trans-Nonachlor (CED0009540)

Record Information

Version

1.0

Creation Date

2016-05-19 02:32:08 UTC

Update Date

2026-04-17 17:02:37 UTC

SynCED ID

CED0009540

Secondary Accession Numbers

CHEM007899

Identification

Common Name

trans-Nonachlor

Class

Small Molecule

Description

trans-Nonachlor is an organic compound with the formula C10H5Cl9 and an average molecular weight of 444.20 g/mol. trans-Nonachlor belongs to the vinyl chlorides, a subclass of vinyl halides within the organic compounds. Industrially, it is utilized as a pesticide (PMC7614514 ) and an organochlorine pesticide (PMC7817120 ). Biologically, it acts as an endocrine disruptor (PMC8494257 ). The compound is recorded as being released from food contact materials used in food, food processing, and cookware. Recorded exposure routes for trans-Nonachlor include oral, inhalation, and touch. Regarding health effects, the compound is associated with endometriosis (PMC9908711 ) and prostate cancer (PMC5464684 ). Additionally, levels of trans-Nonachlor are elevated in the blood of individuals with cancer (PMC6283632 ).

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1,2,3,4,5,6,7,8,8-Nonachloro-3a,4,7,7a- tetrahydro-4,7-methanoindan	MeSH
Nonachlor, (cis)-isomer	MeSH
Nonachlor, (trans)-isomer	MeSH
Nonachlor	MeSH

Chemical Formula

C₁₀H₅Cl₉

Average Molecular Mass

444.200 g/mol

Monoisotopic Mass

439.759 g/mol

CAS Registry Number

39765-80-5

IUPAC Name

1,3,4,5,7,8,9,10,10-nonachlorotricyclo[5.2.1.0²,⁶]dec-8-ene

Traditional Name

trans-nonachlor

SMILES

ClC1C(Cl)C2C(C1Cl)C1(Cl)C(Cl)=C(Cl)C2(Cl)C1(Cl)Cl

InChI Identifier

InChI=1S/C10H5Cl9/c11-3-1-2(4(12)5(3)13)9(17)7(15)6(14)8(1,16)10(9,18)19/h1-5H

InChI Key

OCHOKXCPKDPNQU-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as vinyl chlorides. These are vinyl halides in which a chlorine atom is bonded to an sp2-hybridised carbon atom.

Kingdom

Organic compounds

Super Class

Organohalogen compounds

Class

Vinyl halides

Sub Class

Vinyl chlorides

Direct Parent

Vinyl chlorides

Alternative Parents

Substituents

Chloroalkene
Haloalkene
Vinyl chloride
Hydrocarbon derivative
Organochloride
Alkyl halide
Alkyl chloride
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

epidermal growth factor receptor antagonist (PMC5888991 )?
agonist (PMC7817120 )?
pregnane X receptor agonist (PMC6105551 )?
pesticide (PMC11497671 , PMC4159143 )?
endocrine disruptor (PMC8494257 , PMC1638010 )?
organochlorine pesticide (PMC4569708 , PMC4319648 )?

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	5.7e-05 g/L	ALOGPS
logP	6.27	ALOGPS
logP	5.59	ChemAxon
logS	-6.9	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	84.69 m³·mol⁻¹	ChemAxon
Polarizability	34.68 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-05fr-2319300000-45a66d0c9bd37c5e4c08	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-0000900000-3eaf7ae4a21826628d3c	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-0001900000-f5668eff4a7d714852a9	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0gb9-0239400000-1d7b18503df7223af80d	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-0000900000-aabf3d8d1d1c6504d8bc	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0f79-0001900000-d52aa9d645a5cf5fe681	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0uxr-0007900000-899ee7b33270875b1f9f	Not Available	View Spectrum

Toxicity Profile

Toxicity Values

Toxicity Value	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Toxicity Rating	Reference
226.0 Log mg/kg [130:400]	Rat	LD50	oral	predicted	Not Available	Not Available

