NP-MRD: Showing NP-Card for {2,12-dihydroxy-4-[3-methoxy-4,8-dimethyl-9-(2-methyl-1,3-oxazol-4-yl)nona-4,6,8-trien-2-yl]-1,13-dimethyl-6-oxo-5,17-dioxabicyclo[14.1.0]heptadeca-7,14-dien-10-yl}acetic acid (NP0153426)

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Record Information

Version

2.0

Created at

2022-09-02 10:04:48 UTC

Updated at

2022-09-02 10:04:48 UTC

NP-MRD ID

NP0153426

Secondary Accession Numbers

None

Natural Product Identification

Common Name

{2,12-dihydroxy-4-[3-methoxy-4,8-dimethyl-9-(2-methyl-1,3-oxazol-4-yl)nona-4,6,8-trien-2-yl]-1,13-dimethyl-6-oxo-5,17-dioxabicyclo[14.1.0]heptadeca-7,14-dien-10-yl}acetic acid

Description

2-{2,12-Dihydroxy-4-[3-methoxy-4,8-dimethyl-9-(2-methyl-1,3-oxazol-4-yl)nona-4,6,8-trien-2-yl]-1,13-dimethyl-6-oxo-5,17-dioxabicyclo[14.1.0]Heptadeca-7,14-dien-10-yl}acetic acid belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring. 2-{2,12-Dihydroxy-4-[3-methoxy-4,8-dimethyl-9-(2-methyl-1,3-oxazol-4-yl)nona-4,6,8-trien-2-yl]-1,13-dimethyl-6-oxo-5,17-dioxabicyclo[14.1.0]Heptadeca-7,14-dien-10-yl}acetic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004161513242D          

 45 47  0  0  0  0            999 V2000
    3.4065   -2.5954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9442   -1.9121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1213   -1.9708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6590   -1.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8361   -1.3462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0196   -0.5455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5573    0.1378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7344    0.0791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3738   -0.6629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2721    0.7624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4112    0.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1902    1.4457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6327    1.5044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4556    1.5631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8162    2.3052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6391    2.3639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1014    1.6806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9997    3.1059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5374    3.7892    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8226    3.1646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2849    2.4813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1078    2.5400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4684    3.2821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2913    3.3408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0061    3.9654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9243    1.7393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.7157   -6.0766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4436   -6.4649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6021   -5.2595    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1440   -4.9976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2230   -3.3961    0.0000 C   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  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
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 12 13  1  0  0  0  0
 10 13  1  0  0  0  0
 14 13  1  4  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
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 27 26  1  4  0  0  0
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 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
  6 31  1  0  0  0  0
  3 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  4  0  0  0
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 35 36  1  4  0  0  0
 36 37  2  0  0  0  0
 37 38  1  4  0  0  0
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 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  2  0  0  0  0
 38 43  1  0  0  0  0
 36 44  1  0  0  0  0
 32 45  1  0  0  0  0
M  END

     RDKit          3D

 94 96  0  0  0  0  0  0  0  0999 V2000
    1.7595    1.3410   -3.8039 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1059    0.8705   -2.5368 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8216    1.7061   -1.5035 C   0  0  2  0  0  0  0  0  0  0  0  0
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    2.8916    3.9173   -0.7710 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1472    1.8685   -0.6112 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3692    0.4745   -0.6329 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4128   -0.1983   -0.2965 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7096    0.1901    0.2045 C   0  0  0  0  0  0  0  0  0  0  0  0
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 16 61  1  0
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 16 63  1  0
M  END


