NP-MRD: Showing NP-Card for (1s,3r,5s,7s,9r,10s,12r,14r,15s,18r,19r,22r)-9,10,22-trihydroxy-19-[(5r)-5-hydroxy-2,5-dihydrofuran-3-yl]-7,18-dimethyl-4,6,11-trioxahexacyclo[12.11.0.0³,¹².0⁵,¹⁰.0¹⁵,²³.0¹⁸,²²]pentacos-23-ene-14-carbaldehyde (NP0220747)

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Record Information

Version

2.0

Created at

2022-09-05 22:08:54 UTC

Updated at

2022-09-05 22:08:55 UTC

NP-MRD ID

NP0220747

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,3r,5s,7s,9r,10s,12r,14r,15s,18r,19r,22r)-9,10,22-trihydroxy-19-[(5r)-5-hydroxy-2,5-dihydrofuran-3-yl]-7,18-dimethyl-4,6,11-trioxahexacyclo[12.11.0.0³,¹².0⁵,¹⁰.0¹⁵,²³.0¹⁸,²²]pentacos-23-ene-14-carbaldehyde

Description

(1S,3R,5S,7S,9R,10S,12R,14R,15S,18R,19R,22R)-9,10,22-trihydroxy-19-[(5R)-5-hydroxy-2,5-dihydrofuran-3-yl]-7,18-dimethyl-4,6,11-trioxahexacyclo[12.11.0.0³,¹².0⁵,¹⁰.0¹⁵,²³.0¹⁸,²²]Pentacos-23-ene-14-carbaldehyde belongs to the class of organic compounds known as 19-oxosteroids. These are steroid derivatives carrying a C=O group at the 19-position of the steroid skeleton. (1s,3r,5s,7s,9r,10s,12r,14r,15s,18r,19r,22r)-9,10,22-trihydroxy-19-[(5r)-5-hydroxy-2,5-dihydrofuran-3-yl]-7,18-dimethyl-4,6,11-trioxahexacyclo[12.11.0.0³,¹².0⁵,¹⁰.0¹⁵,²³.0¹⁸,²²]pentacos-23-ene-14-carbaldehyde is found in Asclepias humistrata. Based on a literature review very few articles have been published on (1S,3R,5S,7S,9R,10S,12R,14R,15S,18R,19R,22R)-9,10,22-trihydroxy-19-[(5R)-5-hydroxy-2,5-dihydrofuran-3-yl]-7,18-dimethyl-4,6,11-trioxahexacyclo[12.11.0.0³,¹².0⁵,¹⁰.0¹⁵,²³.0¹⁸,²²]Pentacos-23-ene-14-carbaldehyde.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309062200082D          

 38 44  0  0  1  0            999 V2000
   -5.8483   -1.3583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0675   -1.0917    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9081   -0.2822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1274   -0.0155    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9680    0.7939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5061   -0.5583    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3467    0.2511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7254   -0.2917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1041   -0.8344    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3234   -0.5678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7021   -1.1106    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5427   -0.3011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1640    0.2417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8615   -1.9200    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2402   -2.4628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5405   -2.1961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6999   -1.3867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0786   -0.8439    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2380   -0.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0188    0.2322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6401   -0.3106    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8832    0.4778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4591   -0.2120    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8609    0.5085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5141    1.2571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1188    1.8182    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0203    2.6373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8394    1.4165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6800    0.6070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8060   -0.9606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2012   -1.5218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4806   -1.1200    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4067   -1.9417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6422   -2.1867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2635   -1.6439    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0442   -1.9106    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6655   -1.3678    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4462   -1.6345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  1  0  0  0
  4  6  1  0  0  0  0
  6  7  1  1  0  0  0
  6  8  1  0  0  0  0
  9  8  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 12 13  2  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 18 17  1  1  0  0  0
 11 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  1  0  0  0
 21 23  1  0  0  0  0
 23 24  1  1  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  6  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 24 29  1  0  0  0  0
 23 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 17 32  1  0  0  0  0
 21 32  1  0  0  0  0
 32 33  1  1  0  0  0
 14 34  1  0  0  0  0
 34 35  1  0  0  0  0
  9 35  1  0  0  0  0
 35 36  1  1  0  0  0
 37 36  1  6  0  0  0
  6 37  1  0  0  0  0
 37 38  1  0  0  0  0
  2 38  1  0  0  0  0
M  END


