Showing Compound Licorisoflavan A (FDB012477)

Record Information

Version

1.0

Creation date

2010-04-08 22:10:12 UTC

Update date

2019-11-26 03:06:52 UTC

Primary ID

FDB012477

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Licorisoflavan A

Description

Licorisoflavan A belongs to the class of organic compounds known as 7-o-methylated isoflavonoids. These are isoflavonoids with methoxy groups attached to the C7 atom of the isoflavonoid backbone. Isoflavonoids are natural products derived from 3-phenylchromen-4-one. Thus, licorisoflavan a is considered to be a flavonoid. Licorisoflavan A has been detected, but not quantified in, herbs and spices. This could make licorisoflavan a a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Licorisoflavan A.

CAS Number

129314-37-0

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Synonym	Source
(+)-2',4'-Dihydroxy-5,7-dimethoxy-6,3'-diprenylisoflavan	HMDB
2',4'-Dihydroxy-5,7-dimethoxy-3',6-diprenylisoflavan	HMDB
5-O-Methyllicoricidin	HMDB
7-O-Methylicoricidin	HMDB
7-O-Methyllicoricidin	HMDB
LicorIIsoflavan a	HMDB
Licorisoflavan a	MeSH
Licorisoflavan A	db_source

Showing 1 to 8 of 8 entries

Predicted Properties

Property	Value	Source
Water Solubility	0.002 g/L	ALOGPS
logP	5.31	ALOGPS
logP	6.33	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	9.32	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	68.15 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	130.37 m³·mol⁻¹	ChemAxon
Polarizability	50.28 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Chemical Formula

C27H34O5

IUPAC name

4-[5,7-dimethoxy-6-(3-methylbut-2-en-1-yl)-3,4-dihydro-2H-1-benzopyran-3-yl]-2-(3-methylbut-2-en-1-yl)benzene-1,3-diol

InChI Identifier

InChI=1S/C27H34O5/c1-16(2)7-9-20-23(28)12-11-19(26(20)29)18-13-22-25(32-15-18)14-24(30-5)21(27(22)31-6)10-8-17(3)4/h7-8,11-12,14,18,28-29H,9-10,13,15H2,1-6H3

InChI Key

GDAAEAXMNLVRCZ-UHFFFAOYSA-N

Isomeric SMILES

COC1=CC2=C(CC(CO2)C2=C(O)C(CC=C(C)C)=C(O)C=C2)C(OC)=C1CC=C(C)C

Average Molecular Weight

438.5559

Monoisotopic Molecular Weight

438.240624198

Classification

Description

Belongs to the class of organic compounds known as 7-o-methylated isoflavonoids. These are isoflavonoids with methoxy groups attached to the C7 atom of the isoflavonoid backbone. Isoflavonoids are natural products derived from 3-phenylchromen-4-one.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

O-methylated isoflavonoids

Direct Parent

7-O-methylated isoflavonoids

Alternative Parents

Substituents

5-methoxyisoflavonoid-skeleton
7-methoxyisoflavonoid-skeleton
Hydroxyisoflavonoid
Isoflavanol
Isoflavan
1-benzopyran
Chromane
Benzopyran
Anisole
Resorcinol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Benzenoid
Monocyclic benzene moiety
Oxacycle
Organoheterocyclic compound
Ether
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Isoflavans (LMPK12080046 )

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 73.95%; H 7.81%; O 18.24%	DFC
Melting Point	Mp 65-67°	DFC
Optical Rotation	[a]20D +5.7 (c, 0.265 in MeOH)	DFC

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	Licorisoflavan A, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00di-1109800000-4255f6cf9866ea4a7a97	Spectrum
Predicted GC-MS	Licorisoflavan A, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-014i-1000090000-492f8dffb666696d33ac	Spectrum
Predicted GC-MS	Licorisoflavan A, 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	splash10-000i-0093500000-f4335a61bdc7f39b4e47	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00sr-1192200000-f863067be062a97637ed	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0gbi-4591200000-e6f5bbf39fbb769d0fc8	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0040900000-86615ab5d06d504765a3	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004r-0492600000-46200ec06f9bb5a7327a	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0v00-0492100000-0c4dca00a8b03f63a925	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0000900000-af1cbe7862813d35c379	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-052r-0005900000-7b4e840ba957fa41e12a	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-0539800000-201b4f0b6bbc6a370395	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001i-0009200000-6c19781b4b36934113bf	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0059-0009000000-a4b1b6e79e2034416f0b	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-002f-2529000000-d7e096d7f4cf806ee12b	2021-09-24	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

4477945

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

5319704

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB34184

CRC / DFC (Dictionary of Food Compounds) ID

KXT06-F:HHG18-I

EAFUS ID

Not Available

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

C00010036

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 Licorisoflavan A (FDB012477)

Structure for FDB012477 (Licorisoflavan A)