NP-MRD: Showing NP-Card for (1s,3r,5s,6r,8r,10s,12r,14r,15s,18r,19r,20r,22s,23r)-14-formyl-5,6,22-trihydroxy-8,18-dimethyl-19-(5-oxo-2h-furan-3-yl)-4,9,11-trioxahexacyclo[12.11.0.0³,¹².0⁵,¹⁰.0¹⁵,²³.0¹⁸,²²]pentacosan-20-yl acetate (NP0297248)

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Record Information

Version

2.0

Created at

2022-09-10 07:24:13 UTC

Updated at

2022-09-10 07:24:13 UTC

NP-MRD ID

NP0297248

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,3r,5s,6r,8r,10s,12r,14r,15s,18r,19r,20r,22s,23r)-14-formyl-5,6,22-trihydroxy-8,18-dimethyl-19-(5-oxo-2h-furan-3-yl)-4,9,11-trioxahexacyclo[12.11.0.0³,¹².0⁵,¹⁰.0¹⁵,²³.0¹⁸,²²]pentacosan-20-yl acetate

Description

(1S,3R,5S,6R,8R,10S,12R,14R,15S,18R,19R,20R,22S,23R)-14-formyl-5,6,22-trihydroxy-8,18-dimethyl-19-(5-oxo-2,5-dihydrofuran-3-yl)-4,9,11-trioxahexacyclo[12.11.0.0³,¹².0⁵,¹⁰.0¹⁵,²³.0¹⁸,²²]Pentacosan-20-yl acetate belongs to the class of organic compounds known as diterpene glycosides. These are diterpenoids in which an isoprene unit is glycosylated. (1s,3r,5s,6r,8r,10s,12r,14r,15s,18r,19r,20r,22s,23r)-14-formyl-5,6,22-trihydroxy-8,18-dimethyl-19-(5-oxo-2h-furan-3-yl)-4,9,11-trioxahexacyclo[12.11.0.0³,¹².0⁵,¹⁰.0¹⁵,²³.0¹⁸,²²]pentacosan-20-yl acetate is found in Asclepias curassavica. Based on a literature review very few articles have been published on (1S,3R,5S,6R,8R,10S,12R,14R,15S,18R,19R,20R,22S,23R)-14-formyl-5,6,22-trihydroxy-8,18-dimethyl-19-(5-oxo-2,5-dihydrofuran-3-yl)-4,9,11-trioxahexacyclo[12.11.0.0³,¹².0⁵,¹⁰.0¹⁵,²³.0¹⁸,²²]Pentacosan-20-yl acetate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102209242D          

 42 48  0  0  1  0            999 V2000
   -6.0731   -5.6456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2637   -5.4862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7209   -6.1075    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9970   -4.7055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1876   -4.5461    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5828   -5.1072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8622   -4.7055    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7883   -5.5271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0815   -4.9721    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9221   -5.7816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1414   -6.0482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5201   -5.5055    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2606   -5.7721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8819   -5.2293    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6626   -5.4960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2839   -4.9532    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4433   -5.7627    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1245   -4.1438    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7458   -3.6010    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5265   -3.8677    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -0.0582   -4.1532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.2176   -3.3438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4602   -4.4293    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -3.8407   -3.7975    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -5.0616   -2.9784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.9696   -1.8221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5004   -1.7672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8957   -2.3284    0.0000 C   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  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  7  9  1  0  0  0  0
  9 10  1  1  0  0  0
 10 11  1  0  0  0  0
 12 11  1  6  0  0  0
 12 13  1  0  0  0  0
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 29 30  2  0  0  0  0
 28 31  1  0  0  0  0
  9 31  1  0  0  0  0
 31 32  1  6  0  0  0
 32 33  1  0  0  0  0
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  7 34  1  0  0  0  0
 34 35  1  6  0  0  0
 34 36  1  0  0  0  0
  5 36  1  0  0  0  0
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 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 39 41  1  0  0  0  0
 41 42  1  0  0  0  0
 37 42  1  0  0  0  0
M  END

     RDKit          3D

 84 90  0  0  0  0  0  0  0  0999 V2000
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   -6.2295    1.6665    2.9070 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.7884   -2.0109    0.1633 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5534   -1.2446   -0.0735 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -3.4453    0.0852   -0.9539 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -7.4639   -2.2373   -0.5672 C   0  0  0  0  0  0  0  0  0  0  0  0
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 29 72  1  0
M  END