  Mrv1652309062200082D          

 38 44  0  0  1  0            999 V2000
   -5.8483   -1.3583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0675   -1.0917    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9081   -0.2822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1274   -0.0155    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9680    0.7939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5061   -0.5583    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3467    0.2511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7254   -0.2917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1041   -0.8344    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3234   -0.5678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7021   -1.1106    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5427   -0.3011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1640    0.2417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8615   -1.9200    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2402   -2.4628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5405   -2.1961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6999   -1.3867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0786   -0.8439    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2380   -0.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0188    0.2322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6401   -0.3106    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8832    0.4778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4591   -0.2120    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8609    0.5085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5141    1.2571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1188    1.8182    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0203    2.6373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8394    1.4165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6800    0.6070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8060   -0.9606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2012   -1.5218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4806   -1.1200    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4067   -1.9417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6422   -2.1867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2635   -1.6439    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0442   -1.9106    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6655   -1.3678    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4462   -1.6345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  1  0  0  0
  4  6  1  0  0  0  0
  6  7  1  1  0  0  0
  6  8  1  0  0  0  0
  9  8  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 12 13  2  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 18 17  1  1  0  0  0
 11 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  1  0  0  0
 21 23  1  0  0  0  0
 23 24  1  1  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  6  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 24 29  1  0  0  0  0
 23 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 17 32  1  0  0  0  0
 21 32  1  0  0  0  0
 32 33  1  1  0  0  0
 14 34  1  0  0  0  0
 34 35  1  0  0  0  0
  9 35  1  0  0  0  0
 35 36  1  1  0  0  0
 37 36  1  6  0  0  0
  6 37  1  0  0  0  0
 37 38  1  0  0  0  0
  2 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0220747

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1C[C@@H](O)[C@]2(O)O[C@@H]3C[C@@]4(C=O)[C@@H](CC=C5[C@@H]4CC[C@]4(C)[C@H](CC[C@]54O)C4=C[C@H](O)OC4)C[C@H]3O[C@@H]2O1

> <INCHI_IDENTIFIER>
InChI=1S/C29H40O9/c1-15-9-23(31)29(34)25(36-15)37-21-11-17-3-4-20-19(27(17,14-30)12-22(21)38-29)5-7-26(2)18(6-8-28(20,26)33)16-10-24(32)35-13-16/h4,10,14-15,17-19,21-25,31-34H,3,5-9,11-13H2,1-2H3/t15-,17-,18+,19-,21+,22+,23+,24+,25-,26+,27+,28-,29-/m0/s1

> <INCHI_KEY>
XJFZJOVVIIPPEQ-IWVLFTDVSA-N

> <FORMULA>
C29H40O9

> <MOLECULAR_WEIGHT>
532.63

> <EXACT_MASS>
532.267232868

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
78

> <JCHEM_AVERAGE_POLARIZABILITY>
57.12884206368307

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,3R,5S,7S,9R,10S,12R,14R,15S,18R,19R,22R)-9,10,22-trihydroxy-19-[(5R)-5-hydroxy-2,5-dihydrofuran-3-yl]-7,18-dimethyl-4,6,11-trioxahexacyclo[12.11.0.0^{3,12}.0^{5,10}.0^{15,23}.0^{18,22}]pentacos-23-ene-14-carbaldehyde

> <JCHEM_LOGP>
1.2156907426666654

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.07410453404873

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.458863720052195

> <JCHEM_PKA_STRONGEST_BASIC>
-0.08255759569478582

> <JCHEM_POLAR_SURFACE_AREA>
134.91

> <JCHEM_REFRACTIVITY>
135.44119999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1S,3R,5S,7S,9R,10S,12R,14R,15S,18R,19R,22R)-9,10,22-trihydroxy-19-[(5R)-5-hydroxy-2,5-dihydrofuran-3-yl]-7,18-dimethyl-4,6,11-trioxahexacyclo[12.11.0.0^{3,12}.0^{5,10}.0^{15,23}.0^{18,22}]pentacos-23-ene-14-carbaldehyde

