NP-MRD: Showing NP-Card for [6-(acetyloxy)-5-(benzoyloxy)-3-chloro-4-hydroxycyclohex-1-en-1-yl]methyl benzoate (NP0156638)

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Record Information

Version

2.0

Created at

2022-09-02 13:52:22 UTC

Updated at

2022-09-02 13:52:22 UTC

NP-MRD ID

NP0156638

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[6-(acetyloxy)-5-(benzoyloxy)-3-chloro-4-hydroxycyclohex-1-en-1-yl]methyl benzoate

Description

[6-(Acetyloxy)-5-(benzoyloxy)-3-chloro-4-hydroxycyclohex-1-en-1-yl]methyl benzoate belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid. [6-(acetyloxy)-5-(benzoyloxy)-3-chloro-4-hydroxycyclohex-1-en-1-yl]methyl benzoate is found in Uvaria calamistrata. [6-(Acetyloxy)-5-(benzoyloxy)-3-chloro-4-hydroxycyclohex-1-en-1-yl]methyl benzoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004161506402D          

 31 33  0  0  0  0            999 V2000
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   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
   -0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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 C   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 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 Cl  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 C   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
   -3.5724   -0.4125    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
   -4.2868    0.8250    0.0000 O   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 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -1.6500    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
   -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
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  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  2  0  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
  6 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
  5 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 26 31  1  0  0  0  0
M  END

     RDKit          3D

 52 54  0  0  0  0  0  0  0  0999 V2000
   -0.7929    1.3725   -2.7607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4227    0.6409   -1.5142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4001   -0.6194   -1.5418 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1057    1.2668   -0.3401 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2508    0.5825    0.8619 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7581    0.8137    1.9161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1187    1.3062    1.6529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8498    0.4359    0.7966 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1507    0.7828    0.4673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6441    1.8453    0.9291 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9850   -0.0358   -0.3999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2740    0.3306   -0.7119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0801   -0.4302   -1.5310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5623   -1.6137   -2.0588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2775   -2.0043   -1.7639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5027   -1.2223   -0.9446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4009    0.5571    3.1701 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9837    0.0568    3.4276 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1092   -1.5656    2.7307 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.9135    1.0123    2.7101 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2474    0.6995    2.9396 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6465    0.9546    1.2315 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6117    0.0673    0.6649 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5864    0.4871   -0.2223 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6037    1.6998   -0.5266 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5769   -0.3997   -0.8095 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6247   -1.7482   -0.5256 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5986   -2.5067   -1.1300 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5191   -1.9606   -2.0032 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4758   -0.6328   -2.2858 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4991    0.1345   -1.6814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8422    1.6679   -2.7942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4647    0.7967   -3.6514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1512    2.3006   -2.7619 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2015   -0.5107    0.5954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6989    1.3641    2.5939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1255    2.3404    1.2210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7125    1.2544   -0.3143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1013   -0.1350   -1.7750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1762   -2.2209   -2.7001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8844   -2.9102   -2.1692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4947   -1.5663   -0.7369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0738    0.6968    4.0088 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1971   -0.0054    4.5015 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7623    2.0413    3.0966 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3965   -0.2200    3.2158 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8142    2.0026    0.8452 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8909   -2.1446    0.1613 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6406   -3.5737   -0.9087 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2743   -2.5722   -2.4663 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1609   -0.1257   -2.9599 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4657    1.2127   -1.9122 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 22 20  1  0
 20 21  1  0
 20 18  1  0
 18 19  1  0
 18 17  1  0
 17  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
  6  5  1  0
 16 11  1  0
 31 26  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  5 35  1  6
 22 47  1  6
 27 48  1  0
 28 49  1  0
 29 50  1  0
 30 51  1  0
 31 52  1  0
 20 45  1  1
 21 46  1  0
 18 44  1  1
 17 43  1  0
  7 36  1  0
  7 37  1  0
 12 38  1  0
 13 39  1  0
 14 40  1  0
 15 41  1  0
 16 42  1  0
M  END


  Mrv1533004161506402D          

 31 33  0  0  0  0            999 V2000
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   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
   -0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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 C   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 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 Cl  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 C   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
   -3.5724   -0.4125    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
   -4.2868    0.8250    0.0000 O   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 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -1.6500    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
   -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
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  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  2  0  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
  6 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
  5 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 26 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0156638

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)OC1C(OC(=O)C2=CC=CC=C2)C(O)C(Cl)C=C1COC(=O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C23H21ClO7/c1-14(25)30-20-17(13-29-22(27)15-8-4-2-5-9-15)12-18(24)19(26)21(20)31-23(28)16-10-6-3-7-11-16/h2-12,18-21,26H,13H2,1H3

> <INCHI_KEY>
CAABTNRNYPEXCM-UHFFFAOYSA-N

> <FORMULA>
C23H21ClO7

> <MOLECULAR_WEIGHT>
444.86

> <EXACT_MASS>
444.0975807

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
43.734917122623905

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(acetyloxy)-3-[(benzoyloxy)methyl]-5-chloro-6-hydroxycyclohex-3-en-1-yl benzoate

> <ALOGPS_LOGP>
3.49

> <JCHEM_LOGP>
3.754782984

> <ALOGPS_LOGS>
-4.47

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.999176967368228

> <JCHEM_PKA_STRONGEST_BASIC>
-3.673959994473136

> <JCHEM_POLAR_SURFACE_AREA>
99.13

> <JCHEM_REFRACTIVITY>
112.07180000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.50e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(acetyloxy)-3-[(benzoyloxy)methyl]-5-chloro-6-hydroxycyclohex-3-en-1-yl benzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      -4.001  -0.770   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -1.334  -2.310   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667  -3.080   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  O   UNK     0      -1.334  -5.390   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   19 Cl   UNK     0      -4.001  -6.930   0.000  0.00  0.00          Cl+0
HETATM   20  C   UNK     0      -5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -6.668  -0.770   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -8.002  -0.000   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -8.002   1.540   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0     -10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0     -12.003  -2.310   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0     -12.003  -0.770   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0     -10.669  -0.000   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   21                                                  
CONECT    6    5    7   16                                                  
CONECT    7    6    8                                                       
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    6   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20    5   22                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   31                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   26                                                       
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

View in JSmol

Synonyms

Value	Source
[6-(Acetyloxy)-5-(benzoyloxy)-3-chloro-4-hydroxycyclohex-1-en-1-yl]methyl benzoic acid	Generator

Chemical Formula

C₂₃H₂₁ClO₇

Average Mass

444.8600 Da

Monoisotopic Mass

444.09758 Da

IUPAC Name

2-(acetyloxy)-3-[(benzoyloxy)methyl]-5-chloro-6-hydroxycyclohex-3-en-1-yl benzoate

Traditional Name

2-(acetyloxy)-3-[(benzoyloxy)methyl]-5-chloro-6-hydroxycyclohex-3-en-1-yl benzoate

CAS Registry Number

Not Available

SMILES

CC(=O)OC1C(OC(=O)C2=CC=CC=C2)C(O)C(Cl)C=C1COC(=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C23H21ClO7/c1-14(25)30-20-17(13-29-22(27)15-8-4-2-5-9-15)12-18(24)19(26)21(20)31-23(28)16-10-6-3-7-11-16/h2-12,18-21,26H,13H2,1H3

InChI Key

CAABTNRNYPEXCM-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
Uvaria calamistrata	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
Tricarboxylic acid or derivatives
Benzoyl
Cyclitol or derivatives
Carboxylic acid ester
Chlorohydrin
Halohydrin
Secondary alcohol
Carboxylic acid derivative
Alkyl halide
Alkyl chloride
Alcohol
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organohalogen compound
Organochloride
Organooxygen compound
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	3.49	ALOGPS
logP	3.75	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	13	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	99.13 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	112.07 m³·mol⁻¹	ChemAxon
Polarizability	43.73 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	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

75229756

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for [6-(acetyloxy)-5-(benzoyloxy)-3-chloro-4-hydroxycyclohex-1-en-1-yl]methyl benzoate (NP0156638)

MOL for NP0156638 ([6-(acetyloxy)-5-(benzoyloxy)-3-chloro-4-hydroxycyclohex-1-en-1-yl]methyl benzoate)

3D MOL for NP0156638 ([6-(acetyloxy)-5-(benzoyloxy)-3-chloro-4-hydroxycyclohex-1-en-1-yl]methyl benzoate)

3D SDF for NP0156638 ([6-(acetyloxy)-5-(benzoyloxy)-3-chloro-4-hydroxycyclohex-1-en-1-yl]methyl benzoate)

3D-SDF for NP0156638 ([6-(acetyloxy)-5-(benzoyloxy)-3-chloro-4-hydroxycyclohex-1-en-1-yl]methyl benzoate)

PDB for NP0156638 ([6-(acetyloxy)-5-(benzoyloxy)-3-chloro-4-hydroxycyclohex-1-en-1-yl]methyl benzoate)

3D PDB for NP0156638 ([6-(acetyloxy)-5-(benzoyloxy)-3-chloro-4-hydroxycyclohex-1-en-1-yl]methyl benzoate)

SMILES for NP0156638 ([6-(acetyloxy)-5-(benzoyloxy)-3-chloro-4-hydroxycyclohex-1-en-1-yl]methyl benzoate)

INCHI for NP0156638 ([6-(acetyloxy)-5-(benzoyloxy)-3-chloro-4-hydroxycyclohex-1-en-1-yl]methyl benzoate)

Structure for NP0156638 ([6-(acetyloxy)-5-(benzoyloxy)-3-chloro-4-hydroxycyclohex-1-en-1-yl]methyl benzoate)

3D Structure for NP0156638 ([6-(acetyloxy)-5-(benzoyloxy)-3-chloro-4-hydroxycyclohex-1-en-1-yl]methyl benzoate)