Toxicity / Toxin Class

Not Available

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Health Effects

Health Effect	Relationship	Direction	Description	Reference
cancer	Elevated in Blood In	Not Available	Cancer is a group of diseases involving abnormal cell growth with the potential to invade or spread to other parts of the body. Possible signs and symptoms include a lump, abnormal bleeding, prolonged cough, unexplained weight loss, and a change in bowel movements. There are over 100 types of cancers affect humans. The risk of developing certain cancers can be reduced by not smoking, maintaining a healthy weight, not drinking too much alcohol, eating plenty of vegetables, fruits and whole grains, vaccination against certain infectious diseases, not eating too much processed and red meat and avoiding too much sunlight exposure. Cancer is often treated with some combination of radiation therapy, surgery, chemotherapy and targeted therapy. The majority of cancers, some 90–95% of cases, are due to genetic mutations from environmental and lifestyle factors. The remaining 5–10% are due to inherited genetics.	PMC6283632
type 2 diabetes mellitus	Associated With?	Not Available	Not Available	PMC3138092 , PMC7238916
type 2 diabetes mellitus	Associated With?	positive	Not Available	PMC4098932
type 2 diabetes mellitus	Associated With?	increase	Not Available	PMC7152568 , PMC2137130
colorectal cancer	Associated With?	increase	A large intestine cancer that is located in the colon and/or located in the rectum. (DO)	PMC9880902
infertility	Associated With?	increase	A disorder characterized by the inability to reproduce by natural means.	PMC8296378 , PMC7294652
diabetes mellitus	Associated With?	Not Available	A glucose metabolism disease characterized by chronic hyperglycaemia with disturbances of carbohydrate, fat and protein metabolism resulting from defects in insulin secretion, insulin action, or both. (DO)	PMC12686108 , PMC8282629
diabetes mellitus	Associated With?	increase	A glucose metabolism disease characterized by chronic hyperglycaemia with disturbances of carbohydrate, fat and protein metabolism resulting from defects in insulin secretion, insulin action, or both. (DO)	PMC11801232 , PMC11801232
diabetes mellitus	Associated With?	positive	A glucose metabolism disease characterized by chronic hyperglycaemia with disturbances of carbohydrate, fat and protein metabolism resulting from defects in insulin secretion, insulin action, or both. (DO)	PMC5741159
Prostate cancer	Associated With?	Not Available	A male reproductive organ cancer that is located in the prostate. (DO)	PMC5464684
obesity	Associated With?	Not Available	A disorder characterized by having a high amount of body fat. (NCI CTCAE)	PMC3385443 , PMC11152998
atherosclerosis	Associated With?	increase	A disorder involving build-up of fatty material and calcium deposition in the arterial wall. It results in partial or complete occlusion of the arterial lumen.	PMC10498337
atherosclerosis	Associated With?	Not Available	A disorder involving build-up of fatty material and calcium deposition in the arterial wall. It results in partial or complete occlusion of the arterial lumen.	PMC4902318 , PMC4902318
Endometriosis	Associated With?	Not Available	Endometriosis is a condition that affects women in which cells similar to those in the endometrium, the layer of tissue that normally covers the inside of the uterus, grow outside the uterus (mainly in the ovaries and fallopian tubes). The main symptoms are pelvic pain and infertility, although 20-25% of women are asymptomatic. Pain during sexual intercourse is also common. Other symptoms include diarrhea or constipation, chronic fatigue, nausea and vomiting, headaches, low-grade fevers, heavy and/or irregular periods, and hypoglycemia. Endometriosis is a common condition. About 6–10% of women are affected. Endometriosis is most common in those in their thirties and forties; however, it can begin in girls as early as eight years old.	PMC9908711 , PMC9908711
pancreatic cancer	Associated With?	increase	An endocrine gland cancer located in the pancreas. (DO)	PMC9880902
abdominal obesity-metabolic syndrome	Associated With?	increase	Not Available	PMC12686108
abdominal obesity-metabolic syndrome	Associated With?	Not Available	Not Available	PMC4684262
Oxidative Stress	Associated With?	Not Available	Not Available	PMC12216734 , PMC7152568
Oxidative Stress	Associated With?	increase	Not Available	PMC7152568
cardiovascular disorder	Associated With?	increase	Not Available	PMC7152568
cardiovascular disorder	Associated With?	Not Available	Not Available	PMC4684262 , PMC4902318
Mortality	Associated With?	Not Available	Not Available	PMC11540307
Death	Associated With?	increase	Not Available	PMC6380355
childhood acute lymphoblastic leukemia	Associated With?	increase	Not Available	PMC13157125 , PMC13157125
peripheral arterial disease	Associated With?	Not Available	Not Available	PMC4902318