  Mrv1652309102209242D          

 42 48  0  0  1  0            999 V2000
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   -4.1876   -4.5461    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5828   -5.1072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8622   -4.7055    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7883   -5.5271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0815   -4.9721    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9221   -5.7816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1414   -6.0482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5201   -5.5055    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2606   -5.7721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8819   -5.2293    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6626   -5.4960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2839   -4.9532    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4433   -5.7627    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1245   -4.1438    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7458   -3.6010    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5265   -3.8677    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1478   -3.3249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6859   -4.6771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0646   -5.2199    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2241   -6.0293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3438   -3.8771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7225   -4.4199    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0582   -4.1532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6795   -4.6960    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8389   -3.8866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2176   -3.3438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4602   -4.4293    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6196   -3.6199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4004   -3.3532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0216   -3.8960    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2648   -3.1077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8407   -3.7975    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2425   -3.0769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0616   -2.9784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2210   -2.1689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9696   -1.8221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5004   -1.7672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8957   -2.3284    0.0000 C   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  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  7  9  1  0  0  0  0
  9 10  1  1  0  0  0
 10 11  1  0  0  0  0
 12 11  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  1  1  0  0  0
 16 18  1  0  0  0  0
 18 19  1  6  0  0  0
 19 20  1  0  0  0  0
 20 21  1  6  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 16 23  1  0  0  0  0
 23 24  1  1  0  0  0
 18 25  1  0  0  0  0
 26 25  1  1  0  0  0
 14 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 12 28  1  0  0  0  0
 28 29  1  6  0  0  0
 29 30  2  0  0  0  0
 28 31  1  0  0  0  0
  9 31  1  0  0  0  0
 31 32  1  6  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
  7 34  1  0  0  0  0
 34 35  1  6  0  0  0
 34 36  1  0  0  0  0
  5 36  1  0  0  0  0
 36 37  1  6  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 39 41  1  0  0  0  0
 41 42  1  0  0  0  0
 37 42  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0297248

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1C[C@@H](O)[C@]2(O)O[C@@H]3C[C@@H]4CC[C@@H]5[C@H](CC[C@]6(C)[C@H]([C@@H](C[C@]56O)OC(C)=O)C5=CC(=O)OC5)[C@]4(C[C@H]3O[C@@H]2O1)C=O

> <INCHI_IDENTIFIER>
InChI=1S/C31H42O11/c1-15-8-24(34)31(37)27(39-15)41-22-11-29(14-32)18(10-21(22)42-31)4-5-20-19(29)6-7-28(3)26(17-9-25(35)38-13-17)23(40-16(2)33)12-30(20,28)36/h9,14-15,18-24,26-27,34,36-37H,4-8,10-13H2,1-3H3/t15-,18+,19+,20-,21-,22-,23-,24-,26+,27+,28-,29-,30+,31+/m1/s1

> <INCHI_KEY>
GLRZOKRBGCLPAP-UGLGPMQLSA-N

> <FORMULA>
C31H42O11

> <MOLECULAR_WEIGHT>
590.666

> <EXACT_MASS>
590.272712172

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
84

> <JCHEM_AVERAGE_POLARIZABILITY>
62.06105396635526

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,3R,5S,6R,8R,10S,12R,14R,15S,18R,19R,20R,22S,23R)-14-formyl-5,6,22-trihydroxy-8,18-dimethyl-19-(5-oxo-2,5-dihydrofuran-3-yl)-4,9,11-trioxahexacyclo[12.11.0.0^{3,12}.0^{5,10}.0^{15,23}.0^{18,22}]pentacosan-20-yl acetate

> <JCHEM_LOGP>
1.0234824666666664

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.460891593077804

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.818484510464665

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2042020763453687

> <JCHEM_POLAR_SURFACE_AREA>
158.05

> <JCHEM_REFRACTIVITY>
144.22400000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1S,3R,5S,6R,8R,10S,12R,14R,15S,18R,19R,20R,22S,23R)-14-formyl-5,6,22-trihydroxy-8,18-dimethyl-19-(5-oxo-2H-furan-3-yl)-4,9,11-trioxahexacyclo[12.11.0.0^{3,12}.0^{5,10}.0^{15,23}.0^{18,22}]pentacosan-20-yl acetate

