Cannabis Compound Database: Showing Compound Card for Methyl benzoate (CDB000636)

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Record Information

Version

1.0

Created at

2020-03-19 00:47:55 UTC

Updated at

2020-12-07 19:07:36 UTC

CannabisDB ID

CDB000636

Secondary Accession Numbers

Not Available

Cannabis Compound Identification

Common Name

Methyl benzoate

Description

Methyl benzoate belongs to the class of organic compounds known as benzoic acid esters. Methyl benzoate is an ester with the chemical formula C6H5COOCH3. It is formed by the esterification of the carboxyl group in benzoic acid with methanol. It is a colorless to slightly yellow liquid that is immiscible with water but miscible with most organic solvents. Methyl benzoate is used as a flavouring agent. Methyl benzoate has been found in allspice, banana, cherry, pimento berry, ceriman (Monstera deliciosa), clove, mustard, coffee, black tea, dill, starfruit and cherimoya (Annona cherimola). Methyl benzoate has been reported to be a volatile component in cannabis samples (PMID: 26657499 ). It is one of many compounds that is attractive to males of various species of orchid bees, who apparently gather the chemical to synthesize pheromones; it is commonly used as bait to attract and collect these bees for study (PMID: 12647866 ).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Benzoic acid, methyl ester	ChEBI
Methyl benzenecarboxylate	ChEBI
Benzoate, methyl ester	Generator
Methyl benzenecarboxylic acid	Generator
Methyl benzoic acid	Generator
Benzoic acid methyl ester	HMDB
Clorius	HMDB
Methyl ester OF benzoic acid	HMDB
Methylbenzoate	HMDB
Niobe oil	HMDB
Oil OF niobe	HMDB
Oniobe oil	HMDB

Chemical Formula

C₈H₈O₂

Average Molecular Weight

136.15

Monoisotopic Molecular Weight

136.0524

IUPAC Name

methyl benzoate

Traditional Name

methyl benzoate

CAS Registry Number

93-58-3

SMILES

COC(=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C8H8O2/c1-10-8(9)7-5-3-2-4-6-7/h2-6H,1H3

InChI Key

QPJVMBTYPHYUOC-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Benzoic acid esters

Alternative Parents

Substituents

Benzoate ester
Benzoyl
Methyl ester
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

benzoate ester (CHEBI:72775 )
an aromatic compound (CPD-6441 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Food

Biological:

Animal

Plant:

Biological location:

Subcellular:

Cytoplasm

Cell and elements:

Extracellular

Role

Industrial application:

Laboratory chemical

Food and nutrition:

Flavoring agent

Biological role:

Nutrient

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	-12.3 °C	Not Available
Boiling Point	199.6 °C	Wikipedia
Water Solubility	2.1 mg/mL at 20 °C	Not Available
logP	2.12	Not Available

Predicted Properties

Property	Value	Source
logP	1.98	ALOGPS
logP	1.98	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Basic)	-6.9	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	2	ChemAxon
Refractivity	38.08 m³·mol⁻¹	ChemAxon
Polarizability	14.15 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-0a6r-8900000000-5d1c26e3ea8cfe4bbf7a	2015-03-01	View Spectrum
GC-MS	Methyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0a4i-3900000000-c8e85f0df98caa46623c	Spectrum
GC-MS	Methyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0a6r-8900000000-6fca5a5a67e554be1310	Spectrum
GC-MS	Methyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0a6r-6900000000-e50a4550fe1c8b263d81	Spectrum
GC-MS	Methyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0a4i-5900000000-4dfb5ac01f5d5f7d5ce7	Spectrum
GC-MS	Methyl benzoate, non-derivatized, GC-MS Spectrum	splash10-056r-9700000000-798ac6947aeb7428e12c	Spectrum
GC-MS	Methyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0a4i-2900000000-158c47203ae5a78de7f1	Spectrum
GC-MS	Methyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0a4r-2900000000-0d27c93c06f2d27bed8a	Spectrum
GC-MS	Methyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0a6r-9800000000-898ce08cbfefd77e3d38	Spectrum
GC-MS	Methyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0a4i-3900000000-c8e85f0df98caa46623c	Spectrum
GC-MS	Methyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0a6r-8900000000-6fca5a5a67e554be1310	Spectrum
GC-MS	Methyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0a6r-6900000000-e50a4550fe1c8b263d81	Spectrum
GC-MS	Methyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0a4i-5900000000-4dfb5ac01f5d5f7d5ce7	Spectrum
GC-MS	Methyl benzoate, non-derivatized, GC-MS Spectrum	splash10-056r-9700000000-798ac6947aeb7428e12c	Spectrum
GC-MS	Methyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0a4i-2900000000-158c47203ae5a78de7f1	Spectrum
GC-MS	Methyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0a4r-2900000000-0d27c93c06f2d27bed8a	Spectrum
GC-MS	Methyl benzoate, non-derivatized, GC-MS Spectrum	splash10-0a6r-9800000000-898ce08cbfefd77e3d38	Spectrum
Predicted GC-MS	Methyl benzoate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0a4i-4900000000-7d64ee136952451331fe	Spectrum
Predicted GC-MS	Methyl benzoate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - Orbitrap 0V, positive	splash10-000i-0900000000-02cf79e13cdff713bc94	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 1V, positive	splash10-000i-1900000000-46dc65ea3c3453f397af	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 1V, positive	splash10-000i-2900000000-6d10d7854ba3eaad3821	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 1V, positive	splash10-000i-4900000000-dd1ab327a94aea1ffffa	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 2V, positive	splash10-000l-6900000000-b3d27912765863a6a3c7	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 2V, positive	splash10-000f-9800000000-6c6f95335e5013f73590	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 2V, positive	splash10-000f-9600000000-54956ed69705859e3745	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 3V, positive	splash10-0006-9600000000-5cf0973d1485464fcbae	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 3V, positive	splash10-052f-9500000000-25ce0de1ba6505aa3ea2	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 4V, positive	splash10-052f-9600000000-3864e43e7b74477d4d4c	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 5V, positive	splash10-0a4l-9600000000-8e38a89eae04d5e7984a	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 6V, positive	splash10-0a6u-9500000000-43fd82a420b27b47fd7a	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - Orbitrap 8V, positive	splash10-0a6s-9300000000-1d4f1e2d18e973fa4f40	2020-07-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0900000000-b622c6657d31c63baa3b	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-0900000000-a35e742379455d840bbf	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0zfr-9500000000-040b49ccf596cdcb3158	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0900000000-04580a55e21379539e0c	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-0900000000-8a2984d01220ab172bdf	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4r-4900000000-6ccc7e9d5518bff71272	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0900000000-b622c6657d31c63baa3b	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-0900000000-a35e742379455d840bbf	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0zfr-9500000000-040b49ccf596cdcb3158	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0900000000-04580a55e21379539e0c	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-0900000000-8a2984d01220ab172bdf	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4r-4900000000-6ccc7e9d5518bff71272	2015-05-27	View Spectrum

NMR

Type	Description	View
1D NMR	¹H NMR Spectrum (1D, 90 MHz, CDCl₃, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25.16 MHz, CDCl₃, experimental)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum

Pathways

Not Available

Protein Targets

Enzymes

Not Available

Transporters

Not Available

Metal Bindings

Not Available

Receptors

Not Available

Transcriptional Factors

Not Available

Concentrations Data

Not Available

External Links

HMDB ID

HMDB0033968

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB012198

KNApSAcK ID

C00007546

Chemspider ID

6883

KEGG Compound ID

Not Available

BioCyc ID

CPD-6441

BiGG ID

Not Available

Wikipedia Link

Methyl_benzoate

METLIN ID

Not Available

PubChem Compound

7150

PDB ID

Not Available

ChEBI ID

72775

References

General References

Rice S, Koziel JA: Characterizing the Smell of Marijuana by Odor Impact of Volatile Compounds: An Application of Simultaneous Chemical and Sensory Analysis. PLoS One. 2015 Dec 10;10(12):e0144160. doi: 10.1371/journal.pone.0144160. eCollection 2015. [PubMed:26657499 ]
Schiestl FP, Roubik DW: Odor compound detection in male euglossine bees. J Chem Ecol. 2003 Jan;29(1):253-7. doi: 10.1023/a:1021932131526. [PubMed:12647866 ]

Showing Compound Card for Methyl benzoate (CDB000636)

Structure for CDB000636 (Methyl benzoate)