NP-MRD: Showing NP-Card for Methyl 6-hydroxyangolensate (NP0141070)

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Record Information

Version

2.0

Created at

2022-06-29 22:09:33 UTC

Updated at

2024-09-12 19:52:46 UTC

NP-MRD ID

NP0141070

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Methyl 6-hydroxyangolensate

Description

Methyl 6-hydroxyangolensate belongs to the class of organic compounds known as limonoids. These are highly oxygenated, modified terpenoids with a prototypical structure either containing or derived from a precursor with a 4,4,8-trimethyl-17-furanylsteroid skeleton. All naturally occurring citrus limonoids contain a furan ring attached to the D-ring, at C-17, as well as oxygen containing functional groups at C-3, C-4, C-7, C-16 and C-17. Methyl 6-hydroxyangolensate was first documented in 2005 (PMID: 15619711). Based on a literature review a small amount of articles have been published on Methyl 6-hydroxyangolensate (PMID: 24034555) (PMID: 19136128) (PMID: 15893779).

Structure

MOL SDF PDB SMILES InChI

NP0141070
  Mrv2104 05272322243D          

 69 73  0  0  0  0            999 V2000
    1.2377   -3.0690    1.4071 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0146   -1.8948    0.7947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1329   -1.6535   -0.1725 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4338   -0.9603   -1.4526 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9607   -1.0235   -1.6116 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7690   -0.5895   -0.3364 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9601   -1.5877   -0.2161 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3066    0.8660   -0.3775 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2697    1.1614   -1.4991 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6863    0.9886   -1.5114 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1257    1.4160   -2.7413 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0829    1.8558   -3.4882 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9679    1.7171   -2.7284 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9396    1.2222    0.8850 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5121    0.8079    2.0960 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9285    1.3447    3.1213 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.0482    2.0518   -3.1893 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.4044    2.4769    1.7071 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.5864    1.6229   -1.0194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0851   -0.7801   -1.3335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6884   -2.0079   -0.0082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3936   -1.1207   -1.3629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7525   -0.1780    3.2671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7751    1.4214    2.4365 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.0167   -2.0330    2.4407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2264   -2.6266    1.3278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5205   -1.2061    2.3591 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
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  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
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  1 36  1  0  0  0  0
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 11 48  1  0  0  0  0
 13 49  1  0  0  0  0
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 29 63  1  0  0  0  0
 33 64  1  0  0  0  0
 33 65  1  0  0  0  0
 33 66  1  0  0  0  0
 35 67  1  0  0  0  0
 35 68  1  0  0  0  0
 35 69  1  0  0  0  0
M  END

NP0141070
  Mrv2104 05272322243D          

 69 73  0  0  0  0            999 V2000
    1.2377   -3.0690    1.4071 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0146   -1.8948    0.7947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1329   -1.6535   -0.1725 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4338   -0.9603   -1.4526 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9607   -1.0235   -1.6116 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7690   -0.5895   -0.3364 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9601   -1.5877   -0.2161 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3066    0.8660   -0.3775 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2697    1.1614   -1.4991 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6863    0.9886   -1.5114 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1257    1.4160   -2.7413 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0829    1.8558   -3.4882 O   0  0  0  0  0  0  0  0  0  0  0  0
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  5 42  1  0  0  0  0
  7 43  1  0  0  0  0
  7 44  1  0  0  0  0
  7 45  1  0  0  0  0
  8 46  1  6  0  0  0
 10 47  1  0  0  0  0
 11 48  1  0  0  0  0
 13 49  1  0  0  0  0
 17 50  1  0  0  0  0
 17 51  1  0  0  0  0
 20 52  1  1  0  0  0
 21 53  1  0  0  0  0
 21 54  1  0  0  0  0
 25 55  1  0  0  0  0
 25 56  1  0  0  0  0
 25 57  1  0  0  0  0
 26 58  1  0  0  0  0
 26 59  1  0  0  0  0
 26 60  1  0  0  0  0
 27 61  1  6  0  0  0
 28 62  1  1  0  0  0
 29 63  1  0  0  0  0
 33 64  1  0  0  0  0
 33 65  1  0  0  0  0
 33 66  1  0  0  0  0
 35 67  1  0  0  0  0
 35 68  1  0  0  0  0
 35 69  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0141070

