NP-MRD: Showing NP-Card for 2,2-bis(4-Chlorophenyl)ethanol (NP0002842)

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Record Information

Version

1.0

Created at

2020-11-23 19:41:48 UTC

Updated at

2021-08-12 19:52:18 UTC

NP-MRD ID

NP0002842

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2,2-bis(4-Chlorophenyl)ethanol

Provided By

BMRB

Description

2,2-Bis(4-chlorophenyl)ethanol is also known as DDOH. 2,2-Bis(4-chlorophenyl)ethanol is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. 2,2-bis(4-Chlorophenyl)ethanol is found in Apis cerana. It was first documented in 1980 (PMID: 7376193). Based on a literature review a significant number of articles have been published on 2,2-bis(4-chlorophenyl)ethanol (PMID: 17984079) (PMID: 2234550) (PMID: 9175630) (PMID: 30023778).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


     RDKit          2D

 29 30  0  0  0  0  0  0  0  0999 V2000
   -2.9900   -2.6686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6286   -2.0388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2673   -1.4090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8971   -0.0476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0330    1.1785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6628    2.5399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1567    2.6751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7865    4.0365    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.0208    1.4490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3910    0.0876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0941   -0.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3202   -1.6432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6816   -1.0134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8168    0.4805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1782    1.1103    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.5907    1.3446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2293    0.7147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1253   -4.1625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5692   -0.8703    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9988   -3.4002    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3625   -2.7703    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7547    1.3009    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2012    3.7660    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5147    1.5843    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2551   -1.1385    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1850   -3.1371    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9077   -1.8775    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7260    2.8384    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2487    1.8498    0.0000 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  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
  3 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 10  4  1  0
 17 11  1  0
  1 18  1  0
  2 19  1  6
  2 20  1  0
  3 21  1  6
  5 22  1  0
  6 23  1  0
  9 24  1  0
 10 25  1  0
 12 26  1  0
 13 27  1  0
 16 28  1  0
 17 29  1  0
M  END

NP0002842
     RDKit          3D

 29 30  0  0  0  0  0  0  0  0999 V2000
   -0.6945    2.9906   -0.8545 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4033    2.1004   -0.8547 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0866    1.0546    0.1946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1472    0.3140   -0.0848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9639   -0.0377    0.9682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1273   -0.7243    0.8089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5076   -1.0858   -0.4668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0169   -1.9720   -0.6327 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.7283   -0.7603   -1.5604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5559   -0.0624   -1.3471 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2128    0.1256    0.4282 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9664   -0.2686   -0.6530 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0230   -1.1376   -0.4477 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2953   -1.5843    0.8184 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6341   -2.6828    1.0650 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.5512   -1.2001    1.9134 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5054   -0.3385    1.7019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4408    3.8775   -0.5350 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5823    1.6813   -1.8441 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2789    2.6762   -0.4595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0444    1.6296    1.1540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6809    0.2400    1.9940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7432   -0.9833    1.6583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0591   -1.0613   -2.5499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9337    0.1980   -2.2158 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7953    0.0514   -1.6623 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6202   -1.4571   -1.2657 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7836   -1.5638    2.8981 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9055   -0.0194    2.5338 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  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
  3 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 10  4  1  0
 17 11  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  3 21  1  0
  5 22  1  0
  6 23  1  0
  9 24  1  0
 10 25  1  0
 12 26  1  0
 13 27  1  0
 16 28  1  0
 17 29  1  0
M  END


     RDKit          2D

 29 30  0  0  0  0  0  0  0  0999 V2000
   -2.9900   -2.6686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6286   -2.0388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2673   -1.4090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8971   -0.0476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0330    1.1785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6628    2.5399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1567    2.6751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7865    4.0365    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.0208    1.4490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3910    0.0876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0941   -0.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3202   -1.6432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6816   -1.0134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8168    0.4805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1782    1.1103    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.5907    1.3446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2293    0.7147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1253   -4.1625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5692   -0.8703    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9988   -3.4002    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3625   -2.7703    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7547    1.3009    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2012    3.7660    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5147    1.5843    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2551   -1.1385    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1850   -3.1371    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9077   -1.8775    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7260    2.8384    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2487    1.8498    0.0000 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  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
  3 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 10  4  1  0
 17 11  1  0
  1 18  1  0
  2 19  1  6
  2 20  1  0
  3 21  1  6
  5 22  1  0
  6 23  1  0
  9 24  1  0
 10 25  1  0
 12 26  1  0
 13 27  1  0
 16 28  1  0
 17 29  1  0
M  END
> <DATABASE_ID>
NP0002842

