NP-MRD: Showing NP-Card for [(1s,3r,4s,7r,8s,9s,11s,14s,17r,22s,23r,26s)-22-hydroxy-4,9,11,19,19-pentamethyl-5,10,24-trioxo-2,6,18,25-tetraoxaheptacyclo[12.10.1.1¹,⁸.0³,⁷.0¹⁴,²³.0¹⁶,²⁰.0¹¹,²⁶]hexacos-16(20)-en-17-yl]acetic acid (NP0189404)

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Record Information

Version

1.0

Created at

2022-09-04 05:52:53 UTC

Updated at

2022-09-04 05:52:53 UTC

NP-MRD ID

NP0189404

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[(1s,3r,4s,7r,8s,9s,11s,14s,17r,22s,23r,26s)-22-hydroxy-4,9,11,19,19-pentamethyl-5,10,24-trioxo-2,6,18,25-tetraoxaheptacyclo[12.10.1.1¹,⁸.0³,⁷.0¹⁴,²³.0¹⁶,²⁰.0¹¹,²⁶]hexacos-16(20)-en-17-yl]acetic acid

Description

2-[(1S,3R,4S,7R,8S,9S,11S,14S,17R,22S,23R,26S)-22-hydroxy-4,9,11,19,19-pentamethyl-5,10,24-trioxo-2,6,18,25-tetraoxaheptacyclo[12.10.1.1¹,⁸.0³,⁷.0¹⁴,²³.0¹⁶,²⁰.0¹¹,²⁶]Hexacos-16(20)-en-17-yl]acetic acid belongs to the class of organic compounds known as prostaglandins and related compounds. These are unsaturated carboxylic acids consisting of a 20 carbon skeleton that also contains a five member ring, and are based upon the fatty acid arachidonic acid. [(1s,3r,4s,7r,8s,9s,11s,14s,17r,22s,23r,26s)-22-hydroxy-4,9,11,19,19-pentamethyl-5,10,24-trioxo-2,6,18,25-tetraoxaheptacyclo[12.10.1.1¹,⁸.0³,⁷.0¹⁴,²³.0¹⁶,²⁰.0¹¹,²⁶]hexacos-16(20)-en-17-yl]acetic acid is found in Schisandra rubriflora. It was first documented in 2022 (PMID: 36057864). Based on a literature review a significant number of articles have been published on 2-[(1S,3R,4S,7R,8S,9S,11S,14S,17R,22S,23R,26S)-22-hydroxy-4,9,11,19,19-pentamethyl-5,10,24-trioxo-2,6,18,25-tetraoxaheptacyclo[12.10.1.1¹,⁸.0³,⁷.0¹⁴,²³.0¹⁶,²⁰.0¹¹,²⁶]Hexacos-16(20)-en-17-yl]acetic acid (PMID: 36057863) (PMID: 36057862) (PMID: 36057861) (PMID: 36057860).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042207522D          

 39 45  0  0  1  0            999 V2000
    3.9545    1.8866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6585    1.4565    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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    5.6151    2.5740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9735    1.1380    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.2732    1.9067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8203    1.2341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3743    0.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3177   -0.2716    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.1096    0.0602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8742   -0.2565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0703   -1.0579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.7423   -1.7362    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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   11.0618    0.8945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  6  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
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  9 10  1  0  0  0  0
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 14 16  1  0  0  0  0
  9 16  1  0  0  0  0
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 29 28  1  1  0  0  0
  5 29  1  0  0  0  0
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  9 30  1  1  0  0  0
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 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
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 34 35  1  0  0  0  0
 11 35  1  0  0  0  0
 35 36  1  1  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
M  END

     RDKit          3D

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M  END


  Mrv1652309042207522D          

 39 45  0  0  1  0            999 V2000
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    5.1507   -0.9964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3501   -0.7762    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6565   -1.2229    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6103   -2.0466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0173   -0.7014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2196   -0.9119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3158    0.0677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1395    0.0215    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7294    0.6153    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.5422    0.3949    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.5471   -0.2893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8931   -1.1190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7463   -1.9308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6851   -1.3498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2054   -0.3554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5757    0.1776    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.6368    1.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3799    1.3588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4410    2.1815    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0618    0.8945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  6  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  0  0  0  0
  9 16  1  0  0  0  0
 16 17  1  1  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 21 20  1  6  0  0  0
 21 22  1  0  0  0  0
 22 23  1  6  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 27 26  1  6  0  0  0
 21 27  1  0  0  0  0
 28 27  1  1  0  0  0
  2 28  1  0  0  0  0
 29 28  1  1  0  0  0
  5 29  1  0  0  0  0
 19 29  1  0  0  0  0
 19 30  1  1  0  0  0
  9 30  1  1  0  0  0
 12 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 31 34  1  0  0  0  0
 34 35  1  0  0  0  0
 11 35  1  0  0  0  0
 35 36  1  1  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0189404

