NP-MRD: Showing NP-Card for methyl (1r,3r,7s,8s,9r)-7-(acetyloxy)-3-hydroxy-9-methyl-9-[(1e,3e)-4-methyl-5-oxo-5-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}penta-1,3-dien-1-yl]-11-oxo-10-oxatricyclo[6.3.2.0¹,⁷]tridec-4-ene-4-carboxylate (NP0272474)

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Record Information

Version

2.0

Created at

2022-09-08 19:06:47 UTC

Updated at

2022-09-08 19:06:47 UTC

NP-MRD ID

NP0272474

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl (1r,3r,7s,8s,9r)-7-(acetyloxy)-3-hydroxy-9-methyl-9-[(1e,3e)-4-methyl-5-oxo-5-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}penta-1,3-dien-1-yl]-11-oxo-10-oxatricyclo[6.3.2.0¹,⁷]tridec-4-ene-4-carboxylate

Description

CHEMBL225533 belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety. methyl (1r,3r,7s,8s,9r)-7-(acetyloxy)-3-hydroxy-9-methyl-9-[(1e,3e)-4-methyl-5-oxo-5-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}penta-1,3-dien-1-yl]-11-oxo-10-oxatricyclo[6.3.2.0¹,⁷]tridec-4-ene-4-carboxylate is found in Larix kaempferi. Based on a literature review very few articles have been published on CHEMBL225533.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082221062D          

 43 46  0  0  1  0            999 V2000
    4.2308    2.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5821    1.2543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0919    0.5490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8684    0.1654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1710    0.2644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6316    0.8886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8072    0.8561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3187    0.1913    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3977   -0.2971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2247    0.4284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0355    0.2763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0490    1.2067    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6648    0.8878    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3521    0.1244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7540   -0.5961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5338   -0.6052    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2907   -0.9335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2240   -0.6586    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6200   -1.4465    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1808   -0.1789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1313    0.6446    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7207    7.2874    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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    1.3833    6.7959    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1403    7.1239    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2889    5.9763    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9515    5.4847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
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  6  7  1  0  0  0  0
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  8  9  1  6  0  0  0
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  8 13  1  0  0  0  0
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  8 16  1  0  0  0  0
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 38 40  1  0  0  0  0
 40 41  1  6  0  0  0
 40 42  1  0  0  0  0
 33 42  1  0  0  0  0
 42 43  1  1  0  0  0
M  END

     RDKit          3D

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M  END


  Mrv1652309082221062D          

 43 46  0  0  1  0            999 V2000
    4.2308    2.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.2240   -0.6586    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6200   -1.4465    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1808   -0.1789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9429   -0.2264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1313    0.6446    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4566    1.1193    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1182    1.8322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8388    1.8622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1544    2.3699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2488    3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0057    3.5175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6683    3.0260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1001    4.3371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8571    4.6652    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4375    4.8287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5319    5.6482    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1306    6.1398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0363    6.9594    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6988    7.4509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6044    8.2705    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7207    7.2874    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8151    8.1070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3833    6.7959    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1403    7.1239    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2889    5.9763    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9515    5.4847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  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  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  1  0  0  0
 14 15  1  0  0  0  0
 16 15  1  1  0  0  0
  8 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
  5 18  1  0  0  0  0
 18 19  1  6  0  0  0
 16 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 13 23  1  0  0  0  0
 23 24  1  6  0  0  0
 23 25  1  1  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 33 32  1  6  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  6  0  0  0
 36 37  1  0  0  0  0
 35 38  1  0  0  0  0
 38 39  1  1  0  0  0
 38 40  1  0  0  0  0
 40 41  1  6  0  0  0
 40 42  1  0  0  0  0
 33 42  1  0  0  0  0
 42 43  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0272474

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1=CC[C@]2(OC(C)=O)[C@H]3CC[C@]2(C[C@H]1O)C(=O)O[C@]3(C)\C=C\C=C(/C)C(=O)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C29H38O14/c1-14(23(36)41-25-22(35)21(34)20(33)18(13-30)40-25)6-5-9-27(3)19-8-10-28(26(38)43-27)12-17(32)16(24(37)39-4)7-11-29(19,28)42-15(2)31/h5-7,9,17-22,25,30,32-35H,8,10-13H2,1-4H3/b9-5+,14-6+/t17-,18-,19+,20-,21+,22-,25+,27-,28+,29+/m1/s1