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OCC(C1=CC=C(Cl)C=C1)C1=CC=C(Cl)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C14H12Cl2O/c15-12-5-1-10(2-6-12)14(9-17)11-3-7-13(16)8-4-11/h1-8,14,17H,9H2

> <INCHI_KEY>
ZVIDYKRNLNAXFT-UHFFFAOYSA-N

> <FORMULA>
C14H12Cl2O

> <MOLECULAR_WEIGHT>
267.15

> <EXACT_MASS>
266.0265204

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
27.247002859995213

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,2-bis(4-chlorophenyl)ethan-1-ol

> <ALOGPS_LOGP>
4.62

> <JCHEM_LOGP>
4.201423405333333

> <ALOGPS_LOGS>
-4.94

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.27870388384445

> <JCHEM_PKA_STRONGEST_BASIC>
-2.6768949212064364

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
71.80510000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.04e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
DDOH

> <JCHEM_VEBER_RULE>
1

$$$$

NP0002842
     RDKit          3D

 29 30  0  0  0  0  0  0  0  0999 V2000
   -0.6945    2.9906   -0.8545 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4033    2.1004   -0.8547 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0866    1.0546    0.1946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1472    0.3140   -0.0848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9639   -0.0377    0.9682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1273   -0.7243    0.8089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5076   -1.0858   -0.4668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0169   -1.9720   -0.6327 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.7283   -0.7603   -1.5604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5559   -0.0624   -1.3471 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2128    0.1256    0.4282 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9664   -0.2686   -0.6530 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0230   -1.1376   -0.4477 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2953   -1.5843    0.8184 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6341   -2.6828    1.0650 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.5512   -1.2001    1.9134 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5054   -0.3385    1.7019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4408    3.8775   -0.5350 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5823    1.6813   -1.8441 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2789    2.6762   -0.4595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0444    1.6296    1.1540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6809    0.2400    1.9940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7432   -0.9833    1.6583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0591   -1.0613   -2.5499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9337    0.1980   -2.2158 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7953    0.0514   -1.6623 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6202   -1.4571   -1.2657 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7836   -1.5638    2.8981 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9055   -0.0194    2.5338 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  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
  3 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 10  4  1  0
 17 11  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  3 21  1  0
  5 22  1  0
  6 23  1  0
  9 24  1  0
 10 25  1  0
 12 26  1  0
 13 27  1  0
 16 28  1  0
 17 29  1  0
M  END

HEADER    PROTEIN                                 22-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-APR-16         0                                  
HETATM    1  C   UNK     0      -2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -8.002  -3.080   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -6.668  -5.390   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -8.002  -4.620   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 Cl   UNK     0      -4.001   3.850   0.000  0.00  0.00          Cl+0
HETATM   16 Cl   UNK     0      -9.336  -5.390   0.000  0.00  0.00          Cl+0
HETATM   17  O   UNK     0      -2.667  -4.620   0.000  0.00  0.00           O+0
CONECT    1    5   10                                                       
CONECT    2    6   10                                                       
CONECT    3    7   11                                                       
CONECT    4    8   11                                                       
CONECT    5    1   12                                                       
CONECT    6    2   12                                                       
CONECT    7    3   13                                                       
CONECT    8    4   13                                                       
CONECT    9   14   17                                                       
CONECT   10    1    2   14                                                  
CONECT   11    3    4   14                                                  
CONECT   12    5    6   15                                                  
CONECT   13    7    8   16                                                  
CONECT   14    9   10   11                                                  
CONECT   15   12                                                            
CONECT   16   13                                                            
CONECT   17    9                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

