NP-MRD: Showing NP-Card for 7-hydroxy-1,3-dimethoxy-7-methyl-hexahydro-1h-cyclopenta[c]pyran-5-yl 4-hydroxybenzoate (NP0268516)

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Record Information

Version

2.0

Created at

2022-09-08 13:40:16 UTC

Updated at

2022-09-08 13:40:16 UTC

NP-MRD ID

NP0268516

Secondary Accession Numbers

None

Natural Product Identification

Common Name

7-hydroxy-1,3-dimethoxy-7-methyl-hexahydro-1h-cyclopenta[c]pyran-5-yl 4-hydroxybenzoate

Description

7-Hydroxy-1,3-dimethoxy-7-methyl-octahydrocyclopenta[c]pyran-5-yl 4-hydroxybenzoate belongs to the class of organic compounds known as iridoids and derivatives. These are monoterpenes containing a skeleton structurally characterized by the presence of a cylopentane fused to a pyran ( forming a 4,7-dimethylcyclopenta[c]pyran), or a derivative where the pentane moiety is open. 7-Hydroxy-1,3-dimethoxy-7-methyl-octahydrocyclopenta[c]pyran-5-yl 4-hydroxybenzoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171515442D          

 25 27  0  0  0  0            999 V2000
    3.4990    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.6979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    2.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8580    2.6029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1921    2.9441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.9354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984    0.0709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1536   -0.5422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9606   -0.3707    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1014   -1.3268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4507   -1.9399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1957   -2.7246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6112   -2.8961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8662   -3.6807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1633   -2.2830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9083   -1.4984    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  1  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
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  8 11  1  0  0  0  0
  5 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 12 15  1  0  0  0  0
  3 15  1  0  0  0  0
  6 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 19 25  1  0  0  0  0
M  END

     RDKit          3D

 49 51  0  0  0  0  0  0  0  0999 V2000
   -5.1407   -0.9596   -1.0219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9377   -1.3145   -0.4144 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1483   -0.2171   -0.2116 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9560    0.0590    1.1637 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3241    1.3166    1.2089 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4330    1.7628    2.5152 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1660    2.9520    2.5266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8634    1.1933    0.7836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7161   -0.1301    0.1123 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4519   -0.2564   -0.8031 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6747   -0.4614   -0.1357 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7526    0.3772   -0.3610 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5811    1.3090   -1.1755 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0406    0.2170    0.2974 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2755   -0.8007    1.2070 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5230   -0.8776    1.7822 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5319    0.0181    1.4822 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7808   -0.0910    2.0836 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2977    1.0275    0.5795 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0408    1.1153   -0.0083 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0475   -1.4628   -1.6370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4610   -1.5698   -1.5122 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1332   -1.8702   -2.8135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7058   -2.5805   -0.5673 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8312   -0.2597   -0.9118 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8846   -0.4817   -2.0128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5822   -0.1135   -0.4185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8269   -1.7960   -1.1424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6917    0.6798   -0.5945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8415    2.0065    0.4940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6352    3.6872    1.9164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1344    2.7294    1.9917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3576    3.2847    3.5719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5352    2.0355    0.1765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2743    1.1587    1.7333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8136   -0.9342    0.8464 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4691    0.6072   -1.4852 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4733   -1.4754    1.4156 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7559   -1.6572    2.5007 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9759    0.3943    2.9666 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0989    1.7205    0.3557 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9033    1.9268   -0.7130 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5737   -2.3364   -1.2212 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3115   -1.2967   -2.7094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0506   -2.4734   -2.5801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4613   -0.9928   -3.3780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4802   -2.5602   -3.3980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4695   -3.1343   -0.8028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7046    0.5249   -1.6817 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0
  6  5  1  0
  5  8  1  0
  8  9  1  0
  9 10  1  0
 10 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  1
 22 25  1  0
 25  3  1  0
  3  2  1  0
  2  1  1  0
  3  4  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
  4  5  1  0
 20 14  1  0
 25  9  1  0
  7 31  1  0
  7 32  1  0
  7 33  1  0
  5 30  1  6
  8 34  1  0
  8 35  1  0
  9 36  1  1
 10 37  1  6
 21 43  1  0
 21 44  1  0
 23 45  1  0
 23 46  1  0
 23 47  1  0
 24 48  1  0
 25 49  1  6
  3 29  1  6
  1 26  1  0
  1 27  1  0
  1 28  1  0
 15 38  1  0
 16 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  0
M  END


  Mrv1533004171515442D          

 25 27  0  0  0  0            999 V2000
    3.4990    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.6979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    2.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8580    2.6029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1921    2.9441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.9354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984    0.0709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1536   -0.5422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9606   -0.3707    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1014   -1.3268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4507   -1.9399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1957   -2.7246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6112   -2.8961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8662   -3.6807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1633   -2.2830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9083   -1.4984    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  1  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
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  8 11  1  0  0  0  0
  5 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 12 15  1  0  0  0  0
  3 15  1  0  0  0  0
  6 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 19 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0268516

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1CC2C(CC(C)(O)C2C(OC)O1)OC(=O)C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H24O7/c1-18(21)9-13(24-16(20)10-4-6-11(19)7-5-10)12-8-14(22-2)25-17(23-3)15(12)18/h4-7,12-15,17,19,21H,8-9H2,1-3H3

> <INCHI_KEY>
GXUQZHWWGWBNPT-UHFFFAOYSA-N

> <FORMULA>
C18H24O7

> <MOLECULAR_WEIGHT>
352.383

> <EXACT_MASS>
352.152203113

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
36.65303291035553

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-hydroxy-1,3-dimethoxy-7-methyl-octahydrocyclopenta[c]pyran-5-yl 4-hydroxybenzoate