> <INCHI_KEY>
YCULWXORRYUUAK-OSXNYERISA-N

> <FORMULA>
C29H38O14

> <MOLECULAR_WEIGHT>
610.609

> <EXACT_MASS>
610.226155904

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
81

> <JCHEM_AVERAGE_POLARIZABILITY>
61.86176292938737

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl (1R,3R,7S,8S,9R)-7-(acetyloxy)-3-hydroxy-9-methyl-9-[(1E,3E)-4-methyl-5-oxo-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}penta-1,3-dien-1-yl]-11-oxo-10-oxatricyclo[6.3.2.0^{1,7}]tridec-4-ene-4-carboxylate

> <JCHEM_LOGP>
-0.3179390876666663

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.16399130972998

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.192192683219316

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810938228983064

> <JCHEM_POLAR_SURFACE_AREA>
215.57999999999998

> <JCHEM_REFRACTIVITY>
145.0782

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
methyl (1R,3R,7S,8S,9R)-7-(acetyloxy)-3-hydroxy-9-methyl-9-[(1E,3E)-4-methyl-5-oxo-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}penta-1,3-dien-1-yl]-11-oxo-10-oxatricyclo[6.3.2.0^{1,7}]tridec-4-ene-4-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0       7.897   3.735   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       8.553   2.341   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       7.638   1.025   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       9.088   0.309   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       5.919   0.494   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.912   1.659   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.373   1.598   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.462   0.357   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.742  -0.555   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -0.419   0.800   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.933   0.516   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       0.092   2.253   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       1.241   1.657   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.657   0.232   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.407  -1.113   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.863  -1.130   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.276  -1.743   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.018  -1.229   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       6.757  -2.700   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       4.071  -0.334   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       5.493  -0.423   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       3.978   1.203   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       2.719   2.089   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.954   3.420   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.566   3.476   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.288   4.424   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.464   5.954   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.877   6.566   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.114   5.649   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.054   8.096   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       3.467   8.708   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       0.817   9.013   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       0.993  10.543   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      -0.244  11.461   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      -0.068  12.991   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -1.304  13.908   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      -1.128  15.438   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       1.345  13.603   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       1.522  15.133   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       2.582  12.686   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       3.995  13.298   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       2.406  11.156   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0       3.643  10.238   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   18                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   13   16                                             
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    8   14   23                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15    8   17   20                                             
CONECT   17   16   18                                                       
CONECT   18   17    5   19                                                  
CONECT   19   18                                                            
CONECT   20   16   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   13   24   25                                             
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33                                                       
CONECT   33   32   34   42                                                  
CONECT   34   33   35                                                       
CONECT   35   34   36   38                                                  
CONECT   36   35   37                                                       
CONECT   37   36                                                            
CONECT   38   35   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40   33   43                                                  
CONECT   43   42                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   92    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₉H₃₈O₁₄

Average Mass

610.6090 Da

Monoisotopic Mass

610.22616 Da

IUPAC Name

methyl (1R,3R,7S,8S,9R)-7-(acetyloxy)-3-hydroxy-9-methyl-9-[(1E,3E)-4-methyl-5-oxo-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}penta-1,3-dien-1-yl]-11-oxo-10-oxatricyclo[6.3.2.0^{1,7}]tridec-4-ene-4-carboxylate

Traditional Name

CAS Registry Number

Not Available

SMILES

COC(=O)C1=CC[C@]2(OC(C)=O)[C@H]3CC[C@]2(C[C@H]1O)C(=O)O[C@]3(C)\C=C\C=C(/C)C(=O)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C29H38O14/c1-14(23(36)41-25-22(35)21(34)20(33)18(13-30)40-25)6-5-9-27(3)19-8-10-28(26(38)43-27)12-17(32)16(24(37)39-4)7-11-29(19,28)42-15(2)31/h5-7,9,17-22,25,30,32-35H,8,10-13H2,1-4H3/b9-5+,14-6+/t17-,18-,19+,20-,21+,22-,25+,27-,28+,29+/m1/s1

InChI Key

YCULWXORRYUUAK-OSXNYERISA-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
Larix kaempferi	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Diterpene lactones

Alternative Parents

Substituents

Diterpene lactone
Diterpenoid
Prenyldaucane diterpenoid
Tetracarboxylic acid or derivatives
Hexose monosaccharide
Caprolactone
Beta-hydroxy acid
Delta valerolactone
Fatty acid ester
Delta_valerolactone
Oxepane
Fatty acyl
Hydroxy acid
Monosaccharide
Oxane
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Lactone
Secondary alcohol
Carboxylic acid ester
Acetal
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Polyol
Alcohol
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organic oxygen compound
Primary 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
logP	-0.32	ChemAxon
pKa (Strongest Acidic)	12.19	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	215.58 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	145.08 m³·mol⁻¹	ChemAxon
Polarizability	61.86 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