  Mrv1533004161513242D          

 45 47  0  0  0  0            999 V2000
    3.4065   -2.5954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9442   -1.9121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1213   -1.9708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6590   -1.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8361   -1.3462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0196   -0.5455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5573    0.1378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7344    0.0791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3738   -0.6629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2721    0.7624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4112    0.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1902    1.4457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6327    1.5044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4556    1.5631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8162    2.3052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6391    2.3639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1014    1.6806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9997    3.1059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5374    3.7892    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8226    3.1646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2849    2.4813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1078    2.5400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4684    3.2821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2913    3.3408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0061    3.9654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9243    1.7393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3866    1.0560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0260    0.3140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2031    0.2553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7408    0.9386    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8425   -0.4868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7607   -2.7128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9378   -2.7715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5772   -3.5136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2457   -3.5723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6063   -4.3143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4292   -4.3730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7898   -5.1150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4015   -5.8429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9737   -6.4372    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7157   -6.0766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4436   -6.4649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6021   -5.2595    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1440   -4.9976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2230   -3.3961    0.0000 C   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  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 10 13  1  0  0  0  0
 14 13  1  4  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 21 26  1  0  0  0  0
 27 26  1  4  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
  6 31  1  0  0  0  0
  3 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  4  0  0  0
 34 35  2  0  0  0  0
 35 36  1  4  0  0  0
 36 37  2  0  0  0  0
 37 38  1  4  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  2  0  0  0  0
 38 43  1  0  0  0  0
 36 44  1  0  0  0  0
 32 45  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0153426

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(C(C)C1CC(O)C2(C)OC2C=CC(C)C(O)CC(CC(O)=O)CC=CC(=O)O1)C(C)=CC=CC(C)=CC1=COC(C)=N1

> <INCHI_IDENTIFIER>
InChI=1S/C35H49NO9/c1-21(16-27-20-43-25(5)36-27)10-8-11-23(3)34(42-7)24(4)29-19-30(38)35(6)31(45-35)15-14-22(2)28(37)17-26(18-32(39)40)12-9-13-33(41)44-29/h8-11,13-16,20,22,24,26,28-31,34,37-38H,12,17-19H2,1-7H3,(H,39,40)

> <INCHI_KEY>
FAIGGHHPKTYDHM-UHFFFAOYSA-N

> <FORMULA>
C35H49NO9

> <MOLECULAR_WEIGHT>
627.775

> <EXACT_MASS>
627.340732162

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
94

> <JCHEM_AVERAGE_POLARIZABILITY>
67.45109082473857

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-{2,12-dihydroxy-4-[3-methoxy-4,8-dimethyl-9-(2-methyl-1,3-oxazol-4-yl)nona-4,6,8-trien-2-yl]-1,13-dimethyl-6-oxo-5,17-dioxabicyclo[14.1.0]heptadeca-7,14-dien-10-yl}acetic acid

> <ALOGPS_LOGP>
4.50

> <JCHEM_LOGP>
4.073511870333332

> <ALOGPS_LOGS>
-4.54

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.824305388453801

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.166171295612571

> <JCHEM_PKA_STRONGEST_BASIC>
0.5948665808727922

> <JCHEM_POLAR_SURFACE_AREA>
151.85000000000002

> <JCHEM_REFRACTIVITY>
173.90919999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.83e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{2,12-dihydroxy-4-[3-methoxy-4,8-dimethyl-9-(2-methyl-1,3-oxazol-4-yl)nona-4,6,8-trien-2-yl]-1,13-dimethyl-6-oxo-5,17-dioxabicyclo[14.1.0]heptadeca-7,14-dien-10-yl}acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0       6.359  -4.845   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       5.496  -3.569   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       3.960  -3.679   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.097  -2.403   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.561  -2.513   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.770  -1.018   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.907   0.257   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.371   0.148   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.698  -1.237   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       0.508   1.423   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.768   0.560   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -0.355   2.699   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       1.181   2.808   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.717   2.918   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.390   4.303   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.926   4.413   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.789   3.137   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.599   5.798   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       4.736   7.073   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       7.135   5.907   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.998   4.632   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.535   4.741   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.208   6.127   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      11.744   6.236   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       9.345   7.402   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       7.325   3.247   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.188   1.971   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       7.515   0.586   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.979   0.476   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       5.116   1.752   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       5.306  -0.909   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       3.287  -5.064   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       1.751  -5.174   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       1.077  -6.559   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -0.459  -6.668   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -1.132  -8.053   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -2.668  -8.163   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -3.341  -9.548   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -2.616 -10.907   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      -3.684 -12.016   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      -5.069 -11.343   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -6.428 -12.068   0.000  0.00  0.00           C+0
HETATM   43  N   UNK     0      -4.857  -9.818   0.000  0.00  0.00           N+0
HETATM   44  C   UNK     0      -0.269  -9.329   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       4.150  -6.339   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   32                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   31                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12   13                                             
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   10   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22   26                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   21   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29    6                                                       
CONECT   32    3   33   45                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37   44                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39   43                                                  
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41   38                                                       
CONECT   44   36                                                            
CONECT   45   32                                                            
MASTER        0    0    0    0    0    0    0    0   45    0   94    0
END

