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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2017-03-23 06:11:32 UTC

Update Date

2023-02-21 17:31:08 UTC

HMDB ID

HMDB0062765

Secondary Accession Numbers

HMDB62765

Metabolite Identification

Common Name

Styrene Oxide

Description

styrene oxide, also known as epoxystyrene or 1-phenyloxirane, belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene. styrene oxide is an extremely weak basic (essentially neutral) compound (based on its pKa). An epoxide that is oxirane in which one of the hydrogens has been replaced by a phenyl group.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(Epoxyethyl)benzene	ChEBI
1,2-Epoxy-1-phenylethane	ChEBI
1,2-Epoxyethylbenzene	ChEBI
1-Phenyl-1,2-epoxyethane	ChEBI
1-Phenyloxirane	ChEBI
alpha,beta-Epoxystyrene	ChEBI
Epoxyethylbenzene	ChEBI
Epoxystyrene	ChEBI
Phenethylene oxide	ChEBI
Phenyl oxirane	ChEBI
Phenylethylene oxide	ChEBI
Phenyloxirane	ChEBI
Styrene 7,8-oxide	ChEBI
Styrene epoxide	ChEBI
Styrene-7,8-oxide	ChEBI
Styryl oxide	ChEBI
a,b-Epoxystyrene	Generator
Α,β-epoxystyrene	Generator
Styrene oxide	MeSH
Styrene oxide, (R)-isomer	MeSH, HMDB
Styrene oxide, (S)-isomer	MeSH, HMDB
Styrene oxide, (+-)-isomer	MeSH, HMDB

Chemical Formula

C₈H₈O

Average Molecular Weight

120.151

Monoisotopic Molecular Weight

120.057514878

IUPAC Name

2-phenyloxirane

Traditional Name

(+-)-styrene oxide

CAS Registry Number

96-09-3

SMILES

C1OC1C1=CC=CC=C1

InChI Identifier

InChI=1S/C8H8O/c1-2-4-7(5-3-1)8-6-9-8/h1-5,8H,6H2

InChI Key

AWMVMTVKBNGEAK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Not Available

Direct Parent

Benzene and substituted derivatives

Alternative Parents

Substituents

Monocyclic benzene moiety
Oxacycle
Organoheterocyclic compound
Ether
Oxirane
Dialkyl ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

epoxide (CHEBI:17907 )
styrene oxide (CPD-13773 )

Ontology

Not Available

Exogenous (HMDB: HMDB0062765)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	1.26 g/l	ALOGPS
LogP	1.72	ALOGPS

