}-3-oxopropanoic acid)

3D PDB for NP0221476 (3-{[(1s,3ar,3br,5ar,7r,9ar,9br,11r,11ar)-11-(acetyloxy)-3a,3b,6,6,9a-pentamethyl-1-[(2s)-2-methyl-5-oxooxolan-2-yl]-dodecahydro-1h-cyclopenta[a]phenanthren-7-yl]oxy}-3-oxopropanoic acid)

SMILES for NP0221476 (3-{[(1s,3ar,3br,5ar,7r,9ar,9br,11r,11ar)-11-(acetyloxy)-3a,3b,6,6,9a-pentamethyl-1-[(2s)-2-methyl-5-oxooxolan-2-yl]-dodecahydro-1h-cyclopenta[a]phenanthren-7-yl]oxy}-3-oxopropanoic acid)

INCHI for NP0221476 (3-{[(1s,3ar,3br,5ar,7r,9ar,9br,11r,11ar)-11-(acetyloxy)-3a,3b,6,6,9a-pentamethyl-1-[(2s)-2-methyl-5-oxooxolan-2-yl]-dodecahydro-1h-cyclopenta[a]phenanthren-7-yl]oxy}-3-oxopropanoic acid)

Structure for NP0221476 (3-{[(1s,3ar,3br,5ar,7r,9ar,9br,11r,11ar)-11-(acetyloxy)-3a,3b,6,6,9a-pentamethyl-1-[(2s)-2-methyl-5-oxooxolan-2-yl]-dodecahydro-1h-cyclopenta[a]phenanthren-7-yl]oxy}-3-oxopropanoic acid)

3D Structure for NP0221476 (3-{[(1s,3ar,3br,5ar,7r,9ar,9br,11r,11ar)-11-(acetyloxy)-3a,3b,6,6,9a-pentamethyl-1-[(2s)-2-methyl-5-oxooxolan-2-yl]-dodecahydro-1h-cyclopenta[a]phenanthren-7-yl]oxy}-3-oxopropanoic acid)