Exposure Sources

Source ID	Source	Sector	Reference
CEDs000013	Soil?Soil serves as a critical medium for plant growth and sustains various ecological functions; however, it can become a reservoir for synthetic chemical contamination.	Agriculture & land management	PMC4902318
CEDs000479	Effluent?Effluent refers to liquid waste or sewage that is discharged into the environment, typically resulting from industrial processes, municipal wastewater treatment, or agricultural runoff.	Wastewater, sanitation & biosolids	PMC9878729
CEDs000494	Food contact materials?Food contact materials refer to substances and products that are intended to come into contact with food during processing, packaging, or preparation.	Food, food processing & cookware	Not Available
CEDs000740	Paper?Paper production involves the processing of wood fibers and the use of various chemicals, which can lead to synthetic chemical contamination.	Paper, pulp & fiber products	PubChem
CEDs000744	Water, Wastewater, & Sewage Treatment?Water, wastewater, and sewage treatment processes are critical for managing and mitigating pollutants in water systems.	Wastewater, sanitation & biosolids	PubChem
CEDs00751	Feed	Agriculture & land management	PMC4902318 , PMC10530595
CEDs00898	Forest Soil	Agriculture & land management	PMC4159143
CEDs01153	Breast Milk	Food, food processing & cookware	PMC4626367
CEDs01488	Food Supply	Food, food processing & cookware	PMC11540307
CEDs01831	Packaging Films	Packaging	PMC9054203
CEDs02264	Sediment	Aquatic systems & sediments	PMC3941877
CEDs02590	Dust	Air, dust & atmospheric transport	PMC9784423
CEDs03289	Stormwater	Automotive & urban infrastructure	PMC9878729

