NP-MRD: Showing NP-Card for (1r,4s,5s)-4-{[(3e)-4-(3,4-dimethoxyphenyl)but-3-en-1-yl]oxy}-1-isopropyl-4-methylbicyclo[3.1.0]hexane (NP0303371)

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Record Information

Version

2.0

Created at

2022-09-10 17:40:30 UTC

Updated at

2022-09-10 17:40:30 UTC

NP-MRD ID

NP0303371

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,4s,5s)-4-{[(3e)-4-(3,4-dimethoxyphenyl)but-3-en-1-yl]oxy}-1-isopropyl-4-methylbicyclo[3.1.0]hexane

Description

(1R,4S,5S)-4-{[(3E)-4-(3,4-dimethoxyphenyl)but-3-en-1-yl]oxy}-4-methyl-1-(propan-2-yl)bicyclo[3.1.0]Hexane belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other. (1r,4s,5s)-4-{[(3e)-4-(3,4-dimethoxyphenyl)but-3-en-1-yl]oxy}-1-isopropyl-4-methylbicyclo[3.1.0]hexane is found in Zingiber montanum. Based on a literature review very few articles have been published on (1R,4S,5S)-4-{[(3E)-4-(3,4-dimethoxyphenyl)but-3-en-1-yl]oxy}-4-methyl-1-(propan-2-yl)bicyclo[3.1.0]Hexane.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102219402D          

 25 27  0  0  1  0            999 V2000
    3.6715    8.1536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3859    7.7411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3859    6.9161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1004    6.5036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1004    5.6786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3859    5.2661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3859    4.4411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6715    4.0286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6715    3.2036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9570    2.7911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9570    1.9661    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2425    1.5536    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9070    2.3073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7275    0.8862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2425    0.2188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4579    0.4737    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1224   -0.2800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6073   -0.9474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3019   -0.3662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7434    0.8862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4579    1.2987    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6715    5.6786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6715    6.5036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9570    6.9161    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9570    7.7411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 12 11  1  1  0  0  0
 12 13  1  6  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  1  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 16 20  1  0  0  0  0
 21 20  1  6  0  0  0
 12 21  1  0  0  0  0
 16 21  1  0  0  0  0
  6 22  1  0  0  0  0
 22 23  2  0  0  0  0
  3 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
M  END

     RDKit          3D

 57 59  0  0  0  0  0  0  0  0999 V2000
   -6.9316    0.2373   -2.8952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6366    0.4692   -1.5462 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4232    0.1843   -0.9561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3717   -0.3743   -1.6930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1706   -0.6552   -1.1049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9653   -0.3903    0.2481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6586   -0.7225    0.7818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3724   -0.5096    2.0407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0874   -0.7998    2.7066 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9033   -1.3089    1.7001 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1217   -0.3441    0.7476 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0353   -0.6962   -0.2356 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6570   -1.9017   -1.0296 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1360    0.4880   -1.1831 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5493    0.3501   -1.7033 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3039   -0.0621   -0.4673 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1662    0.9728    0.2133 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2826    2.1443    0.6463 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2012    1.4665   -0.7487 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5075   -1.4975   -0.2615 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3899   -0.8179    0.4174 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0072    0.1508    0.9286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2432    0.4537    0.3787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2826    1.0041    1.0999 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1340    1.2952    2.4771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0155    0.4700   -3.0421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7381   -0.8420   -3.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2865    0.8797   -3.5453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5059   -0.5938   -2.7632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3702   -1.0919   -1.7118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9067   -1.1592    0.1424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1480   -0.0754    2.6763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3093   -1.5779    3.4846 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2614    0.1005    3.2348 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8213   -1.6009    2.2514 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5436   -2.2211    1.1877 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5919   -2.8275   -0.4418 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6981   -1.6672   -1.5557 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3972   -2.0032   -1.8746 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9880    1.4307   -0.6271 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4032    0.3315   -1.9972 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9342    1.2896   -2.1495 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5541   -0.4353   -2.4869 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5853    0.5490    1.1364 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9268    2.8085    1.2802 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4340    1.7962    1.2567 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9576    2.7411   -0.2205 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5469    0.6097   -1.3506 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0357    1.9212   -0.1768 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7836    2.2438   -1.4220 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3323   -1.8546    0.3609 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2895   -2.1811   -1.1326 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4760   -0.6641    1.5136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8910    0.3724    1.9817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6564    0.4430    3.0248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5478    2.1950    2.6725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1552    1.4775    2.8806 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 12 11  1  1
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 20  1  0
 20 21  1  0
 16 17  1  1
 17 18  1  0
 17 19  1  0
  6 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 23  3  1  0
 21 12  1  0
 21 16  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  5 30  1  0
  7 31  1  0
  8 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 13 37  1  0
 13 38  1  0
 13 39  1  0
 14 40  1  0
 14 41  1  0
 15 42  1  0
 15 43  1  0
 20 51  1  0
 20 52  1  0
 21 53  1  1
 17 44  1  0
 18 45  1  0
 18 46  1  0
 18 47  1  0
 19 48  1  0
 19 49  1  0
 19 50  1  0
 22 54  1  0
 25 55  1  0
 25 56  1  0
 25 57  1  0
M  END