View in JSmol

Synonyms

Value	Source
2-{2,12-dihydroxy-4-[3-methoxy-4,8-dimethyl-9-(2-methyl-1,3-oxazol-4-yl)nona-4,6,8-trien-2-yl]-1,13-dimethyl-6-oxo-5,17-dioxabicyclo[14.1.0]heptadeca-7,14-dien-10-yl}acetate	Generator

Chemical Formula

C₃₅H₄₉NO₉

Average Mass

627.7750 Da

Monoisotopic Mass

627.34073 Da

IUPAC Name

2-{2,12-dihydroxy-4-[3-methoxy-4,8-dimethyl-9-(2-methyl-1,3-oxazol-4-yl)nona-4,6,8-trien-2-yl]-1,13-dimethyl-6-oxo-5,17-dioxabicyclo[14.1.0]heptadeca-7,14-dien-10-yl}acetic acid

Traditional Name

{2,12-dihydroxy-4-[3-methoxy-4,8-dimethyl-9-(2-methyl-1,3-oxazol-4-yl)nona-4,6,8-trien-2-yl]-1,13-dimethyl-6-oxo-5,17-dioxabicyclo[14.1.0]heptadeca-7,14-dien-10-yl}acetic acid

CAS Registry Number

Not Available

SMILES

COC(C(C)C1CC(O)C2(C)OC2C=CC(C)C(O)CC(CC(O)=O)CC=CC(=O)O1)C(C)=CC=CC(C)=CC1=COC(C)=N1

InChI Identifier

InChI=1S/C35H49NO9/c1-21(16-27-20-43-25(5)36-27)10-8-11-23(3)34(42-7)24(4)29-19-30(38)35(6)31(45-35)15-14-22(2)28(37)17-26(18-32(39)40)12-9-13-33(41)44-29/h8-11,13-16,20,22,24,26,28-31,34,37-38H,12,17-19H2,1-7H3,(H,39,40)

InChI Key

FAIGGHHPKTYDHM-UHFFFAOYSA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Terpene lactones

Alternative Parents

Substituents

Terpene lactone
Macrolide
Aromatic monoterpenoid
Bicyclic monoterpenoid
Monoterpenoid
2,4-disubstituted 1,3-oxazole
Dicarboxylic acid or derivatives
Azole
Heteroaromatic compound
Oxazole
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Lactone
Secondary alcohol
Organoheterocyclic compound
Carboxylic acid derivative
Carboxylic acid
Dialkyl ether
Oxirane
Ether
Oxacycle
Azacycle
Organooxygen compound
Organic nitrogen compound
Organic oxygen compound
Hydrocarbon derivative
Organopnictogen compound
Organic oxide
Alcohol
Carbonyl group
Organonitrogen compound
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	4.5	ALOGPS
logP	4.07	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	4.17	ChemAxon
pKa (Strongest Basic)	0.59	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	151.85 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	173.91 m³·mol⁻¹	ChemAxon
Polarizability	67.45 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	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

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

73238047

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for {2,12-dihydroxy-4-[3-methoxy-4,8-dimethyl-9-(2-methyl-1,3-oxazol-4-yl)nona-4,6,8-trien-2-yl]-1,13-dimethyl-6-oxo-5,17-dioxabicyclo[14.1.0]heptadeca-7,14-dien-10-yl}acetic acid (NP0153426)

MOL for NP0153426 ({2,12-dihydroxy-4-[3-methoxy-4,8-dimethyl-9-(2-methyl-1,3-oxazol-4-yl)nona-4,6,8-trien-2-yl]-1,13-dimethyl-6-oxo-5,17-dioxabicyclo[14.1.0]heptadeca-7,14-dien-10-yl}acetic acid)

3D MOL for NP0153426 ({2,12-dihydroxy-4-[3-methoxy-4,8-dimethyl-9-(2-methyl-1,3-oxazol-4-yl)nona-4,6,8-trien-2-yl]-1,13-dimethyl-6-oxo-5,17-dioxabicyclo[14.1.0]heptadeca-7,14-dien-10-yl}acetic acid)

3D SDF for NP0153426 ({2,12-dihydroxy-4-[3-methoxy-4,8-dimethyl-9-(2-methyl-1,3-oxazol-4-yl)nona-4,6,8-trien-2-yl]-1,13-dimethyl-6-oxo-5,17-dioxabicyclo[14.1.0]heptadeca-7,14-dien-10-yl}acetic acid)

3D-SDF for NP0153426 ({2,12-dihydroxy-4-[3-methoxy-4,8-dimethyl-9-(2-methyl-1,3-oxazol-4-yl)nona-4,6,8-trien-2-yl]-1,13-dimethyl-6-oxo-5,17-dioxabicyclo[14.1.0]heptadeca-7,14-dien-10-yl}acetic acid)

PDB for NP0153426 ({2,12-dihydroxy-4-[3-methoxy-4,8-dimethyl-9-(2-methyl-1,3-oxazol-4-yl)nona-4,6,8-trien-2-yl]-1,13-dimethyl-6-oxo-5,17-dioxabicyclo[14.1.0]heptadeca-7,14-dien-10-yl}acetic acid)

3D PDB for NP0153426 ({2,12-dihydroxy-4-[3-methoxy-4,8-dimethyl-9-(2-methyl-1,3-oxazol-4-yl)nona-4,6,8-trien-2-yl]-1,13-dimethyl-6-oxo-5,17-dioxabicyclo[14.1.0]heptadeca-7,14-dien-10-yl}acetic acid)

SMILES for NP0153426 ({2,12-dihydroxy-4-[3-methoxy-4,8-dimethyl-9-(2-methyl-1,3-oxazol-4-yl)nona-4,6,8-trien-2-yl]-1,13-dimethyl-6-oxo-5,17-dioxabicyclo[14.1.0]heptadeca-7,14-dien-10-yl}acetic acid)

INCHI for NP0153426 ({2,12-dihydroxy-4-[3-methoxy-4,8-dimethyl-9-(2-methyl-1,3-oxazol-4-yl)nona-4,6,8-trien-2-yl]-1,13-dimethyl-6-oxo-5,17-dioxabicyclo[14.1.0]heptadeca-7,14-dien-10-yl}acetic acid)

Structure for NP0153426 ({2,12-dihydroxy-4-[3-methoxy-4,8-dimethyl-9-(2-methyl-1,3-oxazol-4-yl)nona-4,6,8-trien-2-yl]-1,13-dimethyl-6-oxo-5,17-dioxabicyclo[14.1.0]heptadeca-7,14-dien-10-yl}acetic acid)

3D Structure for NP0153426 ({2,12-dihydroxy-4-[3-methoxy-4,8-dimethyl-9-(2-methyl-1,3-oxazol-4-yl)nona-4,6,8-trien-2-yl]-1,13-dimethyl-6-oxo-5,17-dioxabicyclo[14.1.0]heptadeca-7,14-dien-10-yl}acetic acid)