23281311

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44421294

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl (1r,3r,7s,8s,9r)-7-(acetyloxy)-3-hydroxy-9-methyl-9-[(1e,3e)-4-methyl-5-oxo-5-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}penta-1,3-dien-1-yl]-11-oxo-10-oxatricyclo[6.3.2.0¹,⁷]tridec-4-ene-4-carboxylate (NP0272474)

MOL for NP0272474 (methyl (1r,3r,7s,8s,9r)-7-(acetyloxy)-3-hydroxy-9-methyl-9-[(1e,3e)-4-methyl-5-oxo-5-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}penta-1,3-dien-1-yl]-11-oxo-10-oxatricyclo[6.3.2.0¹,⁷]tridec-4-ene-4-carboxylate)

3D MOL for NP0272474 (methyl (1r,3r,7s,8s,9r)-7-(acetyloxy)-3-hydroxy-9-methyl-9-[(1e,3e)-4-methyl-5-oxo-5-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}penta-1,3-dien-1-yl]-11-oxo-10-oxatricyclo[6.3.2.0¹,⁷]tridec-4-ene-4-carboxylate)

3D SDF for NP0272474 (methyl (1r,3r,7s,8s,9r)-7-(acetyloxy)-3-hydroxy-9-methyl-9-[(1e,3e)-4-methyl-5-oxo-5-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}penta-1,3-dien-1-yl]-11-oxo-10-oxatricyclo[6.3.2.0¹,⁷]tridec-4-ene-4-carboxylate)

3D-SDF for NP0272474 (methyl (1r,3r,7s,8s,9r)-7-(acetyloxy)-3-hydroxy-9-methyl-9-[(1e,3e)-4-methyl-5-oxo-5-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}penta-1,3-dien-1-yl]-11-oxo-10-oxatricyclo[6.3.2.0¹,⁷]tridec-4-ene-4-carboxylate)

PDB for NP0272474 (methyl (1r,3r,7s,8s,9r)-7-(acetyloxy)-3-hydroxy-9-methyl-9-[(1e,3e)-4-methyl-5-oxo-5-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}penta-1,3-dien-1-yl]-11-oxo-10-oxatricyclo[6.3.2.0¹,⁷]tridec-4-ene-4-carboxylate)

3D PDB for NP0272474 (methyl (1r,3r,7s,8s,9r)-7-(acetyloxy)-3-hydroxy-9-methyl-9-[(1e,3e)-4-methyl-5-oxo-5-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}penta-1,3-dien-1-yl]-11-oxo-10-oxatricyclo[6.3.2.0¹,⁷]tridec-4-ene-4-carboxylate)

SMILES for NP0272474 (methyl (1r,3r,7s,8s,9r)-7-(acetyloxy)-3-hydroxy-9-methyl-9-[(1e,3e)-4-methyl-5-oxo-5-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}penta-1,3-dien-1-yl]-11-oxo-10-oxatricyclo[6.3.2.0¹,⁷]tridec-4-ene-4-carboxylate)

INCHI for NP0272474 (methyl (1r,3r,7s,8s,9r)-7-(acetyloxy)-3-hydroxy-9-methyl-9-[(1e,3e)-4-methyl-5-oxo-5-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}penta-1,3-dien-1-yl]-11-oxo-10-oxatricyclo[6.3.2.0¹,⁷]tridec-4-ene-4-carboxylate)

Structure for NP0272474 (methyl (1r,3r,7s,8s,9r)-7-(acetyloxy)-3-hydroxy-9-methyl-9-[(1e,3e)-4-methyl-5-oxo-5-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}penta-1,3-dien-1-yl]-11-oxo-10-oxatricyclo[6.3.2.0¹,⁷]tridec-4-ene-4-carboxylate)

3D Structure for NP0272474 (methyl (1r,3r,7s,8s,9r)-7-(acetyloxy)-3-hydroxy-9-methyl-9-[(1e,3e)-4-methyl-5-oxo-5-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}penta-1,3-dien-1-yl]-11-oxo-10-oxatricyclo[6.3.2.0¹,⁷]tridec-4-ene-4-carboxylate)