> <ALOGPS_LOGP>
0.83

> <JCHEM_LOGP>
1.7876161929999994

> <ALOGPS_LOGS>
-2.45

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.531285331193942

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.496591605344141

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0038159715117674

> <JCHEM_POLAR_SURFACE_AREA>
94.45

> <JCHEM_REFRACTIVITY>
88.00000000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.25e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-hydroxy-1,3-dimethoxy-7-methyl-hexahydro-1H-cyclopenta[c]pyran-5-yl 4-hydroxybenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0       6.531   2.073   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       5.198   1.303   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       3.864   2.073   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.530   1.303   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.197   2.073   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.268   1.597   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.173   2.843   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.268   4.089   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.602   4.859   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       0.358   5.496   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       1.197   3.613   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.530   4.383   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       2.530   5.923   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       3.864   6.693   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       3.864   3.613   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -0.744   0.132   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       0.287  -1.012   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       1.793  -0.692   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -0.189  -2.477   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.841  -3.621   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.365  -5.086   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.141  -5.406   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -1.617  -6.871   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -2.171  -4.262   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.696  -2.797   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   15                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   11                                                  
CONECT    6    5    7   16                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10   11                                             
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    8    5   12                                                  
CONECT   12   11   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14   13                                                            
CONECT   15   12    3                                                       
CONECT   16    6   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   25                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   19                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

View in JSmol

Synonyms

Value	Source
7-Hydroxy-1,3-dimethoxy-7-methyl-octahydrocyclopenta[c]pyran-5-yl 4-hydroxybenzoic acid	Generator

Chemical Formula

C₁₈H₂₄O₇

Average Mass

352.3830 Da

Monoisotopic Mass

352.15220 Da

IUPAC Name

7-hydroxy-1,3-dimethoxy-7-methyl-octahydrocyclopenta[c]pyran-5-yl 4-hydroxybenzoate

Traditional Name

7-hydroxy-1,3-dimethoxy-7-methyl-hexahydro-1H-cyclopenta[c]pyran-5-yl 4-hydroxybenzoate

CAS Registry Number

Not Available

SMILES

COC1CC2C(CC(C)(O)C2C(OC)O1)OC(=O)C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C18H24O7/c1-18(21)9-13(24-16(20)10-4-6-11(19)7-5-10)12-8-14(22-2)25-17(23-3)15(12)18/h4-7,12-15,17,19,21H,8-9H2,1-3H3

InChI Key

GXUQZHWWGWBNPT-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as iridoids and derivatives. These are monoterpenes containing a skeleton structurally characterized by the presence of a cylopentane fused to a pyran ( forming a 4,7-dimethylcyclopenta[c]pyran), or a derivative where the pentane moiety is open.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Iridoids and derivatives

Alternative Parents

Substituents

P-hydroxybenzoic acid alkyl ester
P-hydroxybenzoic acid ester
Iridoid-skeleton
Aromatic monoterpenoid
Benzoate ester
Bicyclic monoterpenoid
Benzoic acid or derivatives
Benzoyl
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Oxane
Tertiary alcohol
Cyclic alcohol
Carboxylic acid ester
Acetal
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Alcohol
Organooxygen compound
Organic oxygen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	0.83	ALOGPS
logP	1.79	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	8.5	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	94.45 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	88 m³·mol⁻¹	ChemAxon
Polarizability	36.65 Å³	ChemAxon
Number of Rings	3	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 7-hydroxy-1,3-dimethoxy-7-methyl-hexahydro-1h-cyclopenta[c]pyran-5-yl 4-hydroxybenzoate (NP0268516)

MOL for NP0268516 (7-hydroxy-1,3-dimethoxy-7-methyl-hexahydro-1h-cyclopenta[c]pyran-5-yl 4-hydroxybenzoate)

3D MOL for NP0268516 (7-hydroxy-1,3-dimethoxy-7-methyl-hexahydro-1h-cyclopenta[c]pyran-5-yl 4-hydroxybenzoate)

3D SDF for NP0268516 (7-hydroxy-1,3-dimethoxy-7-methyl-hexahydro-1h-cyclopenta[c]pyran-5-yl 4-hydroxybenzoate)

3D-SDF for NP0268516 (7-hydroxy-1,3-dimethoxy-7-methyl-hexahydro-1h-cyclopenta[c]pyran-5-yl 4-hydroxybenzoate)

PDB for NP0268516 (7-hydroxy-1,3-dimethoxy-7-methyl-hexahydro-1h-cyclopenta[c]pyran-5-yl 4-hydroxybenzoate)

3D PDB for NP0268516 (7-hydroxy-1,3-dimethoxy-7-methyl-hexahydro-1h-cyclopenta[c]pyran-5-yl 4-hydroxybenzoate)

SMILES for NP0268516 (7-hydroxy-1,3-dimethoxy-7-methyl-hexahydro-1h-cyclopenta[c]pyran-5-yl 4-hydroxybenzoate)

INCHI for NP0268516 (7-hydroxy-1,3-dimethoxy-7-methyl-hexahydro-1h-cyclopenta[c]pyran-5-yl 4-hydroxybenzoate)

Structure for NP0268516 (7-hydroxy-1,3-dimethoxy-7-methyl-hexahydro-1h-cyclopenta[c]pyran-5-yl 4-hydroxybenzoate)

3D Structure for NP0268516 (7-hydroxy-1,3-dimethoxy-7-methyl-hexahydro-1h-cyclopenta[c]pyran-5-yl 4-hydroxybenzoate)