Showing Compound Phthalide (FDB010076)

Record Information

Version

1.0

Creation date

2010-04-08 22:08:57 UTC

Update date

2020-02-24 19:10:58 UTC

Primary ID

FDB010076

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Phthalide

Description

Phthalide, also known as 1-phthalanone or isobenzofuranone, belongs to the class of organic compounds known as phthalides. Phthalides are compounds containing a 3-hydrocarbylidene-2-benzofuran-1(3H)-one moiety,. Phthalide is a sweet, coconut, and coumarin tasting compound. Phthalide has been detected, but not quantified in, several different foods, such as blackberries (Rubus), celeriacs (Apium graveolens var. rapaceum), celery stalks (Apium graveolens var. dulce), and evergreen blackberries (Rubus laciniatus). This could make phthalide a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Phthalide.

CAS Number

87-41-2

Structure

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

Synonyms

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Synonym	Source
1(3H)-Isobenzofuranone	ChEBI
1-Isobenzofuranone	HMDB
1-Phthalanone	ChEBI
2-Benzofuran-1(3H)-one	HMDB
2-Hydroxymethylbenzoate, g-lactone	Generator
2-Hydroxymethylbenzoate, gamma-lactone	Generator
2-Hydroxymethylbenzoate, γ-lactone	Generator
2-Hydroxymethylbenzoic acid, g-lactone	Generator
2-Hydroxymethylbenzoic acid, gamma-lactone	ChEBI
2-Hydroxymethylbenzoic acid, laquo gammaraquo -lactone	HMDB

Showing 1 to 10 of 20 entries

Predicted Properties

Property	Value	Source
Water Solubility	6.95 g/L	ALOGPS
logP	0.99	ALOGPS
logP	1.53	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Acidic)	15.36	ChemAxon
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	0	ChemAxon
Refractivity	36.64 m³·mol⁻¹	ChemAxon
Polarizability	13.06 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

Chemical Formula

C8H6O2

IUPAC name

1,3-dihydro-2-benzofuran-1-one

InChI Identifier

InChI=1S/C8H6O2/c9-8-7-4-2-1-3-6(7)5-10-8/h1-4H,5H2

InChI Key

WNZQDUSMALZDQF-UHFFFAOYSA-N

Isomeric SMILES

O=C1OCC2=CC=CC=C12

Average Molecular Weight

134.132

Monoisotopic Molecular Weight

134.036779436

Classification

Description

Belongs to the class of organic compounds known as phthalides. Phthalides are compounds containing a 3-hydrocarbylidene-2-benzofuran-1(3H)-one moiety,.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Isocoumarans

Sub Class

Isobenzofuranones

Direct Parent

Phthalides

Alternative Parents

Substituents

Phthalide
Benzenoid
Lactone
Carboxylic acid ester
Oxacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

2-benzofurans (CHEBI:38085 )
gamma-lactone (CHEBI:38085 )

Ontology

Cytoplasm

Cell and elements:

Extracellular

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Property	Value	Reference
Boiling Point	Not Available
Charge	Not Available
Density	Not Available
Experimental logP	0.80	HANSCH,C ET AL. (1995)
Experimental pKa	Not Available
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	Not Available
Melting Point	75 oC
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
GC-MS	Phthalide, non-derivatized, GC-MS Spectrum	splash10-0udi-9005020400-2d50f7ae6f3cd7691b4b	Spectrum
GC-MS	Phthalide, non-derivatized, GC-MS Spectrum	splash10-0udi-9005020400-2d50f7ae6f3cd7691b4b	Spectrum
Predicted GC-MS	Phthalide, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-000x-8900000000-e2e10448dc354d50b16a	Spectrum
Predicted GC-MS	Phthalide, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0900000000-b82a529519513084f181	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-0900000000-d1e071a72f1a95b3a153	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0pbi-6900000000-bfb94809be049435fcd7	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-0900000000-db8e49fee9cdba16eb19	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-0900000000-79843cf4206508400973	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0udi-1900000000-452212b0af673745db15	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0900000000-763f3be528f491ee0dd5	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000l-4900000000-097b37d9d5e7c9652393	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00kf-9000000000-a7e77f83a48982f6438a	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-0900000000-91ef080a1daaff255358	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-053r-1900000000-51fa67a737dba49d390b	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-001i-4900000000-8e75af6c7c6fee98529f	2021-09-22	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

ChEMBL ID

KEGG Compound ID

Pubchem Compound ID

Pubchem Substance ID

Not Available

ChEBI ID

479525

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB32469

CRC / DFC (Dictionary of Food Compounds) ID

Not Available

EAFUS ID

3035

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

rw1274731

SuperScent ID

Not Available

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

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Food	Content Range	Average	Reference

Processing...

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

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Flavor	Citations
coconut	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
coumarin	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
lactonic	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
phenolic	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
powdery	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
sweet	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
tonka	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.