Showing Compound 9-Hydroxy-4-(3,7-dimethyl-2,6-octadienyloxy)-psoralen (FDB018555)

Record Information

Version

1.0

Creation date

2010-04-08 22:13:47 UTC

Update date

2019-11-26 03:16:19 UTC

Primary ID

FDB018555

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

9-Hydroxy-4-(3,7-dimethyl-2,6-octadienyloxy)-psoralen

Description

9-Hydroxy-4-(3,7-dimethyl-2,6-octadienyloxy)-psoralen belongs to the class of organic compounds known as 8-methoxypsoralens. These are psoralens containing a methoxy group attached at the C8 position of the psoralen group. 9-Hydroxy-4-(3,7-dimethyl-2,6-octadienyloxy)-psoralen has been detected, but not quantified in, citrus. This could make 9-hydroxy-4-(3,7-dimethyl-2,6-octadienyloxy)-psoralen a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 9-Hydroxy-4-(3,7-dimethyl-2,6-octadienyloxy)-psoralen.

CAS Number

69239-53-8

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Synonym	Source
4-[3,7-Dimethylocta-2,6-dienoxy]-9-methoxyfuro[3,2-g]chromen-7-one	manual
9-Hydroxy-4-(3,7-dimethyl-2,6-octadienyloxy)-psoralen	manual
9-Hydroxy-4-O-(3,7-dimethyl-2,6-octadienyloxy)-psoralen	manual
Protorifamycin I	HMDB

Showing 1 to 4 of 4 entries

Predicted Properties

Property	Value	Source
Water Solubility	0.013 g/L	ALOGPS
logP	4.94	ALOGPS
logP	4.65	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	57.9 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	106.24 m³·mol⁻¹	ChemAxon
Polarizability	40.68 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	Yes	ChemAxon

Chemical Formula

C22H24O5

IUPAC name

4-{[(2E)-3,7-dimethylocta-2,6-dien-1-yl]oxy}-9-methoxy-7H-furo[3,2-g]chromen-7-one

InChI Identifier

InChI=1S/C22H24O5/c1-14(2)6-5-7-15(3)10-12-25-19-16-8-9-18(23)27-21(16)22(24-4)20-17(19)11-13-26-20/h6,8-11,13H,5,7,12H2,1-4H3/b15-10+

InChI Key

OQHQALGVQDTJDN-XNTDXEJSSA-N

Isomeric SMILES

COC1=C2OC(=O)C=CC2=C(OC\C=C(/C)CCC=C(C)C)C2=C1OC=C2

Average Molecular Weight

368.423

Monoisotopic Molecular Weight

368.162373878

Classification

Description

Belongs to the class of organic compounds known as 8-methoxypsoralens. These are psoralens containing a methoxy group attached at the C8 position of the psoralen group.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Furanocoumarins

Direct Parent

8-methoxypsoralens

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

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 71.72%; H 6.57%; O 21.71%	DFC
Melting Point	Mp 74.5-75.5°	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-(3,7-dimethyl-2,6-octadienyloxy)-psoralen, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0ukl-6479000000-c570fee77df7a705ca90	Spectrum
Predicted GC-MS	9-Hydroxy-4-(3,7-dimethyl-2,6-octadienyloxy)-psoralen, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	9-Hydroxy-4-(3,7-dimethyl-2,6-octadienyloxy)-psoralen, 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	splash10-014i-0319000000-0d729bc45ebd424287ea	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-067r-7956000000-9dd9639b04a764433fa6	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0gb9-9231000000-8852b3c18c530af8f13c	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0029000000-acf1520a0d3e19084f97	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-01q9-0294000000-0bd6f5a975b7d768015d	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-01p9-1970000000-43a48095b683bcd8545d	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0009000000-7b7777091d83071e8781	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-01c0-0395000000-9a20284d011cc2c8affd	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0j4r-3490000000-19917ec649e2db5844eb	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-6090000000-9c93ca565dbaaf7ecfc2	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-001i-9170000000-9e4d88d23771b43a3309	2021-09-25	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

4944685

ChEMBL ID

CHEMBL1934195

KEGG Compound ID

Not Available

Pubchem Compound ID

6440422

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB39057

CRC / DFC (Dictionary of Food Compounds) ID

KDD33-Z:LLP00-K

EAFUS ID

Not Available

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

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

Showing Compound 9-Hydroxy-4-(3,7-dimethyl-2,6-octadienyloxy)-psoralen (FDB018555)

Structure for FDB018555 (9-Hydroxy-4-(3,7-dimethyl-2,6-octadienyloxy)-psoralen)