NP-MRD: Showing NP-Card for 2-(4-Hydroxy-2,2,6-trimethylcyclohexyl)acetic acid (NP0042113)

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Record Information

Version

1.0

Created at

2021-06-20 23:51:34 UTC

Updated at

2021-06-30 00:17:01 UTC

NP-MRD ID

NP0042113

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-(4-Hydroxy-2,2,6-trimethylcyclohexyl)acetic acid

Provided By

JEOL Database JEOL Logo

Description

(1R)-4alpha-Hydroxy-2,2,6alpha-trimethylcyclohexane-1beta-acetic acid is also known as (1R)-4α-hydroxy-2,2,6α-trimethylcyclohexane-1β-acetate. 2-(4-Hydroxy-2,2,6-trimethylcyclohexyl)acetic acid is found in Sauropus spatulifolius and Striga asiatica. It was first documented in 2002 (PMID: 33651529). Based on a literature review very few articles have been published on (1R)-4alpha-Hydroxy-2,2,6alpha-trimethylcyclohexane-1beta-acetic acid (PMID: 33079503) (PMID: 26389513) (PMID: 26389498) (PMID: 26389454).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212101513D          

 34 34  0  0  0  0            999 V2000
   -1.7038   -1.7439   -2.0117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1556   -0.5687   -1.1364 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5845   -0.1812   -1.5427 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1130    0.9949   -0.7348 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4710    1.2424   -1.0881 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0522    0.6951    0.7572 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6368    0.3163    1.2604 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7931   -0.1146    2.7383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7231    1.5598    1.2230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0611   -0.8682    0.3959 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6137   -1.2508    0.8025 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3326   -2.7297    0.6973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1360   -3.6447    0.7378 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9863   -2.9841    0.5850 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6354   -1.9452   -1.8932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2599   -2.6559   -1.7711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8664   -1.5226   -3.0725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4971    0.2771   -1.3726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6196    0.0733   -2.6100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2588   -1.0407   -1.4261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5457    1.9028   -0.9656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4996    1.4147   -2.0447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4406    1.5597    1.3125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7548   -0.1210    0.9801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3132    0.6574    3.3179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3772   -1.0381    2.8205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8308   -0.2829    3.2301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7476    1.3586    1.6780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1718    2.3897    1.7815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5419    1.9136    0.2043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7163   -1.7308    0.5857 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1043   -0.7060    0.1782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3986   -0.9941    1.8430 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0359   -3.9626    0.5498 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  4  6  1  0  0  0  0
  4  5  1  0  0  0  0
  4  3  1  0  0  0  0
  7  8  1  1  0  0  0
  6  7  1  0  0  0  0
  7  9  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10  2  1  0  0  0  0
 11 12  1  0  0  0  0
  2  3  1  0  0  0  0
 12 14  1  0  0  0  0
 12 13  2  0  0  0  0
  4 21  1  1  0  0  0
  6 23  1  0  0  0  0
  6 24  1  0  0  0  0
 10 31  1  6  0  0  0
  2 18  1  1  0  0  0
  3 19  1  0  0  0  0
  3 20  1  0  0  0  0
  1 15  1  0  0  0  0
  1 16  1  0  0  0  0
  1 17  1  0  0  0  0
  5 22  1  0  0  0  0
  8 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
  9 29  1  0  0  0  0
  9 30  1  0  0  0  0
 11 32  1  0  0  0  0
 11 33  1  0  0  0  0
 14 34  1  0  0  0  0
M  END

     RDKit          3D

 34 34  0  0  0  0  0  0  0  0999 V2000
   -1.7038   -1.7439   -2.0117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1556   -0.5687   -1.1364 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5845   -0.1812   -1.5427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1130    0.9949   -0.7348 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4710    1.2424   -1.0881 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0522    0.6951    0.7572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6368    0.3163    1.2604 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7931   -0.1146    2.7383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7231    1.5598    1.2230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0611   -0.8682    0.3959 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6137   -1.2508    0.8025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3326   -2.7297    0.6973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1360   -3.6447    0.7378 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9863   -2.9841    0.5850 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6354   -1.9452   -1.8932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2599   -2.6559   -1.7711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8664   -1.5226   -3.0725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4971    0.2771   -1.3726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6196    0.0733   -2.6100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2588   -1.0407   -1.4261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5457    1.9028   -0.9656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4996    1.4147   -2.0447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4406    1.5597    1.3125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7548   -0.1210    0.9801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3132    0.6574    3.3179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3772   -1.0381    2.8205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8308   -0.2829    3.2301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7476    1.3586    1.6780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1718    2.3897    1.7815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5419    1.9136    0.2043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7163   -1.7308    0.5857 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1043   -0.7060    0.1782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3986   -0.9941    1.8430 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0359   -3.9626    0.5498 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  4  6  1  0
  4  5  1  0
  4  3  1  0
  7  8  1  1
  6  7  1  0
  7  9  1  0
  7 10  1  0
 10 11  1  0
 10  2  1  0
 11 12  1  0
  2  3  1  0
 12 14  1  0
 12 13  2  0
  4 21  1  1
  6 23  1  0
  6 24  1  0
 10 31  1  6
  2 18  1  1
  3 19  1  0
  3 20  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  5 22  1  0
  8 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
  9 30  1  0
 11 32  1  0
 11 33  1  0
 14 34  1  0
M  END


  Mrv1652306212101513D          

 34 34  0  0  0  0            999 V2000
   -1.7038   -1.7439   -2.0117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1556   -0.5687   -1.1364 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5845   -0.1812   -1.5427 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1130    0.9949   -0.7348 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4710    1.2424   -1.0881 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0522    0.6951    0.7572 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6368    0.3163    1.2604 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7931   -0.1146    2.7383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7231    1.5598    1.2230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0611   -0.8682    0.3959 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6137   -1.2508    0.8025 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3326   -2.7297    0.6973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1360   -3.6447    0.7378 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9863   -2.9841    0.5850 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6354   -1.9452   -1.8932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2599   -2.6559   -1.7711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8664   -1.5226   -3.0725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4971    0.2771   -1.3726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6196    0.0733   -2.6100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2588   -1.0407   -1.4261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5457    1.9028   -0.9656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4996    1.4147   -2.0447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4406    1.5597    1.3125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7548   -0.1210    0.9801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3132    0.6574    3.3179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3772   -1.0381    2.8205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8308   -0.2829    3.2301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7476    1.3586    1.6780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1718    2.3897    1.7815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5419    1.9136    0.2043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7163   -1.7308    0.5857 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1043   -0.7060    0.1782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3986   -0.9941    1.8430 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0359   -3.9626    0.5498 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  4  6  1  0  0  0  0
  4  5  1  0  0  0  0
  4  3  1  0  0  0  0
  7  8  1  1  0  0  0
  6  7  1  0  0  0  0
  7  9  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10  2  1  0  0  0  0
 11 12  1  0  0  0  0
  2  3  1  0  0  0  0
 12 14  1  0  0  0  0
 12 13  2  0  0  0  0
  4 21  1  1  0  0  0
  6 23  1  0  0  0  0
  6 24  1  0  0  0  0
 10 31  1  6  0  0  0
  2 18  1  1  0  0  0
  3 19  1  0  0  0  0
  3 20  1  0  0  0  0
  1 15  1  0  0  0  0
  1 16  1  0  0  0  0
  1 17  1  0  0  0  0
  5 22  1  0  0  0  0
  8 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
  9 29  1  0  0  0  0
  9 30  1  0  0  0  0
 11 32  1  0  0  0  0
 11 33  1  0  0  0  0
 14 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0042113

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C11H20O3/c1-7-4-8(12)6-11(2,3)9(7)5-10(13)14/h7-9,12H,4-6H2,1-3H3,(H,13,14)/t7-,8+,9+/m0/s1

> <INCHI_KEY>
LVRBHOVCJIZYDY-DJLDLDEBSA-N

> <FORMULA>
C11H20O3

> <MOLECULAR_WEIGHT>
200.278

> <EXACT_MASS>
200.141244504

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
22.29356826260883

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(1R,4R,6S)-4-hydroxy-2,2,6-trimethylcyclohexyl]acetic acid

> <ALOGPS_LOGP>
1.84

> <JCHEM_LOGP>
1.5661247719999998

> <ALOGPS_LOGS>
-1.82

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
18.942141525712938

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.853071146552102

> <JCHEM_PKA_STRONGEST_BASIC>
-1.0745078823700918

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
53.6628

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.04e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(1R,4R,6S)-4-hydroxy-2,2,6-trimethylcyclohexyl]acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 34 34  0  0  0  0  0  0  0  0999 V2000
   -1.7038   -1.7439   -2.0117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1556   -0.5687   -1.1364 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5845   -0.1812   -1.5427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1130    0.9949   -0.7348 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4710    1.2424   -1.0881 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0522    0.6951    0.7572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6368    0.3163    1.2604 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7931   -0.1146    2.7383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7231    1.5598    1.2230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0611   -0.8682    0.3959 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6137   -1.2508    0.8025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3326   -2.7297    0.6973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1360   -3.6447    0.7378 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9863   -2.9841    0.5850 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6354   -1.9452   -1.8932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2599   -2.6559   -1.7711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8664   -1.5226   -3.0725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4971    0.2771   -1.3726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6196    0.0733   -2.6100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2588   -1.0407   -1.4261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5457    1.9028   -0.9656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4996    1.4147   -2.0447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4406    1.5597    1.3125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7548   -0.1210    0.9801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3132    0.6574    3.3179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3772   -1.0381    2.8205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8308   -0.2829    3.2301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7476    1.3586    1.6780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1718    2.3897    1.7815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5419    1.9136    0.2043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7163   -1.7308    0.5857 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1043   -0.7060    0.1782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3986   -0.9941    1.8430 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0359   -3.9626    0.5498 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  4  6  1  0
  4  5  1  0
  4  3  1  0
  7  8  1  1
  6  7  1  0
  7  9  1  0
  7 10  1  0
 10 11  1  0
 10  2  1  0
 11 12  1  0
  2  3  1  0
 12 14  1  0
 12 13  2  0
  4 21  1  1
  6 23  1  0
  6 24  1  0
 10 31  1  6
  2 18  1  1
  3 19  1  0
  3 20  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  5 22  1  0
  8 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
  9 30  1  0
 11 32  1  0
 11 33  1  0
 14 34  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0      -1.704  -1.744  -2.012  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.156  -0.569  -1.136  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.584  -0.181  -1.543  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.113   0.995  -0.735  0.00  0.00           C+0
HETATM    5  O   UNK     0      -5.471   1.242  -1.088  0.00  0.00           O+0
HETATM    6  C   UNK     0      -4.052   0.695   0.757  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.637   0.316   1.260  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.793  -0.115   2.738  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.723   1.560   1.223  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.061  -0.868   0.396  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.614  -1.251   0.803  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.333  -2.730   0.697  0.00  0.00           C+0
HETATM   13  O   UNK     0      -1.136  -3.645   0.738  0.00  0.00           O+0
HETATM   14  O   UNK     0       0.986  -2.984   0.585  0.00  0.00           O+0
HETATM   15  H   UNK     0      -0.635  -1.945  -1.893  0.00  0.00           H+0
HETATM   16  H   UNK     0      -2.260  -2.656  -1.771  0.00  0.00           H+0
HETATM   17  H   UNK     0      -1.866  -1.523  -3.072  0.00  0.00           H+0
HETATM   18  H   UNK     0      -1.497   0.277  -1.373  0.00  0.00           H+0
HETATM   19  H   UNK     0      -3.620   0.073  -2.610  0.00  0.00           H+0
HETATM   20  H   UNK     0      -4.259  -1.041  -1.426  0.00  0.00           H+0
HETATM   21  H   UNK     0      -3.546   1.903  -0.966  0.00  0.00           H+0
HETATM   22  H   UNK     0      -5.500   1.415  -2.045  0.00  0.00           H+0
HETATM   23  H   UNK     0      -4.441   1.560   1.313  0.00  0.00           H+0
HETATM   24  H   UNK     0      -4.755  -0.121   0.980  0.00  0.00           H+0
HETATM   25  H   UNK     0      -3.313   0.657   3.318  0.00  0.00           H+0
HETATM   26  H   UNK     0      -3.377  -1.038   2.821  0.00  0.00           H+0
HETATM   27  H   UNK     0      -1.831  -0.283   3.230  0.00  0.00           H+0
HETATM   28  H   UNK     0      -0.748   1.359   1.678  0.00  0.00           H+0
HETATM   29  H   UNK     0      -2.172   2.390   1.782  0.00  0.00           H+0
HETATM   30  H   UNK     0      -1.542   1.914   0.204  0.00  0.00           H+0
HETATM   31  H   UNK     0      -2.716  -1.731   0.586  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.104  -0.706   0.178  0.00  0.00           H+0
HETATM   33  H   UNK     0      -0.399  -0.994   1.843  0.00  0.00           H+0
HETATM   34  H   UNK     0       1.036  -3.963   0.550  0.00  0.00           H+0
CONECT    1    2   15   16   17                                             
CONECT    2    1   10    3   18                                             
CONECT    3    4    2   19   20                                             
CONECT    4    6    5    3   21                                             
CONECT    5    4   22                                                       
CONECT    6    4    7   23   24                                             
CONECT    7    8    6    9   10                                             
CONECT    8    7   25   26   27                                             
CONECT    9    7   28   29   30                                             
CONECT   10    7   11    2   31                                             
CONECT   11   10   12   32   33                                             
CONECT   12   11   14   13                                                  
CONECT   13   12                                                            
CONECT   14   12   34                                                       
CONECT   15    1                                                            
CONECT   16    1                                                            
CONECT   17    1                                                            
CONECT   18    2                                                            
CONECT   19    3                                                            
CONECT   20    3                                                            
CONECT   21    4                                                            
CONECT   22    5                                                            
CONECT   23    6                                                            
CONECT   24    6                                                            
CONECT   25    8                                                            
CONECT   26    8                                                            
CONECT   27    8                                                            
CONECT   28    9                                                            
CONECT   29    9                                                            
CONECT   30    9                                                            
CONECT   31   10                                                            
CONECT   32   11                                                            
CONECT   33   11                                                            
CONECT   34   14                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   68    0
END

