NP-MRD: Showing NP-Card for 4-[(1s,2s,3s,4s,5s,6r,9r,10r,12s,14s,16r,18s,20r,22r,23s,25r)-3,4,9,22,23-pentahydroxy-1,5,20-trimethyl-11,17,19,24-tetraoxaheptacyclo[12.12.0.0²,¹⁰.0⁵,⁹.0¹⁰,¹².0¹⁶,²⁵.0¹⁸,²³]hexacosan-6-yl]-5h-furan-2-one (NP0223686)

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Record Information

Version

2.0

Created at

2022-09-06 01:51:25 UTC

Updated at

2022-09-06 01:51:26 UTC

NP-MRD ID

NP0223686

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4-[(1s,2s,3s,4s,5s,6r,9r,10r,12s,14s,16r,18s,20r,22r,23s,25r)-3,4,9,22,23-pentahydroxy-1,5,20-trimethyl-11,17,19,24-tetraoxaheptacyclo[12.12.0.0²,¹⁰.0⁵,⁹.0¹⁰,¹².0¹⁶,²⁵.0¹⁸,²³]hexacosan-6-yl]-5h-furan-2-one

Description

4-[(1S,2S,3S,4S,5S,6R,9R,10R,12S,14S,16R,18S,20R,22R,23S,25R)-3,4,9,22,23-pentahydroxy-1,5,20-trimethyl-11,17,19,24-tetraoxaheptacyclo[12.12.0.0²,¹⁰.0⁵,⁹.0¹⁰,¹².0¹⁶,²⁵.0¹⁸,²³]Hexacosan-6-yl]-2,5-dihydrofuran-2-one belongs to the class of organic compounds known as cardenolide glycosides and derivatives. Cardenolide glycosides and derivatives are compounds containing a carbohydrate glycosidically bound to the cardenolide moiety. 4-[(1s,2s,3s,4s,5s,6r,9r,10r,12s,14s,16r,18s,20r,22r,23s,25r)-3,4,9,22,23-pentahydroxy-1,5,20-trimethyl-11,17,19,24-tetraoxaheptacyclo[12.12.0.0²,¹⁰.0⁵,⁹.0¹⁰,¹².0¹⁶,²⁵.0¹⁸,²³]hexacosan-6-yl]-5h-furan-2-one is found in Asclepias speciosa. Based on a literature review very few articles have been published on 4-[(1S,2S,3S,4S,5S,6R,9R,10R,12S,14S,16R,18S,20R,22R,23S,25R)-3,4,9,22,23-pentahydroxy-1,5,20-trimethyl-11,17,19,24-tetraoxaheptacyclo[12.12.0.0²,¹⁰.0⁵,⁹.0¹⁰,¹².0¹⁶,²⁵.0¹⁸,²³]Hexacosan-6-yl]-2,5-dihydrofuran-2-one.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309062203512D          

 40 47  0  0  1  0            999 V2000
   10.7502    0.9896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9695    1.2563    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.8100    2.0657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0293    2.3324    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.8699    3.1418    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4080    1.7896    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.2486    2.5991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6273    2.0563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0060    1.5135    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2253    1.7802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6040    1.2374    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4446    2.0468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7634    0.4279    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1421   -0.1149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3614    0.1518    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5807    0.4185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2020    0.9613    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8233    1.5040    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6639    2.3135    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2852    2.8563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8832    2.5802    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7238    3.3896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2619    2.0374    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0187    2.8257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4428    2.1359    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0410    2.8565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2219    2.9550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0625    3.7644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3140    4.1113    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7831    4.1662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3878    3.6050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0960    1.3873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7007    0.8262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4213    1.2279    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2377    0.4236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5441    0.1613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1654    0.7040    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.9462    0.4374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5675    0.9802    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.3482    0.7135    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  6  0  0  0
  4  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  9  8  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  6  0  0  0
 11 13  1  0  0  0  0
 13 14  1  1  0  0  0
 14 15  1  0  0  0  0
 15 16  1  6  0  0  0
 17 16  1  6  0  0  0
 15 17  1  0  0  0  0
 18 17  1  6  0  0  0
 11 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  1  0  0  0
 19 21  1  0  0  0  0
 21 22  1  6  0  0  0
 21 23  1  0  0  0  0
 23 24  1  6  0  0  0
 23 25  1  0  0  0  0
 25 26  1  6  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 26 31  1  0  0  0  0
 25 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 23 34  1  0  0  0  0
 17 34  1  0  0  0  0
 34 35  1  6  0  0  0
 13 36  1  0  0  0  0
 36 37  1  0  0  0  0
  9 37  1  0  0  0  0
 37 38  1  6  0  0  0
 39 38  1  1  0  0  0
  6 39  1  0  0  0  0
 39 40  1  0  0  0  0
  2 40  1  0  0  0  0
M  END


