NP-MRD: Showing NP-Card for 6-hydroxy-6-isopropylcyclohex-1-enecarboxylic acid (NP0028866)

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Record Information

Version

2.0

Created at

2021-06-19 20:38:14 UTC

Updated at

2021-06-29 23:55:54 UTC

NP-MRD ID

NP0028866

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6-hydroxy-6-isopropylcyclohex-1-enecarboxylic acid

Provided By

JEOL Database JEOL Logo

Description

6-hydroxy-6-isopropylcyclohex-1-enecarboxylic acid is found in Adenocarpus foliolosus and Phomopsis sp. Adenocarpus foliolosus. 6-hydroxy-6-isopropylcyclohex-1-enecarboxylic acid was first documented in 2005 (Dai, J., et al.).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192122383D          

 29 29  0  0  0  0            999 V2000
   -2.3236    2.6668   -0.3946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6490    1.4047    0.1662 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1491    1.4469   -0.1535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9693    1.1661    1.6853 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3944    1.0107    1.8145 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6026    2.4200    2.5266 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5679    2.1304    4.0261 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5391    1.0489    4.3398 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6665   -0.1329    3.4287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3342   -0.0963    2.2579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5391   -1.3542    1.5080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4738   -1.5717    0.7557 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5731   -2.2662    1.7042 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8974    3.5801    0.0324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4004    2.6637   -0.1986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1888    2.7202   -1.4807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0786    0.5765   -0.4115 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0061    1.5371   -1.2346 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3593    0.5335    0.1686 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3476    2.2994    0.3185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6428    0.2200    1.2960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6212    2.8130    2.2381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3368    3.2175    2.3574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5617    1.8129    4.3661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3206    3.0443    4.5781 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4766    1.4525    4.2554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6724    0.7235    5.3778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2300   -1.0608    3.7925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8456   -3.0257    1.1494 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  1  0  0  0  0
  6  7  1  0  0  0  0
 11 13  1  0  0  0  0
  6  4  1  0  0  0  0
 11 12  2  0  0  0  0
  7  8  1  0  0  0  0
  4  2  1  0  0  0  0
  8  9  1  0  0  0  0
  2  1  1  0  0  0  0
  9 10  2  0  0  0  0
  2  3  1  0  0  0  0
 10  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6 22  1  0  0  0  0
  6 23  1  0  0  0  0
  7 24  1  0  0  0  0
  7 25  1  0  0  0  0
  8 26  1  0  0  0  0
  8 27  1  0  0  0  0
  9 28  1  0  0  0  0
 13 29  1  0  0  0  0
  2 17  1  0  0  0  0
  1 14  1  0  0  0  0
  1 15  1  0  0  0  0
  1 16  1  0  0  0  0
  3 18  1  0  0  0  0
  3 19  1  0  0  0  0
  3 20  1  0  0  0  0
  5 21  1  0  0  0  0
M  END

     RDKit          3D

 29 29  0  0  0  0  0  0  0  0999 V2000
   -2.3236    2.6668   -0.3946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6490    1.4047    0.1662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1491    1.4469   -0.1535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9693    1.1661    1.6853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3944    1.0107    1.8145 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6026    2.4200    2.5266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5679    2.1304    4.0261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5391    1.0489    4.3398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6665   -0.1329    3.4287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3342   -0.0963    2.2579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5391   -1.3542    1.5080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4738   -1.5717    0.7557 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5731   -2.2662    1.7042 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8974    3.5801    0.0324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4004    2.6637   -0.1986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1888    2.7202   -1.4807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0786    0.5765   -0.4115 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0061    1.5371   -1.2346 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3593    0.5335    0.1686 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3476    2.2994    0.3185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6428    0.2200    1.2960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6212    2.8130    2.2381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3368    3.2175    2.3574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5617    1.8129    4.3661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3206    3.0443    4.5781 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4766    1.4525    4.2554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6724    0.7235    5.3778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2300   -1.0608    3.7925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8456   -3.0257    1.1494 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  1  0
  6  7  1  0
 11 13  1  0
  6  4  1  0
 11 12  2  0
  7  8  1  0
  4  2  1  0
  8  9  1  0
  2  1  1  0
  9 10  2  0
  2  3  1  0
 10  4  1  0
  4  5  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
 13 29  1  0
  2 17  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  3 18  1  0
  3 19  1  0
  3 20  1  0
  5 21  1  0
M  END


