Tangeritin (CED0005450)

Record Information

Version

1.0

Creation Date

2016-05-25 21:46:12 UTC

Update Date

2026-08-20 05:24:38 UTC

Accession Number

CHEM024535

Identification

Common Name

Tangeritin

Class

Small Molecule

Description

Tangeritin is an organic compound with the chemical formula C20H20O7 and an average molecular weight of 372.37 g/mol. Tangeritin belongs to the o-methylated flavonoids, a subclass of flavonoids within the organic compounds. It is categorized under the superclass of phenylpropanoids and polyketides. In industrial and biological contexts, the compound serves as an antioxidant (PMC11242905, PMC12838884). Additionally, it is used industrially as a conditioner and softener. Tangeritin is found in three recorded sources, including indoor air and items related to food, food processing, and cookware, specifically in the preparation of wine or sparkling wine and the preparation of vinegar. Exposure to the compound can occur through inhalation.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
4',5,6,7,8-Pentamethoxyflavone	ChEBI
5,6,7,8,4'-Pentamethoxyflavone	ChEBI
5,6,7,8-Tetramethoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one	ChEBI
Tangeritin	ChEBI
4',5,6,7,8-Pentamethoxy-flavone	HMDB, MeSH
5,6,7,8-Tetramethoxy-2-(4-methoxyphenyl)-4-benzopyrone	HMDB
5,6,7,8-Tetramethoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one, 9ci	HMDB
5,6,7,8-Tetramethoxy-2-(4-methoxyphenyl)-4H-chromen-4-one	HMDB
Flavone, 4',5,6,7,8-pentamethoxy- (7ci,8ci)	HMDB
Flavone, 5,6,7,8,4'-pentamethoxy	HMDB
Pentamethoxyflavone	HMDB
Ponkanetin	HMDB
Tangeretin (6ci)	HMDB

Chemical Formula

C₂₀H₂₀O₇

Average Molecular Mass

372.369 g/mol

Monoisotopic Mass

372.121 g/mol

CAS Registry Number

481-53-8

IUPAC Name

5,6,7,8-tetramethoxy-2-(4-methoxyphenyl)-4H-chromen-4-one

Traditional Name

tangeretin

SMILES

COC1=CC=C(C=C1)C1=CC(=O)C2=C(OC)C(OC)=C(OC)C(OC)=C2O1

InChI Identifier

InChI=1S/C20H20O7/c1-22-12-8-6-11(7-9-12)14-10-13(21)15-16(23-2)18(24-3)20(26-5)19(25-4)17(15)27-14/h6-10H,1-5H3

InChI Key

ULSUXBXHSYSGDT-UHFFFAOYSA-N

Chemical Taxonomy

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

4p-methoxyflavonoid-skeleton
5-methoxyflavonoid-skeleton
6-methoxyflavonoid-skeleton
7-methoxyflavonoid-skeleton
8-methoxyflavonoid-skeleton
Flavone
Chromone
Benzopyran
1-benzopyran
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Alkyl aryl ether
Pyranone
Monocyclic benzene moiety
Pyran
Benzenoid
Heteroaromatic compound
Vinylogous ester
Organoheterocyclic compound
Ether
Oxacycle
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

pentamethoxyflavone (CHEBI:9400 )
flavones (C10190 )
Flavones and Flavonols (C10190 )
Flavones and Flavonols (LMPK12111443 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

