NP-MRD: Showing NP-Card for (1s,2r,3r,5s,6s)-3-hydroxy-2-[(s)-hydroxy(phenyl)methyl]-8-methyl-8-azabicyclo[3.2.1]octan-6-yl benzoate (NP0277701)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-09 02:28:09 UTC

Updated at

2022-09-09 02:28:09 UTC

NP-MRD ID

NP0277701

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,2r,3r,5s,6s)-3-hydroxy-2-[(s)-hydroxy(phenyl)methyl]-8-methyl-8-azabicyclo[3.2.1]octan-6-yl benzoate

Description

(1S,2R,3R,5S,6S)-3-hydroxy-2-[(S)-hydroxy(phenyl)methyl]-8-methyl-8-azabicyclo[3.2.1]Octan-6-yl benzoate belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid. (1s,2r,3r,5s,6s)-3-hydroxy-2-[(s)-hydroxy(phenyl)methyl]-8-methyl-8-azabicyclo[3.2.1]octan-6-yl benzoate is found in Eucarpha deplanchei. Based on a literature review very few articles have been published on (1S,2R,3R,5S,6S)-3-hydroxy-2-[(S)-hydroxy(phenyl)methyl]-8-methyl-8-azabicyclo[3.2.1]Octan-6-yl benzoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092204282D          

 27 30  0  0  1  0            999 V2000
   -0.2175    0.8158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6075    0.8158    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8393   -0.1110    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6436    0.0725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0015    0.8158    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8265    0.8158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6436    1.5591    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1579    2.2042    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9737    2.0812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8565    2.9721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0408    3.0951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7393    3.8631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2537    4.5081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0695    4.3851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3709    3.6171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8393    1.7427    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1942    1.2283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1942    0.4033    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5491    0.0454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6107   -0.7773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0709   -1.2420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3540   -1.1353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4157   -1.9579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1590   -2.3159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8406   -1.8512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7790   -1.0285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0357   -0.6705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  6  0  0  0
  5  7  1  0  0  0  0
  7  8  1  1  0  0  0
  8  9  1  1  0  0  0
  8 10  1  0  0  0  0
 10 11  2  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
 10 15  1  0  0  0  0
  7 16  1  0  0  0  0
 16  2  1  6  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
  3 18  1  0  0  0  0
 18 19  1  1  0  0  0
 19 20  1  0  0  0  0
 20 21  2  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  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 22 27  1  0  0  0  0
M  END

     RDKit          3D

 52 55  0  0  0  0  0  0  0  0999 V2000
    0.1753   -2.5464    2.8220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2686   -2.4773    1.4732 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7960   -2.0752    0.5730 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3918   -2.0541   -0.8639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0289   -1.7643   -1.1636 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4201   -2.5731   -2.2474 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9672   -1.8790   -0.0166 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3107   -1.2908   -0.1872 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9550   -1.9193   -1.2738 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4209    0.1602   -0.2138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6729    0.9437    0.9008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7758    2.3144    0.8272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6295    2.9660   -0.3766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3785    2.2054   -1.4975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2810    0.8480   -1.3989 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2383   -1.4212    1.2262 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4508   -0.1615    1.0153 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9761   -0.6413    1.0214 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8160    0.0955    0.1851 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9419    0.7009    0.6847 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1781    0.5622    1.9156 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8609    1.4905   -0.1592 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9836    2.0875    0.3672 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8650    2.8320   -0.3887 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6326    3.0011   -1.7379 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5135    2.4122   -2.2890 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6334    1.6619   -1.5055 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2614   -2.6945    2.9498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1774   -1.6543    3.4163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3287   -3.4238    3.3086 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7205   -2.6743    0.7497 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0692   -1.3793   -1.4697 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6593   -3.0787   -1.2669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0666   -0.7140   -1.5830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7663   -3.4125   -1.8378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1429   -2.9854    0.1537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9471   -1.6216    0.6975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9445   -1.8124   -1.1407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7857    0.4136    1.8432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9747    2.9048    1.7214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7111    4.0616   -0.4389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2615    2.7095   -2.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0878    0.3016   -2.3090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8926   -1.2919    2.0979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6966    0.3817    0.0968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5596    0.5624    1.8534 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3103   -0.6753    2.0751 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1951    1.9749    1.4200 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7529    3.3015    0.0391 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3284    3.5888   -2.3342 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3166    2.5351   -3.3463 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7634    1.2047   -1.9364 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  7 16  1  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  2  0
 25 26  1  0
 26 27  2  0
 16  2  1  0
 27 22  1  0
 18  3  1  0
 15 10  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  6
  4 32  1  0
  4 33  1  0
  5 34  1  6
  6 35  1  0
  7 36  1  1
  8 37  1  1
  9 38  1  0
 11 39  1  0
 12 40  1  0
 13 41  1  0
 14 42  1  0
 15 43  1  0
 16 44  1  1
 17 45  1  0
 17 46  1  0
 18 47  1  1
 23 48  1  0
 24 49  1  0
 25 50  1  0
 26 51  1  0
 27 52  1  0
M  END