RDKit          3D

34 34  0  0  0  0  0  0  0  0999 V2000
   -1.7038   -1.7439   -2.0117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1556   -0.5687   -1.1364 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5845   -0.1812   -1.5427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1130    0.9949   -0.7348 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4710    1.2424   -1.0881 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0522    0.6951    0.7572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6368    0.3163    1.2604 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7931   -0.1146    2.7383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7231    1.5598    1.2230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0611   -0.8682    0.3959 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6137   -1.2508    0.8025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3326   -2.7297    0.6973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1360   -3.6447    0.7378 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9863   -2.9841    0.5850 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6354   -1.9452   -1.8932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2599   -2.6559   -1.7711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8664   -1.5226   -3.0725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4971    0.2771   -1.3726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6196    0.0733   -2.6100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2588   -1.0407   -1.4261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5457    1.9028   -0.9656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4996    1.4147   -2.0447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4406    1.5597    1.3125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7548   -0.1210    0.9801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3132    0.6574    3.3179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3772   -1.0381    2.8205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8308   -0.2829    3.2301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7476    1.3586    1.6780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1718    2.3897    1.7815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5419    1.9136    0.2043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7163   -1.7308    0.5857 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1043   -0.7060    0.1782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3986   -0.9941    1.8430 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0359   -3.9626    0.5498 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  4  6  1  0
  4  5  1  0
  4  3  1  0
  7  8  1  1
  6  7  1  0
  7  9  1  0
  7 10  1  0
 10 11  1  0
 10  2  1  0
 11 12  1  0
  2  3  1  0
 12 14  1  0
 12 13  2  0
  4 21  1  1
  6 23  1  0
  6 24  1  0
 10 31  1  6
  2 18  1  1
  3 19  1  0
  3 20  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  5 22  1  0
  8 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
  9 30  1  0
 11 32  1  0
 11 33  1  0
 14 34  1  0
M  END

View in JSmol

Synonyms

Value	Source
(1R)-4a-Hydroxy-2,2,6a-trimethylcyclohexane-1b-acetate	Generator
(1R)-4a-Hydroxy-2,2,6a-trimethylcyclohexane-1b-acetic acid	Generator
(1R)-4alpha-Hydroxy-2,2,6alpha-trimethylcyclohexane-1beta-acetate	Generator
(1R)-4Α-hydroxy-2,2,6α-trimethylcyclohexane-1β-acetate	Generator
(1R)-4Α-hydroxy-2,2,6α-trimethylcyclohexane-1β-acetic acid	Generator

Chemical Formula

C₁₁H₂₀O₃

Average Mass

200.2780 Da

Monoisotopic Mass

200.14124 Da

IUPAC Name

2-[(1R,4R,6S)-4-hydroxy-2,2,6-trimethylcyclohexyl]acetic acid

Traditional Name

[(1R,4R,6S)-4-hydroxy-2,2,6-trimethylcyclohexyl]acetic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C11H20O3/c1-7-4-8(12)6-11(2,3)9(7)5-10(13)14/h7-9,12H,4-6H2,1-3H3,(H,13,14)/t7-,8+,9+/m0/s1

InChI Key

LVRBHOVCJIZYDY-DJLDLDEBSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, 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
Sauropus spatulifolius	JEOL database	Zou, Y.-S., et al, Phytochem. Lett. 6, 53 (2013)
Striga asiatica	JEOL database	Zou, Y.-S., et al, Phytochem. Lett. 6, 53 (2013)

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	1.84	ALOGPS
logP	1.57	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	4.85	ChemAxon
pKa (Strongest Basic)	-1.1	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	53.66 m³·mol⁻¹	ChemAxon
Polarizability	22.29 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

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

102202274

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Authors unspecified: Curcumin (Curcuma, Turmeric) and Cancer (PDQ(R)): Health Professional Version. 2002. [PubMed:33651529 ]
Authors unspecified: Cancer Therapy Interactions With Foods and Dietary Supplements (PDQ(R)): Health Professional Version. 2002. [PubMed:33079503 ]
Authors unspecified: Planning the Transition to End-of-Life Care in Advanced Cancer (PDQ(R)): Health Professional Version. 2002. [PubMed:26389513 ]
Authors unspecified: Childhood Central Nervous System Germ Cell Tumors Treatment (PDQ(R)): Health Professional Version. 2002. [PubMed:26389498 ]
Authors unspecified: Childhood Acute Myeloid Leukemia/Other Myeloid Malignancies Treatment (PDQ(R)): Health Professional Version. 2002. [PubMed:26389454 ]
Zou, Y.-S., et al. (2013). Zou, Y.-S., et al, Phytochem. Lett. 6, 53 (2013) . Phytochem..

Showing NP-Card for 2-(4-Hydroxy-2,2,6-trimethylcyclohexyl)acetic acid (NP0042113)

MOL for NP0042113 (2-(4-Hydroxy-2,2,6-trimethylcyclohexyl)acetic acid)

3D MOL for NP0042113 (2-(4-Hydroxy-2,2,6-trimethylcyclohexyl)acetic acid)

3D SDF for NP0042113 (2-(4-Hydroxy-2,2,6-trimethylcyclohexyl)acetic acid)

3D-SDF for NP0042113 (2-(4-Hydroxy-2,2,6-trimethylcyclohexyl)acetic acid)

PDB for NP0042113 (2-(4-Hydroxy-2,2,6-trimethylcyclohexyl)acetic acid)

3D PDB for NP0042113 (2-(4-Hydroxy-2,2,6-trimethylcyclohexyl)acetic acid)

SMILES for NP0042113 (2-(4-Hydroxy-2,2,6-trimethylcyclohexyl)acetic acid)

INCHI for NP0042113 (2-(4-Hydroxy-2,2,6-trimethylcyclohexyl)acetic acid)

Structure for NP0042113 (2-(4-Hydroxy-2,2,6-trimethylcyclohexyl)acetic acid)

3D Structure for NP0042113 (2-(4-Hydroxy-2,2,6-trimethylcyclohexyl)acetic acid)