  Mrv1652309062203512D          

 40 47  0  0  1  0            999 V2000
   10.7502    0.9896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9695    1.2563    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.8100    2.0657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0293    2.3324    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.8699    3.1418    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4080    1.7896    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.2486    2.5991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6273    2.0563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0060    1.5135    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2253    1.7802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6040    1.2374    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4446    2.0468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7634    0.4279    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1421   -0.1149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3614    0.1518    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5807    0.4185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2020    0.9613    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8233    1.5040    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6639    2.3135    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2852    2.8563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8832    2.5802    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7238    3.3896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2619    2.0374    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0187    2.8257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4428    2.1359    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0410    2.8565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2219    2.9550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0625    3.7644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3140    4.1113    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7831    4.1662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3878    3.6050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0960    1.3873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7007    0.8262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4213    1.2279    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2377    0.4236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5441    0.1613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1654    0.7040    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.9462    0.4374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5675    0.9802    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.3482    0.7135    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  6  0  0  0
  4  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  9  8  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  6  0  0  0
 11 13  1  0  0  0  0
 13 14  1  1  0  0  0
 14 15  1  0  0  0  0
 15 16  1  6  0  0  0
 17 16  1  6  0  0  0
 15 17  1  0  0  0  0
 18 17  1  6  0  0  0
 11 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  1  0  0  0
 19 21  1  0  0  0  0
 21 22  1  6  0  0  0
 21 23  1  0  0  0  0
 23 24  1  6  0  0  0
 23 25  1  0  0  0  0
 25 26  1  6  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 26 31  1  0  0  0  0
 25 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 23 34  1  0  0  0  0
 17 34  1  0  0  0  0
 34 35  1  6  0  0  0
 13 36  1  0  0  0  0
 36 37  1  0  0  0  0
  9 37  1  0  0  0  0
 37 38  1  6  0  0  0
 39 38  1  1  0  0  0
  6 39  1  0  0  0  0
 39 40  1  0  0  0  0
  2 40  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0223686

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1C[C@@H](O)[C@]2(O)O[C@@H]3C[C@@]4(C)[C@H](C[C@@H]5O[C@]55[C@@H]4[C@H](O)[C@@H](O)[C@]4(C)[C@H](CC[C@]54O)C4=CC(=O)OC4)C[C@H]3O[C@@H]2O1

> <INCHI_IDENTIFIER>
InChI=1S/C29H40O11/c1-12-6-18(30)29(35)24(37-12)38-16-8-14-9-19-28(40-19)22(25(14,2)10-17(16)39-29)21(32)23(33)26(3)15(4-5-27(26,28)34)13-7-20(31)36-11-13/h7,12,14-19,21-24,30,32-35H,4-6,8-11H2,1-3H3/t12-,14+,15-,16-,17-,18-,19+,21+,22-,23-,24+,25+,26+,27-,28+,29+/m1/s1

> <INCHI_KEY>
JTMKPYDTRGCLHF-LWZDKTJUSA-N

> <FORMULA>
C29H40O11

> <MOLECULAR_WEIGHT>
564.628

> <EXACT_MASS>
564.257062108

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
80

> <JCHEM_AVERAGE_POLARIZABILITY>
57.78362530797369

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-[(1S,2S,3S,4S,5S,6R,9R,10R,12S,14S,16R,18S,20R,22R,23S,25R)-3,4,9,22,23-pentahydroxy-1,5,20-trimethyl-11,17,19,24-tetraoxaheptacyclo[12.12.0.0^{2,10}.0^{5,9}.0^{10,12}.0^{16,25}.0^{18,23}]hexacosan-6-yl]-2,5-dihydrofuran-2-one

> <JCHEM_LOGP>
-0.24991077400000095

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.46189006811345

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.146430790304952

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3135945219046743

> <JCHEM_POLAR_SURFACE_AREA>
167.66999999999996

> <JCHEM_REFRACTIVITY>
134.73549999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
4-[(1S,2S,3S,4S,5S,6R,9R,10R,12S,14S,16R,18S,20R,22R,23S,25R)-3,4,9,22,23-pentahydroxy-1,5,20-trimethyl-11,17,19,24-tetraoxaheptacyclo[12.12.0.0^{2,10}.0^{5,9}.0^{10,12}.0^{16,25}.0^{18,23}]hexacosan-6-yl]-5H-furan-2-one

> <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      20.067   1.847   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      18.610   2.345   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      18.312   3.856   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      16.855   4.354   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      16.557   5.865   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      15.695   3.341   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      15.397   4.852   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      14.238   3.838   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      13.078   2.825   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.621   3.323   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.461   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.163   3.821   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.758   0.799   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.599  -0.214   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.141   0.283   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       6.684   0.781   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       7.844   1.794   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.003   2.808   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.706   4.319   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       9.866   5.332   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       7.249   4.816   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       6.951   6.327   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       6.089   3.803   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.635   5.275   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.560   3.987   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.810   5.332   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.281   5.516   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.983   7.027   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       0.586   7.674   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       3.328   7.777   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       4.457   6.729   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       3.912   2.590   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       5.041   1.542   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       6.386   2.292   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       6.044   0.791   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      12.216   0.301   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      13.375   1.314   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      14.833   0.816   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      15.993   1.830   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      17.450   1.332   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   40                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    8   39                                             
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10   37                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13   18                                             
CONECT   12   11                                                            
CONECT   13   11   14   36                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15   17                                                       
CONECT   17   16   15   18   34                                             
CONECT   18   17   11   19                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   25   34                                             
CONECT   24   23                                                            
CONECT   25   23   26   32                                                  
CONECT   26   25   27   31                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31                                                       
CONECT   31   30   26                                                       
CONECT   32   25   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   23   17   35                                             
CONECT   35   34                                                            
CONECT   36   13   37                                                       
CONECT   37   36    9   38                                                  
CONECT   38   37   39                                                       
CONECT   39   38    6   40                                                  
CONECT   40   39    2                                                       
MASTER        0    0    0    0    0    0    0    0   40    0   94    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₉H₄₀O₁₁

Average Mass

564.6280 Da

Monoisotopic Mass

564.25706 Da

IUPAC Name

4-[(1S,2S,3S,4S,5S,6R,9R,10R,12S,14S,16R,18S,20R,22R,23S,25R)-3,4,9,22,23-pentahydroxy-1,5,20-trimethyl-11,17,19,24-tetraoxaheptacyclo[12.12.0.0^{2,10}.0^{5,9}.0^{10,12}.0^{16,25}.0^{18,23}]hexacosan-6-yl]-2,5-dihydrofuran-2-one

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)[C@H](C[C@@H]5O[C@]55[C@@H]4[C@H](O)[C@@H](O)[C@]4(C)[C@H](CC[C@]54O)C4=CC(=O)OC4)C[C@H]3O[C@@H]2O1

InChI Identifier

InChI=1S/C29H40O11/c1-12-6-18(30)29(35)24(37-12)38-16-8-14-9-19-28(40-19)22(25(14,2)10-17(16)39-29)21(32)23(33)26(3)15(4-5-27(26,28)34)13-7-20(31)36-11-13/h7,12,14-19,21-24,30,32-35H,4-6,8-11H2,1-3H3/t12-,14+,15-,16-,17-,18-,19+,21+,22-,23-,24+,25+,26+,27-,28+,29+/m1/s1

InChI Key

JTMKPYDTRGCLHF-LWZDKTJUSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Asclepias speciosa	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cardenolide glycosides and derivatives. Cardenolide glycosides and derivatives are compounds containing a carbohydrate glycosidically bound to the cardenolide moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroid lactones

Direct Parent

Cardenolide glycosides and derivatives

Alternative Parents

Substituents

Cardanolide-glycoside
Oxepane
Para-dioxane
2-furanone
Oxane
Cyclic alcohol
Dihydrofuran
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tertiary alcohol
Carboxylic acid ester
Hemiacetal
Lactone
Secondary alcohol
Acetal
Ether
Oxirane
Organoheterocyclic compound
Dialkyl ether
Oxacycle
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Polyol
Alcohol
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Organic oxide
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
logP	-0.25	ChemAxon
pKa (Strongest Acidic)	7.15	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	167.67 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	134.74 m³·mol⁻¹	ChemAxon
Polarizability	57.78 Å³	ChemAxon
Number of Rings	8	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

163021145

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 4-[(1s,2s,3s,4s,5s,6r,9r,10r,12s,14s,16r,18s,20r,22r,23s,25r)-3,4,9,22,23-pentahydroxy-1,5,20-trimethyl-11,17,19,24-tetraoxaheptacyclo[12.12.0.0²,¹⁰.0⁵,⁹.0¹⁰,¹².0¹⁶,²⁵.0¹⁸,²³]hexacosan-6-yl]-5h-furan-2-one (NP0223686)

MOL for NP0223686 (4-[(1s,2s,3s,4s,5s,6r,9r,10r,12s,14s,16r,18s,20r,22r,23s,25r)-3,4,9,22,23-pentahydroxy-1,5,20-trimethyl-11,17,19,24-tetraoxaheptacyclo[12.12.0.0²,¹⁰.0⁵,⁹.0¹⁰,¹².0¹⁶,²⁵.0¹⁸,²³]hexacosan-6-yl]-5h-furan-2-one)

3D MOL for NP0223686 (4-[(1s,2s,3s,4s,5s,6r,9r,10r,12s,14s,16r,18s,20r,22r,23s,25r)-3,4,9,22,23-pentahydroxy-1,5,20-trimethyl-11,17,19,24-tetraoxaheptacyclo[12.12.0.0²,¹⁰.0⁵,⁹.0¹⁰,¹².0¹⁶,²⁵.0¹⁸,²³]hexacosan-6-yl]-5h-furan-2-one)

3D SDF for NP0223686 (4-[(1s,2s,3s,4s,5s,6r,9r,10r,12s,14s,16r,18s,20r,22r,23s,25r)-3,4,9,22,23-pentahydroxy-1,5,20-trimethyl-11,17,19,24-tetraoxaheptacyclo[12.12.0.0²,¹⁰.0⁵,⁹.0¹⁰,¹².0¹⁶,²⁵.0¹⁸,²³]hexacosan-6-yl]-5h-furan-2-one)

3D-SDF for NP0223686 (4-[(1s,2s,3s,4s,5s,6r,9r,10r,12s,14s,16r,18s,20r,22r,23s,25r)-3,4,9,22,23-pentahydroxy-1,5,20-trimethyl-11,17,19,24-tetraoxaheptacyclo[12.12.0.0²,¹⁰.0⁵,⁹.0¹⁰,¹².0¹⁶,²⁵.0¹⁸,²³]hexacosan-6-yl]-5h-furan-2-one)

PDB for NP0223686 (4-[(1s,2s,3s,4s,5s,6r,9r,10r,12s,14s,16r,18s,20r,22r,23s,25r)-3,4,9,22,23-pentahydroxy-1,5,20-trimethyl-11,17,19,24-tetraoxaheptacyclo[12.12.0.0²,¹⁰.0⁵,⁹.0¹⁰,¹².0¹⁶,²⁵.0¹⁸,²³]hexacosan-6-yl]-5h-furan-2-one)

3D PDB for NP0223686 (4-[(1s,2s,3s,4s,5s,6r,9r,10r,12s,14s,16r,18s,20r,22r,23s,25r)-3,4,9,22,23-pentahydroxy-1,5,20-trimethyl-11,17,19,24-tetraoxaheptacyclo[12.12.0.0²,¹⁰.0⁵,⁹.0¹⁰,¹².0¹⁶,²⁵.0¹⁸,²³]hexacosan-6-yl]-5h-furan-2-one)

SMILES for NP0223686 (4-[(1s,2s,3s,4s,5s,6r,9r,10r,12s,14s,16r,18s,20r,22r,23s,25r)-3,4,9,22,23-pentahydroxy-1,5,20-trimethyl-11,17,19,24-tetraoxaheptacyclo[12.12.0.0²,¹⁰.0⁵,⁹.0¹⁰,¹².0¹⁶,²⁵.0¹⁸,²³]hexacosan-6-yl]-5h-furan-2-one)

INCHI for NP0223686 (4-[(1s,2s,3s,4s,5s,6r,9r,10r,12s,14s,16r,18s,20r,22r,23s,25r)-3,4,9,22,23-pentahydroxy-1,5,20-trimethyl-11,17,19,24-tetraoxaheptacyclo[12.12.0.0²,¹⁰.0⁵,⁹.0¹⁰,¹².0¹⁶,²⁵.0¹⁸,²³]hexacosan-6-yl]-5h-furan-2-one)

Structure for NP0223686 (4-[(1s,2s,3s,4s,5s,6r,9r,10r,12s,14s,16r,18s,20r,22r,23s,25r)-3,4,9,22,23-pentahydroxy-1,5,20-trimethyl-11,17,19,24-tetraoxaheptacyclo[12.12.0.0²,¹⁰.0⁵,⁹.0¹⁰,¹².0¹⁶,²⁵.0¹⁸,²³]hexacosan-6-yl]-5h-furan-2-one)

3D Structure for NP0223686 (4-[(1s,2s,3s,4s,5s,6r,9r,10r,12s,14s,16r,18s,20r,22r,23s,25r)-3,4,9,22,23-pentahydroxy-1,5,20-trimethyl-11,17,19,24-tetraoxaheptacyclo[12.12.0.0²,¹⁰.0⁵,⁹.0¹⁰,¹².0¹⁶,²⁵.0¹⁸,²³]hexacosan-6-yl]-5h-furan-2-one)