3-Methoxytangeretin

Details

• Internal ID: 207cfdcf-b158-4bbe-8fa3-f3b5fd1bb97b
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 8-O-methylated flavonoids
• IUPAC Name: 3,5,6,7,8-pentamethoxy-2-(4-methoxyphenyl)chromen-4-one
• SMILES (Canonical): COC1=CC=C(C=C1)C2=C(C(=O)C3=C(O2)C(=C(C(=C3OC)OC)OC)OC)OC
• SMILES (Isomeric): COC1=CC=C(C=C1)C2=C(C(=O)C3=C(O2)C(=C(C(=C3OC)OC)OC)OC)OC
• InChI: InChI=1S/C21H22O8/c1-23-12-9-7-11(8-10-12)15-18(25-3)14(22)13-16(24-2)19(26-4)21(28-6)20(27-5)17(13)29-15/h7-10H,1-6H3
• InChI Key: OBIOZWXPDBWYHB-UHFFFAOYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂O₈
• Molecular Weight: 402.40 g/mol
• Exact Mass: 402.13146766 g/mol
• Topological Polar Surface Area (TPSA): 81.70 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.51
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

• 34170-18-8
• 3,5,6,7,8,4'-Hexamethoxyflavone
• UNII-RNF1407A4J
• RNF1407A4J
• Flavone, 3,4',5,6,7,8-hexamethoxy-
• 4H-1-Benzopyran-4-one, 3,5,6,7,8-pentamethoxy-2-(4-methoxyphenyl)-
• 3,5,6,7,8-pentamethoxy-2-(4-methoxyphenyl)chromen-4-one
• LMPK12113315
• 3,4',5,6,7,8-Hexamethoxyflavone
• 3,5,6,7,8,4??-hexamethoxyflavone
• AKOS040763834
• Q27288205
• 3,5,6,7,8-Pentamethoxy-2-(4-methoxyphenyl)-4H-chromen-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9901	99.01%
Caco-2	+	0.9099	90.99%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7006	70.06%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9582	95.82%
OATP1B3 inhibitior	+	0.9919	99.19%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.7497	74.97%
P-glycoprotein inhibitior	+	0.9413	94.13%
P-glycoprotein substrate	-	0.9395	93.95%
CYP3A4 substrate	-	0.5516	55.16%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7654	76.54%
CYP3A4 inhibition	+	0.6138	61.38%
CYP2C9 inhibition	-	0.7985	79.85%
CYP2C19 inhibition	+	0.7445	74.45%
CYP2D6 inhibition	-	0.9546	95.46%
CYP1A2 inhibition	+	0.9694	96.94%
CYP2C8 inhibition	-	0.6556	65.56%
CYP inhibitory promiscuity	+	0.8123	81.23%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5636	56.36%
Eye corrosion	-	0.9682	96.82%
Eye irritation	-	0.6369	63.69%
Skin irritation	-	0.7565	75.65%
Skin corrosion	-	0.9845	98.45%
Ames mutagenesis	+	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7657	76.57%
Micronuclear	+	0.7759	77.59%
Hepatotoxicity	-	0.5040	50.40%
skin sensitisation	-	0.9439	94.39%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.5614	56.14%
Acute Oral Toxicity (c)	II	0.6245	62.45%
Estrogen receptor binding	+	0.8162	81.62%
Androgen receptor binding	+	0.8278	82.78%
Thyroid receptor binding	+	0.7039	70.39%
Glucocorticoid receptor binding	+	0.7524	75.24%
Aromatase binding	+	0.5759	57.59%
PPAR gamma	+	0.7720	77.20%
Honey bee toxicity	-	0.9115	91.15%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9192	91.92%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.47%	94.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.51%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.94%	95.56%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	91.28%	87.67%
CHEMBL1907	P15144	Aminopeptidase N	87.99%	93.31%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.76%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.66%	86.33%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	86.62%	85.30%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	86.37%	80.96%
CHEMBL2581	P07339	Cathepsin D	86.05%	98.95%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	85.45%	81.11%
CHEMBL3401	O75469	Pregnane X receptor	82.95%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.42%	96.00%

Plants that contains it

• Chiliadenus iphionoides
• Delphinium glaucum
• Drummondita calida
• Farfugium japonicum
• Glycyrrhiza echinata
• Isodon coetsa
• Lycopodium clavatum
• Millettia zechiana
• Mundulea sericea subsp. madagascariensis
• Panda oleosa
• Phyllanthus virgatus
• Polygala arillata
• Robinsonia gracilis
• Sextonia rubra
• Uvaria cherrevensis

Cross-Links

• PubChem: 11741814
• NPASS: NPC50133
• LOTUS: LTS0165907
• wikiData: Q27288205