Showing Compound 2-Geranyl-2',3,4,4'-tetrahydroxydihydrochalcone (FDB008700)

Record Information

Version

1.0

Creation date

2010-04-08 22:08:12 UTC

Update date

2019-11-26 03:03:00 UTC

Primary ID

FDB008700

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

2-Geranyl-2',3,4,4'-tetrahydroxydihydrochalcone

Description

2-Geranyl-2',3,4,4'-tetrahydroxydihydrochalcone belongs to the class of organic compounds known as 2'-hydroxy-dihydrochalcones. These are organic compounds containing dihydrochalcone skeleton that carries a hydroxyl group at the 2'-position. Thus, 2-geranyl-2',3,4,4'-tetrahydroxydihydrochalcone is considered to be a flavonoid. 2-Geranyl-2',3,4,4'-tetrahydroxydihydrochalcone has been detected, but not quantified in, fruits. This could make 2-geranyl-2',3,4,4'-tetrahydroxydihydrochalcone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 2-Geranyl-2',3,4,4'-tetrahydroxydihydrochalcone.

CAS Number

113866-89-0

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Showing 1 to 4 of 4 entries

Predicted Properties

Property	Value	Source
Water Solubility	0.0036 g/L	ALOGPS
logP	4.93	ALOGPS
logP	6.63	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	7.87	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	97.99 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	121.75 m³·mol⁻¹	ChemAxon
Polarizability	46.22 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C25H30O5

IUPAC name

1-(2,4-dihydroxyphenyl)-3-{2-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-3,4-dihydroxyphenyl}propan-1-one

InChI Identifier

InChI=1S/C25H30O5/c1-16(2)5-4-6-17(3)7-11-20-18(9-14-23(28)25(20)30)8-13-22(27)21-12-10-19(26)15-24(21)29/h5,7,9-10,12,14-15,26,28-30H,4,6,8,11,13H2,1-3H3/b17-7+

InChI Key

FVNFXIPJDHVJGE-REZTVBANSA-N

Isomeric SMILES

CC(C)=CCC\C(C)=C\CC1=C(CCC(=O)C2=C(O)C=C(O)C=C2)C=CC(O)=C1O

Average Molecular Weight

410.5027

Monoisotopic Molecular Weight

410.20932407

Classification

Description

Belongs to the class of organic compounds known as 2'-hydroxy-dihydrochalcones. These are organic compounds containing dihydrochalcone skeleton that carries a hydroxyl group at the 2'-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Linear 1,3-diarylpropanoids

Sub Class

Chalcones and dihydrochalcones

Direct Parent

2'-Hydroxy-dihydrochalcones

Alternative Parents

Substituents

2'-hydroxy-dihydrochalcone
Cinnamylphenol
Alkyl-phenylketone
Butyrophenone
Monocyclic monoterpenoid
Monoterpenoid
Aromatic monoterpenoid
Phenylketone
Catechol
Resorcinol
Benzoyl
Aryl ketone
Aryl alkyl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Monocyclic benzene moiety
Vinylogous acid
Ketone
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Chalcones and dihydrochalcones (LMPK12120455 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Plant

Biological location:

Cell and elements:

Extracellular

Subcellular:

Process

Naturally occurring process:

Biological process:

Cellular process:

Cell signaling

Role

Industrial application:

Biological role:

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 73.15%; H 7.37%; O 19.49%	DFC
Melting Point	Mp 132-136°	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	2-Geranyl-2',3,4,4'-tetrahydroxydihydrochalcone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-000i-4946000000-1ecc2705cc3ccfe60cc0	Spectrum
Predicted GC-MS	2-Geranyl-2',3,4,4'-tetrahydroxydihydrochalcone, 4 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-001i-2000109000-7d5ef8377d5c44c14053	Spectrum
Predicted GC-MS	2-Geranyl-2',3,4,4'-tetrahydroxydihydrochalcone, 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	splash10-03di-0436900000-5306875ef670b1334f3a	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-1922000000-0a54d407adb14f8085a1	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000i-3900000000-124ceabc9f1ce1c55db0	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0101900000-58747b9449a823252c58	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-0735900000-11c05cb5f3eef965e98f	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-3914000000-c9dcbff38d03983283fd	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-2422900000-be7f410f2cca19367f28	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00lr-9715100000-a5078baa070c2129e918	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-02a6-9601000000-188d0751d06ccf4789b7	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0000900000-db39b11405f8785914dc	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4r-0944500000-f11938968cc368e7d869	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-3901000000-3153bd0df2b58e506c76	2021-09-23	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

4952507

ChEMBL ID

CHEMBL523392

KEGG Compound ID

Not Available

Pubchem Compound ID

6449829

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB32005

CRC / DFC (Dictionary of Food Compounds) ID

HFF64-A:DSO31-C

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

No data available in table

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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 2-Geranyl-2',3,4,4'-tetrahydroxydihydrochalcone (FDB008700)

Structure for FDB008700 (2-Geranyl-2',3,4,4'-tetrahydroxydihydrochalcone)