> <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     -11.337 -10.538   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -9.826 -10.241   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -8.812 -11.401   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      -9.328  -8.784   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -7.817  -8.486   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.688  -9.533   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.343  -8.784   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -5.205 -10.317   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -3.886  -9.281   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.588 -10.792   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.131 -11.290   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.971 -10.277   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.486 -10.775   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.646  -9.761   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       3.104 -10.259   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       4.263  -9.246   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       4.561 -10.757   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       3.966  -7.735   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       5.126  -6.722   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       6.583  -7.220   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.743  -6.206   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.880  -8.731   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.721  -9.744   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       6.018 -11.255   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       2.508  -7.237   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       1.349  -8.250   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.109  -7.753   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -1.268  -8.766   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -1.566  -7.255   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -0.406  -6.242   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -2.726  -8.268   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -3.023  -6.757   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -4.481  -6.259   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -5.640  -7.273   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -6.094  -5.801   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -7.169  -7.089   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -7.919  -5.744   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -9.448  -5.560   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -9.746  -4.049   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0     -11.143  -3.401   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0      -8.401  -3.299   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0      -7.272  -4.346   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   36                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9   34                                             
CONECT    8    7                                                            
CONECT    9    7   10   31                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   28                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   26                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   18   23                                             
CONECT   17   16                                                            
CONECT   18   16   19   25                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   16   24                                                  
CONECT   24   23                                                            
CONECT   25   18   26                                                       
CONECT   26   25   14   27                                                  
CONECT   27   26   28                                                       
CONECT   28   27   12   29   31                                             
CONECT   29   28   30                                                       
CONECT   30   29                                                            
CONECT   31   28    9   32                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33    7   35   36                                             
CONECT   35   34                                                            
CONECT   36   34    5   37                                                  
CONECT   37   36   38   42                                                  
CONECT   38   37   39                                                       
CONECT   39   38   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39   42                                                       
CONECT   42   41   37                                                       
MASTER        0    0    0    0    0    0    0    0   42    0   96    0
END

View in JSmol

Synonyms

Value	Source
(1S,3R,5S,6R,8R,10S,12R,14R,15S,18R,19R,20R,22S,23R)-14-Formyl-5,6,22-trihydroxy-8,18-dimethyl-19-(5-oxo-2,5-dihydrofuran-3-yl)-4,9,11-trioxahexacyclo[12.11.0.0,.0,.0,.0,]pentacosan-20-yl acetic acid	Generator

Chemical Formula

C₃₁H₄₂O₁₁

Average Mass

590.6660 Da

Monoisotopic Mass

590.27271 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

C[C@@H]1C[C@@H](O)[C@]2(O)O[C@@H]3C[C@@H]4CC[C@@H]5[C@H](CC[C@]6(C)[C@H]([C@@H](C[C@]56O)OC(C)=O)C5=CC(=O)OC5)[C@]4(C[C@H]3O[C@@H]2O1)C=O

InChI Identifier

InChI=1S/C31H42O11/c1-15-8-24(34)31(37)27(39-15)41-22-11-29(14-32)18(10-21(22)42-31)4-5-20-19(29)6-7-28(3)26(17-9-25(35)38-13-17)23(40-16(2)33)12-30(20,28)36/h9,14-15,18-24,26-27,34,36-37H,4-8,10-13H2,1-3H3/t15-,18+,19+,20-,21-,22-,23-,24-,26+,27+,28-,29-,30+,31+/m1/s1

InChI Key

GLRZOKRBGCLPAP-UGLGPMQLSA-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 curassavica	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpene glycosides. These are diterpenoids in which an isoprene unit is glycosylated.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Diterpene glycosides

Alternative Parents

Substituents

Diterpene glycoside
Cardanolide-skeleton
Steroid lactone
Steroid ester
Diterpene lactone
Diterpenoid
19-oxosteroid
14-hydroxysteroid
Hydroxysteroid
Oxosteroid
Steroid
Dicarboxylic acid or derivatives
2-furanone
Para-dioxane
Oxane
Tertiary alcohol
Cyclic alcohol
Alpha,beta-unsaturated carboxylic ester
Dihydrofuran
Enoate ester
Carboxylic acid ester
Lactone
Hemiacetal
Secondary alcohol
Acetal
Oxacycle
Carboxylic acid derivative
Polyol
Organoheterocyclic compound
Alcohol
Organic oxygen compound
Carbonyl group
Organic oxide
Aldehyde
Hydrocarbon derivative
Organooxygen compound
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

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

162966947

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,6r,8r,10s,12r,14r,15s,18r,19r,20r,22s,23r)-14-formyl-5,6,22-trihydroxy-8,18-dimethyl-19-(5-oxo-2h-furan-3-yl)-4,9,11-trioxahexacyclo[12.11.0.0³,¹².0⁵,¹⁰.0¹⁵,²³.0¹⁸,²²]pentacosan-20-yl acetate (NP0297248)