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@]([H])(C(=O)OC([H])([H])[H])[C@@]1([H])C(C(=O)C([H])([H])[C@]2([H])O[C@@]34C(=C([H])[H])[C@]([H])(C([H])([H])C([H])([H])[C@@]3(C([H])([H])[H])[C@@]([H])(OC(=O)C4([H])[H])C3=C([H])OC([H])=C3[H])[C@]12C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1/C27H34O8/c1-14-16-7-9-25(4)22(15-8-10-33-13-15)34-19(29)12-27(14,25)35-18-11-17(28)24(2,3)21(26(16,18)5)20(30)23(31)32-6/h8,10,13,16,18,20-22,30H,1,7,9,11-12H2,2-6H3/t16-,18-,20-,21-,22-,25-,26-,27-/s2

> <INCHI_KEY>
GOYZKWCPWBKPIG-ALNBCNICNA-N

> <FORMULA>
C27H34O8

> <MOLECULAR_WEIGHT>
486.561

> <EXACT_MASS>
486.225368055

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
69

> <JCHEM_AVERAGE_POLARIZABILITY>
50.305173519134385

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl (2S)-2-[(1S,3S,7R,8R,9R,12S,13S)-13-(furan-3-yl)-6,6,8,12-tetramethyl-17-methylidene-5,15-dioxo-2,14-dioxatetracyclo[7.7.1.0^{1,12}.0^{3,8}]heptadecan-7-yl]-2-hydroxyacetate

> <JCHEM_LOGP>
3.025243070666665

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.573735806982253

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.418762248634525

> <JCHEM_PKA_STRONGEST_BASIC>
-2.869581690420246

> <JCHEM_POLAR_SURFACE_AREA>
112.27000000000002

> <JCHEM_REFRACTIVITY>
122.81129999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
methyl (2S)-2-[(1S,3S,7R,8R,9R,12S,13S)-13-(furan-3-yl)-6,6,8,12-tetramethyl-17-methylidene-5,15-dioxo-2,14-dioxatetracyclo[7.7.1.0^{1,12}.0^{3,8}]heptadecan-7-yl]-2-hydroxyacetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-MAY-23   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: NP0141070                                         
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-23         0                                  
HETATM    1  C   UNK     0       1.238  -3.069   1.407  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.015  -1.895   0.795  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.133  -1.654  -0.173  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.434  -0.960  -1.453  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.961  -1.024  -1.612  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.769  -0.590  -0.336  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.960  -1.588  -0.216  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.307   0.866  -0.378  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.270   1.161  -1.499  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.686   0.989  -1.511  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.126   1.416  -2.741  0.00  0.00           C+0
HETATM   12  O   UNK     0       5.083   1.856  -3.488  0.00  0.00           O+0
HETATM   13  C   UNK     0       3.968   1.717  -2.728  0.00  0.00           C+0
HETATM   14  O   UNK     0       3.940   1.222   0.885  0.00  0.00           O+0
HETATM   15  C   UNK     0       3.512   0.808   2.096  0.00  0.00           C+0
HETATM   16  O   UNK     0       3.929   1.345   3.121  0.00  0.00           O+0
HETATM   17  C   UNK     0       2.633  -0.411   2.184  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.831  -0.626   0.915  0.00  0.00           C+0
HETATM   19  O   UNK     0       0.912   0.499   0.821  0.00  0.00           O+0
HETATM   20  C   UNK     0      -0.415   0.345   1.355  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.065   1.708   1.290  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.309   2.036  -0.156  0.00  0.00           C+0
HETATM   23  O   UNK     0      -0.684   2.935  -0.718  0.00  0.00           O+0
HETATM   24  C   UNK     0      -2.417   1.251  -0.848  0.00  0.00           C+0
HETATM   25  C   UNK     0      -2.240   1.359  -2.386  0.00  0.00           C+0
HETATM   26  C   UNK     0      -3.703   2.048  -0.536  0.00  0.00           C+0
HETATM   27  C   UNK     0      -2.392  -0.283  -0.402  0.00  0.00           C+0
HETATM   28  C   UNK     0      -3.801  -0.944  -0.231  0.00  0.00           C+0
HETATM   29  O   UNK     0      -4.447  -0.921  -1.521  0.00  0.00           O+0
HETATM   30  C   UNK     0      -4.807  -0.394   0.795  0.00  0.00           C+0
HETATM   31  O   UNK     0      -6.020  -0.466   0.616  0.00  0.00           O+0
HETATM   32  O   UNK     0      -4.223   0.141   1.892  0.00  0.00           O+0
HETATM   33  C   UNK     0      -5.144   0.639   2.868  0.00  0.00           C+0
HETATM   34  C   UNK     0      -1.218  -0.783   0.613  0.00  0.00           C+0
HETATM   35  C   UNK     0      -1.788  -1.710   1.734  0.00  0.00           C+0
HETATM   36  H   UNK     0       2.069  -3.224   2.087  0.00  0.00           H+0
HETATM   37  H   UNK     0       0.589  -3.925   1.236  0.00  0.00           H+0
HETATM   38  H   UNK     0      -0.585  -2.607  -0.475  0.00  0.00           H+0
HETATM   39  H   UNK     0       0.167   0.097  -1.472  0.00  0.00           H+0
HETATM   40  H   UNK     0      -0.036  -1.407  -2.338  0.00  0.00           H+0
HETATM   41  H   UNK     0       2.206  -2.064  -1.869  0.00  0.00           H+0
HETATM   42  H   UNK     0       2.251  -0.436  -2.488  0.00  0.00           H+0
HETATM   43  H   UNK     0       3.620  -2.606  -0.005  0.00  0.00           H+0
HETATM   44  H   UNK     0       4.669  -1.309   0.569  0.00  0.00           H+0
HETATM   45  H   UNK     0       4.524  -1.640  -1.155  0.00  0.00           H+0
HETATM   46  H   UNK     0       2.481   1.578  -0.507  0.00  0.00           H+0
HETATM   47  H   UNK     0       6.308   0.606  -0.713  0.00  0.00           H+0
HETATM   48  H   UNK     0       7.097   1.479  -3.211  0.00  0.00           H+0
HETATM   49  H   UNK     0       3.048   2.052  -3.189  0.00  0.00           H+0
HETATM   50  H   UNK     0       3.280  -1.262   2.421  0.00  0.00           H+0
HETATM   51  H   UNK     0       1.957  -0.258   3.034  0.00  0.00           H+0
HETATM   52  H   UNK     0      -0.296   0.105   2.419  0.00  0.00           H+0
HETATM   53  H   UNK     0      -2.006   1.743   1.844  0.00  0.00           H+0
HETATM   54  H   UNK     0      -0.404   2.477   1.707  0.00  0.00           H+0
HETATM   55  H   UNK     0      -3.032   0.820  -2.916  0.00  0.00           H+0
HETATM   56  H   UNK     0      -2.279   2.402  -2.723  0.00  0.00           H+0
HETATM   57  H   UNK     0      -1.280   0.963  -2.726  0.00  0.00           H+0
HETATM   58  H   UNK     0      -3.617   3.080  -0.904  0.00  0.00           H+0
HETATM   59  H   UNK     0      -3.888   2.145   0.536  0.00  0.00           H+0
HETATM   60  H   UNK     0      -4.586   1.623  -1.019  0.00  0.00           H+0
HETATM   61  H   UNK     0      -2.085  -0.780  -1.333  0.00  0.00           H+0