> <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     -10.917  -2.536   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -9.459  -2.038   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -9.162  -0.527   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -7.704  -0.029   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -7.407   1.482   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -6.545  -1.042   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -6.247   0.469   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -5.087  -0.544   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -3.928  -1.558   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.470  -1.060   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.311  -2.073   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.013  -0.562   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -2.173   0.451   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -1.608  -3.584   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.448  -4.597   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.009  -4.099   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.307  -2.588   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.147  -1.575   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.444  -0.064   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.902   0.433   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.061  -0.580   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.515   0.892   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.590  -0.396   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.340   0.949   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.693   2.347   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.822   3.394   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       5.638   4.923   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       7.167   2.644   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       6.869   1.133   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.238  -1.793   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.109  -2.841   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       2.764  -2.091   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       2.626  -3.625   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      -3.065  -4.082   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -4.225  -3.069   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      -5.683  -3.566   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      -6.842  -2.553   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      -8.300  -3.051   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   38                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    8   37                                             
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10   35                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   14   18                                             
CONECT   12   11   13                                                       
CONECT   13   12                                                            
CONECT   14   11   15   34                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   32                                                  
CONECT   18   17   11   19                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23   32                                             
CONECT   22   21                                                            
CONECT   23   21   24   30                                                  
CONECT   24   23   25   29                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   24                                                       
CONECT   30   23   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   17   21   33                                             
CONECT   33   32                                                            
CONECT   34   14   35                                                       
CONECT   35   34    9   36                                                  
CONECT   36   35   37                                                       
CONECT   37   36    6   38                                                  
CONECT   38   37    2                                                       
MASTER        0    0    0    0    0    0    0    0   38    0   88    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₉H₄₀O₉

Average Mass

532.6300 Da

Monoisotopic Mass

532.26723 Da

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

C[C@H]1C[C@@H](O)[C@]2(O)O[C@@H]3C[C@@]4(C=O)[C@@H](CC=C5[C@@H]4CC[C@]4(C)[C@H](CC[C@]54O)C4=C[C@H](O)OC4)C[C@H]3O[C@@H]2O1

InChI Identifier

InChI=1S/C29H40O9/c1-15-9-23(31)29(34)25(36-15)37-21-11-17-3-4-20-19(27(17,14-30)12-22(21)38-29)5-7-26(2)18(6-8-28(20,26)33)16-10-24(32)35-13-16/h4,10,14-15,17-19,21-25,31-34H,3,5-9,11-13H2,1-2H3/t15-,17-,18+,19-,21+,22+,23+,24+,25-,26+,27+,28-,29-/m0/s1

InChI Key

XJFZJOVVIIPPEQ-IWVLFTDVSA-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
Asclepias humistrata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 19-oxosteroids. These are steroid derivatives carrying a C=O group at the 19-position of the steroid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Oxosteroids

Direct Parent

19-oxosteroids

Alternative Parents

Substituents

19-oxosteroid
14-hydroxysteroid
Hydroxysteroid
Delta-7-steroid
Para-dioxane
Oxane
Cyclic alcohol
Dihydrofuran
Tertiary alcohol
Hemiacetal
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Acetal
Polyol
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Aldehyde
Alcohol
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	1.22	ChemAxon
pKa (Strongest Acidic)	9.46	ChemAxon
pKa (Strongest Basic)	-0.083	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	134.91 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	135.44 m³·mol⁻¹	ChemAxon
Polarizability	57.13 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	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

162968684

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,3r,5s,7s,9r,10s,12r,14r,15s,18r,19r,22r)-9,10,22-trihydroxy-19-[(5r)-5-hydroxy-2,5-dihydrofuran-3-yl]-7,18-dimethyl-4,6,11-trioxahexacyclo[12.11.0.0³,¹².0⁵,¹⁰.0¹⁵,²³.0¹⁸,²²]pentacos-23-ene-14-carbaldehyde (NP0220747)

MOL for NP0220747 ((1s,3r,5s,7s,9r,10s,12r,14r,15s,18r,19r,22r)-9,10,22-trihydroxy-19-[(5r)-5-hydroxy-2,5-dihydrofuran-3-yl]-7,18-dimethyl-4,6,11-trioxahexacyclo[12.11.0.0³,¹².0⁵,¹⁰.0¹⁵,²³.0¹⁸,²²]pentacos-23-ene-14-carbaldehyde)