  Mrv1652306192122383D          

 29 29  0  0  0  0            999 V2000
   -2.3236    2.6668   -0.3946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6490    1.4047    0.1662 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1491    1.4469   -0.1535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9693    1.1661    1.6853 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3944    1.0107    1.8145 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6026    2.4200    2.5266 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5679    2.1304    4.0261 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5391    1.0489    4.3398 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6665   -0.1329    3.4287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3342   -0.0963    2.2579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5391   -1.3542    1.5080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4738   -1.5717    0.7557 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5731   -2.2662    1.7042 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8974    3.5801    0.0324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4004    2.6637   -0.1986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1888    2.7202   -1.4807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0786    0.5765   -0.4115 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0061    1.5371   -1.2346 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3593    0.5335    0.1686 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3476    2.2994    0.3185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6428    0.2200    1.2960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6212    2.8130    2.2381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3368    3.2175    2.3574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5617    1.8129    4.3661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3206    3.0443    4.5781 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4766    1.4525    4.2554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6724    0.7235    5.3778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2300   -1.0608    3.7925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8456   -3.0257    1.1494 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  1  0  0  0  0
  6  7  1  0  0  0  0
 11 13  1  0  0  0  0
  6  4  1  0  0  0  0
 11 12  2  0  0  0  0
  7  8  1  0  0  0  0
  4  2  1  0  0  0  0
  8  9  1  0  0  0  0
  2  1  1  0  0  0  0
  9 10  2  0  0  0  0
  2  3  1  0  0  0  0
 10  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6 22  1  0  0  0  0
  6 23  1  0  0  0  0
  7 24  1  0  0  0  0
  7 25  1  0  0  0  0
  8 26  1  0  0  0  0
  8 27  1  0  0  0  0
  9 28  1  0  0  0  0
 13 29  1  0  0  0  0
  2 17  1  0  0  0  0
  1 14  1  0  0  0  0
  1 15  1  0  0  0  0
  1 16  1  0  0  0  0
  3 18  1  0  0  0  0
  3 19  1  0  0  0  0
  3 20  1  0  0  0  0
  5 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0028866

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C1=C([H])C([H])([H])C([H])([H])C([H])([H])[C@@]1(O[H])C([H])(C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C10H16O3/c1-7(2)10(13)6-4-3-5-8(10)9(11)12/h5,7,13H,3-4,6H2,1-2H3,(H,11,12)/t10-/m1/s1

> <INCHI_KEY>
ZZILIIPCYHUSQC-SNVBAGLBSA-N

> <FORMULA>
C10H16O3

> <MOLECULAR_WEIGHT>
184.235

> <EXACT_MASS>
184.109944375

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
19.678130961058095

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(6R)-6-hydroxy-6-(propan-2-yl)cyclohex-1-ene-1-carboxylic acid

