ContaminantDB: Isofraxidin

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-25 20:56:43 UTC

Update Date

2016-11-09 01:17:40 UTC

Accession Number

CHEM023278

Identification

Common Name

Isofraxidin

Class

Small Molecule

Description

Isofraxidin, also known as 6,8-dimethoxy-7-hydroxycoumarin or 7-hydroxy-6,8-dimethoxy-2h-1-benzopyran-2-one, is a member of the class of compounds known as 7-hydroxycoumarins. 7-hydroxycoumarins are coumarins that contain one or more hydroxyl groups attached to the C7 position the coumarin skeleton. Isofraxidin is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Isofraxidin can be found in muskmelon, tarragon, and watermelon, which makes isofraxidin a potential biomarker for the consumption of these food products. Isofraxidin is a chemical compound found in a variety of plants including Eleutherococcus senticosus .

Contaminant Sources

FooDB Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
7-Hydroxy-6,8-dimethoxy-2H-1-benzopyran-2-one	Kegg
6,8-Dimethoxy-7-hydroxycoumarin	MeSH
Iso-fraxidin	MeSH
6,8-Dimethoxy-7-hydroxy-coumarin	MeSH
7-Hydroxy-6,8-dimethoxycoumarin	MeSH

Chemical Formula

C₁₁H₁₀O₅

Average Molecular Mass

222.194 g/mol

Monoisotopic Mass

222.053 g/mol

CAS Registry Number

486-21-5

IUPAC Name

7-hydroxy-6,8-dimethoxy-2H-chromen-2-one

Traditional Name

7-hydroxy-6,8-dimethoxychromen-2-one

SMILES

COC1=CC2=C(OC(=O)C=C2)C(OC)=C1O

InChI Identifier

InChI=1S/C11H10O5/c1-14-7-5-6-3-4-8(12)16-10(6)11(15-2)9(7)13/h3-5,13H,1-2H3

InChI Key

HOEVRHHMDJKUMZ-UHFFFAOYSA-N

Chemical Taxonomy

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
Anisole
Alkyl aryl ether
Pyranone
Pyran
Benzenoid
Heteroaromatic compound
Lactone
Oxacycle
Ether
Organoheterocyclic compound
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

hydroxycoumarin (CHEBI:81121 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	1.57 g/L	ALOGPS
logP	1.8	ALOGPS
logP	1.16	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	7.77	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	64.99 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	56.46 m³·mol⁻¹	ChemAxon
Polarizability	21.23 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-002f-0930000000-e502f8f83c7759190f00	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-0a4l-0690000000-e943de038d002660fa0f	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-00di-0090000000-690afaa417170ba1dc1d	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-00di-0390000000-212677f70322ad12af19	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-06rl-0900000000-aa24d1c0fbf48a94421b	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-08gi-0900000000-170edd53acb99b5615dc	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 50V, Positive	splash10-004i-8900000000-d1b48951862a3a54844f	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-08gi-0900000000-7292a28cd5c0fa5899ae	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-00di-0190000000-3587832a7955c218aa27	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-00di-0390000000-2adfc1f5259aad53d77f	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-0a4l-0790000000-71b59713796325f7b5aa	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-0ab9-0090000000-b22ff997dcc6cc282143	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-0bu0-0900000000-e5fcbf0f6a41ce9238dd	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 6V, Negative	splash10-0a4l-0790000000-418faebb7b1e5c97783a	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-0c03-0950000000-eb3e2d2d086710c39cea	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 50V, Negative	splash10-004i-9200000000-fd65ec48652f5c770ac6	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-05fr-0090000000-22244300659ac6a1092a	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-0a4l-0690000000-dc953ef59eb04b6e4d6f	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-004i-9710000000-50d65186813e32730468	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Negative	splash10-03du-0900000000-8d45cd1187b32be630bf	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-0090000000-66689c72c7e98330efff	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00di-0090000000-0406ea331c48a33ad2d6	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a6r-0950000000-b9e71c15f1857b74f698	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-0290000000-0bbb60d8d4b11b95b03f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00di-0390000000-57a9014b08f2bf03ccbf	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0bvj-0910000000-0d7a54c1aec421e19611	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

Not Available

HMDB ID

HMDB0253642

FooDB ID

FDB000696

Phenol Explorer ID

Not Available

KNApSAcK ID

C00030527

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Isofraxidin

Chemspider ID

4477107

ChEBI ID

Not Available

PubChem Compound ID

5318565

Kegg Compound ID

C17480

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

Not Available

Isofraxidin (CHEM023278)

Structure for CHEM023278: Isofraxidin