NP-MRD: Showing NP-Card for [(1s,3s,4r,7r,8s,9s,11s,14s,17r,22s,23r,26s)-22-(acetyloxy)-4-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 (NP0305948)

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Record Information

Version

2.0

Created at

2022-09-10 22:07:57 UTC

Updated at

2022-09-10 22:07:57 UTC

NP-MRD ID

NP0305948

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[(1s,3s,4r,7r,8s,9s,11s,14s,17r,22s,23r,26s)-22-(acetyloxy)-4-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,3S,4R,7R,8S,9S,11S,14S,17R,22S,23R,26S)-22-(acetyloxy)-4-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,3s,4r,7r,8s,9s,11s,14s,17r,22s,23r,26s)-22-(acetyloxy)-4-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. Based on a literature review very few articles have been published on 2-[(1S,3S,4R,7R,8S,9S,11S,14S,17R,22S,23R,26S)-22-(acetyloxy)-4-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

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309112200072D          

 43 49  0  0  1  0            999 V2000
    8.7463    3.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9284    3.9825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6133    4.7450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4257    3.3284    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7409    2.5659    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.5725    2.5449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0680    1.8824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8729    1.0808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1103    0.7700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3180    1.1008    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.3756    0.2273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8224   -0.4055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9754   -0.3104    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2761   -1.0787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.2040    1.1812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0  0  0  0
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 40 41  1  0  0  0  0
  7 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  1  0  0  0  0
M  END

     RDKit          3D

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M  END


  Mrv1652309112200072D          

 43 49  0  0  1  0            999 V2000
    8.7463    3.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9284    3.9825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.1103    0.7700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3180    1.1008    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.3756    0.2273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8224   -0.4055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9754   -0.3104    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2761   -1.0787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4271   -0.9444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6188   -1.7468    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6608   -0.6304    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9573   -1.0613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7307    0.2109    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5433    0.4323    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8187    1.2796    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1501    1.8231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3498    1.6019    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1402    0.8040    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3165    0.7568    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0171    1.5256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2192    1.7352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6557    2.0479    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2103    2.7423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0189    2.7886    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5474    1.1176    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2768    2.0484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9065    2.7856    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1607    1.9573    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.5749    0.6474    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.6369   -0.1752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9555   -0.6403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2121   -0.2827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0176   -1.4630    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2040    1.1812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8907    1.9444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6129    2.3433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9236    2.7688    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  2  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  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  1  0  0  0
 19 17  1  6  0  0  0
 20 19  1  6  0  0  0
 13 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 23 22  1  1  0  0  0
 23 24  1  0  0  0  0
 19 24  1  0  0  0  0
 24 25  1  1  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 23 28  1  0  0  0  0
 28 29  1  1  0  0  0
 28 30  1  6  0  0  0
 21 31  1  6  0  0  0
 10 31  1  6  0  0  0
 21 32  1  0  0  0  0
 32 33  2  0  0  0  0
 34 32  1  6  0  0  0
  5 34  1  0  0  0  0
 10 34  1  0  0  0  0
  8 35  1  0  0  0  0
 35 36  1  6  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
 35 40  1  0  0  0  0
 40 41  1  0  0  0  0
  7 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0305948

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1[C@@H]2[C@H]3OC(=O)[C@](C)(O)[C@H]3O[C@]34O[C@@]5(CC[C@@](C)([C@H]23)C1=O)CC1=C(C[C@H](OC(C)=O)[C@H]5C4=O)C(C)(C)O[C@@H]1CC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C31H38O12/c1-12-19-21-25(29(6,38)26(37)40-21)42-31-22(19)28(5,23(12)35)7-8-30(43-31)11-14-15(27(3,4)41-16(14)10-18(33)34)9-17(39-13(2)32)20(30)24(31)36/h12,16-17,19-22,25,38H,7-11H2,1-6H3,(H,33,34)/t12-,16+,17-,19+,20-,21+,22-,25-,28-,29+,30-,31-/m0/s1

> <INCHI_KEY>
GQSDVFBROOVBAH-OEWZLOQJSA-N

> <FORMULA>
C31H38O12

> <MOLECULAR_WEIGHT>
602.633

> <EXACT_MASS>
602.236326664

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
81

> <JCHEM_AVERAGE_POLARIZABILITY>
60.146587026776594

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(1S,3S,4R,7R,8S,9S,11S,14S,17R,22S,23R,26S)-22-(acetyloxy)-4-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>
1.8890899146666664

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.561321299545963

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.8406435511097325

> <JCHEM_PKA_STRONGEST_BASIC>
-3.888125475823752

> <JCHEM_POLAR_SURFACE_AREA>
171.95999999999998

> <JCHEM_REFRACTIVITY>
143.0072

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
[(1S,3S,4R,7R,8S,9S,11S,14S,17R,22S,23R,26S)-22-(acetyloxy)-4-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                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  C   UNK     0      16.326   7.232   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      14.800   7.434   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      14.211   8.857   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      13.861   6.213   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      14.450   4.790   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      16.002   4.750   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      16.927   3.514   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      16.563   2.017   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      15.139   1.437   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.660   2.055   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.768   0.424   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.735  -0.757   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.154  -0.579   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.715  -2.013   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.131  -1.763   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      10.488  -3.261   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       8.700  -1.177   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.387  -1.981   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.831   0.394   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.347   0.807   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.862   2.389   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       9.614   3.403   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       8.120   2.990   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.728   1.501   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       6.191   1.413   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       5.632   2.848   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       4.142   3.239   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       6.824   3.823   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.993   5.119   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       7.502   5.205   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      12.222   2.086   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      11.717   3.824   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      11.026   5.200   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      13.367   3.654   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      17.873   1.209   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      17.989  -0.327   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      16.717  -1.195   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      15.329  -0.528   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      16.833  -2.731   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0      19.047   2.205   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      18.463   3.630   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      19.811   4.374   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      18.524   5.168   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   34                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   41                                                  
CONECT    8    7    9   35                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   31   34                                             
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15   20                                             
CONECT   14   13                                                            
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   24                                                  
CONECT   20   19   13   21                                                  
CONECT   21   20   22   31   32                                             
CONECT   22   21   23                                                       
CONECT   23   22   24   28                                                  
CONECT   24   23   19   25                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   23   29   30                                             
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31   21   10                                                       
CONECT   32   21   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32    5   10                                                  
CONECT   35    8   36   40                                                  
CONECT   36   35   37                                                       
CONECT   37   36   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37                                                            
CONECT   40   35   41                                                       
CONECT   41   40    7   42   43                                             
CONECT   42   41                                                            
CONECT   43   41                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   98    0
END

View in JSmol

Synonyms

Value	Source
2-[(1S,3S,4R,7R,8S,9S,11S,14S,17R,22S,23R,26S)-22-(Acetyloxy)-4-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

C₃₁H₃₈O₁₂

Average Mass

602.6330 Da

Monoisotopic Mass

602.23633 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

C[C@H]1[C@@H]2[C@H]3OC(=O)[C@](C)(O)[C@H]3O[C@]34O[C@@]5(CC[C@@](C)([C@H]23)C1=O)CC1=C(C[C@H](OC(C)=O)[C@H]5C4=O)C(C)(C)O[C@@H]1CC(O)=O

InChI Identifier

InChI=1S/C31H38O12/c1-12-19-21-25(29(6,38)26(37)40-21)42-31-22(19)28(5,23(12)35)7-8-30(43-31)11-14-15(27(3,4)41-16(14)10-18(33)34)9-17(39-13(2)32)20(30)24(31)36/h12,16-17,19-22,25,38H,7-11H2,1-6H3,(H,33,34)/t12-,16+,17-,19+,20-,21+,22-,25-,28-,29+,30-,31-/m0/s1

InChI Key

GQSDVFBROOVBAH-OEWZLOQJSA-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
Tricarboxylic acid or derivatives
Ketal
Oxepane
3-furanone
Gamma butyrolactone
Pyran
Oxane
Dihydrofuran
Furan
Tetrahydrofuran
Tertiary alcohol
Carboxylic acid ester
Ketone
Lactone
Organoheterocyclic compound
Oxacycle
Ether
Dialkyl ether
Carboxylic acid
Acetal
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Alcohol
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

23624673

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for [(1s,3s,4r,7r,8s,9s,11s,14s,17r,22s,23r,26s)-22-(acetyloxy)-4-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 (NP0305948)

MOL for NP0305948 ([(1s,3s,4r,7r,8s,9s,11s,14s,17r,22s,23r,26s)-22-(acetyloxy)-4-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 NP0305948 ([(1s,3s,4r,7r,8s,9s,11s,14s,17r,22s,23r,26s)-22-(acetyloxy)-4-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 NP0305948 ([(1s,3s,4r,7r,8s,9s,11s,14s,17r,22s,23r,26s)-22-(acetyloxy)-4-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 NP0305948 ([(1s,3s,4r,7r,8s,9s,11s,14s,17r,22s,23r,26s)-22-(acetyloxy)-4-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 NP0305948 ([(1s,3s,4r,7r,8s,9s,11s,14s,17r,22s,23r,26s)-22-(acetyloxy)-4-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 NP0305948 ([(1s,3s,4r,7r,8s,9s,11s,14s,17r,22s,23r,26s)-22-(acetyloxy)-4-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 NP0305948 ([(1s,3s,4r,7r,8s,9s,11s,14s,17r,22s,23r,26s)-22-(acetyloxy)-4-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 NP0305948 ([(1s,3s,4r,7r,8s,9s,11s,14s,17r,22s,23r,26s)-22-(acetyloxy)-4-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 NP0305948 ([(1s,3s,4r,7r,8s,9s,11s,14s,17r,22s,23r,26s)-22-(acetyloxy)-4-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 NP0305948 ([(1s,3s,4r,7r,8s,9s,11s,14s,17r,22s,23r,26s)-22-(acetyloxy)-4-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)