(1R,4R,5S)-6,6-dimethyl-4-(tribromomethyl)-3-oxabicyclo[3.1.0]hexan-2-one (CED0170015)

Record Information

Version

1.0

Creation Date

2016-06-03 10:37:44 UTC

Update Date

2026-03-27 01:01:09 UTC

Accession Number

CHEM043135

Identification

Common Name

(1R,4R,5S)-6,6-dimethyl-4-(tribromomethyl)-3-oxabicyclo[3.1.0]hexan-2-one

Class

Small Molecule

Description

(1R,4R,5S)-6,6-dimethyl-4-(tribromomethyl)-3-oxabicyclo[3.1.0]hexan-2-one belongs to the delta valerolactones, a subclass of lactones within the organic compounds. This organoheterocyclic compound has the chemical formula C8H9Br3O2 and an average molecular weight of 376.87 g/mol. It has been identified in one recorded source: drinking water and water supply (drinking water). The recorded route of exposure for this compound is oral.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₈H₉Br₃O₂

Average Molecular Mass

376.870 g/mol

Monoisotopic Mass

373.815 g/mol

CAS Registry Number

87305-03-1

IUPAC Name

(1R,4R,5S)-6,6-dimethyl-4-(tribromomethyl)-3-oxabicyclo[3.1.0]hexan-2-one

Traditional Name

(1R,4R,5S)-6,6-dimethyl-4-(tribromomethyl)-3-oxabicyclo[3.1.0]hexan-2-one

SMILES

[H][C@@]12C(=O)O[C@]([H])([C@]1([H])C2(C)C)C(Br)(Br)Br

InChI Identifier

InChI=1S/C8H9Br3O2/c1-7(2)3-4(7)6(12)13-5(3)8(9,10)11/h3-5H,1-2H3/t3-,4+,5-/m1/s1

InChI Key

ASKVAQUVJBPTBK-MROZADKFSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as delta valerolactones. These are cyclic organic compounds containing an oxan-2- one moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Lactones

Sub Class

Delta valerolactones

Direct Parent

Delta valerolactones

Alternative Parents

Substituents

Delta_valerolactone
Delta valerolactone
Oxane
Gamma butyrolactone
Tetrahydrofuran
Carboxylic acid ester
Oxacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organobromide
Organohalogen compound
Carbonyl group
Alkyl halide
Alkyl bromide
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic 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

Not Available

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	0.02 g/L	ALOGPS
logP	3.86	ALOGPS
logP	2.82	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Basic)	-7.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	60.02 m³·mol⁻¹	ChemAxon
Polarizability	24.41 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00xr-7009000000-f03c5beae7cb92561cb7	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-3009000000-c878662dfdecbf3c3fc3	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-9000000000-db34903ae2b941f56460	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-1009000000-e499376fa3874f86b1c0	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-004i-0009000000-f2a00905f86ce2e977c7	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00ke-8090000000-69a577a4766de29a9fcc	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Toxicity Value	Unit	Value Range	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Reference
262.0	Log mg/kg	[150:470]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
115	Drinking water	Drinking water & water supply	Not Available

Pathways

0 pathways

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	Glycine receptor subunit alpha-2	P22771	Rattus norvegicus	Predicted (SEA)	0.233548
Click to view 3D structure	Serine/threonine-protein phosphatase 2A 65 kDa regulatory subunit A alpha isoform	Q76MZ3	Mus musculus	Predicted (SEA)	0.389246
Click to view 3D structure	Potassium channel subfamily K member 2	Q920B6	Rattus norvegicus	Predicted (SEA)	143.71
Click to view 3D structure	Ubiquitin-conjugating enzyme E2 D3	P61077	Humans	Predicted (SEA)	101.671
Click to view 3D structure	Photoreceptor-specific nuclear receptor	Q9Y5X4	Humans	Predicted (SEA)	5480.51
Click to view 3D structure	Androgen receptor	P15207	Rattus norvegicus	Predicted (SEA)	2274.83
Click to view 3D structure	P2Y purinoceptor 6	Q15077	Humans	Predicted (SEA)	853.072
Click to view 3D structure	D(1B) dopamine receptor	P21918	Humans	Predicted (SEA)	6883.12
Click to view 3D structure	Tyrosine-protein phosphatase non-receptor type 1	P18031	Humans	Predicted (SEA)	5500.83
Click to view 3D structure	Estrogen receptor beta	Q92731	Humans	Predicted (SEA)	6592.19
Click to view 3D structure	Sigma non-opioid intracellular receptor 1	Q99720	Humans	Predicted (SEA)	7532.22
Click to view 3D structure	Phenylalanine--tRNA ligase, mitochondrial	O95363	Humans	Predicted (SEA)	329.069
Click to view 3D structure	Transcriptional activator Myb	P01103	Gallus gallus	Predicted (SEA)	17.2047
Click to view 3D structure	1-deoxy-D-xylulose-5-phosphate synthase, chloroplastic	Q38854	Arabidopsis thaliana	Predicted (SEA)	388.935
Click to view 3D structure	A disintegrin and metalloproteinase with thrombospondin motifs 5	Q9UNA0	Humans	Predicted (SEA)	5824.21
Click to view 3D structure	Carbonic anhydrase 2	P00918	Humans	Predicted (SEA)	7200.59
Click to view 3D structure	Carbonic anhydrase 12	O43570	Humans	Predicted (SEA)	6816.63
Click to view 3D structure	Carbonic anhydrase 1	P00915	Humans	Predicted (SEA)	6994.44
Click to view 3D structure	Sex hormone-binding globulin	P04278	Humans	Predicted (SEA)	291.857
Click to view 3D structure	Tegument protein VP16	P06492	Herpes simplex virus (type 1 / strain 17)	Predicted (SEA)	5999.37
Click to view 3D structure	Carbonic anhydrase 7	P43166	Humans	Predicted (SEA)	6588.54
Click to view 3D structure	Corticosteroid-binding globulin	P08185	Humans	Predicted (SEA)	147.524
Click to view 3D structure	Cytochrome P450 3A4	P08684	Humans	Predicted (SEA)	7749.19
Click to view 3D structure	Aromatase	P11511	Humans	Predicted (SEA)	5771.66
Click to view 3D structure	Carbonic anhydrase 4	P22748	Humans	Predicted (SEA)	6439.06