NP-MRD: Showing NP-Card for n-(2-{3-hydroxy-4-[(5-hydroxy-3,7-dimethylocta-2,6-dien-1-yl)oxy]phenyl}ethyl)-3-methanesulfonylprop-2-enimidic acid (NP0327221)

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Record Information

Version

2.0

Created at

2022-09-12 09:35:36 UTC

Updated at

2022-09-12 09:35:36 UTC

NP-MRD ID

NP0327221

Secondary Accession Numbers

None

Natural Product Identification

Common Name

n-(2-{3-hydroxy-4-[(5-hydroxy-3,7-dimethylocta-2,6-dien-1-yl)oxy]phenyl}ethyl)-3-methanesulfonylprop-2-enimidic acid

Description

N-(2-{3-hydroxy-4-[(5-hydroxy-3,7-dimethylocta-2,6-dien-1-yl)oxy]phenyl}ethyl)-3-methanesulfonylprop-2-enimidic acid belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring. n-(2-{3-hydroxy-4-[(5-hydroxy-3,7-dimethylocta-2,6-dien-1-yl)oxy]phenyl}ethyl)-3-methanesulfonylprop-2-enimidic acid is found in Glycosmis mauritiana. N-(2-{3-hydroxy-4-[(5-hydroxy-3,7-dimethylocta-2,6-dien-1-yl)oxy]phenyl}ethyl)-3-methanesulfonylprop-2-enimidic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004261505242D          

 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
   -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
   -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
    2.8579    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 O   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 C   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
   -0.7145    0.4125    0.0000 O   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
   -6.4302    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  2  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  2  0  0  0  0
  8  9  1  4  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
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 20 18  1  4  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  2  0  0  0  0
 22 25  1  0  0  0  0
 14 26  1  0  0  0  0
 26 27  2  0  0  0  0
 11 27  1  0  0  0  0
 27 28  1  0  0  0  0
  7 29  1  0  0  0  0
  2 30  1  0  0  0  0
M  END

     RDKit          3D

 61 61  0  0  0  0  0  0  0  0999 V2000
   -7.9132   -0.5512    0.9856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0991   -0.1570   -0.4167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3502   -0.6509   -1.1163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2689    0.5823   -1.0985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9900    1.1586   -0.5857 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.1621    1.5590    0.7499 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8700    0.1671   -0.6764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5368    0.6888   -0.2168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4198   -0.2941   -0.2750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4100    1.9150    0.1781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2006    2.6092    0.6635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0716    2.0362    0.7617 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0849    1.4492    0.8625 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3186    0.3791    1.7351 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5109   -0.2697    1.8762 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5814    0.1432    1.1124 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8945   -0.5267    1.2460 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9447   -1.6922    0.2928 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1975   -2.3857    0.3772 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4118   -1.7322    0.0726 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3722   -0.5382   -0.2782 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6431   -2.4852    0.1847 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8501   -2.0600   -0.0538 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2202   -0.4524   -0.5708 S   0  0  0  0  0  6  0  0  0  0  0  0
    8.7946   -0.2698   -2.2779 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5961    0.5906    0.3099 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7296   -0.2410   -0.4983 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3949    1.1950    0.2386 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2102    1.8435    0.0945 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0430    2.8948   -0.7851 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0699   -1.2562    1.1519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8899    0.3241    1.6826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8160   -1.1324    1.3275 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1408   -0.7931   -0.3543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6702    0.1379   -1.8547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1316   -1.5522   -1.7186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4849    0.8288   -2.1493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7120    2.0618   -1.1562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6155    0.9490    1.3002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0971   -0.7669   -0.0985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7030   -0.1141   -1.7572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7485   -1.2474   -0.7702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1687   -0.5679    0.7539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6078    0.1013   -0.8998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3073    2.6073    0.1662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5439    3.1200    1.6828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1437    3.5427   -0.0407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5331    0.0699    2.3373 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6455   -1.1046    2.5703 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9219   -0.9613    2.2780 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7317    0.1643    1.1683 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7885   -1.3045   -0.7437 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0725   -2.3635    0.4690 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1835   -3.3819    0.6682 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5985   -3.5573    0.5086 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7100   -2.7423    0.0716 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8498   -1.2926   -2.7372 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5329    0.4154   -2.7706 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8156    0.1600   -2.4712 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2737    1.4884   -0.3499 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7536    3.2621   -1.3754 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
  5  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  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
 16 28  1  0
 28 29  2  0
 29 30  1  0
 29 13  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  4 37  1  0
  5 38  1  6
  6 39  1  0
  7 40  1  0
  7 41  1  0
  9 42  1  0
  9 43  1  0
  9 44  1  0
 10 45  1  0
 11 46  1  0
 11 47  1  0
 14 48  1  0
 15 49  1  0
 17 50  1  0
 17 51  1  0
 18 52  1  0
 18 53  1  0
 19 54  1  0
 22 55  1  0
 23 56  1  0
 25 57  1  0
 25 58  1  0
 25 59  1  0
 28 60  1  0
 30 61  1  0
M  END


