NP-MRD: Showing NP-Card for 2,3,5,6,7-pentachloropentadec-14-en-4-ol (NP0166434)

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Record Information

Version

2.0

Created at

2022-09-03 01:49:18 UTC

Updated at

2022-09-03 01:49:18 UTC

NP-MRD ID

NP0166434

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2,3,5,6,7-pentachloropentadec-14-en-4-ol

Description

2,3,5,6,7-Pentachloropentadec-14-en-4-ol belongs to the class of organic compounds known as chlorohydrins. These are alcohols substituted by a chlorine atom at a saturated carbon atom otherwise bearing only hydrogen or hydrocarbyl groups. 2,3,5,6,7-Pentachloropentadec-14-en-4-ol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 46 45  0  0  0  0  0  0  0  0999 V2000
    6.8105   -1.0823    1.4415 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6829   -0.9371    2.1081 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3689   -0.7992    1.4070 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6097   -0.8677   -0.0782 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3112   -0.7408   -0.8034 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6489    0.5710   -0.4933 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3302    0.5619   -1.3222 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5874    1.8397   -1.0811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6815    1.9547   -1.8837 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3660    3.6149   -1.6083 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.7074    0.9231   -1.6646 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1993   -0.6582   -2.2414 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.3083    0.8105   -0.3073 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7903    2.3412    0.4092 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.5195   -0.1262   -0.4306 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4464    0.4962   -1.2294 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1150   -0.3985    0.9344 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9749   -1.1436    2.0425 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -5.3274   -1.3046    0.6831 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.0568   -1.5913    1.9673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4646   -0.5182   -0.4305 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.7343   -1.1780    1.9991 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7794   -1.1006    0.3601 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7216   -0.9186    3.1990 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9034    0.1389    1.7242 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7516   -1.6494    1.7308 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2548   -0.0143   -0.4206 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0511   -1.8590   -0.3584 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4598   -0.8874   -1.8932 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6474   -1.6001   -0.4897 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4043    0.7275    0.5528 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2786    1.3783   -0.9203 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7787   -0.3319   -0.9476 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6565    0.3967   -2.3601 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2820    2.6741   -1.3429 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3745    1.9530    0.0151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3891    1.9697   -2.9509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5663    1.1995   -2.4022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6367    0.3073    0.4193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1415   -1.0785   -0.8258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5304    1.4393   -0.9025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5041    0.5389    1.3511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9355   -2.2175    0.1955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1560   -1.7288    1.7777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9670   -0.7132    2.6639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6437   -2.5124    2.4067 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 19  1  0
 19 21  1  0
 19 17  1  0
 17 18  1  0
 17 15  1  0
 15 16  1  0
 15 13  1  0
 13 14  1  0
 13 11  1  0
 11 12  1  0
 11  9  1  0
  9 10  1  0
  9  8  1  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  2  3
 20 44  1  0
 20 45  1  0
 20 46  1  0
 19 43  1  6
 17 42  1  1
 15 40  1  6
 16 41  1  0
 13 39  1  1
 11 38  1  6
  9 37  1  6
  8 35  1  0
  8 36  1  0
  7 33  1  0
  7 34  1  0
  6 31  1  0
  6 32  1  0
  5 29  1  0
  5 30  1  0
  4 27  1  0
  4 28  1  0
  3 25  1  0
  3 26  1  0
  2 24  1  0
  1 22  1  0
  1 23  1  0
M  END


  Mrv1533004201506372D          

 21 20  0  0  0  0            999 V2000
    6.7105    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4250    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4250    3.4618    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.1395    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1395    5.5243    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.8539    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8539    3.4618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5684    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5684    5.5243    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.2829    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2829    3.4618    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.9974    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9974    5.5243    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   11.7118    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4263    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1408    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8552    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5697    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2842    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9987    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7131    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0166434

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(Cl)C(Cl)C(O)C(Cl)C(Cl)C(Cl)CCCCCCC=C

> <INCHI_IDENTIFIER>
InChI=1S/C15H25Cl5O/c1-3-4-5-6-7-8-9-11(17)13(19)14(20)15(21)12(18)10(2)16/h3,10-15,21H,1,4-9H2,2H3

> <INCHI_KEY>
ZTMHOLOLVATDHU-UHFFFAOYSA-N

> <FORMULA>
C15H25Cl5O

> <MOLECULAR_WEIGHT>
398.61

> <EXACT_MASS>
396.0348039

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
40.12355142528287

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,3,5,6,7-pentachloropentadec-14-en-4-ol