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	1.72	ALOGPS
logP	1.74	ChemAxon
logS	-2	ALOGPS
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	1	ChemAxon
Refractivity	35.33 m³·mol⁻¹	ChemAxon
Polarizability	12.95 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	122.718	31661259
DarkChem	[M-H]-	117.782	31661259
DeepCCS	[M+H]+	124.879	30932474
DeepCCS	[M-H]-	121.679	30932474
DeepCCS	[M-2H]-	158.671	30932474
DeepCCS	[M+Na]+	133.707	30932474
AllCCS	[M+H]+	123.5	32859911
AllCCS	[M+H-H2O]+	118.5	32859911
AllCCS	[M+NH4]+	128.3	32859911
AllCCS	[M+Na]+	129.6	32859911
AllCCS	[M-H]-	122.6	32859911
AllCCS	[M+Na-2H]-	124.1	32859911
AllCCS	[M+HCOO]-	125.8	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	4.23 minutes	32390414
Predicted by Siyang on May 30, 2022	13.4597 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	4.95 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1956.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	509.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	197.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	339.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	184.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	484.9 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	635.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	203.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1123.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	408.7 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1193.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	395.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	370.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	504.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	401.9 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	62.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Styrene Oxide	C1OC1C1=CC=CC=C1	1585.2	Standard polar	33892256
Styrene Oxide	C1OC1C1=CC=CC=C1	1055.3	Standard non polar	33892256
Styrene Oxide	C1OC1C1=CC=CC=C1	1061.2	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Styrene Oxide EI-B (Non-derivatized)	splash10-0006-9100000000-65b82480c3888fa3d1d7	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Styrene Oxide EI-B (Non-derivatized)	splash10-0006-9200000000-b4eb73a2a96ffcb5044f	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Styrene Oxide EI-B (Non-derivatized)	splash10-0006-9100000000-2de812e0d003816c42f5	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Styrene Oxide EI-B (Non-derivatized)	splash10-0006-9100000000-ea96f470ccc073c67843	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Styrene Oxide EI-B (Non-derivatized)	splash10-0kdi-9600000000-ee02f9b2bd239f01f9b0	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Styrene Oxide EI-B (Non-derivatized)	splash10-0006-9100000000-65b82480c3888fa3d1d7	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Styrene Oxide EI-B (Non-derivatized)	splash10-0006-9200000000-b4eb73a2a96ffcb5044f	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Styrene Oxide EI-B (Non-derivatized)	splash10-0006-9100000000-2de812e0d003816c42f5	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Styrene Oxide EI-B (Non-derivatized)	splash10-0006-9100000000-ea96f470ccc073c67843	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Styrene Oxide EI-B (Non-derivatized)	splash10-0kdi-9600000000-ee02f9b2bd239f01f9b0	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Styrene Oxide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9300000000-0eb9051f4bf1612711c8	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Styrene Oxide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Styrene Oxide 10V, Positive-QTOF	splash10-00di-0900000000-c316639ccb025ee50e01	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Styrene Oxide 20V, Positive-QTOF	splash10-00di-1900000000-16295b16b89053220f20	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Styrene Oxide 40V, Positive-QTOF	splash10-0fb9-9200000000-8e87d360385ae6a8b2af	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Styrene Oxide 10V, Negative-QTOF	splash10-014i-0900000000-90295e12456f0d4a93e5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Styrene Oxide 20V, Negative-QTOF	splash10-014i-2900000000-50f3b50d2724c8bdba29	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Styrene Oxide 40V, Negative-QTOF	splash10-004i-9000000000-0a273d706a750a092c6b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Styrene Oxide 10V, Positive-QTOF	splash10-0fml-7900000000-50f5c2bb3e33f21cf418	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Styrene Oxide 20V, Positive-QTOF	splash10-0udl-9800000000-51bf10c9a49304aedbd5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Styrene Oxide 40V, Positive-QTOF	splash10-0fbc-9200000000-ffc57729065066388ab1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Styrene Oxide 10V, Negative-QTOF	splash10-014i-4900000000-6b55bbc0efd27cf860e2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Styrene Oxide 20V, Negative-QTOF	splash10-0006-9100000000-c5b00867d222693918bb	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Styrene Oxide 40V, Negative-QTOF	splash10-002f-9200000000-48d1e7379c8abfd9455e	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C02083

BioCyc ID

2-Phenyloxirane

BiGG ID

Not Available

Wikipedia Link

Styrene_oxide

METLIN ID

Not Available

PubChem Compound

7276

PDB ID

Not Available

ChEBI ID

17907

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Styrene Oxide (HMDB0062765)

MOL for HMDB0062765 (Styrene Oxide)

3D MOL for HMDB0062765 (Styrene Oxide)

3D SDF for HMDB0062765 (Styrene Oxide)

3D-SDF for HMDB0062765 (Styrene Oxide)

PDB for HMDB0062765 (Styrene Oxide)

3D PDB for HMDB0062765 (Styrene Oxide)

SMILES for HMDB0062765 (Styrene Oxide)

INCHI for HMDB0062765 (Styrene Oxide)

Structure for HMDB0062765 (Styrene Oxide)

3D Structure for HMDB0062765 (Styrene Oxide)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra