NP-MRD: Showing NP-Card for (2e)-n-[2-(4-{[(2e)-3,7-dimethyl-5-oxoocta-2,6-dien-1-yl]oxy}phenyl)ethyl]-3-methanesulfonyl-n-methylprop-2-enamide (NP0260244)

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Record Information

Version

2.0

Created at

2022-09-08 02:20:58 UTC

Updated at

2022-09-08 02:20:58 UTC

NP-MRD ID

NP0260244

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2e)-n-[2-(4-{[(2e)-3,7-dimethyl-5-oxoocta-2,6-dien-1-yl]oxy}phenyl)ethyl]-3-methanesulfonyl-n-methylprop-2-enamide

Description

Methylgerambullone belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring. (2e)-n-[2-(4-{[(2e)-3,7-dimethyl-5-oxoocta-2,6-dien-1-yl]oxy}phenyl)ethyl]-3-methanesulfonyl-n-methylprop-2-enamide was first documented in 2010 (PMID: 19945876). Based on a literature review very few articles have been published on Methylgerambullone.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082204202D          

 30 30  0  0  0  0            999 V2000
   -7.1447   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.8875    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4138    2.1730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5888    3.6020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    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
  2  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
 25 28  2  0  0  0  0
 16 29  1  0  0  0  0
 29 30  2  0  0  0  0
 13 30  1  0  0  0  0
M  END

     RDKit          3D

 61 61  0  0  0  0  0  0  0  0999 V2000
   -8.0994    1.2730    2.2820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8005    1.1597    1.4847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5668    1.4265    2.2507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8962    0.8314    0.2202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8766    0.6518   -0.7669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2128    0.3100   -1.9690 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4538    0.8267   -0.5258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6372    0.4962   -1.7570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8788    1.2676   -2.9784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7135   -0.4714   -1.7604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9597   -0.7348   -3.0066 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.6629   -0.9099   -2.1390 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6009   -1.5708   -1.3814 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2716   -2.6207   -0.5497 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3313   -3.2813    0.2327 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5670   -2.6807    1.5884 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9483   -1.3009    1.4390 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9438   -0.2808    1.4323 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3181   -0.9725    1.3016 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2289   -1.8458    1.3032 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7284    0.4103    1.1510 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9983    0.7519    1.0198 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4234    2.4207    0.8436 S   0  0  0  0  0  6  0  0  0  0  0  0
    5.9536    3.4028    0.6801 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1508    2.8805    2.0895 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2797    2.6088   -0.3756 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9466   -2.9844   -0.5094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0127   -2.3199   -1.2751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4323    0.2848    2.6193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9619    1.9958    3.0885 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.9200    2.2032    1.8054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8493    1.7644    3.3011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9771    0.4894    2.4613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9495    0.6686   -0.1258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0288    0.3232    0.3415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2718    1.9335   -0.3868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9489    1.6795   -3.4344 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.5309    2.1595   -2.7841 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.1440   -1.8354   -3.2293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3918   -0.2260   -3.8817 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9203   -0.0778   -2.7986 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6503   -1.2667   -1.4270 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2638   -3.2335   -0.3608 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1258   -4.3808    0.3664 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7162   -2.8204    2.2804 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4240   -3.2169    2.0446 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9342    0.1927    2.4298 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9131   -0.6931    1.2874 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1034    0.4568    0.6282 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9391    1.1778    1.1487 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7678   -0.0237    1.0244 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4350    3.0555   -0.2509 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1588    4.4793    0.6350 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2684    3.1940    1.5416 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6582   -3.7987    0.1290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0565   -2.6488   -1.2281 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 19  1  0
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 10  8  2  0
  8  9  1  0
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  7  5  1  0
  5  6  2  0
  5  4  1  0
  4  2  2  3
  2  1  1  0
  2  3  1  0
 13 30  1  0
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  4 37  1  0
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  1 33  1  0
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 30 61  1  0
 29 60  1  0
 23 55  1  0
 24 56  1  0
 26 57  1  0
 26 58  1  0
 26 59  1  0
M  END


  Mrv1652309082204202D          

 30 30  0  0  0  0            999 V2000
   -7.1447   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.8875    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4138    2.1730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5888    3.6020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    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
  2  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
 25 28  2  0  0  0  0
 16 29  1  0  0  0  0
 29 30  2  0  0  0  0
 13 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0260244

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN(CCC1=CC=C(OC\C=C(/C)CC(=O)C=C(C)C)C=C1)C(=O)\C=C\S(C)(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C23H31NO5S/c1-18(2)16-21(25)17-19(3)11-14-29-22-8-6-20(7-9-22)10-13-24(4)23(26)12-15-30(5,27)28/h6-9,11-12,15-16H,10,13-14,17H2,1-5H3/b15-12+,19-11+

> <INCHI_KEY>
XBMHYRIXEUNGGG-XKVHLQQPSA-N

> <FORMULA>
C23H31NO5S

> <MOLECULAR_WEIGHT>
433.56

> <EXACT_MASS>
433.192294276

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
47.653680521196215

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-N-[2-(4-{[(2E)-3,7-dimethyl-5-oxoocta-2,6-dien-1-yl]oxy}phenyl)ethyl]-3-methanesulfonyl-N-methylprop-2-enamide

> <JCHEM_LOGP>
2.5548748650000004

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.72394495953751

> <JCHEM_PKA_STRONGEST_BASIC>
-0.6141542126679488

> <JCHEM_POLAR_SURFACE_AREA>
80.75

> <JCHEM_REFRACTIVITY>
122.37049999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-N-[2-(4-{[(2E)-3,7-dimethyl-5-oxoocta-2,6-dien-1-yl]oxy}phenyl)ethyl]-3-methanesulfonyl-N-methylprop-2-enamide

> <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     -13.337  -0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -12.003   0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -12.003   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -10.669  -0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -9.336   0.770   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -9.336   2.310   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -8.002  -0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -6.668   0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -6.668   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.335  -0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.001   0.770   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -4.001   2.310   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -2.667   3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.334   5.390   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.334   5.390   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       4.001   5.390   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       5.335   3.080   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       6.668   5.390   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   25  S   UNK     0       9.336   5.390   0.000  0.00  0.00           S+0
HETATM   26  C   UNK     0      10.669   6.160   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      10.106   4.056   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       8.566   6.724   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       0.000   3.080   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   30                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   29                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27   28                                             
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   25                                                            
CONECT   29   16   30                                                       
CONECT   30   29   13                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   60    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₃H₃₁NO₅S

Average Mass

433.5600 Da

Monoisotopic Mass

433.19229 Da

IUPAC Name

(2E)-N-[2-(4-{[(2E)-3,7-dimethyl-5-oxoocta-2,6-dien-1-yl]oxy}phenyl)ethyl]-3-methanesulfonyl-N-methylprop-2-enamide

Traditional Name

(2E)-N-[2-(4-{[(2E)-3,7-dimethyl-5-oxoocta-2,6-dien-1-yl]oxy}phenyl)ethyl]-3-methanesulfonyl-N-methylprop-2-enamide

CAS Registry Number

Not Available

SMILES

CN(CCC1=CC=C(OC\C=C(/C)CC(=O)C=C(C)C)C=C1)C(=O)\C=C\S(C)(=O)=O

InChI Identifier

InChI=1S/C23H31NO5S/c1-18(2)16-21(25)17-19(3)11-14-29-22-8-6-20(7-9-22)10-13-24(4)23(26)12-15-30(5,27)28/h6-9,11-12,15-16H,10,13-14,17H2,1-5H3/b15-12+,19-11+

InChI Key

XBMHYRIXEUNGGG-XKVHLQQPSA-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 aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Aromatic monoterpenoids