> <ALOGPS_LOGP>
6.08

> <JCHEM_LOGP>
6.762036879333333

> <ALOGPS_LOGS>
-6.53

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.096399751466308

> <JCHEM_PKA_STRONGEST_BASIC>
-3.631434748708636

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
94.6703

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.16e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,3,5,6,7-pentachloropentadec-14-en-4-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 20-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-15         0                                  
HETATM    1  C   UNK     0      12.526   8.772   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.860   8.002   0.000  0.00  0.00           C+0
HETATM    3 Cl   UNK     0      13.860   6.462   0.000  0.00  0.00          Cl+0
HETATM    4  C   UNK     0      15.194   8.772   0.000  0.00  0.00           C+0
HETATM    5 Cl   UNK     0      15.194  10.312   0.000  0.00  0.00          Cl+0
HETATM    6  C   UNK     0      16.527   8.002   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      16.527   6.462   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      17.861   8.772   0.000  0.00  0.00           C+0
HETATM    9 Cl   UNK     0      17.861  10.312   0.000  0.00  0.00          Cl+0
HETATM   10  C   UNK     0      19.195   8.002   0.000  0.00  0.00           C+0
HETATM   11 Cl   UNK     0      19.195   6.462   0.000  0.00  0.00          Cl+0
HETATM   12  C   UNK     0      20.528   8.772   0.000  0.00  0.00           C+0
HETATM   13 Cl   UNK     0      20.528  10.312   0.000  0.00  0.00          Cl+0
HETATM   14  C   UNK     0      21.862   8.002   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      23.196   8.772   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      24.529   8.002   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      25.863   8.772   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      27.197   8.002   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      28.530   8.772   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      29.864   8.002   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      31.198   8.772   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   40    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₂₅Cl₅O

Average Mass

398.6100 Da

Monoisotopic Mass

396.03480 Da

IUPAC Name

2,3,5,6,7-pentachloropentadec-14-en-4-ol

Traditional Name

2,3,5,6,7-pentachloropentadec-14-en-4-ol

CAS Registry Number

Not Available

SMILES

CC(Cl)C(Cl)C(O)C(Cl)C(Cl)C(Cl)CCCCCCC=C

InChI Identifier

InChI=1S/C15H25Cl5O/c1-3-4-5-6-7-8-9-11(17)13(19)14(20)15(21)12(18)10(2)16/h3,10-15,21H,1,4-9H2,2H3

InChI Key

ZTMHOLOLVATDHU-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as chlorohydrins. These are alcohols substituted by a chlorine atom at a saturated carbon atom otherwise bearing only hydrogen or hydrocarbyl groups.

Kingdom

Organic compounds

Super Class

Organohalogen compounds

Class

Halohydrins

Sub Class

Chlorohydrins

Direct Parent

Chlorohydrins

Alternative Parents

Substituents

Secondary alcohol
Chlorohydrin
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Organochloride
Alkyl halide
Alkyl chloride
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic 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	6.08	ALOGPS
logP	6.76	ChemAxon
logS	-6.5	ALOGPS
pKa (Strongest Acidic)	13.1	ChemAxon
pKa (Strongest Basic)	-3.6	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	12	ChemAxon
Refractivity	94.67 m³·mol⁻¹	ChemAxon
Polarizability	40.12 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

75232223

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2,3,5,6,7-pentachloropentadec-14-en-4-ol (NP0166434)

MOL for NP0166434 (2,3,5,6,7-pentachloropentadec-14-en-4-ol)

3D MOL for NP0166434 (2,3,5,6,7-pentachloropentadec-14-en-4-ol)

3D SDF for NP0166434 (2,3,5,6,7-pentachloropentadec-14-en-4-ol)

3D-SDF for NP0166434 (2,3,5,6,7-pentachloropentadec-14-en-4-ol)

PDB for NP0166434 (2,3,5,6,7-pentachloropentadec-14-en-4-ol)

3D PDB for NP0166434 (2,3,5,6,7-pentachloropentadec-14-en-4-ol)

SMILES for NP0166434 (2,3,5,6,7-pentachloropentadec-14-en-4-ol)

INCHI for NP0166434 (2,3,5,6,7-pentachloropentadec-14-en-4-ol)

Structure for NP0166434 (2,3,5,6,7-pentachloropentadec-14-en-4-ol)

3D Structure for NP0166434 (2,3,5,6,7-pentachloropentadec-14-en-4-ol)