HETATM   62  H   UNK     0      -3.688  -2.008  -0.008  0.00  0.00           H+0
HETATM   63  H   UNK     0      -5.394  -1.121  -1.363  0.00  0.00           H+0
HETATM   64  H   UNK     0      -5.753  -0.178   3.267  0.00  0.00           H+0
HETATM   65  H   UNK     0      -5.775   1.421   2.437  0.00  0.00           H+0
HETATM   66  H   UNK     0      -4.564   1.073   3.687  0.00  0.00           H+0
HETATM   67  H   UNK     0      -1.017  -2.033   2.441  0.00  0.00           H+0
HETATM   68  H   UNK     0      -2.226  -2.627   1.328  0.00  0.00           H+0
HETATM   69  H   UNK     0      -2.521  -1.206   2.359  0.00  0.00           H+0
CONECT    1    2   36   37                                                  
CONECT    2    1    3   18                                                  
CONECT    3    2    4   34   38                                             
CONECT    4    3    5   39   40                                             
CONECT    5    4    6   41   42                                             
CONECT    6    5    7    8   18                                             
CONECT    7    6   43   44   45                                             
CONECT    8    6    9   14   46                                             
CONECT    9    8   10   13                                                  
CONECT   10    9   11   47                                                  
CONECT   11   10   12   48                                                  
CONECT   12   11   13                                                       
CONECT   13   12    9   49                                                  
CONECT   14    8   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   50   51                                             
CONECT   18   17   19    2    6                                             
CONECT   19   18   20                                                       
CONECT   20   19   21   34   52                                             
CONECT   21   20   22   53   54                                             
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   26   27                                             
CONECT   25   24   55   56   57                                             
CONECT   26   24   58   59   60                                             
CONECT   27   24   28   34   61                                             
CONECT   28   27   29   30   62                                             
CONECT   29   28   63                                                       
CONECT   30   28   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33                                                       
CONECT   33   32   64   65   66                                             
CONECT   34   27   35   20    3                                             
CONECT   35   34   67   68   69                                             
CONECT   36    1                                                            
CONECT   37    1                                                            
CONECT   38    3                                                            
CONECT   39    4                                                            
CONECT   40    4                                                            
CONECT   41    5                                                            
CONECT   42    5                                                            
CONECT   43    7                                                            
CONECT   44    7                                                            
CONECT   45    7                                                            
CONECT   46    8                                                            
CONECT   47   10                                                            
CONECT   48   11                                                            
CONECT   49   13                                                            
CONECT   50   17                                                            
CONECT   51   17                                                            
CONECT   52   20                                                            
CONECT   53   21                                                            
CONECT   54   21                                                            
CONECT   55   25                                                            
CONECT   56   25                                                            
CONECT   57   25                                                            
CONECT   58   26                                                            
CONECT   59   26                                                            
CONECT   60   26                                                            
CONECT   61   27                                                            
CONECT   62   28                                                            
CONECT   63   29                                                            
CONECT   64   33                                                            
CONECT   65   33                                                            
CONECT   66   33                                                            
CONECT   67   35                                                            
CONECT   68   35                                                            
CONECT   69   35                                                            
MASTER        0    0    0    0    0    0    0    0   69    0  146    0
END