  Mrv1652309102219402D          

 25 27  0  0  1  0            999 V2000
    3.6715    8.1536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3859    7.7411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3859    6.9161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1004    6.5036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1004    5.6786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3859    5.2661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3859    4.4411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6715    4.0286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6715    3.2036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9570    2.7911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9570    1.9661    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2425    1.5536    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9070    2.3073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7275    0.8862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2425    0.2188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4579    0.4737    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1224   -0.2800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6073   -0.9474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3019   -0.3662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7434    0.8862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4579    1.2987    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6715    5.6786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6715    6.5036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9570    6.9161    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9570    7.7411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 12 11  1  1  0  0  0
 12 13  1  6  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  1  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 16 20  1  0  0  0  0
 21 20  1  6  0  0  0
 12 21  1  0  0  0  0
 16 21  1  0  0  0  0
  6 22  1  0  0  0  0
 22 23  2  0  0  0  0
  3 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0303371

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C(\C=C\CCO[C@@]2(C)CC[C@@]3(C[C@H]23)C(C)C)C=C1OC

> <INCHI_IDENTIFIER>
InChI=1S/C22H32O3/c1-16(2)22-12-11-21(3,20(22)15-22)25-13-7-6-8-17-9-10-18(23-4)19(14-17)24-5/h6,8-10,14,16,20H,7,11-13,15H2,1-5H3/b8-6+/t20-,21+,22-/m1/s1

> <INCHI_KEY>
RNAXNNLWEJACQM-ONNDYTMFSA-N

> <FORMULA>
C22H32O3

> <MOLECULAR_WEIGHT>
344.495

> <EXACT_MASS>
344.23514489

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
40.75026124933974

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,4S,5S)-4-{[(3E)-4-(3,4-dimethoxyphenyl)but-3-en-1-yl]oxy}-4-methyl-1-(propan-2-yl)bicyclo[3.1.0]hexane

> <JCHEM_LOGP>
4.842867670666667

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.029503310763746

> <JCHEM_POLAR_SURFACE_AREA>
27.69

> <JCHEM_REFRACTIVITY>
102.91820000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1R,4S,5S)-4-{[(3E)-4-(3,4-dimethoxyphenyl)but-3-en-1-yl]oxy}-1-isopropyl-4-methylbicyclo[3.1.0]hexane

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0       6.853  15.220   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       8.187  14.450   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       8.187  12.910   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.521  12.140   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.521  10.600   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.187   9.830   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.187   8.290   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.853   7.520   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.853   5.980   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.520   5.210   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       5.520   3.670   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       4.186   2.900   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.560   4.307   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.091   1.654   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.186   0.408   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.721   0.884   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.095  -0.523   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.000  -1.768   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.563  -0.684   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.388   1.654   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.721   2.424   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.853  10.600   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.853  12.140   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       5.520  12.910   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       5.520  14.450   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   23                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   22                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14   21                                             
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   20   21                                             
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   16   21                                                       
CONECT   21   20   12   16                                                  
CONECT   22    6   23                                                       
CONECT   23   22    3   24                                                  
CONECT   24   23   25                                                       
CONECT   25   24                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₃₂O₃

