NP-MRD: Showing NP-Card for (2e,6e,10s)-10-hydroxy-10-[(2s,7r)-7-hydroxy-4-oxo-3,5,6,7-tetrahydro-2h-1-benzofuran-2-yl]-2,6-dimethylundeca-2,6-dienoic acid (NP0215084)

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Record Information

Version

2.0

Created at

2022-09-05 14:33:39 UTC

Updated at

2022-09-05 14:33:39 UTC

NP-MRD ID

NP0215084

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2e,6e,10s)-10-hydroxy-10-[(2s,7r)-7-hydroxy-4-oxo-3,5,6,7-tetrahydro-2h-1-benzofuran-2-yl]-2,6-dimethylundeca-2,6-dienoic acid

Description

CHEMBL2431881 belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Based on a literature review very few articles have been published on CHEMBL2431881.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052216332D          

 27 28  0  0  1  0            999 V2000
   -3.5159    1.4455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9284    0.7310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5159    0.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6909    0.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2784   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534   -0.6979    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4534    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534   -1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284   -0.6979    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1435   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -0.0305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.1271    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3556    0.9521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7534    0.7310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1659    1.4455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9909    1.4455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4034    2.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9909    2.8744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2284    2.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6409    1.4455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6409    2.8744    0.0000 O   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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  6  0  0  0
  9  6  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
  9 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 11 18  1  0  0  0  0
 18 19  2  0  0  0  0
  2 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
M  END

     RDKit          3D

 57 58  0  0  0  0  0  0  0  0999 V2000
    1.5813   -0.7671    1.8573 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1536    0.0267    0.7487 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4168    0.5064   -0.2117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0793    0.2799   -0.2529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4725   -0.4445   -1.4936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9271   -0.7097   -1.6827 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0329   -1.4545   -3.0211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6220    0.4971   -1.9048 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5091   -1.4918   -0.5713 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9478   -1.8820   -0.7754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6686   -0.9380    0.1365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8107   -0.3455    0.9349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5259   -0.7535    0.6146 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3030    0.5940    1.9743 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8009   -0.0870    3.0823 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3903    1.4797    1.3903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5108    0.6691    0.7920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0755   -0.6209    0.2429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9403   -1.4461   -0.1336 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6656    0.2608    0.7845 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1043    1.0588   -0.3601 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4741    1.4028   -0.6051 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5292    0.9787    0.0266 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4926    0.0311    1.1462 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8778    1.4606   -0.3851 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9823    2.2564   -1.3200 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9772    0.9986    0.2973 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0577   -1.6631    1.4398 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3535   -1.1664    2.5414 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8922   -0.1484    2.4744 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8336    1.0842   -1.0202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3322   -0.3132    0.6583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5798    1.2462   -0.2063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1427    0.1393   -2.4093 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0251   -1.4655   -1.5360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0549   -1.4797   -3.3971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4054   -0.8686   -3.7282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5456   -2.4531   -2.9432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0042    1.0696   -2.4151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9221   -2.4186   -0.3593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2908   -1.7917   -1.8025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1285   -2.9072   -0.3569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4994    1.2567    2.3277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6539    0.2899    3.4012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7991    2.1276    2.1652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9183    2.0393    0.5482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0013    1.2971   -0.0078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3258    0.4883    1.5369 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0774   -0.7397    0.8707 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7535    0.8425    1.7641 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7447    0.5043   -1.2979 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4771    2.0158   -0.3406 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7097    2.1267   -1.4374 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5564   -0.0228    1.5566 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3437   -0.9980    0.7438 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8933    0.3101    1.9987 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2479    0.0382    0.3824 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 27  1  0
 25 26  2  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  6
  6  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 13  9  1  0
 18 11  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
 20 49  1  0
 20 50  1  0
 21 51  1  0
 21 52  1  0
 22 53  1  0
 24 54  1  0
 24 55  1  0
 24 56  1  0
 27 57  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  7 36  1  0
  7 37  1  0
  7 38  1  0
  8 39  1  0
  9 40  1  1
 10 41  1  0
 10 42  1  0
 14 43  1  1
 15 44  1  0
 16 45  1  0
 16 46  1  0
 17 47  1  0
 17 48  1  0
M  END