Alternative Parents

Substituents

Aromatic monoterpenoid
Monocyclic monoterpenoid
Phenoxy compound
Phenol ether
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Acryloyl-group
Acrylic acid or derivatives
Alpha,beta-unsaturated ketone
Tertiary carboxylic acid amide
Sulfonyl
Sulfone
Enone
Carboxamide group
Ketone
Ether
Carboxylic acid derivative
Organic oxygen compound
Organosulfur compound
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	2.55	ChemAxon
pKa (Strongest Acidic)	16.72	ChemAxon
pKa (Strongest Basic)	-0.61	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	80.75 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	122.37 m³·mol⁻¹	ChemAxon
Polarizability	47.65 Å³	ChemAxon
Number of Rings	1	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

24644726

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

45258604

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Moon JT, Ha SH, Lee SH, Kwon TH, Oh CR, Kim YD, Kim J, Choo DJ, Lee JY: Total synthesis and biological evaluation of methylgerambullone. Bioorg Med Chem Lett. 2010 Jan 1;20(1):52-5. doi: 10.1016/j.bmcl.2009.11.040. Epub 2009 Nov 14. [PubMed:19945876 ]
LOTUS database [Link]

Showing NP-Card for (2e)-n-[2-(4-{[(2e)-3,7-dimethyl-5-oxoocta-2,6-dien-1-yl]oxy}phenyl)ethyl]-3-methanesulfonyl-n-methylprop-2-enamide (NP0260244)

MOL for NP0260244 ((2e)-n-[2-(4-{[(2e)-3,7-dimethyl-5-oxoocta-2,6-dien-1-yl]oxy}phenyl)ethyl]-3-methanesulfonyl-n-methylprop-2-enamide)

3D MOL for NP0260244 ((2e)-n-[2-(4-{[(2e)-3,7-dimethyl-5-oxoocta-2,6-dien-1-yl]oxy}phenyl)ethyl]-3-methanesulfonyl-n-methylprop-2-enamide)

3D SDF for NP0260244 ((2e)-n-[2-(4-{[(2e)-3,7-dimethyl-5-oxoocta-2,6-dien-1-yl]oxy}phenyl)ethyl]-3-methanesulfonyl-n-methylprop-2-enamide)

3D-SDF for NP0260244 ((2e)-n-[2-(4-{[(2e)-3,7-dimethyl-5-oxoocta-2,6-dien-1-yl]oxy}phenyl)ethyl]-3-methanesulfonyl-n-methylprop-2-enamide)

PDB for NP0260244 ((2e)-n-[2-(4-{[(2e)-3,7-dimethyl-5-oxoocta-2,6-dien-1-yl]oxy}phenyl)ethyl]-3-methanesulfonyl-n-methylprop-2-enamide)

3D PDB for NP0260244 ((2e)-n-[2-(4-{[(2e)-3,7-dimethyl-5-oxoocta-2,6-dien-1-yl]oxy}phenyl)ethyl]-3-methanesulfonyl-n-methylprop-2-enamide)

SMILES for NP0260244 ((2e)-n-[2-(4-{[(2e)-3,7-dimethyl-5-oxoocta-2,6-dien-1-yl]oxy}phenyl)ethyl]-3-methanesulfonyl-n-methylprop-2-enamide)

INCHI for NP0260244 ((2e)-n-[2-(4-{[(2e)-3,7-dimethyl-5-oxoocta-2,6-dien-1-yl]oxy}phenyl)ethyl]-3-methanesulfonyl-n-methylprop-2-enamide)

Structure for NP0260244 ((2e)-n-[2-(4-{[(2e)-3,7-dimethyl-5-oxoocta-2,6-dien-1-yl]oxy}phenyl)ethyl]-3-methanesulfonyl-n-methylprop-2-enamide)

3D Structure for NP0260244 ((2e)-n-[2-(4-{[(2e)-3,7-dimethyl-5-oxoocta-2,6-dien-1-yl]oxy}phenyl)ethyl]-3-methanesulfonyl-n-methylprop-2-enamide)