Average Mass

344.4950 Da

Monoisotopic Mass

344.23514 Da

IUPAC Name

(1R,4S,5S)-4-{[(3E)-4-(3,4-dimethoxyphenyl)but-3-en-1-yl]oxy}-4-methyl-1-(propan-2-yl)bicyclo[3.1.0]hexane

Traditional Name

(1R,4S,5S)-4-{[(3E)-4-(3,4-dimethoxyphenyl)but-3-en-1-yl]oxy}-1-isopropyl-4-methylbicyclo[3.1.0]hexane

CAS Registry Number

Not Available

SMILES

COC1=CC=C(\C=C\CCO[C@@]2(C)CC[C@@]3(C[C@H]23)C(C)C)C=C1OC

InChI Identifier

InChI=1S/C22H32O3/c1-16(2)22-12-11-21(3,20(22)15-22)25-13-7-6-8-17-9-10-18(23-4)19(14-17)24-5/h6,8-10,14,16,20H,7,11-13,15H2,1-5H3/b8-6+/t20-,21+,22-/m1/s1

InChI Key

RNAXNNLWEJACQM-ONNDYTMFSA-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
Zingiber montanum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Bicyclic monoterpenoids

Alternative Parents

Substituents

O-dimethoxybenzene
Dimethoxybenzene
Aromatic monoterpenoid
Thujane monoterpenoid
Bicyclic monoterpenoid
Phenoxy compound
Anisole
Methoxybenzene
Styrene
Phenol ether
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Ether
Dialkyl ether
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	4.84	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	27.69 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	102.92 m³·mol⁻¹	ChemAxon
Polarizability	40.75 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

163194350

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,4s,5s)-4-{[(3e)-4-(3,4-dimethoxyphenyl)but-3-en-1-yl]oxy}-1-isopropyl-4-methylbicyclo[3.1.0]hexane (NP0303371)

MOL for NP0303371 ((1r,4s,5s)-4-{[(3e)-4-(3,4-dimethoxyphenyl)but-3-en-1-yl]oxy}-1-isopropyl-4-methylbicyclo[3.1.0]hexane)

3D MOL for NP0303371 ((1r,4s,5s)-4-{[(3e)-4-(3,4-dimethoxyphenyl)but-3-en-1-yl]oxy}-1-isopropyl-4-methylbicyclo[3.1.0]hexane)

3D SDF for NP0303371 ((1r,4s,5s)-4-{[(3e)-4-(3,4-dimethoxyphenyl)but-3-en-1-yl]oxy}-1-isopropyl-4-methylbicyclo[3.1.0]hexane)

3D-SDF for NP0303371 ((1r,4s,5s)-4-{[(3e)-4-(3,4-dimethoxyphenyl)but-3-en-1-yl]oxy}-1-isopropyl-4-methylbicyclo[3.1.0]hexane)

PDB for NP0303371 ((1r,4s,5s)-4-{[(3e)-4-(3,4-dimethoxyphenyl)but-3-en-1-yl]oxy}-1-isopropyl-4-methylbicyclo[3.1.0]hexane)

3D PDB for NP0303371 ((1r,4s,5s)-4-{[(3e)-4-(3,4-dimethoxyphenyl)but-3-en-1-yl]oxy}-1-isopropyl-4-methylbicyclo[3.1.0]hexane)

SMILES for NP0303371 ((1r,4s,5s)-4-{[(3e)-4-(3,4-dimethoxyphenyl)but-3-en-1-yl]oxy}-1-isopropyl-4-methylbicyclo[3.1.0]hexane)

INCHI for NP0303371 ((1r,4s,5s)-4-{[(3e)-4-(3,4-dimethoxyphenyl)but-3-en-1-yl]oxy}-1-isopropyl-4-methylbicyclo[3.1.0]hexane)

Structure for NP0303371 ((1r,4s,5s)-4-{[(3e)-4-(3,4-dimethoxyphenyl)but-3-en-1-yl]oxy}-1-isopropyl-4-methylbicyclo[3.1.0]hexane)

3D Structure for NP0303371 ((1r,4s,5s)-4-{[(3e)-4-(3,4-dimethoxyphenyl)but-3-en-1-yl]oxy}-1-isopropyl-4-methylbicyclo[3.1.0]hexane)