3D MOL for NP0220747 ((1s,3r,5s,7s,9r,10s,12r,14r,15s,18r,19r,22r)-9,10,22-trihydroxy-19-[(5r)-5-hydroxy-2,5-dihydrofuran-3-yl]-7,18-dimethyl-4,6,11-trioxahexacyclo[12.11.0.0³,¹².0⁵,¹⁰.0¹⁵,²³.0¹⁸,²²]pentacos-23-ene-14-carbaldehyde)

3D SDF for NP0220747 ((1s,3r,5s,7s,9r,10s,12r,14r,15s,18r,19r,22r)-9,10,22-trihydroxy-19-[(5r)-5-hydroxy-2,5-dihydrofuran-3-yl]-7,18-dimethyl-4,6,11-trioxahexacyclo[12.11.0.0³,¹².0⁵,¹⁰.0¹⁵,²³.0¹⁸,²²]pentacos-23-ene-14-carbaldehyde)

3D-SDF for NP0220747 ((1s,3r,5s,7s,9r,10s,12r,14r,15s,18r,19r,22r)-9,10,22-trihydroxy-19-[(5r)-5-hydroxy-2,5-dihydrofuran-3-yl]-7,18-dimethyl-4,6,11-trioxahexacyclo[12.11.0.0³,¹².0⁵,¹⁰.0¹⁵,²³.0¹⁸,²²]pentacos-23-ene-14-carbaldehyde)

PDB for NP0220747 ((1s,3r,5s,7s,9r,10s,12r,14r,15s,18r,19r,22r)-9,10,22-trihydroxy-19-[(5r)-5-hydroxy-2,5-dihydrofuran-3-yl]-7,18-dimethyl-4,6,11-trioxahexacyclo[12.11.0.0³,¹².0⁵,¹⁰.0¹⁵,²³.0¹⁸,²²]pentacos-23-ene-14-carbaldehyde)

3D PDB for NP0220747 ((1s,3r,5s,7s,9r,10s,12r,14r,15s,18r,19r,22r)-9,10,22-trihydroxy-19-[(5r)-5-hydroxy-2,5-dihydrofuran-3-yl]-7,18-dimethyl-4,6,11-trioxahexacyclo[12.11.0.0³,¹².0⁵,¹⁰.0¹⁵,²³.0¹⁸,²²]pentacos-23-ene-14-carbaldehyde)

SMILES for NP0220747 ((1s,3r,5s,7s,9r,10s,12r,14r,15s,18r,19r,22r)-9,10,22-trihydroxy-19-[(5r)-5-hydroxy-2,5-dihydrofuran-3-yl]-7,18-dimethyl-4,6,11-trioxahexacyclo[12.11.0.0³,¹².0⁵,¹⁰.0¹⁵,²³.0¹⁸,²²]pentacos-23-ene-14-carbaldehyde)

INCHI for NP0220747 ((1s,3r,5s,7s,9r,10s,12r,14r,15s,18r,19r,22r)-9,10,22-trihydroxy-19-[(5r)-5-hydroxy-2,5-dihydrofuran-3-yl]-7,18-dimethyl-4,6,11-trioxahexacyclo[12.11.0.0³,¹².0⁵,¹⁰.0¹⁵,²³.0¹⁸,²²]pentacos-23-ene-14-carbaldehyde)

Structure for NP0220747 ((1s,3r,5s,7s,9r,10s,12r,14r,15s,18r,19r,22r)-9,10,22-trihydroxy-19-[(5r)-5-hydroxy-2,5-dihydrofuran-3-yl]-7,18-dimethyl-4,6,11-trioxahexacyclo[12.11.0.0³,¹².0⁵,¹⁰.0¹⁵,²³.0¹⁸,²²]pentacos-23-ene-14-carbaldehyde)

3D Structure for NP0220747 ((1s,3r,5s,7s,9r,10s,12r,14r,15s,18r,19r,22r)-9,10,22-trihydroxy-19-[(5r)-5-hydroxy-2,5-dihydrofuran-3-yl]-7,18-dimethyl-4,6,11-trioxahexacyclo[12.11.0.0³,¹².0⁵,¹⁰.0¹⁵,²³.0¹⁸,²²]pentacos-23-ene-14-carbaldehyde)