NP-MRD: Showing NP-Card for (2e)-n-[2-(4-{[(2e)-3,7-dimethylocta-2,6-dien-1-yl]oxy}phenyl)-2-hydroxyethyl]-3-methanesulfonylprop-2-enimidic acid (NP0143657)

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Record Information

Version

2.0

Created at

2022-09-01 22:28:05 UTC

Updated at

2022-09-01 22:28:06 UTC

NP-MRD ID

NP0143657

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2e)-n-[2-(4-{[(2e)-3,7-dimethylocta-2,6-dien-1-yl]oxy}phenyl)-2-hydroxyethyl]-3-methanesulfonylprop-2-enimidic acid

Description

Beta-Hydroxygerambullin 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-dimethylocta-2,6-dien-1-yl]oxy}phenyl)-2-hydroxyethyl]-3-methanesulfonylprop-2-enimidic acid is found in Glycosmis chlorosperma. Based on a literature review very few articles have been published on beta-Hydroxygerambullin.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022200282D          

 29 29  0  0  0  0            999 V2000
    2.1434    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    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    2.0625    0.0000 O   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
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    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
    1.4289   -1.6500    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
   -0.0000   -2.4750    0.0000 N   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 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    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  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  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
 19 18  1  4  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
 24 27  2  0  0  0  0
 15 28  1  0  0  0  0
 28 29  2  0  0  0  0
 12 29  1  0  0  0  0
M  END

     RDKit          3D

 60 60  0  0  0  0  0  0  0  0999 V2000
   -8.5918   -1.2877    1.1525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9807   -0.0546    0.5883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8916    1.0684    0.2579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6825    0.0770    0.3739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6808   -0.9470    0.6535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9047   -1.4930   -0.4824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1079   -0.5479   -1.2681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6896    0.5598   -2.0504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7781   -0.7287   -1.2975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8482    0.1492   -2.0477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8825    0.7892   -1.2888 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1376    0.3750   -0.5355 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4714   -0.9396   -0.3685 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5468   -1.3384    0.4320 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2960   -0.3960    1.0723 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4423   -0.7506    1.9304 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4103   -0.0314    3.1061 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7340   -0.4190    1.1573 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7776    0.9333    0.8630 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5105    1.7818    0.3285 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0663    3.1507    0.2727 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8045    1.5464   -0.2657 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4419    0.4113   -0.3529 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0100    0.3127   -1.1106 S   0  0  0  0  0  6  0  0  0  0  0  0
   10.1733   -0.3142    0.0639 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4416    1.6531   -1.6562 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9446   -0.6396   -2.2626 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9593    0.9271    0.9028 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9079    1.3426    0.1223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0110   -1.7341    1.9695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6746   -2.0244    0.3332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6082   -1.1057    1.5467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8919    1.7847    1.1249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9454    0.7459    0.1520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5238    1.5943   -0.6427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3376    1.0215   -0.0275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1243   -1.8278    1.2090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9525   -0.5186    1.3822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2663   -2.3260   -0.0575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5583   -2.0607   -1.2168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4403    1.5538   -1.6493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3063    0.5554   -3.1187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7988    0.4121   -2.2118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3464   -1.5789   -0.7323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4715    0.9576   -2.5391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3984   -0.4329   -2.9040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0641   -1.7483   -0.8540 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7669   -2.3943    0.5299 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4576   -1.8334    2.1398 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5807   -0.5587    3.9023 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7808   -1.0932    0.2607 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5638   -0.7341    1.8423 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6097    3.4864    1.0924 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3274    2.4124   -0.6994 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0136   -0.4797    0.0390 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2885   -1.3973   -0.0782 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8793   -0.0798    1.1191 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1751    0.1433   -0.1246 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5642    1.6723    1.4184 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6745    2.3981    0.0142 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 28  1  0
 28 29  2  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 24 27  2  0
 29 12  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  0
  6 40  1  0
  8 41  1  0
  8 42  1  0
  8 43  1  0
  9 44  1  0
 10 45  1  0
 10 46  1  0
 13 47  1  0
 14 48  1  0
 28 59  1  0
 29 60  1  0
 16 49  1  1
 17 50  1  0
 18 51  1  0
 18 52  1  0
 21 53  1  0
 22 54  1  0
 23 55  1  0
 25 56  1  0
 25 57  1  0
 25 58  1  0
M  END


  Mrv1652309022200282D          

 29 29  0  0  0  0            999 V2000
    2.1434    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    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    2.0625    0.0000 O   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
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    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
    1.4289   -1.6500    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
   -0.0000   -2.4750    0.0000 N   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 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    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  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  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
 19 18  1  4  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
 24 27  2  0  0  0  0
 15 28  1  0  0  0  0
 28 29  2  0  0  0  0
 12 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0143657

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CCC\C(C)=C\COC1=CC=C(C=C1)C(O)CN=C(O)\C=C\S(C)(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H31NO5S/c1-17(2)6-5-7-18(3)12-14-28-20-10-8-19(9-11-20)21(24)16-23-22(25)13-15-29(4,26)27/h6,8-13,15,21,24H,5,7,14,16H2,1-4H3,(H,23,25)/b15-13+,18-12+

> <INCHI_KEY>
OFFSCPDQBGVPID-DDSGDGAWSA-N

> <FORMULA>
C22H31NO5S

> <MOLECULAR_WEIGHT>
421.55

> <EXACT_MASS>
421.192294276

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
47.89471714970373

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-N-[2-(4-{[(2E)-3,7-dimethylocta-2,6-dien-1-yl]oxy}phenyl)-2-hydroxyethyl]-3-methanesulfonylprop-2-enimidic acid