MOL for NP0297248 ((1s,3r,5s,6r,8r,10s,12r,14r,15s,18r,19r,20r,22s,23r)-14-formyl-5,6,22-trihydroxy-8,18-dimethyl-19-(5-oxo-2h-furan-3-yl)-4,9,11-trioxahexacyclo[12.11.0.0³,¹².0⁵,¹⁰.0¹⁵,²³.0¹⁸,²²]pentacosan-20-yl acetate)

3D MOL for NP0297248 ((1s,3r,5s,6r,8r,10s,12r,14r,15s,18r,19r,20r,22s,23r)-14-formyl-5,6,22-trihydroxy-8,18-dimethyl-19-(5-oxo-2h-furan-3-yl)-4,9,11-trioxahexacyclo[12.11.0.0³,¹².0⁵,¹⁰.0¹⁵,²³.0¹⁸,²²]pentacosan-20-yl acetate)

3D SDF for NP0297248 ((1s,3r,5s,6r,8r,10s,12r,14r,15s,18r,19r,20r,22s,23r)-14-formyl-5,6,22-trihydroxy-8,18-dimethyl-19-(5-oxo-2h-furan-3-yl)-4,9,11-trioxahexacyclo[12.11.0.0³,¹².0⁵,¹⁰.0¹⁵,²³.0¹⁸,²²]pentacosan-20-yl acetate)

3D-SDF for NP0297248 ((1s,3r,5s,6r,8r,10s,12r,14r,15s,18r,19r,20r,22s,23r)-14-formyl-5,6,22-trihydroxy-8,18-dimethyl-19-(5-oxo-2h-furan-3-yl)-4,9,11-trioxahexacyclo[12.11.0.0³,¹².0⁵,¹⁰.0¹⁵,²³.0¹⁸,²²]pentacosan-20-yl acetate)

PDB for NP0297248 ((1s,3r,5s,6r,8r,10s,12r,14r,15s,18r,19r,20r,22s,23r)-14-formyl-5,6,22-trihydroxy-8,18-dimethyl-19-(5-oxo-2h-furan-3-yl)-4,9,11-trioxahexacyclo[12.11.0.0³,¹².0⁵,¹⁰.0¹⁵,²³.0¹⁸,²²]pentacosan-20-yl acetate)

3D PDB for NP0297248 ((1s,3r,5s,6r,8r,10s,12r,14r,15s,18r,19r,20r,22s,23r)-14-formyl-5,6,22-trihydroxy-8,18-dimethyl-19-(5-oxo-2h-furan-3-yl)-4,9,11-trioxahexacyclo[12.11.0.0³,¹².0⁵,¹⁰.0¹⁵,²³.0¹⁸,²²]pentacosan-20-yl acetate)

SMILES for NP0297248 ((1s,3r,5s,6r,8r,10s,12r,14r,15s,18r,19r,20r,22s,23r)-14-formyl-5,6,22-trihydroxy-8,18-dimethyl-19-(5-oxo-2h-furan-3-yl)-4,9,11-trioxahexacyclo[12.11.0.0³,¹².0⁵,¹⁰.0¹⁵,²³.0¹⁸,²²]pentacosan-20-yl acetate)

INCHI for NP0297248 ((1s,3r,5s,6r,8r,10s,12r,14r,15s,18r,19r,20r,22s,23r)-14-formyl-5,6,22-trihydroxy-8,18-dimethyl-19-(5-oxo-2h-furan-3-yl)-4,9,11-trioxahexacyclo[12.11.0.0³,¹².0⁵,¹⁰.0¹⁵,²³.0¹⁸,²²]pentacosan-20-yl acetate)

Structure for NP0297248 ((1s,3r,5s,6r,8r,10s,12r,14r,15s,18r,19r,20r,22s,23r)-14-formyl-5,6,22-trihydroxy-8,18-dimethyl-19-(5-oxo-2h-furan-3-yl)-4,9,11-trioxahexacyclo[12.11.0.0³,¹².0⁵,¹⁰.0¹⁵,²³.0¹⁸,²²]pentacosan-20-yl acetate)

3D Structure for NP0297248 ((1s,3r,5s,6r,8r,10s,12r,14r,15s,18r,19r,20r,22s,23r)-14-formyl-5,6,22-trihydroxy-8,18-dimethyl-19-(5-oxo-2h-furan-3-yl)-4,9,11-trioxahexacyclo[12.11.0.0³,¹².0⁵,¹⁰.0¹⁵,²³.0¹⁸,²²]pentacosan-20-yl acetate)