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1[C@H]2O[C@]34O[C@@]5(CC[C@@]6(C)[C@@H]3[C@H]([C@H](C)C6=O)[C@H]2OC1=O)CC1=C(C[C@H](O)[C@H]5C4=O)C(C)(C)O[C@@H]1CC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C29H36O10/c1-11-18-21-20(12(2)25(35)36-21)38-29-22(18)27(5,23(11)33)6-7-28(39-29)10-13-14(8-15(30)19(28)24(29)34)26(3,4)37-16(13)9-17(31)32/h11-12,15-16,18-22,30H,6-10H2,1-5H3,(H,31,32)/t11-,12-,15-,16+,18+,19-,20+,21+,22-,27-,28-,29-/m0/s1

> <INCHI_KEY>
MNQKGMIEVRIHOC-MMRWCLEISA-N

> <FORMULA>
C29H36O10

> <MOLECULAR_WEIGHT>
544.597

> <EXACT_MASS>
544.230847359

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
75

> <JCHEM_AVERAGE_POLARIZABILITY>
55.12332543411161

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(1S,3R,4S,7R,8S,9S,11S,14S,17R,22S,23R,26S)-22-hydroxy-4,9,11,19,19-pentamethyl-5,10,24-trioxo-2,6,18,25-tetraoxaheptacyclo[12.10.1.1^{1,8}.0^{3,7}.0^{14,23}.0^{16,20}.0^{11,26}]hexacos-16(20)-en-17-yl]acetic acid

> <JCHEM_LOGP>
2.2733433573333306

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.559912610189006

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.964567866477032

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9735417932393027

> <JCHEM_POLAR_SURFACE_AREA>
145.66

> <JCHEM_REFRACTIVITY>
132.37870000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
[(1S,3R,4S,7R,8S,9S,11S,14S,17R,22S,23R,26S)-22-hydroxy-4,9,11,19,19-pentamethyl-5,10,24-trioxo-2,6,18,25-tetraoxaheptacyclo[12.10.1.1^{1,8}.0^{3,7}.0^{14,23}.0^{16,20}.0^{11,26}]hexacos-16(20)-en-17-yl]acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0       7.382   3.522   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.696   2.719   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.126   3.307   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      10.482   4.805   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      11.151   2.124   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.710   3.559   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.731   2.304   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.765   1.124   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.660  -0.507   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      15.138   0.112   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      16.565  -0.479   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      16.931  -1.975   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      16.005  -3.200   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      14.452  -3.241   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      13.866  -4.665   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      13.368  -2.106   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.718  -2.278   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      11.029  -3.655   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      10.861  -0.844   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       9.615  -1.860   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       8.120  -1.449   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.826  -2.283   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.739  -3.820   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.632  -1.309   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       4.143  -1.702   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       6.190   0.126   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       7.727   0.040   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       8.828   1.149   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      10.345   0.737   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      12.221  -0.540   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      18.467  -2.089   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      18.193  -3.604   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      19.946  -2.520   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      19.050  -0.663   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      17.875   0.332   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      17.989   1.867   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      19.376   2.536   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      19.490   4.072   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      20.649   1.670   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   28                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7   29                                             
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   16   30                                             
CONECT   10    9   11                                                       
CONECT   11   10   12   35                                                  
CONECT   12   11   13   31                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14    9   17                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   29   30                                             
CONECT   20   19   21                                                       
CONECT   21   20   22   27                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   21   28                                                  
CONECT   28   27    2   29                                                  
CONECT   29   28    5   19                                                  
CONECT   30   19    9                                                       
CONECT   31   12   32   33   34                                             
CONECT   32   31                                                            
CONECT   33   31                                                            
CONECT   34   31   35                                                       
CONECT   35   34   11   36                                                  
CONECT   36   35   37                                                       
CONECT   37   36   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   90    0
END

View in JSmol

Synonyms

Value	Source
2-[(1S,3R,4S,7R,8S,9S,11S,14S,17R,22S,23R,26S)-22-Hydroxy-4,9,11,19,19-pentamethyl-5,10,24-trioxo-2,6,18,25-tetraoxaheptacyclo[12.10.1.1,.0,.0,.0,.0,]hexacos-16(20)-en-17-yl]acetate	Generator

Chemical Formula

C₂₉H₃₆O₁₀

Average Mass

544.5970 Da

Monoisotopic Mass

544.23085 Da

IUPAC Name

2-[(1S,3R,4S,7R,8S,9S,11S,14S,17R,22S,23R,26S)-22-hydroxy-4,9,11,19,19-pentamethyl-5,10,24-trioxo-2,6,18,25-tetraoxaheptacyclo[12.10.1.1^{1,8}.0^{3,7}.0^{14,23}.0^{16,20}.0^{11,26}]hexacos-16(20)-en-17-yl]acetic acid

