Showing Compound Seselin (FDB012574)

Record Information

Version

1.0

Creation date

2010-04-08 22:10:15 UTC

Update date

2019-11-26 03:07:07 UTC

Primary ID

FDB012574

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Seselin

Description

Seselin belongs to the class of organic compounds known as angular pyranocoumarins. These are organic compounds containing a pyran (or a hydrogenated derivative) angularly fused to a coumarin moiety. Seselin has been detected, but not quantified in, several different foods, such as wild celeries (Apium graveolens), anises (Pimpinella anisum), lemons (Citrus limon), herbs and spices, and sweet oranges (Citrus sinensis). This could make seselin a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Seselin.

CAS Number

523-59-1

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Synonym	Source
2H,8H-Benzo(1,2-b:3,4-b')dipyran-2-one, 8,8-dimethyl-	biospider
2H,8H-Benzo[1,2-b:3,4-b']dipyran-2-one, 8,8-dimethyl-	biospider
3',4'-Di-O-(-)-camphanoyl-(+)-cis-khellactone	HMDB
8,8-Dimethyl-2H,8H-benzo(1,2-b:3,4-b')dipyran-2-one	HMDB
8,8-Dimethyl-2H,8H-benzo[1,2-b:3,4-b']dipyran-2-one	HMDB
8,8-Dimethyl-2H,8H-benzo[1,2-b:3,4-b']dipyran-2-one, 9ci	HMDB
8,8-Dimethyl-2H,8H-benzo[1,2-b:3,4-b']dipyran-2-one, 9CI	db_source
8,8-Dimethyl-2H,8H-pyrano[2,3-F]chromen-2-one	HMDB
8,8-Dimethyl-2H,8H-pyrano[2,3-f]chromen-2-one	biospider
Amyrolin	HMDB

Showing 1 to 10 of 12 entries

Predicted Properties

Property	Value	Source
Water Solubility	0.04 g/L	ALOGPS
logP	3	ALOGPS
logP	2.68	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	35.53 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	65.94 m³·mol⁻¹	ChemAxon
Polarizability	23.91 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C14H12O3

IUPAC name

8,8-dimethyl-2H,8H-pyrano[2,3-h]chromen-2-one

InChI Identifier

InChI=1S/C14H12O3/c1-14(2)8-7-10-11(17-14)5-3-9-4-6-12(15)16-13(9)10/h3-8H,1-2H3

InChI Key

QUVCQYQEIOLHFZ-UHFFFAOYSA-N

Isomeric SMILES

CC1(C)OC2=C(C=C1)C1=C(C=CC(=O)O1)C=C2

Average Molecular Weight

228.247

Monoisotopic Molecular Weight

228.078644246

Classification

Description

Belongs to the class of organic compounds known as angular pyranocoumarins. These are organic compounds containing a pyran (or a hydrogenated derivative) angularly fused to a coumarin moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Pyranocoumarins

Direct Parent

Angular pyranocoumarins

Alternative Parents

Substituents

Angular pyranocoumarin
Pyranochromene
2,2-dimethyl-1-benzopyran
Benzopyran
1-benzopyran
Alkyl aryl ether
Pyranone
Pyran
Benzenoid
Heteroaromatic compound
Lactone
Oxacycle
Ether
Organoheterocyclic compound
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

coumarins (CHEBI:69040 )
coumarins (C09312 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Biological location:

Subcellular:

Source:

Food

Biological:

Plant

Role

Biological role:

Nutrient

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	Not Available
Experimental pKa	Not Available
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	C 73.67%; H 5.30%; O 21.03%	DFC
Melting Point	Mp 119-120°	DFC
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	Seselin, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0j7r-1960000000-f71d1ee8ecbd8aa8addd	Spectrum
Predicted GC-MS	Seselin, 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	splash10-004i-0090000000-f2cc6b8594e32378fd2e	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004i-0490000000-178b79bfec179896733a	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00rl-2900000000-69550ecd48575335803c	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0190000000-47aaf3dca13f1cacd42f	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-0390000000-5a6dd1332d117ad1ebd3	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-07vi-0920000000-9bc9f11ee78ed297789e	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0090000000-f0e0fc28215258fdeb31	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004r-0490000000-ee41d791a0fff49c7ac9	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a5j-0900000000-241921d7efd7a8f5f936	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-0090000000-c89325e1a7192ec227f4	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004i-0290000000-d70cfec989c8b56e4856	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0079-0910000000-7042ee8061a0c73e9f76	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

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB34257

CRC / DFC (Dictionary of Food Compounds) ID

HJB98-V:HJB98-V

EAFUS ID

Not Available

Dr. Duke ID

SESELIN

BIGG ID

Not Available

KNApSAcK ID

C00000300

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

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

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Descriptor	ID	Definition	Reference
anti leukemic	35610	A substance that inhibits or prevents the proliferation of neoplasms.	DUKE
fungicide	24127	A substance used to destroy fungal pests.	DUKE
pesticide	25944	Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.	DUKE