  Mrv1652309092204282D          

 27 30  0  0  1  0            999 V2000
   -0.2175    0.8158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6075    0.8158    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8393   -0.1110    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6436    0.0725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0015    0.8158    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8265    0.8158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6436    1.5591    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1579    2.2042    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9737    2.0812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8565    2.9721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0408    3.0951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7393    3.8631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2537    4.5081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0695    4.3851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3709    3.6171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8393    1.7427    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1942    1.2283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1942    0.4033    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5491    0.0454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6107   -0.7773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0709   -1.2420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3540   -1.1353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4157   -1.9579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1590   -2.3159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8406   -1.8512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7790   -1.0285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0357   -0.6705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  6  0  0  0
  5  7  1  0  0  0  0
  7  8  1  1  0  0  0
  8  9  1  1  0  0  0
  8 10  1  0  0  0  0
 10 11  2  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
 10 15  1  0  0  0  0
  7 16  1  0  0  0  0
 16  2  1  6  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
  3 18  1  0  0  0  0
 18 19  1  1  0  0  0
 19 20  1  0  0  0  0
 20 21  2  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  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 22 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0277701

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN1[C@H]2C[C@@H](O)[C@H]([C@H](O)C3=CC=CC=C3)[C@@H]1C[C@@H]2OC(=O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C22H25NO4/c1-23-16-12-18(24)20(21(25)14-8-4-2-5-9-14)17(23)13-19(16)27-22(26)15-10-6-3-7-11-15/h2-11,16-21,24-25H,12-13H2,1H3/t16-,17-,18+,19-,20+,21+/m0/s1

> <INCHI_KEY>
OPWGXFVDYRHRHH-OXVGXARHSA-N

> <FORMULA>
C22H25NO4

> <MOLECULAR_WEIGHT>
367.445

> <EXACT_MASS>
367.178358289

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
39.591157296490216

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2R,3R,5S,6S)-3-hydroxy-2-[(S)-hydroxy(phenyl)methyl]-8-methyl-8-azabicyclo[3.2.1]octan-6-yl benzoate

> <JCHEM_LOGP>
2.4691271816666664

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
14.937991557436497

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.009634042257648

> <JCHEM_PKA_STRONGEST_BASIC>
7.875177582070418

> <JCHEM_POLAR_SURFACE_AREA>
70.0

> <JCHEM_REFRACTIVITY>
102.00080000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,3R,5S,6S)-3-hydroxy-2-[(S)-hydroxy(phenyl)methyl]-8-methyl-8-azabicyclo[3.2.1]octan-6-yl benzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0      -0.406   1.523   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       1.134   1.523   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       1.567  -0.207   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.068   0.135   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.736   1.523   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       5.276   1.523   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       3.068   2.910   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.028   4.114   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       5.551   3.885   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       3.466   5.548   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.943   5.778   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.380   7.211   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.340   8.415   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.863   8.186   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.426   6.752   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.567   3.253   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.363   2.293   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.363   0.753   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -1.025   0.085   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -1.140  -1.451   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       0.132  -2.318   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -2.527  -2.119   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.643  -3.655   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -4.030  -4.323   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -5.302  -3.455   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -5.187  -1.920   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -3.800  -1.252   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   16                                                  
CONECT    3    2    4   18                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   16                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   10                                                       
CONECT   16    7    2   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17    3   19                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   27                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   22                                                       
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

View in JSmol

Synonyms

Value	Source
(1S,2R,3R,5S,6S)-3-Hydroxy-2-[(S)-hydroxy(phenyl)methyl]-8-methyl-8-azabicyclo[3.2.1]octan-6-yl benzoic acid	Generator

Chemical Formula

C₂₂H₂₅NO₄

Average Mass

367.4450 Da

Monoisotopic Mass

367.17836 Da

IUPAC Name

(1S,2R,3R,5S,6S)-3-hydroxy-2-[(S)-hydroxy(phenyl)methyl]-8-methyl-8-azabicyclo[3.2.1]octan-6-yl benzoate

