Showing Compound 9-Hydroxy-4-methoxypsoralen (FDB015546)

Record Information

Version

1.0

Creation date

2010-04-08 22:11:55 UTC

Update date

2019-11-26 03:11:48 UTC

Primary ID

FDB015546

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

9-Hydroxy-4-methoxypsoralen

Description

9-Hydroxy-4-methoxypsoralen belongs to the class of organic compounds known as 5-methoxypsoralens. These are psoralens containing a methoxy group attached at the C5 position of the psoralen group. 9-Hydroxy-4-methoxypsoralen has been detected, but not quantified in, pomes and wild celeries (Apium graveolens). This could make 9-hydroxy-4-methoxypsoralen a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 9-Hydroxy-4-methoxypsoralen.

CAS Number

1603-47-0

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Synonym	Source
5-Methoxy-8-hydroxy-psoralen	HMDB
8-Hydroxy-5-methoxypsoralen	HMDB
8-Hydroxybergapten	HMDB
9-Hydroxy-4-methoxy-7H-furo(3,2-g)(1)benzopyran-7-one	HMDB
9-Hydroxy-4-methoxyfuro[3,2-g][1]benzopyran-7-one, 9ci	HMDB
9-Hydroxy-4-methoxyfuro[3,2-g][1]benzopyran-7-one, 9CI	db_source
9-Hydroxy-4-methoxypsoralen	db_source
9-Hydroxy-5-methoxypsoralen	HMDB
9-Hydroxybergapten	HMDB
Carbonyl selenide	HMDB

Showing 1 to 10 of 10 entries

Predicted Properties

Property	Value	Source
Water Solubility	0.64 g/L	ALOGPS
logP	1.86	ALOGPS
logP	2.13	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	8.45	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	68.9 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	58.83 m³·mol⁻¹	ChemAxon
Polarizability	21.82 Å³	ChemAxon
Number of Rings	3	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

C12H8O5

IUPAC name

9-hydroxy-4-methoxy-7H-furo[3,2-g]chromen-7-one

InChI Identifier

InChI=1S/C12H8O5/c1-15-10-6-2-3-8(13)17-12(6)9(14)11-7(10)4-5-16-11/h2-5,14H,1H3

InChI Key

MVJHUMZXIJPVHV-UHFFFAOYSA-N

Isomeric SMILES

COC1=C2C=CC(=O)OC2=C(O)C2=C1C=CO2

Average Molecular Weight

232.1889

Monoisotopic Molecular Weight

232.037173366

Classification

Description

Belongs to the class of organic compounds known as 5-methoxypsoralens. These are psoralens containing a methoxy group attached at the C5 position of the psoralen group.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Furanocoumarins

Direct Parent

5-methoxypsoralens

Alternative Parents

Substituents

5-methoxypsoralen
8-hydroxypsoralen
1-benzopyran
Benzopyran
Benzofuran
Anisole
Alkyl aryl ether
Pyranone
Benzenoid
Pyran
Heteroaromatic compound
Furan
Lactone
Oxacycle
Organoheterocyclic compound
Ether
Organic oxygen compound
Organic oxide
Organooxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Health effect:

Health condition:

Skin and subcutaneous tissue disorders:

Erythema

Observation:

Edema

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Food

Biological:

Plant

Biological location:

Subcellular:

Cytoplasm

Cell and elements:

Extracellular

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 62.07%; H 3.47%; O 34.45%	DFC
Melting Point	Mp 222.5-223°	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	9-Hydroxy-4-methoxypsoralen, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0udi-2590000000-7ddf529e93a327f0cd3c	Spectrum
Predicted GC-MS	9-Hydroxy-4-methoxypsoralen, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-022i-4090000000-8894c70c1111272fe607	Spectrum
Predicted GC-MS	9-Hydroxy-4-methoxypsoralen, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	9-Hydroxy-4-methoxypsoralen, 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	splash10-001i-0090000000-9264f48aab4bf930e1c8	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001i-0090000000-774c4fcafa866e283f6a	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0v4i-1590000000-de4c5f9fbd77701b6078	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-0290000000-05f5701fd95600ff987a	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-0290000000-994e1ec3cab18a3279e4	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0229-0940000000-15d2b9c5c26b06ad830a	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-0090000000-96836d338cf3e1278078	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-0090000000-96836d338cf3e1278078	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0i01-9180000000-9c0e2f8fd37471e1bb78	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001i-0090000000-f8867cbe344d3e6bacad	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001i-0090000000-f8867cbe344d3e6bacad	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03di-1930000000-a3a9e96e860cc7923dae	2021-09-25	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

2340886

ChEMBL ID

CHEMBL1934069

KEGG Compound ID

Not Available

Pubchem Compound ID

3083726

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB36628

CRC / DFC (Dictionary of Food Compounds) ID

KDD33-Z:KDD34-A

EAFUS ID

Not Available

Dr. Duke ID

8-HYDROXY-5-METHOXY-PSORALEN

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

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

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Not Available

Files

MSDS

Not Available

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).

Showing Compound 9-Hydroxy-4-methoxypsoralen (FDB015546)

Structure for FDB015546 (9-Hydroxy-4-methoxypsoralen)