> <ALOGPS_LOGP>
3.60

> <JCHEM_LOGP>
2.6100346138976804

> <ALOGPS_LOGS>
-4.82

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.127061668360277

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.0383514788283263

> <JCHEM_PKA_STRONGEST_BASIC>
4.962733402458823

> <JCHEM_POLAR_SURFACE_AREA>
96.19

> <JCHEM_REFRACTIVITY>
118.58489999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.45e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-N-[2-(4-{[(2E)-3,7-dimethylocta-2,6-dien-1-yl]oxy}phenyl)-2-hydroxyethyl]-3-methanesulfonylprop-2-enimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0       4.001  13.090   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001  11.550   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335  10.780   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  10.780   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   9.240   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   8.470   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0      -0.000  -4.620   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   24  S   UNK     0      -2.667  -9.240   0.000  0.00  0.00           S+0
HETATM   25  C   UNK     0      -2.667 -10.780   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -4.207  -9.240   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -1.127  -9.240   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.000   1.540   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                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   29                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   28                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   26   27                                             
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   24                                                            
CONECT   28   15   29                                                       
CONECT   29   28   12                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   58    0
END

View in JSmol

Synonyms

Value	Source
b-Hydroxygerambullin	Generator
Β-hydroxygerambullin	Generator

Chemical Formula

C₂₂H₃₁NO₅S

Average Mass

421.5500 Da

Monoisotopic Mass

421.19229 Da

IUPAC Name

(2E)-N-[2-(4-{[(2E)-3,7-dimethylocta-2,6-dien-1-yl]oxy}phenyl)-2-hydroxyethyl]-3-methanesulfonylprop-2-enimidic acid

Traditional Name

(2E)-N-[2-(4-{[(2E)-3,7-dimethylocta-2,6-dien-1-yl]oxy}phenyl)-2-hydroxyethyl]-3-methanesulfonylprop-2-enimidic acid

CAS Registry Number

Not Available

SMILES

CC(C)=CCC\C(C)=C\COC1=CC=C(C=C1)C(O)CN=C(O)\C=C\S(C)(=O)=O

InChI Identifier

InChI=1S/C22H31NO5S/c1-17(2)6-5-7-18(3)12-14-28-20-10-8-19(9-11-20)21(24)16-23-22(25)13-15-29(4,26)27/h6,8-13,15,21,24H,5,7,14,16H2,1-4H3,(H,23,25)/b15-13+,18-12+

InChI Key

OFFSCPDQBGVPID-DDSGDGAWSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Glycosmis chlorosperma	LOTUS Database	35616633

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
Sulfonyl
Sulfone
Acrylic acid or derivatives
Carboxamide group
Secondary carboxylic acid amide
Secondary alcohol
Carboxylic acid derivative
Ether
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Organosulfur compound
Organic oxide
Aromatic alcohol
Carbonyl group
Alcohol
Organic oxygen compound
Organic nitrogen 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	3.6	ALOGPS
logP	2.61	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	3.04	ChemAxon
pKa (Strongest Basic)	4.96	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	96.19 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	118.58 m³·mol⁻¹	ChemAxon
Polarizability	47.89 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

59650573

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101059282

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2e)-n-[2-(4-{[(2e)-3,7-dimethylocta-2,6-dien-1-yl]oxy}phenyl)-2-hydroxyethyl]-3-methanesulfonylprop-2-enimidic acid (NP0143657)

MOL for NP0143657 ((2e)-n-[2-(4-{[(2e)-3,7-dimethylocta-2,6-dien-1-yl]oxy}phenyl)-2-hydroxyethyl]-3-methanesulfonylprop-2-enimidic acid)

3D MOL for NP0143657 ((2e)-n-[2-(4-{[(2e)-3,7-dimethylocta-2,6-dien-1-yl]oxy}phenyl)-2-hydroxyethyl]-3-methanesulfonylprop-2-enimidic acid)

3D SDF for NP0143657 ((2e)-n-[2-(4-{[(2e)-3,7-dimethylocta-2,6-dien-1-yl]oxy}phenyl)-2-hydroxyethyl]-3-methanesulfonylprop-2-enimidic acid)

3D-SDF for NP0143657 ((2e)-n-[2-(4-{[(2e)-3,7-dimethylocta-2,6-dien-1-yl]oxy}phenyl)-2-hydroxyethyl]-3-methanesulfonylprop-2-enimidic acid)

PDB for NP0143657 ((2e)-n-[2-(4-{[(2e)-3,7-dimethylocta-2,6-dien-1-yl]oxy}phenyl)-2-hydroxyethyl]-3-methanesulfonylprop-2-enimidic acid)

3D PDB for NP0143657 ((2e)-n-[2-(4-{[(2e)-3,7-dimethylocta-2,6-dien-1-yl]oxy}phenyl)-2-hydroxyethyl]-3-methanesulfonylprop-2-enimidic acid)

SMILES for NP0143657 ((2e)-n-[2-(4-{[(2e)-3,7-dimethylocta-2,6-dien-1-yl]oxy}phenyl)-2-hydroxyethyl]-3-methanesulfonylprop-2-enimidic acid)

INCHI for NP0143657 ((2e)-n-[2-(4-{[(2e)-3,7-dimethylocta-2,6-dien-1-yl]oxy}phenyl)-2-hydroxyethyl]-3-methanesulfonylprop-2-enimidic acid)

Structure for NP0143657 ((2e)-n-[2-(4-{[(2e)-3,7-dimethylocta-2,6-dien-1-yl]oxy}phenyl)-2-hydroxyethyl]-3-methanesulfonylprop-2-enimidic acid)

3D Structure for NP0143657 ((2e)-n-[2-(4-{[(2e)-3,7-dimethylocta-2,6-dien-1-yl]oxy}phenyl)-2-hydroxyethyl]-3-methanesulfonylprop-2-enimidic acid)