ContaminantDB: Isoprene

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2014-08-29 05:54:33 UTC

Update Date

2016-11-09 01:09:04 UTC

Accession Number

CHEM003185

Identification

Common Name

Isoprene

Class

Small Molecule

Description

Isoprene, or 2-methyl-1,3-butadiene, is a common organic compound with the formula CH2=C(CH3)CH=CH2. It is a colorless volatile liquid. Isoprene is produced by many plants. Isoprene is incorporated into and helps stabilize cell membranes in response to heat stress, conferring some tolerance to heat spikes. Isoprene is able to cause toxic effects in the testis of rats and at multiple organ sites in mice.

Contaminant Sources

Clean Air Act Chemicals
FooDB Chemicals
HPV EPA Chemicals
IARC Carcinogens Group 2B
OECD HPV Chemicals
STOFF IDENT Compounds
T3DB toxins
Tobacco Smoke Compounds
ToxCast & Tox21 Chemicals

Contaminant Type

Cigarette Toxin
Food Toxin
Natural Compound
Organic Compound
Plant Toxin

Chemical Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Value	Source
2-Methyl-1,3-butadiene	ChEBI
2-Methylbutadiene	ChEBI
2-Methyldivinyl	ChEBI
beta-Methylbivinyl	ChEBI
CH2=C(CH3)CH=ch2	ChEBI
Isopentadiene	ChEBI
Isopren	ChEBI
Isopreno	ChEBI
Isoterpene	ChEBI
b-Methylbivinyl	Generator
Β-methylbivinyl	Generator

Chemical Formula

C₅H₈

Average Molecular Mass

68.117 g/mol

Monoisotopic Mass

68.063 g/mol

CAS Registry Number

78-79-5

IUPAC Name

2-methylbuta-1,3-diene

Traditional Name

isoprene

SMILES

CC(=C)C=C

InChI Identifier

InChI=1S/C5H8/c1-4-5(2)3/h4H,1-2H2,3H3

InChI Key

RRHGJUQNOFWUDK-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as branched unsaturated hydrocarbons. These are hydrocarbons that contains one or more unsaturated carbon atoms, and an aliphatic branch.

Kingdom

Organic compounds

Super Class

Hydrocarbons

Class

Unsaturated hydrocarbons

Sub Class

Branched unsaturated hydrocarbons

Direct Parent

Branched unsaturated hydrocarbons

Alternative Parents

Substituents

Branched unsaturated hydrocarbon
Alkadiene
Unsaturated aliphatic hydrocarbon
Olefin
Acyclic olefin
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

alkadiene (CHEBI:35194 )
hemiterpene (CHEBI:35194 )
Hemiterpenoids (C5) (C16521 )
a carbohydrate (CPD-9436 )

Biological Properties

Status

Detected and Not Quantified

Origin

Exogenous

Cellular Locations

Actin Cytoskeleton
Cell surface
Cytoplasm
Cytosol
Dendritic Process
Endoplasmic reticulum
Extracellular
Extracellular matrix
Golgi apparatus
Lysosome
Membrane Fraction
Microsome
Mitochondrial Membrane
Mitochondrion
Perinuclear region
Peroxisomal Membrane
Peroxisome
Plasma Membrane
Soluble Fraction

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Name	SMPDB Link	KEGG Link
Carbon Metabolism	Not Available	Not Available
Metabolic Pathways	Not Available	Not Available
Apoptosis	Not Available	map04210
Hmg Coa Reductase Inhibitors	Not Available	Not Available
Nitrogen Metabolism	Not Available	Not Available
Carotenoid Biosynthesis	Not Available	Not Available
Retinol Metabolism	SMP00074	map00830
Dna replication	Not Available	map03030
Terpenoid backbone biosynthesis	Not Available	map00900
Sphingolipid Metabolism	SMP00034	map00600
Purine Metabolism	SMP00050	map00230
Influenza a	Not Available	map05164
Fatty acid Metabolism	SMP00051	map00071
Fatty Acid Biosynthesis	SMP00456	map00061
Diterpenoid Biosynthesis	Not Available	Not Available
Cell cycle	Not Available	map04110
Biosynthesis Of Secondary Metabolites	Not Available	Not Available
Antifungal Agents	Not Available	Not Available
Allograft Rejection	Not Available	Not Available

Applications

Not Available

Biological Roles

plant metabolite

Chemical Roles

Not Available

Physical Properties

State

Liquid

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	-143.95°C
Boiling Point	34.067°C
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	1.8 g/L	ALOGPS
logP	2.22	ALOGPS
logP	1.88	ChemAxon
logS	-1.6	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	24.58 m³·mol⁻¹	ChemAxon
Polarizability	8.58 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014i-9000000000-aa7bf6693faf53f2c9f8	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-014i-9000000000-79f5e8913a6e3948a925	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udi-9000000000-cc71ad3e01e005b392f4	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-9000000000-c4e0cc5173528ae70b45	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014i-9000000000-748a9309c1a76a36f582	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0uxr-9000000000-b24db55f64156fae0d1d	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014i-9000000000-13c3d4b2254b96312f2f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-014i-9000000000-182e8f0f63d0901250e7	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udi-9000000000-7b7c61918e48120c38a5	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-9000000000-87c1aff470916cc07239	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014i-9000000000-87c1aff470916cc07239	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0gb9-9000000000-7033f85bf44b5b1856d1	Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-014i-9000000000-bcc7aa57f0fa0fd9d399	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum