NP-MRD: Showing NP-Card for Endrin (NP0333832)

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Record Information

Version

2.0

Created at

2024-09-09 20:44:48 UTC

Updated at

2024-09-09 20:44:48 UTC

NP-MRD ID

NP0333832

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Endrin

Description

Has been found as a contaminant throughout the environment, including foodstuffs, fish, human milk, etc.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05242323172D          

 19 23  0  0  0  0            999 V2000
    2.4277    0.6957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6340   -0.1293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6340    1.5207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0322    0.2530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9497    1.2209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3484    0.2832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3484    1.1082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4906    0.2832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4906    1.1082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2050   -0.1293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2050    1.5207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9988    0.6957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2644   -0.1479    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.2615    1.5412    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.1704   -1.0141    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.1840    2.3937    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.7146   -0.1235    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.8298    0.8375    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.0629    0.6957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  2  4  1  0  0  0  0
  2  6  1  0  0  0  0
  3  5  1  0  0  0  0
  3  7  1  0  0  0  0
  4  5  1  0  0  0  0
  4 10  1  0  0  0  0
  5 11  1  0  0  0  0
  6  7  1  0  0  0  0
  6 19  1  0  0  0  0
  7 19  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  8 13  1  0  0  0  0
  9 11  1  0  0  0  0
  9 14  1  0  0  0  0
 10 12  1  0  0  0  0
 10 15  1  0  0  0  0
 11 12  1  0  0  0  0
 11 16  1  0  0  0  0
 12 17  1  0  0  0  0
 12 18  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0333832

> <DATABASE_NAME>
NP-MRD

> <SMILES>
ClC1=C(Cl)C2(Cl)C3C4CC(C5OC45)C3C1(Cl)C2(Cl)Cl

> <INCHI_IDENTIFIER>
InChI=1/C12H8Cl6O/c13-8-9(14)11(16)5-3-1-2(6-7(3)19-6)4(5)10(8,15)12(11,17)18/h2-7H,1H2

> <INCHI_KEY>
DFBKLUNHFCTMDC-UHFFFAOYNA-N

> <FORMULA>
C12H8Cl6O

> <MOLECULAR_WEIGHT>
380.9

> <EXACT_MASS>
377.8706311

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
27

> <JCHEM_AVERAGE_POLARIZABILITY>
31.57150705662203

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,4,5,6,13,13-hexachloro-10-oxapentacyclo[6.3.1.1^{3,6}.0^{2,7}.0^{9,11}]tridec-4-ene

> <JCHEM_LOGP>
3.9471772736666666

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.206797485154136

> <JCHEM_POLAR_SURFACE_AREA>
12.53

> <JCHEM_REFRACTIVITY>
78.0071

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
3,4,5,6,13,13-hexachloro-10-oxapentacyclo[6.3.1.1^{3,6}.0^{2,7}.0^{9,11}]tridec-4-ene

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 24-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-MAY-23         0                                  
HETATM    1  C   UNK     0       4.532   1.299   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.917  -0.241   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.917   2.839   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.793   0.472   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.639   2.279   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.250   0.529   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.250   2.069   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.916   0.529   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.916   2.069   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.249  -0.241   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.249   2.839   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.864   1.299   0.000  0.00  0.00           C+0
HETATM   13 Cl   UNK     0      -0.494  -0.276   0.000  0.00  0.00          Cl+0
HETATM   14 Cl   UNK     0      -0.488   2.877   0.000  0.00  0.00          Cl+0
HETATM   15 Cl   UNK     0       2.185  -1.893   0.000  0.00  0.00          Cl+0
HETATM   16 Cl   UNK     0       2.210   4.468   0.000  0.00  0.00          Cl+0
HETATM   17 Cl   UNK     0       3.201  -0.230   0.000  0.00  0.00          Cl+0
HETATM   18 Cl   UNK     0       3.416   1.563   0.000  0.00  0.00          Cl+0
HETATM   19  O   UNK     0       7.584   1.299   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4    6                                                  
CONECT    3    1    5    7                                                  
CONECT    4    2    5   10                                                  
CONECT    5    3    4   11                                                  
CONECT    6    2    7   19                                                  
CONECT    7    3    6   19                                                  
CONECT    8    9   10   13                                                  
CONECT    9    8   11   14                                                  
CONECT   10    4    8   12   15                                             
CONECT   11    5    9   12   16                                             
CONECT   12   10   11   17   18                                             
CONECT   13    8                                                            
CONECT   14    9                                                            
CONECT   15   10                                                            
CONECT   16   11                                                            
CONECT   17   12                                                            
CONECT   18   12                                                            
CONECT   19    6    7                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   46    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₂H₈Cl₆O

Average Mass

380.9000 Da

Monoisotopic Mass

377.87063 Da

IUPAC Name

3,4,5,6,13,13-hexachloro-10-oxapentacyclo[6.3.1.1^{3,6}.0^{2,7}.0^{9,11}]tridec-4-ene

Traditional Name

3,4,5,6,13,13-hexachloro-10-oxapentacyclo[6.3.1.1^{3,6}.0^{2,7}.0^{9,11}]tridec-4-ene

CAS Registry Number

Not Available

SMILES

ClC1=C(Cl)C2(Cl)C3C4CC(C5OC45)C3C1(Cl)C2(Cl)Cl

InChI Identifier

InChI=1/C12H8Cl6O/c13-8-9(14)11(16)5-3-1-2(6-7(3)19-6)4(5)10(8,15)12(11,17)18/h2-7H,1H2

InChI Key

DFBKLUNHFCTMDC-UHFFFAOYNA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as monoterpenoids. These are compounds containing a chain of two isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Monoterpenoids

Alternative Parents

Substituents

Monoterpenoid
Norbornane monoterpenoid
Oxepane
Oxane
Dialkyl ether
Oxirane
Ether
Oxacycle
Vinyl chloride
Vinyl halide
Organoheterocyclic compound
Haloalkene
Chloroalkene
Organooxygen compound
Hydrocarbon derivative
Alkyl chloride
Alkyl halide
Organic oxygen compound
Organohalogen compound
Organochloride
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	3.95	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	12.53 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	78.01 m³·mol⁻¹	ChemAxon
Polarizability	31.57 Å³	ChemAxon
Number of Rings	5	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Endrin

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Ikayaja EO, Babalola GA, Zabbey N, Arimoro FO: Agricultural-Derived organochlorine pesticide residues impact on macroinvertebrate community in an Afrotropical Stream. Heliyon. 2024 Jul 14;10(14):e34606. doi: 10.1016/j.heliyon.2024.e34606. eCollection 2024 Jul 30. [PubMed:39114064 ]
Chowdhury NJ, Akbor MA, Nahar A, Ali Shaikh MA: Techniques for quantification of organochlorine pesticides from a validated method by using gas chromatography-electron capture detector. Heliyon. 2024 Jul 14;10(14):e34548. doi: 10.1016/j.heliyon.2024.e34548. eCollection 2024 Jul 30. [PubMed:39114063 ]
Maldonado JB, Page LM, Williman C, Fernandez CA, Resnik SL, Medina MB, Munitz MS: Pesticides in fish from the Uruguay River and markets in Argentina and health risk assessment. Food Addit Contam Part B Surveill. 2024 Aug 6:1-9. doi: 10.1080/19393210.2024.2380706. [PubMed:39105309 ]
Osuala FI, Humphrey OF, Igwo-Ezikpe MN, Udoh AG, Adegbuyi I, Fasasi M, Agada P, Jimoh A, Okubamowo O: Occurrence and seasonal variation of organochlorine pesticides in selected vegetable farmlands in Lagos State, Nigeria. Environ Anal Health Toxicol. 2024 Jun;39(2):e2024013-0. doi: 10.5620/eaht.2024013. Epub 2024 Apr 15. [PubMed:39054827 ]
Rolando Adair FC, Jaime RV, Esperanza Yasmin CR, Gonzalo Gerardo GV, Miguel Angel TL, Edgar OC: Organochlorine pesticide residues and urinary arsenic and fluoride levels in mothers and their newborns who are residents of rural areas in Durango State, Mexico. Int J Environ Health Res. 2024 Jul 18:1-16. doi: 10.1080/09603123.2024.2379991. [PubMed:39023233 ]

Showing NP-Card for Endrin (NP0333832)

MOL for NP0333832 (Endrin)

3D MOL for NP0333832 (Endrin)

3D SDF for NP0333832 (Endrin)

3D-SDF for NP0333832 (Endrin)

PDB for NP0333832 (Endrin)

3D PDB for NP0333832 (Endrin)

SMILES for NP0333832 (Endrin)

INCHI for NP0333832 (Endrin)

Structure for NP0333832 (Endrin)

3D Structure for NP0333832 (Endrin)