COMPND    NP0002842
HETATM    1  O1  UNL     1      -0.695   2.991  -0.855  1.00  0.00           O  
HETATM    2  C1  UNL     1       0.403   2.100  -0.855  1.00  0.00           C  
HETATM    3  C2  UNL     1       0.087   1.055   0.195  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.147   0.314  -0.085  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.964  -0.038   0.968  1.00  0.00           C  
HETATM    6  C5  UNL     1      -3.127  -0.724   0.809  1.00  0.00           C  
HETATM    7  C6  UNL     1      -3.508  -1.086  -0.467  1.00  0.00           C  
HETATM    8 CL1  UNL     1      -5.017  -1.972  -0.633  1.00  0.00          CL  
HETATM    9  C7  UNL     1      -2.728  -0.760  -1.560  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.556  -0.062  -1.347  1.00  0.00           C  
HETATM   11  C9  UNL     1       1.213   0.126   0.428  1.00  0.00           C  
HETATM   12  C10 UNL     1       1.966  -0.269  -0.653  1.00  0.00           C  
HETATM   13  C11 UNL     1       3.023  -1.138  -0.448  1.00  0.00           C  
HETATM   14  C12 UNL     1       3.295  -1.584   0.818  1.00  0.00           C  
HETATM   15 CL2  UNL     1       4.634  -2.683   1.065  1.00  0.00          CL  
HETATM   16  C13 UNL     1       2.551  -1.200   1.913  1.00  0.00           C  
HETATM   17  C14 UNL     1       1.505  -0.338   1.702  1.00  0.00           C  
HETATM   18  H1  UNL     1      -0.441   3.878  -0.535  1.00  0.00           H  
HETATM   19  H2  UNL     1       0.582   1.681  -1.844  1.00  0.00           H  
HETATM   20  H3  UNL     1       1.279   2.676  -0.460  1.00  0.00           H  
HETATM   21  H4  UNL     1      -0.044   1.630   1.154  1.00  0.00           H  
HETATM   22  H5  UNL     1      -1.681   0.240   1.994  1.00  0.00           H  
HETATM   23  H6  UNL     1      -3.743  -0.983   1.658  1.00  0.00           H  
HETATM   24  H7  UNL     1      -3.059  -1.061  -2.550  1.00  0.00           H  
HETATM   25  H8  UNL     1      -0.934   0.198  -2.216  1.00  0.00           H  
HETATM   26  H9  UNL     1       1.795   0.051  -1.662  1.00  0.00           H  
HETATM   27  H10 UNL     1       3.620  -1.457  -1.266  1.00  0.00           H  
HETATM   28  H11 UNL     1       2.784  -1.564   2.898  1.00  0.00           H  
HETATM   29  H12 UNL     1       0.905  -0.019   2.534  1.00  0.00           H  
CONECT    1    2   18
CONECT    2    3   19   20
CONECT    3    4   11   21
CONECT    4    5    5   10
CONECT    5    6   22
CONECT    6    7    7   23
CONECT    7    8    9
CONECT    9   10   10   24
CONECT   10   25
CONECT   11   12   12   17
CONECT   12   13   26
CONECT   13   14   14   27
CONECT   14   15   16
CONECT   16   17   17   28
CONECT   17   29
END

NP0002842
     RDKit          3D

29 30  0  0  0  0  0  0  0  0999 V2000
   -0.6945    2.9906   -0.8545 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4033    2.1004   -0.8547 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0866    1.0546    0.1946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1472    0.3140   -0.0848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9639   -0.0377    0.9682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1273   -0.7243    0.8089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5076   -1.0858   -0.4668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0169   -1.9720   -0.6327 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.7283   -0.7603   -1.5604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5559   -0.0624   -1.3471 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2128    0.1256    0.4282 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9664   -0.2686   -0.6530 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0230   -1.1376   -0.4477 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2953   -1.5843    0.8184 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6341   -2.6828    1.0650 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.5512   -1.2001    1.9134 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5054   -0.3385    1.7019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4408    3.8775   -0.5350 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5823    1.6813   -1.8441 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2789    2.6762   -0.4595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0444    1.6296    1.1540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6809    0.2400    1.9940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7432   -0.9833    1.6583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0591   -1.0613   -2.5499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9337    0.1980   -2.2158 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7953    0.0514   -1.6623 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6202   -1.4571   -1.2657 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7836   -1.5638    2.8981 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9055   -0.0194    2.5338 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  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
  3 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 10  4  1  0
 17 11  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  3 21  1  0
  5 22  1  0
  6 23  1  0
  9 24  1  0
 10 25  1  0
 12 26  1  0
 13 27  1  0
 16 28  1  0
 17 29  1  0
M  END

View in JSmol

Synonyms

Value	Source
2,2-Bis(4'-chlorophenyl)ethanol	ChEBI
DDOH	ChEBI

Chemical Formula

C₁₄H₁₂Cl₂O

Average Mass

267.1500 Da

Monoisotopic Mass

266.02652 Da

IUPAC Name

2,2-bis(4-chlorophenyl)ethan-1-ol

Traditional Name

DDOH

CAS Registry Number

Not Available

SMILES

OCC(C1=CC=C(Cl)C=C1)C1=CC=C(Cl)C=C1

InChI Identifier

InChI=1S/C14H12Cl2O/c15-12-5-1-10(2-6-12)14(9-17)11-3-7-13(16)8-4-11/h1-8,14,17H,9H2

InChI Key

ZVIDYKRNLNAXFT-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 500 MHz, benzene, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, benzene, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, benzene, experimental)	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
Apis cerana	LOTUS Database	35616633
Cocculus pendulus (Forsk.) Diels	KNApSAcK Database	22123792

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as diphenylmethanes. These are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Diphenylmethanes

Direct Parent

Diphenylmethanes

Alternative Parents

Substituents

Diphenylmethane
Halobenzene
Chlorobenzene
Aryl halide
Aryl chloride
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Organochloride
Organohalogen compound
Alcohol
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

primary alcohol (CHEBI:28410 )
monochlorobenzenes (CHEBI:28410 )

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	4.62	ALOGPS
logP	4.2	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	15.28	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	71.81 m³·mol⁻¹	ChemAxon
Polarizability	27.25 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	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

16578

KEGG Compound ID

C06639

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

28410

Good Scents ID

Not Available

References

General References

Ulrich EL, Akutsu H, Doreleijers JF, Harano Y, Ioannidis YE, Lin J, Livny M, Mading S, Maziuk D, Miller Z, Nakatani E, Schulte CF, Tolmie DE, Kent Wenger R, Yao H, Markley JL: BioMagResBank. Nucleic Acids Res. 2008 Jan;36(Database issue):D402-8. doi: 10.1093/nar/gkm957. Epub 2007 Nov 4. [PubMed:17984079 ]
Eriksson P, Nilsson-Hakansson L, Nordberg A, Aspberg A, Fredriksson A: Neonatal exposure to DDT and its fatty acid conjugate: effects on cholinergic and behavioural variables in the adult mouse. Neurotoxicology. 1990 Summer;11(2):345-54. [PubMed:2234550 ]
Leighty EG, Fentiman AF Jr, Thompson RM: Conjugation of fatty acids to DDT in the rat: possible mechanism for retention. Toxicology. 1980;15(2):77-82. doi: 10.1016/0300-483x(80)90001-3. [PubMed:7376193 ]
Klotz DM, Ladlie BL, Vonier PM, McLachlan JA, Arnold SF: o,p'-DDT and its metabolites inhibit progesterone-dependent responses in yeast and human cells. Mol Cell Endocrinol. 1997 Apr 25;129(1):63-71. doi: 10.1016/s0303-7207(96)04041-5. [PubMed:9175630 ]
Mallick T, Karmakar A, Batuta S, Ahamed G, Das S, Alam MN, Mukherjee M, Das N, Mandal D, Begum NA: Fluorescent Small Molecules Are BIG Enough To Sense Biomacromolecule: Synthesis of Aromatic Thioesters and Understanding Their Interactions with ctDNA. ACS Omega. 2018 Jan 31;3(1):334-348. doi: 10.1021/acsomega.7b01933. Epub 2018 Jan 11. [PubMed:30023778 ]

Showing NP-Card for 2,2-bis(4-Chlorophenyl)ethanol (NP0002842)

MOL for NP0002842 (2,2-bis(4-Chlorophenyl)ethanol)

3D MOL for NP0002842 (2,2-bis(4-Chlorophenyl)ethanol)

3D SDF for NP0002842 (2,2-bis(4-Chlorophenyl)ethanol)

3D-SDF for NP0002842 (2,2-bis(4-Chlorophenyl)ethanol)

PDB for NP0002842 (2,2-bis(4-Chlorophenyl)ethanol)

3D PDB for NP0002842 (2,2-bis(4-Chlorophenyl)ethanol)

SMILES for NP0002842 (2,2-bis(4-Chlorophenyl)ethanol)

INCHI for NP0002842 (2,2-bis(4-Chlorophenyl)ethanol)

Structure for NP0002842 (2,2-bis(4-Chlorophenyl)ethanol)

3D Structure for NP0002842 (2,2-bis(4-Chlorophenyl)ethanol)