Traditional Name

[(1S,3R,4S,7R,8S,9S,11S,14S,17R,22S,23R,26S)-22-hydroxy-4,9,11,19,19-pentamethyl-5,10,24-trioxo-2,6,18,25-tetraoxaheptacyclo[12.10.1.1^{1,8}.0^{3,7}.0^{14,23}.0^{16,20}.0^{11,26}]hexacos-16(20)-en-17-yl]acetic acid

CAS Registry Number

Not Available

SMILES

C[C@H]1[C@H]2O[C@]34O[C@@]5(CC[C@@]6(C)[C@@H]3[C@H]([C@H](C)C6=O)[C@H]2OC1=O)CC1=C(C[C@H](O)[C@H]5C4=O)C(C)(C)O[C@@H]1CC(O)=O

InChI Identifier

InChI=1S/C29H36O10/c1-11-18-21-20(12(2)25(35)36-21)38-29-22(18)27(5,23(11)33)6-7-28(39-29)10-13-14(8-15(30)19(28)24(29)34)26(3,4)37-16(13)9-17(31)32/h11-12,15-16,18-22,30H,6-10H2,1-5H3,(H,31,32)/t11-,12-,15-,16+,18+,19-,20+,21+,22-,27-,28-,29-/m0/s1

InChI Key

MNQKGMIEVRIHOC-MMRWCLEISA-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
Schisandra rubriflora	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as prostaglandins and related compounds. These are unsaturated carboxylic acids consisting of a 20 carbon skeleton that also contains a five member ring, and are based upon the fatty acid arachidonic acid.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Eicosanoids

Direct Parent

Prostaglandins and related compounds

Alternative Parents

Substituents

Prostaglandin skeleton
Furopyran
Ketal
Oxepane
Dicarboxylic acid or derivatives
3-furanone
Gamma butyrolactone
Oxane
Pyran
Oxolane
Dihydrofuran
Furan
Secondary alcohol
Carboxylic acid ester
Lactone
Ketone
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Carboxylic acid
Dialkyl ether
Acetal
Ether
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Alcohol
Aldehyde
Organic oxygen 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	2.27	ChemAxon
pKa (Strongest Acidic)	3.96	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	145.66 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	132.38 m³·mol⁻¹	ChemAxon
Polarizability	55.12 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

28284355

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

23627049

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Poon AWC, Hofstaetter L, Judd-Lam S: Social connectedness of carers: An Australian national survey of carers. Health Soc Care Community. 2022 Sep 4. doi: 10.1111/hsc.13987. [PubMed:36057864 ]
Johnson-Laghi KA, Woo SM, Zafar Z, Fernandez S, Desale S, Robertazzi SE, Smith CI, Thomas AM, Lalos AT, Georgia SJ, Jenkins ML, Faust TW, Fishbein TM, Satoskar RS, Rangnekar AS, Hsu CC: Alcohol-associated liver disease predicts increased post-liver transplant opioid use. Clin Transplant. 2022 Sep 4:e14811. doi: 10.1111/ctr.14811. [PubMed:36057863 ]
Michael GC, Grema BA, Ashimi AO, Olawumi AL, Umar ZA, Mahmoud Z, Aji SA: Predictors of Satisfaction with Wound Care Services in an Outpatient Setting in Kano, Nigeria. West Afr J Med. 2022 Aug 31;39(8):800-807. [PubMed:36057862 ]
Jouglar E, Laprie A, Isfan F, Dumont B, Thebaud E, Escande A, Supiot S: Locoregional failure after postoperative flank irradiation for nephroblastoma: Results from the French cohort of the SIOP-2001 trial. Pediatr Blood Cancer. 2022 Sep 4:e29950. doi: 10.1002/pbc.29950. [PubMed:36057861 ]
Ruiu L, Marche MG, Mura ME, Tarasco E: Involvement of a novel Pseudomonas protegens strain associated with entomopathogenic nematode infective juveniles in insect pathogenesis. Pest Manag Sci. 2022 Sep 4. doi: 10.1002/ps.7166. [PubMed:36057860 ]
LOTUS database [Link]

Showing NP-Card for [(1s,3r,4s,7r,8s,9s,11s,14s,17r,22s,23r,26s)-22-hydroxy-4,9,11,19,19-pentamethyl-5,10,24-trioxo-2,6,18,25-tetraoxaheptacyclo[12.10.1.1¹,⁸.0³,⁷.0¹⁴,²³.0¹⁶,²⁰.0¹¹,²⁶]hexacos-16(20)-en-17-yl]acetic acid (NP0189404)

