4',7-Dimethoxyisoflavone

Details

• Internal ID: 658378e3-ebe6-45a3-b2c6-0805cac9ab99
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > O-methylated isoflavonoids > 7-O-methylated isoflavonoids > 7-O-methylisoflavones
• IUPAC Name: 7-methoxy-3-(4-methoxyphenyl)chromen-4-one
• SMILES (Canonical): COC1=CC=C(C=C1)C2=COC3=C(C2=O)C=CC(=C3)OC
• SMILES (Isomeric): COC1=CC=C(C=C1)C2=COC3=C(C2=O)C=CC(=C3)OC
• InChI: InChI=1S/C17H14O4/c1-19-12-5-3-11(4-6-12)15-10-21-16-9-13(20-2)7-8-14(16)17(15)18/h3-10H,1-2H3
• InChI Key: LPNBCGIVZXHHHO-UHFFFAOYSA-N
• Popularity: 30 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₄O₄
• Molecular Weight: 282.29 g/mol
• Exact Mass: 282.08920892 g/mol
• Topological Polar Surface Area (TPSA): 44.80 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.48
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• 1157-39-7
• 7,4'-Dimethoxyisoflavone
• dimethoxydaidzein
• Daidzein dimethyl ether
• 7-methoxy-3-(4-methoxyphenyl)chromen-4-one
• 7-Methoxy-3-(4-methoxyphenyl)-4H-chromen-4-one
• 7,4'-Di-O-methyldaidzein
• UNII-F5547DW3CO
• CHEMBL12658
• 4H-1-Benzopyran-4-one, 7-methoxy-3-(4-methoxyphenyl)-
• F5547DW3CO
• 7-Methoxy-3-(4-methoxyphenyl)-4H-1-benzopyran-4-one
• KBio2_006313
• di-o-methyldaidzein
• 7-Methoxy-3-(4-methoxyphenyl)chromone
• Spectrum_000697
• SpecPlus_000113
• Spectrum2_000185
• Spectrum3_000209
• Spectrum4_001605
• Spectrum5_000329
• 4/',7-Dimethoxyisoflavone
• Oprea1_523121
• KBioGR_001949
• KBioSS_001177
• MLS002695973
• DivK1c_006209
• SCHEMBL571576
• SPBio_000109
• 7,4''''-Dimethoxyisoflavone
• Daidzein-7,4?-dimethyl ether
• FORMONONETIN METHYL ETHER
• KBio1_001153
• KBio2_001177
• KBio2_003745
• KBio3_001297
• 7,4;-DIMETHOXYISOFLAVONE
• DTXSID90151171
• 4',7-DIMETHOXYLISOFLAVONE
• BCP19042
• HY-N2145
• BDBM50491177
• LMPK12050040
• MFCD00075889
• s3910
• STK924704
• FORMONONETIN 7-O-METHYL ETHER
• AKOS002223699
• ISOFLAVONE, 4',7-DIMETHOXY-
• CCG-214635
• CS-5799
• NCGC00247044-01
• NCGC00247044-02
• AC-34195
• AS-69269
• SMR001562127
• XD161693
• D4389
• FT-0617287
• VU0616764-1
• 7-Methoxy-3-(4-methoxy-phenyl)-chromen-4-one
• F16185
• AB00052651-04
• 7-Methoxy-3-(p-methoxyphenyl)-4H-chromen-4-one
• A803480
• Dimethoxydaidzein pound>>7,4'-Dimethoxyisoflavone
• SR-05000002529
• 7-Methoxy-3-(4-methoxyphenyl)-4H-chromen-4-one #
• SR-05000002529-1
• Q27277653
• F3385-0965

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9942	99.42%
Caco-2	+	0.9544	95.44%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7179	71.79%
OATP2B1 inhibitior	-	0.8640	86.40%
OATP1B1 inhibitior	+	0.9721	97.21%
OATP1B3 inhibitior	+	0.9963	99.63%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6496	64.96%
P-glycoprotein inhibitior	+	0.7661	76.61%
P-glycoprotein substrate	-	0.9397	93.97%
CYP3A4 substrate	+	0.5282	52.82%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7654	76.54%
CYP3A4 inhibition	+	0.7246	72.46%
CYP2C9 inhibition	+	0.8917	89.17%
CYP2C19 inhibition	+	0.9553	95.53%
CYP2D6 inhibition	-	0.9113	91.13%
CYP1A2 inhibition	+	0.9831	98.31%
CYP2C8 inhibition	-	0.7211	72.11%
CYP inhibitory promiscuity	+	0.8783	87.83%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9513	95.13%
Carcinogenicity (trinary)	Non-required	0.6014	60.14%
Eye corrosion	-	0.9600	96.00%
Eye irritation	+	0.5482	54.82%
Skin irritation	-	0.7107	71.07%
Skin corrosion	-	0.9841	98.41%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4461	44.61%
Micronuclear	+	0.8259	82.59%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.9544	95.44%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.5831	58.31%
Acute Oral Toxicity (c)	III	0.5103	51.03%
Estrogen receptor binding	+	0.9665	96.65%
Androgen receptor binding	+	0.9418	94.18%
Thyroid receptor binding	+	0.7834	78.34%
Glucocorticoid receptor binding	+	0.7940	79.40%
Aromatase binding	+	0.8400	84.00%
PPAR gamma	+	0.5404	54.04%
Honey bee toxicity	-	0.9090	90.90%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9364	93.64%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.90%	91.11%
CHEMBL1907	P15144	Aminopeptidase N	95.60%	93.31%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.20%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.17%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.26%	94.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.32%	86.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.68%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.46%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.29%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.24%	96.00%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	83.62%	95.53%
CHEMBL2717	Q9HCR9	Phosphodiesterase 11A	80.56%	85.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.34%	93.65%

Plants that contains it

• Aspilia foliosa
• Astragalus laxmannii
• Astragalus laxmannii subsp. laxmannii
• Ateleia herbert-smithii
• Barringtonia acutangula
• Corydalis densiflora
• Craibiodendron yunnanense
• Dalbergia congestiflora
• