Showing Compound Osthenol (FDB012404)

Record Information

Version

1.0

Creation date

2010-04-08 22:10:09 UTC

Update date

2019-11-26 03:06:43 UTC

Primary ID

FDB012404

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Osthenol

Description

Osthenol belongs to the class of organic compounds known as 7-hydroxycoumarins. These are coumarins that contain one or more hydroxyl groups attached to the C7 position the coumarin skeleton. Osthenol has been detected, but not quantified in, several different foods, such as angelicas (Angelica keiskei), fennels (Foeniculum vulgare), green vegetables, and wild celeries (Apium graveolens). This could make osthenol a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Osthenol.

CAS Number

484-14-0

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
7-Hydroxy-8-(3-methyl-but-2-enyl)coumarin	ChEBI
7-Hydroxy-8-prenylcoumarin	ChEBI
8-(3-Methylbut-2-en-1-yl)umbelliferone	ChEBI
8-Prenylumbelliferone	ChEBI
7-Hydroxy-8-(3-methyl-2-butenyl)-2H-1-benzopyran-2-one	HMDB
7-Hydroxy-8-(3-methyl-2-butenyl)-2H-1-benzopyran-2-one, 9ci	HMDB
2H-1-Benzopyran-2-one, 7-hydroxy-8-(3-methyl-2-butenyl)-	biospider
7-Hydroxy-8-(3-methyl-2-butenyl)-2H-1-benzopyran-2-one, 9CI	db_source

Predicted Properties

Property	Value	Source
Water Solubility	0.054 g/L	ALOGPS
logP	3.24	ALOGPS
logP	3.21	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	7.64	ChemAxon
pKa (Strongest Basic)	-6.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	67.77 m³·mol⁻¹	ChemAxon
Polarizability	24.63 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C14H14O3

IUPAC name

7-hydroxy-8-(3-methylbut-2-en-1-yl)-2H-chromen-2-one

InChI Identifier

InChI=1S/C14H14O3/c1-9(2)3-6-11-12(15)7-4-10-5-8-13(16)17-14(10)11/h3-5,7-8,15H,6H2,1-2H3

InChI Key

RAKJVIPCCGXHHS-UHFFFAOYSA-N

Isomeric SMILES

CC(C)=CCC1=C(O)C=CC2=C1OC(=O)C=C2

Average Molecular Weight

230.2592

Monoisotopic Molecular Weight

230.094294314

Classification

Description

Belongs to the class of organic compounds known as 7-hydroxycoumarins. These are coumarins that contain one or more hydroxyl groups attached to the C7 position the coumarin skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Hydroxycoumarins

Direct Parent

7-hydroxycoumarins

Alternative Parents

Substituents

7-hydroxycoumarin
Benzopyran
1-benzopyran
1-hydroxy-2-unsubstituted benzenoid
Pyranone
Benzenoid
Pyran
Heteroaromatic compound
Lactone
Oxacycle
Organoheterocyclic compound
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

hydroxycoumarin (CHEBI:81485 )
a small molecule (CPD-9838 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Biological location:

Subcellular:

Source:

Food

Biological:

Plant

Role

Biological role:

Nutrient

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Not Available
Physical Description	Not Available
Mass Composition	C 73.03%; H 6.13%; O 20.84%	DFC
Melting Point	Mp 124-125°	DFC
Boiling Point	Bp0.1 160-169°	DFC
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	Osthenol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0udu-3970000000-cbf063b17a9b1ff28fdf	Spectrum
Predicted GC-MS	Osthenol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0abl-4090000000-75a6447476e3afd4a43f	Spectrum
Predicted GC-MS	Osthenol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Osthenol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - , positive	splash10-004i-1900000000-13a982a68db0b067c3ad	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001i-0290000000-fe23cb680c0e7dd31c49	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00o0-3950000000-265a49635935bcc77eb5	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-01e9-5900000000-3c86d1a1a031d6b9fd55	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0290000000-0129cc47e1148c003a70	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-0690000000-5e2cd8fffc743828ac3a	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-014r-2910000000-24094198ef8b3c6f54f3	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-003r-0790000000-cecbb981baa3d40e1eba	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004i-0900000000-6945bc6ebaeea9278986	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-001j-0900000000-736ee822dbb9d1410fd7	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0090000000-3b9ecf594e3ba8c418c2	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-0290000000-6377690d47ed40e1bdf0	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00lr-2900000000-3dda8af619d96c95b398	Spectrum