MOL for NP0189404 ([(1s,3r,4s,7r,8s,9s,11s,14s,17r,22s,23r,26s)-22-hydroxy-4,9,11,19,19-pentamethyl-5,10,24-trioxo-2,6,18,25-tetraoxaheptacyclo[12.10.1.1¹,⁸.0³,⁷.0¹⁴,²³.0¹⁶,²⁰.0¹¹,²⁶]hexacos-16(20)-en-17-yl]acetic acid)

3D MOL for NP0189404 ([(1s,3r,4s,7r,8s,9s,11s,14s,17r,22s,23r,26s)-22-hydroxy-4,9,11,19,19-pentamethyl-5,10,24-trioxo-2,6,18,25-tetraoxaheptacyclo[12.10.1.1¹,⁸.0³,⁷.0¹⁴,²³.0¹⁶,²⁰.0¹¹,²⁶]hexacos-16(20)-en-17-yl]acetic acid)

3D SDF for NP0189404 ([(1s,3r,4s,7r,8s,9s,11s,14s,17r,22s,23r,26s)-22-hydroxy-4,9,11,19,19-pentamethyl-5,10,24-trioxo-2,6,18,25-tetraoxaheptacyclo[12.10.1.1¹,⁸.0³,⁷.0¹⁴,²³.0¹⁶,²⁰.0¹¹,²⁶]hexacos-16(20)-en-17-yl]acetic acid)

3D-SDF for NP0189404 ([(1s,3r,4s,7r,8s,9s,11s,14s,17r,22s,23r,26s)-22-hydroxy-4,9,11,19,19-pentamethyl-5,10,24-trioxo-2,6,18,25-tetraoxaheptacyclo[12.10.1.1¹,⁸.0³,⁷.0¹⁴,²³.0¹⁶,²⁰.0¹¹,²⁶]hexacos-16(20)-en-17-yl]acetic acid)

PDB for NP0189404 ([(1s,3r,4s,7r,8s,9s,11s,14s,17r,22s,23r,26s)-22-hydroxy-4,9,11,19,19-pentamethyl-5,10,24-trioxo-2,6,18,25-tetraoxaheptacyclo[12.10.1.1¹,⁸.0³,⁷.0¹⁴,²³.0¹⁶,²⁰.0¹¹,²⁶]hexacos-16(20)-en-17-yl]acetic acid)

3D PDB for NP0189404 ([(1s,3r,4s,7r,8s,9s,11s,14s,17r,22s,23r,26s)-22-hydroxy-4,9,11,19,19-pentamethyl-5,10,24-trioxo-2,6,18,25-tetraoxaheptacyclo[12.10.1.1¹,⁸.0³,⁷.0¹⁴,²³.0¹⁶,²⁰.0¹¹,²⁶]hexacos-16(20)-en-17-yl]acetic acid)

SMILES for NP0189404 ([(1s,3r,4s,7r,8s,9s,11s,14s,17r,22s,23r,26s)-22-hydroxy-4,9,11,19,19-pentamethyl-5,10,24-trioxo-2,6,18,25-tetraoxaheptacyclo[12.10.1.1¹,⁸.0³,⁷.0¹⁴,²³.0¹⁶,²⁰.0¹¹,²⁶]hexacos-16(20)-en-17-yl]acetic acid)

INCHI for NP0189404 ([(1s,3r,4s,7r,8s,9s,11s,14s,17r,22s,23r,26s)-22-hydroxy-4,9,11,19,19-pentamethyl-5,10,24-trioxo-2,6,18,25-tetraoxaheptacyclo[12.10.1.1¹,⁸.0³,⁷.0¹⁴,²³.0¹⁶,²⁰.0¹¹,²⁶]hexacos-16(20)-en-17-yl]acetic acid)

Structure for NP0189404 ([(1s,3r,4s,7r,8s,9s,11s,14s,17r,22s,23r,26s)-22-hydroxy-4,9,11,19,19-pentamethyl-5,10,24-trioxo-2,6,18,25-tetraoxaheptacyclo[12.10.1.1¹,⁸.0³,⁷.0¹⁴,²³.0¹⁶,²⁰.0¹¹,²⁶]hexacos-16(20)-en-17-yl]acetic acid)

3D Structure for NP0189404 ([(1s,3r,4s,7r,8s,9s,11s,14s,17r,22s,23r,26s)-22-hydroxy-4,9,11,19,19-pentamethyl-5,10,24-trioxo-2,6,18,25-tetraoxaheptacyclo[12.10.1.1¹,⁸.0³,⁷.0¹⁴,²³.0¹⁶,²⁰.0¹¹,²⁶]hexacos-16(20)-en-17-yl]acetic acid)