Pathways

0 pathwaysPathway Source: PathBank

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Caspase-3	P42574	Humans	Known	Not Available
Click to view 3D structure	histidine kinase	O32393	Arthrospira platensis	Predicted (SEA)	Prediction Confidence Score 0.302 Applicability Domain 0.302 Statistical Significance 1.00e-05 Supporting Reference Compounds 1 E-value 0.0778492
Click to view 3D structure	GABA receptor subunit	Q75NA5	Musca domestica	Predicted (SEA)	Prediction Confidence Score 0.219 Applicability Domain 0.344 Statistical Significance 1.00e-05 Supporting Reference Compounds 2 E-value 0.0778492
Click to view 3D structure	Gamma-aminobutyric acid receptor subunit beta-3	P28472	Humans	Predicted (SEA)	Prediction Confidence Score 0.145 Applicability Domain 0.344 Statistical Significance 0.0014 Supporting Reference Compounds 3 E-value 10.821
Click to view 3D structure	Sodium-dependent serotonin transporter	P31652	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.117 Applicability Domain 0.143 Low confidence Statistical Significance 0.9963 Supporting Reference Compounds 297 E-value 7756.12
Click to view 3D structure	Sodium-dependent dopamine transporter	P23977	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.116 Applicability Domain 0.143 Low confidence Statistical Significance 0.9946 Supporting Reference Compounds 203 E-value 7743.04
Click to view 3D structure	Nitric oxide synthase 3	P29474	Humans	Predicted (SEA)	Prediction Confidence Score 0.114 Applicability Domain 0.167 Low confidence Statistical Significance 0.96 Supporting Reference Compounds 36 E-value 7473.53
Click to view 3D structure	Voltage-gated inwardly rectifying potassium channel KCNH2	Q12809	Humans	Predicted (SEA)	Prediction Confidence Score 0.113 Applicability Domain 0.143 Low confidence Statistical Significance 0.9997 Supporting Reference Compounds 1498 E-value 7782.59
Click to view 3D structure	Type II NADH:quinone oxidoreductase Ndh	P95160	Mycobacterium tuberculosis	Predicted (SEA)	Prediction Confidence Score 0.113 Applicability Domain 0.113 Low confidence Statistical Significance 0.508 Supporting Reference Compounds 1 E-value 3954.51
Click to view 3D structure	Type II NADH:quinone oxidoreductase NdhA	P95200	Mycobacterium tuberculosis	Predicted (SEA)	Prediction Confidence Score 0.113 Applicability Domain 0.113 Low confidence Statistical Significance 0.508 Supporting Reference Compounds 1 E-value 3954.51
Click to view 3D structure	Sodium-dependent serotonin transporter	P31645	Humans	Predicted (SEA)	Prediction Confidence Score 0.112 Applicability Domain 0.143 Low confidence Statistical Significance 0.9994 Supporting Reference Compounds 593 E-value 7780.56
Click to view 3D structure	Sodium-dependent dopamine transporter	Q01959	Humans	Predicted (SEA)	Prediction Confidence Score 0.112 Applicability Domain 0.143 Low confidence Statistical Significance 0.9997 Supporting Reference Compounds 506 E-value 7782.51
Click to view 3D structure	Nitric oxide synthase, inducible	P29477	Mus musculus	Predicted (SEA)	Prediction Confidence Score 0.111 Applicability Domain 0.167 Low confidence Statistical Significance 0.9859 Supporting Reference Compounds 47 E-value 7675.08
Click to view 3D structure	Sigma non-opioid intracellular receptor 1	Q99720	Humans	Predicted (SEA)	Prediction Confidence Score 0.111 Applicability Domain 0.115 Low confidence Statistical Significance 0.9997 Supporting Reference Compounds 562 E-value 7782.43
Click to view 3D structure	Sodium-dependent noradrenaline transporter	P23975	Humans	Predicted (SEA)	Prediction Confidence Score 0.111 Applicability Domain 0.143 Low confidence Statistical Significance 0.9997 Supporting Reference Compounds 451 E-value 7782.28
Click to view 3D structure	Cytochrome P450 2D6	P10635	Humans	Predicted (SEA)	Prediction Confidence Score 0.11 Applicability Domain 0.143 Low confidence Statistical Significance 0.9998 Supporting Reference Compounds 1130 E-value 7783.05
Click to view 3D structure	Transporter	Q63380	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.11 Applicability Domain 0.143 Low confidence Statistical Significance 0.9802 Supporting Reference Compounds 54 E-value 7631.17
Click to view 3D structure	Cytochrome P450 3A4	P08684	Humans	Predicted (SEA)	Prediction Confidence Score 0.11 Applicability Domain 0.143 Low confidence Statistical Significance 0.9997 Supporting Reference Compounds 1538 E-value 7782.98
Click to view 3D structure	Cytochrome P450 2C19	P33261	Humans	Predicted (SEA)	Prediction Confidence Score 0.11 Applicability Domain 0.143 Low confidence Statistical Significance 0.9996 Supporting Reference Compounds 825 E-value 7781.89
Click to view 3D structure	5-hydroxytryptamine receptor 2B	P41595	Humans	Predicted (SEA)	Prediction Confidence Score 0.109 Applicability Domain 0.133 Low confidence Statistical Significance 0.9996 Supporting Reference Compounds 686 E-value 7782.12
Click to view 3D structure	Nitric oxide synthase, inducible	P35228	Humans	Predicted (SEA)	Prediction Confidence Score 0.108 Applicability Domain 0.167 Low confidence Statistical Significance 0.9896 Supporting Reference Compounds 47 E-value 7704.19
Click to view 3D structure	Carbonic anhydrase 9	Q16790	Humans	Predicted (SEA)	Prediction Confidence Score 0.107 Applicability Domain 0.122 Low confidence Statistical Significance 0.9996 Supporting Reference Compounds 372 E-value 7781.5
Click to view 3D structure	Carbonic anhydrase 2	P00918	Humans	Predicted (SEA)	Prediction Confidence Score 0.107 Applicability Domain 0.122 Low confidence Statistical Significance 0.9997 Supporting Reference Compounds 472 E-value 7782.43
Click to view 3D structure	Carbonic anhydrase 1	P00915	Humans	Predicted (SEA)	Prediction Confidence Score 0.107 Applicability Domain 0.122 Low confidence Statistical Significance 0.9996 Supporting Reference Compounds 407 E-value 7781.89
Click to view 3D structure	Cytochrome P450 1A2	P05177	Humans	Predicted (SEA)	Prediction Confidence Score 0.105 Applicability Domain 0.143 Low confidence Statistical Significance 0.9997 Supporting Reference Compounds 793 E-value 7782.9
Click to view 3D structure	Tyrosine-protein kinase JAK3	P52333	Humans	Predicted (SEA)	Prediction Confidence Score 0.105 Applicability Domain 0.115 Low confidence Statistical Significance 0.9995 Supporting Reference Compounds 961 E-value 7781.34