  Mrv1533004261505242D          

 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
   -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
   -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
    2.8579    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 O   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 C   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
   -0.7145    0.4125    0.0000 O   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
   -6.4302    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  2  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  2  0  0  0  0
  8  9  1  4  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
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 20 18  1  4  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  2  0  0  0  0
 22 25  1  0  0  0  0
 14 26  1  0  0  0  0
 26 27  2  0  0  0  0
 11 27  1  0  0  0  0
 27 28  1  0  0  0  0
  7 29  1  0  0  0  0
  2 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0327221

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CC(O)CC(C)=CCOC1=CC=C(CCNC(=O)C=CS(C)(=O)=O)C=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C22H31NO6S/c1-16(2)13-19(24)14-17(3)8-11-29-21-6-5-18(15-20(21)25)7-10-23-22(26)9-12-30(4,27)28/h5-6,8-9,12-13,15,19,24-25H,7,10-11,14H2,1-4H3,(H,23,26)

> <INCHI_KEY>
IOVSDORWALQVLD-UHFFFAOYSA-N

> <FORMULA>
C22H31NO6S

> <MOLECULAR_WEIGHT>
437.55

> <EXACT_MASS>
437.187208896

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
48.17413259105721

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-(2-{3-hydroxy-4-[(5-hydroxy-3,7-dimethylocta-2,6-dien-1-yl)oxy]phenyl}ethyl)-3-methanesulfonylprop-2-enamide

> <ALOGPS_LOGP>
2.52

> <JCHEM_LOGP>
1.6162949896666676

> <ALOGPS_LOGS>
-4.59

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.235940005522185

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.869059326133916

> <JCHEM_PKA_STRONGEST_BASIC>
-0.5649672923734775

> <JCHEM_POLAR_SURFACE_AREA>
112.92999999999999

> <JCHEM_REFRACTIVITY>
120.35209999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.13e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-(2-{3-hydroxy-4-[(5-hydroxy-3,7-dimethylocta-2,6-dien-1-yl)oxy]phenyl}ethyl)-3-methanesulfonylprop-2-enamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-APR-15         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     -10.669  -0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -9.336   0.770   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -9.336   2.310   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -8.002  -0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -6.668   0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -5.335  -0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.001   0.770   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -4.001   2.310   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -2.667   3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.334   5.390   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000   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       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       4.001   5.390   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       5.335   3.080   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       6.668   5.390   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   22  S   UNK     0       9.336   5.390   0.000  0.00  0.00           S+0
HETATM   23  O   UNK     0      10.669   6.160   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      10.106   4.056   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       8.566   6.724   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.000   3.080   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -1.334   0.770   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -6.668   2.310   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0     -12.003   2.310   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   30                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8   29                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   27                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   26                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24   25                                             
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   22                                                            
CONECT   26   14   27                                                       
CONECT   27   26   11   28                                                  
CONECT   28   27                                                            
CONECT   29    7                                                            
CONECT   30    2                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   60    0
END

View in JSmol

Synonyms

Value	Source
N-(2-{3-hydroxy-4-[(5-hydroxy-3,7-dimethylocta-2,6-dien-1-yl)oxy]phenyl}ethyl)-3-methanesulfonylprop-2-enimidate	Generator
N-(2-{3-hydroxy-4-[(5-hydroxy-3,7-dimethylocta-2,6-dien-1-yl)oxy]phenyl}ethyl)-3-methanesulphonylprop-2-enimidate	Generator
N-(2-{3-hydroxy-4-[(5-hydroxy-3,7-dimethylocta-2,6-dien-1-yl)oxy]phenyl}ethyl)-3-methanesulphonylprop-2-enimidic acid	Generator

Chemical Formula

C₂₂H₃₁NO₆S

Average Mass

437.5500 Da

Monoisotopic Mass

437.18721 Da

IUPAC Name

N-(2-{3-hydroxy-4-[(5-hydroxy-3,7-dimethylocta-2,6-dien-1-yl)oxy]phenyl}ethyl)-3-methanesulfonylprop-2-enamide

Traditional Name

N-(2-{3-hydroxy-4-[(5-hydroxy-3,7-dimethylocta-2,6-dien-1-yl)oxy]phenyl}ethyl)-3-methanesulfonylprop-2-enamide

CAS Registry Number

Not Available

SMILES

CC(C)=CC(O)CC(C)=CCOC1=CC=C(CCNC(=O)C=CS(C)(=O)=O)C=C1O

InChI Identifier

InChI=1S/C22H31NO6S/c1-16(2)13-19(24)14-17(3)8-11-29-21-6-5-18(15-20(21)25)7-10-23-22(26)9-12-30(4,27)28/h5-6,8-9,12-13,15,19,24-25H,7,10-11,14H2,1-4H3,(H,23,26)

InChI Key

IOVSDORWALQVLD-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

Species Name	Source	Reference
Glycosmis mauritiana	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
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Acrylic acid or derivatives
Sulfonyl
Sulfone
Carboxamide group
Secondary carboxylic acid amide
Secondary alcohol
Carboxylic acid derivative
Ether
Organonitrogen compound
Hydrocarbon derivative
Organic nitrogen compound
Alcohol
Organic oxide
Carbonyl group
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organosulfur 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	2.52	ALOGPS
logP	1.62	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	9.87	ChemAxon
pKa (Strongest Basic)	-0.56	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	112.93 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	120.35 m³·mol⁻¹	ChemAxon
Polarizability	48.17 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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for n-(2-{3-hydroxy-4-[(5-hydroxy-3,7-dimethylocta-2,6-dien-1-yl)oxy]phenyl}ethyl)-3-methanesulfonylprop-2-enimidic acid (NP0327221)

MOL for NP0327221 (n-(2-{3-hydroxy-4-[(5-hydroxy-3,7-dimethylocta-2,6-dien-1-yl)oxy]phenyl}ethyl)-3-methanesulfonylprop-2-enimidic acid)

3D MOL for NP0327221 (n-(2-{3-hydroxy-4-[(5-hydroxy-3,7-dimethylocta-2,6-dien-1-yl)oxy]phenyl}ethyl)-3-methanesulfonylprop-2-enimidic acid)

3D SDF for NP0327221 (n-(2-{3-hydroxy-4-[(5-hydroxy-3,7-dimethylocta-2,6-dien-1-yl)oxy]phenyl}ethyl)-3-methanesulfonylprop-2-enimidic acid)

3D-SDF for NP0327221 (n-(2-{3-hydroxy-4-[(5-hydroxy-3,7-dimethylocta-2,6-dien-1-yl)oxy]phenyl}ethyl)-3-methanesulfonylprop-2-enimidic acid)

PDB for NP0327221 (n-(2-{3-hydroxy-4-[(5-hydroxy-3,7-dimethylocta-2,6-dien-1-yl)oxy]phenyl}ethyl)-3-methanesulfonylprop-2-enimidic acid)

3D PDB for NP0327221 (n-(2-{3-hydroxy-4-[(5-hydroxy-3,7-dimethylocta-2,6-dien-1-yl)oxy]phenyl}ethyl)-3-methanesulfonylprop-2-enimidic acid)

SMILES for NP0327221 (n-(2-{3-hydroxy-4-[(5-hydroxy-3,7-dimethylocta-2,6-dien-1-yl)oxy]phenyl}ethyl)-3-methanesulfonylprop-2-enimidic acid)

INCHI for NP0327221 (n-(2-{3-hydroxy-4-[(5-hydroxy-3,7-dimethylocta-2,6-dien-1-yl)oxy]phenyl}ethyl)-3-methanesulfonylprop-2-enimidic acid)

Structure for NP0327221 (n-(2-{3-hydroxy-4-[(5-hydroxy-3,7-dimethylocta-2,6-dien-1-yl)oxy]phenyl}ethyl)-3-methanesulfonylprop-2-enimidic acid)

3D Structure for NP0327221 (n-(2-{3-hydroxy-4-[(5-hydroxy-3,7-dimethylocta-2,6-dien-1-yl)oxy]phenyl}ethyl)-3-methanesulfonylprop-2-enimidic acid)