antioxidant

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.0093 g/L	ALOGPS
logP	2.88	ALOGPS
logP	2.18	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	15.26	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	72.45 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	99.29 m³·mol⁻¹	ChemAxon
Polarizability	38.8 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-052f-0229000000-e6e9ad7413b10f4d2f60	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0udi-0009000000-ee2b46e43857d53e36ea	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0ue9-0958000000-95f79379a8770cf234f4	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-001i-0952000000-385e0c59e575279d1929	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-001i-0962000000-4ce20f8bebfb893364c7	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-001i-0950000000-e79b83fbcdc12ca4342b	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-001i-0972000000-83a368b34c5d8037313d	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0f6t-0092000000-92f00f21de9842c77822	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0a4l-0009000000-a7c011cb08d063f98b3f	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0a4l-0009000000-a7c8c2980e91305fecf4	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0a4l-0009000000-5acd0f1ad174af992dfb	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-000t-0009000000-35763dc54f1cba9960fd	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0a4l-0009000000-557dbb4d489762f5c6c4	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0a4l-0009000000-e5388c8cb4caef8a8398	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-052f-0009000000-59afa2bdabbf2a62b6ee	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0a4l-0009000000-8f99cd4efaf456f16bd1	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0006-0579000000-a6a3232db05025b3a8ec	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0006-0359000000-37d7e88884dbac30de10	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0006-0489000000-2315290c34940c8911af	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-006x-0009000000-ade42d3073bd96a1c4e1	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00di-0009000000-1758dfee96eaff17e6e1	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-0009000000-af49c5c40b1713ce986a	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-0009000000-ed0776ee5a241620324c	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-01ox-0249000000-1ea96f27298b5874e53b	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-0009000000-297810d36d9613c636c8	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-0009000000-f9cba6ad31aa4a2c1f91	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4l-1269000000-2c95b789a68359ce6e70	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-0009000000-cef598d38b8dbae9b661	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-05i0-0009000000-1823329a31f792e4776b	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-0009000000-aa9385dbb205bb238b88	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-0009000000-005119c3fd0ac1eff959	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-053s-0249000000-30cc0a550c5a42f13507	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Toxicity Value	Unit	Value Range	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Reference
919.0	Log mg/kg	[520:1600]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
19	Indoor air	Air, dust & atmospheric transport	Not Available
233	Brushes	Personal care & cosmetics	Not Available
548	Preparation Of Vinegar	Food, food processing & cookware	Not Available
549	Preparation Of Wine Or Sparkling Wine	Food, food processing & cookware	Not Available
597	Chemosterilants	Agriculture & land management	Not Available
602	Molluscicides	Agriculture & land management	Not Available
604	Pest Attractants	Agriculture & land management	Not Available
607	Rodenticides(1)	Agriculture & land management	Not Available
608	Rodenticides	Agriculture & land management	Not Available

Pathways

0 pathways

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Receptor-type tyrosine-protein kinase FLT3	P36888	Humans	Predicted (SEA)	68.0402
Click to view 3D structure	Cytochrome P450 1B1	Q16678	Humans	Predicted (SEA)	5.3716
Click to view 3D structure	Cytochrome P450 1A1	P04798	Humans	Predicted (SEA)	3.81461
Click to view 3D structure	Aldo-keto reductase family 1 member B1	P07943	Rattus norvegicus	Predicted (SEA)	3.73676
Click to view 3D structure	Cytochrome P450 1A2	P05177	Humans	Predicted (SEA)	30.9061
Click to view 3D structure	Poly [ADP-ribose] polymerase tankyrase-1	O95271	Humans	Predicted (SEA)	9.18621
Click to view 3D structure	Multidrug resistance-associated protein 1	P33527	Humans	Predicted (SEA)	4.12601
Click to view 3D structure	Adenosine receptor A2a	P30543	Rattus norvegicus	Predicted (SEA)	60.0218
Click to view 3D structure	Adenosine receptor A1	P25099	Rattus norvegicus	Predicted (SEA)	63.9921
Click to view 3D structure	Inositol hexakisphosphate kinase 2	Q9UHH9	Humans	Predicted (SEA)	5.2159
Click to view 3D structure	Broad substrate specificity ATP-binding cassette transporter ABCG2	Q9UNQ0	Humans	Predicted (SEA)	39.236
Click to view 3D structure	Amine oxidase [flavin-containing] A	P21397	Humans	Predicted (SEA)	32.6967
Click to view 3D structure	Amine oxidase [flavin-containing] B	P27338	Humans	Predicted (SEA)	66.8725
Click to view 3D structure	Beta-secretase 1	P56817	Humans	Predicted (SEA)	52.8596
Click to view 3D structure	MAP kinase-interacting serine/threonine-protein kinase 2	Q9HBH9	Humans	Predicted (SEA)	119.421
Click to view 3D structure	Aromatase	P11511	Humans	Predicted (SEA)	23.3548
Click to view 3D structure	Delta-type opioid receptor	P41143	Humans	Predicted (SEA)	238.841
Click to view 3D structure	Pyruvate kinase PKM	P14618	Humans	Predicted (SEA)	4.67095
Click to view 3D structure	Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	Humans	Predicted (SEA)	16.9711
Click to view 3D structure	Amyloid-beta precursor protein	P05067	Humans	Predicted (SEA)	40.4037
Click to view 3D structure	Acetylcholinesterase	P22303	Humans	Predicted (SEA)	107.899
Click to view 3D structure	Cyclin-dependent kinase 9	P50750	Humans	Predicted (SEA)	133.667
Click to view 3D structure	Protein deacetylase HDAC6	Q9UBN7	Humans	Predicted (SEA)	171.19
Click to view 3D structure	Carbonic anhydrase 1	P00915	Humans	Predicted (SEA)	124.948
Click to view 3D structure	Polyunsaturated fatty acid 5-lipoxygenase	P12527	Rattus norvegicus	Predicted (SEA)	24.5225