View in JSmol

Synonyms

Value	Source
Methyl 6-hydroxyangolensic acid	Generator

Chemical Formula

C₂₇H₃₄O₈

Average Mass

486.5610 Da

Monoisotopic Mass

486.22537 Da

IUPAC Name

methyl (2S)-2-[(1S,3S,7R,8R,9R,12S,13S)-13-(furan-3-yl)-6,6,8,12-tetramethyl-17-methylidene-5,15-dioxo-2,14-dioxatetracyclo[7.7.1.0^{1,12}.0^{3,8}]heptadecan-7-yl]-2-hydroxyacetate

Traditional Name

methyl (2S)-2-[(1S,3S,7R,8R,9R,12S,13S)-13-(furan-3-yl)-6,6,8,12-tetramethyl-17-methylidene-5,15-dioxo-2,14-dioxatetracyclo[7.7.1.0^{1,12}.0^{3,8}]heptadecan-7-yl]-2-hydroxyacetate

CAS Registry Number

Not Available

SMILES

[H]O[C@]([H])(C(=O)OC([H])([H])[H])[C@@]1([H])C(C(=O)C([H])([H])[C@]2([H])O[C@@]34C(=C([H])[H])[C@]([H])(C([H])([H])C([H])([H])[C@@]3(C([H])([H])[H])[C@@]([H])(OC(=O)C4([H])[H])C3=C([H])OC([H])=C3[H])[C@]12C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1/C27H34O8/c1-14-16-7-9-25(4)22(15-8-10-33-13-15)34-19(29)12-27(14,25)35-18-11-17(28)24(2,3)21(26(16,18)5)20(30)23(31)32-6/h8,10,13,16,18,20-22,30H,1,7,9,11-12H2,2-6H3/t16-,18-,20-,21-,22-,25-,26-,27-/s2

InChI Key

GOYZKWCPWBKPIG-ALNBCNICNA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as limonoids. These are highly oxygenated, modified terpenoids with a prototypical structure either containing or derived from a precursor with a 4,4,8-trimethyl-17-furanylsteroid skeleton. All naturally occurring citrus limonoids contain a furan ring attached to the D-ring, at C-17, as well as oxygen containing functional groups at C-3, C-4, C-7, C-16 and C-17.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Limonoids

Alternative Parents

Substituents

Limonoid skeleton
Delta valerolactone
Delta_valerolactone
Dicarboxylic acid or derivatives
Oxane
Furan
Heteroaromatic compound
Methyl ester
Carboxylic acid ester
Ketone
Lactone
Cyclic ketone
Secondary alcohol
Oxacycle
Ether
Dialkyl ether
Organoheterocyclic compound
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Organooxygen compound
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	3.03	ChemAxon
pKa (Strongest Acidic)	12.42	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	112.27 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	122.81 m³·mol⁻¹	ChemAxon
Polarizability	50.31 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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

C00034874

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Abdelgaleil SA, Hashinaga F, Nakatani M: Antifungal activity of limonoids from Khaya ivorensis. Pest Manag Sci. 2005 Feb;61(2):186-90. doi: 10.1002/ps.978. [PubMed:15619711 ]
Abdelgaleil SA, Doe M, Nakatani M: Rings B,D-seco limonoid antifeedants from Swietenia mahogani. Phytochemistry. 2013 Dec;96:312-7. doi: 10.1016/j.phytochem.2013.08.006. Epub 2013 Sep 10. [PubMed:24034555 ]
Zhang H, Tan J, Vanderveer D, Wang X, Wargovich MJ, Chen F: Khayanolides from African mahogany Khaya senegalensis (Meliaceae): A revision. Phytochemistry. 2009 Jan;70(2):294-9. doi: 10.1016/j.phytochem.2008.12.004. Epub 2009 Jan 10. [PubMed:19136128 ]
Tchimene MK, Tane P, Ngamga D, Connolly JD, Farrugia LJ: Four tetranortriterpenoids from the stem bark of Khaya anthotheca. Phytochemistry. 2005 May;66(10):1088-93. doi: 10.1016/j.phytochem.2005.03.028. [PubMed:15893779 ]

Showing NP-Card for Methyl 6-hydroxyangolensate (NP0141070)

MOL for NP0141070 (Methyl 6-hydroxyangolensate)

3D MOL for NP0141070 (Methyl 6-hydroxyangolensate)

3D SDF for NP0141070 (Methyl 6-hydroxyangolensate)

3D-SDF for NP0141070 (Methyl 6-hydroxyangolensate)

PDB for NP0141070 (Methyl 6-hydroxyangolensate)

3D PDB for NP0141070 (Methyl 6-hydroxyangolensate)

SMILES for NP0141070 (Methyl 6-hydroxyangolensate)

INCHI for NP0141070 (Methyl 6-hydroxyangolensate)

Structure for NP0141070 (Methyl 6-hydroxyangolensate)

3D Structure for NP0141070 (Methyl 6-hydroxyangolensate)