> <ALOGPS_LOGP>
1.55

> <JCHEM_LOGP>
1.6778050266666666

> <ALOGPS_LOGS>
-1.33

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.077053469517896

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.710061433672211

> <JCHEM_PKA_STRONGEST_BASIC>
-3.354564770309495

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
49.871100000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.64e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(6R)-6-hydroxy-6-isopropylcyclohex-1-ene-1-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 29 29  0  0  0  0  0  0  0  0999 V2000
   -2.3236    2.6668   -0.3946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6490    1.4047    0.1662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1491    1.4469   -0.1535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9693    1.1661    1.6853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3944    1.0107    1.8145 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6026    2.4200    2.5266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5679    2.1304    4.0261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5391    1.0489    4.3398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6665   -0.1329    3.4287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3342   -0.0963    2.2579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5391   -1.3542    1.5080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4738   -1.5717    0.7557 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5731   -2.2662    1.7042 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8974    3.5801    0.0324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4004    2.6637   -0.1986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1888    2.7202   -1.4807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0786    0.5765   -0.4115 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0061    1.5371   -1.2346 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3593    0.5335    0.1686 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3476    2.2994    0.3185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6428    0.2200    1.2960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6212    2.8130    2.2381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3368    3.2175    2.3574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5617    1.8129    4.3661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3206    3.0443    4.5781 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4766    1.4525    4.2554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6724    0.7235    5.3778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2300   -1.0608    3.7925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8456   -3.0257    1.1494 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  1  0
  6  7  1  0
 11 13  1  0
  6  4  1  0
 11 12  2  0
  7  8  1  0
  4  2  1  0
  8  9  1  0
  2  1  1  0
  9 10  2  0
  2  3  1  0
 10  4  1  0
  4  5  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
 13 29  1  0
  2 17  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  3 18  1  0
  3 19  1  0
  3 20  1  0
  5 21  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0      -2.324   2.667  -0.395  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.649   1.405   0.166  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.149   1.447  -0.154  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.969   1.166   1.685  0.00  0.00           C+0
HETATM    5  O   UNK     0      -3.394   1.011   1.815  0.00  0.00           O+0
HETATM    6  C   UNK     0      -1.603   2.420   2.527  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.568   2.130   4.026  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.539   1.049   4.340  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.667  -0.133   3.429  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.334  -0.096   2.258  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.539  -1.354   1.508  0.00  0.00           C+0
HETATM   12  O   UNK     0      -2.474  -1.572   0.756  0.00  0.00           O+0
HETATM   13  O   UNK     0      -0.573  -2.266   1.704  0.00  0.00           O+0
HETATM   14  H   UNK     0      -1.897   3.580   0.032  0.00  0.00           H+0
HETATM   15  H   UNK     0      -3.400   2.664  -0.199  0.00  0.00           H+0
HETATM   16  H   UNK     0      -2.189   2.720  -1.481  0.00  0.00           H+0
HETATM   17  H   UNK     0      -2.079   0.577  -0.412  0.00  0.00           H+0
HETATM   18  H   UNK     0       0.006   1.537  -1.235  0.00  0.00           H+0
HETATM   19  H   UNK     0       0.359   0.534   0.169  0.00  0.00           H+0
HETATM   20  H   UNK     0       0.348   2.299   0.319  0.00  0.00           H+0
HETATM   21  H   UNK     0      -3.643   0.220   1.296  0.00  0.00           H+0
HETATM   22  H   UNK     0      -0.621   2.813   2.238  0.00  0.00           H+0
HETATM   23  H   UNK     0      -2.337   3.217   2.357  0.00  0.00           H+0
HETATM   24  H   UNK     0      -2.562   1.813   4.366  0.00  0.00           H+0
HETATM   25  H   UNK     0      -1.321   3.044   4.578  0.00  0.00           H+0
HETATM   26  H   UNK     0       0.477   1.452   4.255  0.00  0.00           H+0
HETATM   27  H   UNK     0      -0.672   0.724   5.378  0.00  0.00           H+0
HETATM   28  H   UNK     0      -0.230  -1.061   3.793  0.00  0.00           H+0
HETATM   29  H   UNK     0      -0.846  -3.026   1.149  0.00  0.00           H+0
CONECT    1    2   14   15   16                                             
CONECT    2    4    1    3   17                                             
CONECT    3    2   18   19   20                                             
CONECT    4    6    2   10    5                                             
CONECT    5    4   21                                                       
CONECT    6    7    4   22   23                                             
CONECT    7    6    8   24   25                                             
CONECT    8    7    9   26   27                                             
CONECT    9    8   10   28                                                  
CONECT   10   11    9    4                                                  
CONECT   11   10   13   12                                                  
CONECT   12   11                                                            
CONECT   13   11   29                                                       
CONECT   14    1                                                            
CONECT   15    1                                                            
CONECT   16    1                                                            
CONECT   17    2                                                            
CONECT   18    3                                                            
CONECT   19    3                                                            
CONECT   20    3                                                            
CONECT   21    5                                                            
CONECT   22    6                                                            
CONECT   23    6                                                            
CONECT   24    7                                                            
CONECT   25    7                                                            
CONECT   26    8                                                            
CONECT   27    8                                                            
CONECT   28    9                                                            
CONECT   29   13                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   58    0
END

RDKit          3D

29 29  0  0  0  0  0  0  0  0999 V2000
   -2.3236    2.6668   -0.3946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6490    1.4047    0.1662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1491    1.4469   -0.1535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9693    1.1661    1.6853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3944    1.0107    1.8145 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6026    2.4200    2.5266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5679    2.1304    4.0261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5391    1.0489    4.3398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6665   -0.1329    3.4287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3342   -0.0963    2.2579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5391   -1.3542    1.5080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4738   -1.5717    0.7557 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5731   -2.2662    1.7042 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8974    3.5801    0.0324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4004    2.6637   -0.1986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1888    2.7202   -1.4807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0786    0.5765   -0.4115 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0061    1.5371   -1.2346 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3593    0.5335    0.1686 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3476    2.2994    0.3185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6428    0.2200    1.2960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6212    2.8130    2.2381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3368    3.2175    2.3574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5617    1.8129    4.3661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3206    3.0443    4.5781 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4766    1.4525    4.2554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6724    0.7235    5.3778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2300   -1.0608    3.7925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8456   -3.0257    1.1494 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  1  0
  6  7  1  0
 11 13  1  0
  6  4  1  0
 11 12  2  0
  7  8  1  0
  4  2  1  0
  8  9  1  0
  2  1  1  0
  9 10  2  0
  2  3  1  0
 10  4  1  0
  4  5  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
 13 29  1  0
  2 17  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  3 18  1  0
  3 19  1  0
  3 20  1  0
  5 21  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₀H₁₆O₃

Average Mass

184.2350 Da

Monoisotopic Mass

184.10994 Da

IUPAC Name

(6R)-6-hydroxy-6-(propan-2-yl)cyclohex-1-ene-1-carboxylic acid

Traditional Name

(6R)-6-hydroxy-6-isopropylcyclohex-1-ene-1-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H]OC(=O)C1=C([H])C([H])([H])C([H])([H])C([H])([H])[C@@]1(O[H])C([H])(C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C10H16O3/c1-7(2)10(13)6-4-3-5-8(10)9(11)12/h5,7,13H,3-4,6H2,1-2H3,(H,11,12)/t10-/m1/s1

InChI Key

ZZILIIPCYHUSQC-SNVBAGLBSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Adenocarpus foliolosus	LOTUS Database	35616633
Phomopsis sp. Adenocarpus foliolosus	JEOL database	Dai, J., et al, Eur. J. Org. Chem. 2005, 5100

Chemical Taxonomy

Classification

Not classified

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	1.55	ALOGPS
logP	1.68	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Acidic)	4.71	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	49.87 m³·mol⁻¹	ChemAxon
Polarizability	19.68 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

Not Available

References

General References

Dai, J., et al. (2005). Dai, J., et al, Eur. J. Org. Chem. 2005, 5100. Eur. J. Org. Chem..

Showing NP-Card for 6-hydroxy-6-isopropylcyclohex-1-enecarboxylic acid (NP0028866)

MOL for NP0028866 (6-hydroxy-6-isopropylcyclohex-1-enecarboxylic acid)

3D MOL for NP0028866 (6-hydroxy-6-isopropylcyclohex-1-enecarboxylic acid)

3D SDF for NP0028866 (6-hydroxy-6-isopropylcyclohex-1-enecarboxylic acid)

3D-SDF for NP0028866 (6-hydroxy-6-isopropylcyclohex-1-enecarboxylic acid)

PDB for NP0028866 (6-hydroxy-6-isopropylcyclohex-1-enecarboxylic acid)

3D PDB for NP0028866 (6-hydroxy-6-isopropylcyclohex-1-enecarboxylic acid)

SMILES for NP0028866 (6-hydroxy-6-isopropylcyclohex-1-enecarboxylic acid)

INCHI for NP0028866 (6-hydroxy-6-isopropylcyclohex-1-enecarboxylic acid)

Structure for NP0028866 (6-hydroxy-6-isopropylcyclohex-1-enecarboxylic acid)

3D Structure for NP0028866 (6-hydroxy-6-isopropylcyclohex-1-enecarboxylic acid)