Showing Compound 5'-Hydroxy-3',4',7,8-tetramethoxyflavan (FDB020033)

Record Information

Version

1.0

Creation date

2010-04-08 22:14:45 UTC

Update date

2019-11-26 03:18:22 UTC

Primary ID

FDB020033

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

5'-Hydroxy-3',4',7,8-tetramethoxyflavan

Description

5'-Hydroxy-3',4',7,8-tetramethoxyflavan belongs to the class of organic compounds known as 8-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C8 atom of the flavonoid backbone. 5'-Hydroxy-3',4',7,8-tetramethoxyflavan has been detected, but not quantified in, fruits. This could make 5'-hydroxy-3',4',7,8-tetramethoxyflavan a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 5'-Hydroxy-3',4',7,8-tetramethoxyflavan.

CAS Number

133342-93-5

Structure

MOL SDF PDB SMILES InChI

Synonyms

Predicted Properties

Property	Value	Source
Water Solubility	0.017 g/L	ALOGPS
logP	2.79	ALOGPS
logP	3.15	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	9.83	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	66.38 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	92.55 m³·mol⁻¹	ChemAxon
Polarizability	36.99 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

C19H22O6

IUPAC name

5-(7,8-dimethoxy-3,4-dihydro-2H-1-benzopyran-2-yl)-2,3-dimethoxyphenol

InChI Identifier

InChI=1S/C19H22O6/c1-21-15-8-6-11-5-7-14(25-17(11)19(15)24-4)12-9-13(20)18(23-3)16(10-12)22-2/h6,8-10,14,20H,5,7H2,1-4H3

InChI Key

YZRKAZJVZYMSAE-UHFFFAOYSA-N

Isomeric SMILES

COC1=CC(=CC(O)=C1OC)C1CCC2=C(O1)C(OC)=C(OC)C=C2

Average Molecular Weight

346.3744

Monoisotopic Molecular Weight

346.141638436

Classification

Description

Belongs to the class of organic compounds known as 8-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C8 atom of the flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

8-O-methylated flavonoids

Alternative Parents

Substituents

3p-methoxyflavonoid-skeleton
4p-methoxyflavonoid-skeleton
7-methoxyflavonoid-skeleton
8-methoxyflavonoid-skeleton
3'-hydroxyflavonoid
Hydroxyflavonoid
Monohydroxyflavonoid
Flavan
Chromane
Benzopyran
Methoxyphenol
O-dimethoxybenzene
1-benzopyran
Dimethoxybenzene
Methoxybenzene
Phenol ether
Anisole
Phenoxy compound
Alkyl aryl ether
Phenol
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Ether
Oxacycle
Organoheterocyclic compound
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
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 65.88%; H 6.40%; O 27.71%	DFC
Melting Point	Not Available
Optical Rotation	[a]20D -59.2 (c, 0.26 in CHCl3)	DFC

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	5'-Hydroxy-3',4',7,8-tetramethoxyflavan, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0159-0319000000-5615d35b13b903935afd	Spectrum
Predicted GC-MS	5'-Hydroxy-3',4',7,8-tetramethoxyflavan, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0uk9-1109500000-a99d4a726b0f1eb1550a	Spectrum
Predicted GC-MS	5'-Hydroxy-3',4',7,8-tetramethoxyflavan, 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	splash10-0002-0409000000-8ddbce1ef85d0872e5a5	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-014i-0901000000-8644e92343217de7381c	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0uxr-0900000000-f3baf22a142a6101c313	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0009000000-2f4579fb6b5d04e4d4ed	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00mk-0329000000-c2126fb2a8de51add6ed	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0600-0290000000-151d8fe2a616646eac5c	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-0009000000-cb196bc62d3a6f9a8f3d	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-0209000000-d33326496a4e329b4373	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0002-0892000000-7004ab98f9cdd9fdeff0	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0009000000-4596b1ec701d08b3219b	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-0129000000-be4e2968d9cd312b6db3	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-052f-2294000000-29fade73f8c36d57943c	2021-09-25	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

Not Available

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

Not Available

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB40310

CRC / DFC (Dictionary of Food Compounds) ID

MJS69-X:MJS73-U

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

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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 5'-Hydroxy-3',4',7,8-tetramethoxyflavan (FDB020033)

Structure for FDB020033 (5'-Hydroxy-3',4',7,8-tetramethoxyflavan)