  Mrv1652309052216332D          

 27 28  0  0  1  0            999 V2000
   -3.5159    1.4455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9284    0.7310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5159    0.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6909    0.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2784   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534   -0.6979    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4534    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534   -1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284   -0.6979    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1435   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -0.0305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.1271    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3556    0.9521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7534    0.7310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1659    1.4455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9909    1.4455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4034    2.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9909    2.8744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2284    2.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6409    1.4455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6409    2.8744    0.0000 O   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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  6  0  0  0
  9  6  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
  9 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 11 18  1  0  0  0  0
 18 19  2  0  0  0  0
  2 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0215084

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C\C(CC\C=C(/C)C(O)=O)=C/CC[C@](C)(O)[C@@H]1CC2=C(O1)[C@H](O)CCC2=O

> <INCHI_IDENTIFIER>
InChI=1S/C21H30O6/c1-13(6-4-8-14(2)20(24)25)7-5-11-21(3,26)18-12-15-16(22)9-10-17(23)19(15)27-18/h7-8,17-18,23,26H,4-6,9-12H2,1-3H3,(H,24,25)/b13-7+,14-8+/t17-,18+,21+/m1/s1

> <INCHI_KEY>
QETAPCLLJJFFKU-IBHBTLNGSA-N

> <FORMULA>
C21H30O6

> <MOLECULAR_WEIGHT>
378.465

> <EXACT_MASS>
378.204238686

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
42.17696895148257

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E,6E,10S)-10-hydroxy-10-[(2S,7R)-7-hydroxy-4-oxo-2,3,4,5,6,7-hexahydro-1-benzofuran-2-yl]-2,6-dimethylundeca-2,6-dienoic acid

> <JCHEM_LOGP>
2.275096414

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.631227948936885

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.011797156935764

> <JCHEM_PKA_STRONGEST_BASIC>
-3.228479287681603

> <JCHEM_POLAR_SURFACE_AREA>
104.05999999999999

> <JCHEM_REFRACTIVITY>
104.39009999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2E,6E,10S)-10-hydroxy-10-[(2S,7R)-7-hydroxy-4-oxo-3,5,6,7-tetrahydro-2H-1-benzofuran-2-yl]-2,6-dimethylundeca-2,6-dienoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0      -6.563   2.698   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -7.333   1.365   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.563   0.031   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.023   0.031   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.253  -1.303   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.713  -1.303   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.713   0.237   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -2.713  -2.843   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -1.173  -1.303   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.268  -2.549   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.197  -2.073   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.197  -0.533   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -0.268  -0.057   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       2.530   0.237   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       2.530   1.777   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       3.864  -0.533   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.864  -2.073   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.530  -2.843   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.530  -4.383   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -8.873   1.365   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -9.643   2.698   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0     -11.183   2.698   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0     -11.953   4.032   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0     -11.183   5.366   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0     -13.493   4.032   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0     -14.263   2.698   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0     -14.263   5.366   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   20                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8    9                                             
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    6   10   13                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   18                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12    9                                                       
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   11   19                                                  
CONECT   19   18                                                            
CONECT   20    2   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   56    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₃₀O₆

Average Mass

378.4650 Da

Monoisotopic Mass

378.20424 Da

IUPAC Name

(2E,6E,10S)-10-hydroxy-10-[(2S,7R)-7-hydroxy-4-oxo-2,3,4,5,6,7-hexahydro-1-benzofuran-2-yl]-2,6-dimethylundeca-2,6-dienoic acid

Traditional Name

(2E,6E,10S)-10-hydroxy-10-[(2S,7R)-7-hydroxy-4-oxo-3,5,6,7-tetrahydro-2H-1-benzofuran-2-yl]-2,6-dimethylundeca-2,6-dienoic acid

CAS Registry Number

Not Available

SMILES

C\C(CC\C=C(/C)C(O)=O)=C/CC[C@](C)(O)[C@@H]1CC2=C(O1)[C@H](O)CCC2=O

InChI Identifier

InChI=1S/C21H30O6/c1-13(6-4-8-14(2)20(24)25)7-5-11-21(3,26)18-12-15-16(22)9-10-17(23)19(15)27-18/h7-8,17-18,23,26H,4-6,9-12H2,1-3H3,(H,24,25)/b13-7+,14-8+/t17-,18+,21+/m1/s1

InChI Key

QETAPCLLJJFFKU-IBHBTLNGSA-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 sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Sesquiterpenoid
Benzofuran
Medium-chain hydroxy acid
Medium-chain fatty acid
Branched fatty acid
Cyclohexenone
Heterocyclic fatty acid
Hydroxy fatty acid
Methyl-branched fatty acid
Fatty acyl
Fatty acid
Unsaturated fatty acid
Dihydrofuran
Vinylogous ester
Tertiary alcohol
Ketone
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Carboxylic acid
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Alcohol
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organic oxygen compound
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	2.28	ChemAxon
pKa (Strongest Acidic)	5.01	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	104.06 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	104.39 m³·mol⁻¹	ChemAxon
Polarizability	42.18 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

30771202

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

72704486

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2e,6e,10s)-10-hydroxy-10-[(2s,7r)-7-hydroxy-4-oxo-3,5,6,7-tetrahydro-2h-1-benzofuran-2-yl]-2,6-dimethylundeca-2,6-dienoic acid (NP0215084)

MOL for NP0215084 ((2e,6e,10s)-10-hydroxy-10-[(2s,7r)-7-hydroxy-4-oxo-3,5,6,7-tetrahydro-2h-1-benzofuran-2-yl]-2,6-dimethylundeca-2,6-dienoic acid)

3D MOL for NP0215084 ((2e,6e,10s)-10-hydroxy-10-[(2s,7r)-7-hydroxy-4-oxo-3,5,6,7-tetrahydro-2h-1-benzofuran-2-yl]-2,6-dimethylundeca-2,6-dienoic acid)

3D SDF for NP0215084 ((2e,6e,10s)-10-hydroxy-10-[(2s,7r)-7-hydroxy-4-oxo-3,5,6,7-tetrahydro-2h-1-benzofuran-2-yl]-2,6-dimethylundeca-2,6-dienoic acid)

3D-SDF for NP0215084 ((2e,6e,10s)-10-hydroxy-10-[(2s,7r)-7-hydroxy-4-oxo-3,5,6,7-tetrahydro-2h-1-benzofuran-2-yl]-2,6-dimethylundeca-2,6-dienoic acid)

PDB for NP0215084 ((2e,6e,10s)-10-hydroxy-10-[(2s,7r)-7-hydroxy-4-oxo-3,5,6,7-tetrahydro-2h-1-benzofuran-2-yl]-2,6-dimethylundeca-2,6-dienoic acid)

3D PDB for NP0215084 ((2e,6e,10s)-10-hydroxy-10-[(2s,7r)-7-hydroxy-4-oxo-3,5,6,7-tetrahydro-2h-1-benzofuran-2-yl]-2,6-dimethylundeca-2,6-dienoic acid)

SMILES for NP0215084 ((2e,6e,10s)-10-hydroxy-10-[(2s,7r)-7-hydroxy-4-oxo-3,5,6,7-tetrahydro-2h-1-benzofuran-2-yl]-2,6-dimethylundeca-2,6-dienoic acid)

INCHI for NP0215084 ((2e,6e,10s)-10-hydroxy-10-[(2s,7r)-7-hydroxy-4-oxo-3,5,6,7-tetrahydro-2h-1-benzofuran-2-yl]-2,6-dimethylundeca-2,6-dienoic acid)

Structure for NP0215084 ((2e,6e,10s)-10-hydroxy-10-[(2s,7r)-7-hydroxy-4-oxo-3,5,6,7-tetrahydro-2h-1-benzofuran-2-yl]-2,6-dimethylundeca-2,6-dienoic acid)

3D Structure for NP0215084 ((2e,6e,10s)-10-hydroxy-10-[(2s,7r)-7-hydroxy-4-oxo-3,5,6,7-tetrahydro-2h-1-benzofuran-2-yl]-2,6-dimethylundeca-2,6-dienoic acid)