Traditional Name

(1S,2R,3R,5S,6S)-3-hydroxy-2-[(S)-hydroxy(phenyl)methyl]-8-methyl-8-azabicyclo[3.2.1]octan-6-yl benzoate

CAS Registry Number

Not Available

SMILES

CN1[C@H]2C[C@@H](O)[C@H]([C@H](O)C3=CC=CC=C3)[C@@H]1C[C@@H]2OC(=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C22H25NO4/c1-23-16-12-18(24)20(21(25)14-8-4-2-5-9-14)17(23)13-19(16)27-22(26)15-10-6-3-7-11-15/h2-11,16-21,24-25H,12-13H2,1H3/t16-,17-,18+,19-,20+,21+/m0/s1

InChI Key

OPWGXFVDYRHRHH-OXVGXARHSA-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
Eucarpha deplanchei	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Benzoic acid esters

Alternative Parents

Substituents

Benzoate ester
Tropane alkaloid
Benzoyl
Aralkylamine
Piperidine
N-alkylpyrrolidine
1,3-aminoalcohol
Cyclic alcohol
Pyrrolidine
Amino acid or derivatives
Carboxylic acid ester
Tertiary aliphatic amine
Tertiary amine
Secondary alcohol
Carboxylic acid derivative
Azacycle
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Amine
Alcohol
Hydrocarbon derivative
Organic nitrogen compound
Organic oxide
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Organic oxygen compound
Aromatic alcohol
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	2.47	ChemAxon
pKa (Strongest Acidic)	14.01	ChemAxon
pKa (Strongest Basic)	7.88	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	70 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	102 m³·mol⁻¹	ChemAxon
Polarizability	39.59 Å³	ChemAxon
Number of Rings	4	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

162968747

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,2r,3r,5s,6s)-3-hydroxy-2-[(s)-hydroxy(phenyl)methyl]-8-methyl-8-azabicyclo[3.2.1]octan-6-yl benzoate (NP0277701)

MOL for NP0277701 ((1s,2r,3r,5s,6s)-3-hydroxy-2-[(s)-hydroxy(phenyl)methyl]-8-methyl-8-azabicyclo[3.2.1]octan-6-yl benzoate)

3D MOL for NP0277701 ((1s,2r,3r,5s,6s)-3-hydroxy-2-[(s)-hydroxy(phenyl)methyl]-8-methyl-8-azabicyclo[3.2.1]octan-6-yl benzoate)

3D SDF for NP0277701 ((1s,2r,3r,5s,6s)-3-hydroxy-2-[(s)-hydroxy(phenyl)methyl]-8-methyl-8-azabicyclo[3.2.1]octan-6-yl benzoate)

3D-SDF for NP0277701 ((1s,2r,3r,5s,6s)-3-hydroxy-2-[(s)-hydroxy(phenyl)methyl]-8-methyl-8-azabicyclo[3.2.1]octan-6-yl benzoate)

PDB for NP0277701 ((1s,2r,3r,5s,6s)-3-hydroxy-2-[(s)-hydroxy(phenyl)methyl]-8-methyl-8-azabicyclo[3.2.1]octan-6-yl benzoate)

3D PDB for NP0277701 ((1s,2r,3r,5s,6s)-3-hydroxy-2-[(s)-hydroxy(phenyl)methyl]-8-methyl-8-azabicyclo[3.2.1]octan-6-yl benzoate)

SMILES for NP0277701 ((1s,2r,3r,5s,6s)-3-hydroxy-2-[(s)-hydroxy(phenyl)methyl]-8-methyl-8-azabicyclo[3.2.1]octan-6-yl benzoate)

INCHI for NP0277701 ((1s,2r,3r,5s,6s)-3-hydroxy-2-[(s)-hydroxy(phenyl)methyl]-8-methyl-8-azabicyclo[3.2.1]octan-6-yl benzoate)

Structure for NP0277701 ((1s,2r,3r,5s,6s)-3-hydroxy-2-[(s)-hydroxy(phenyl)methyl]-8-methyl-8-azabicyclo[3.2.1]octan-6-yl benzoate)

3D Structure for NP0277701 ((1s,2r,3r,5s,6s)-3-hydroxy-2-[(s)-hydroxy(phenyl)methyl]-8-methyl-8-azabicyclo[3.2.1]octan-6-yl benzoate)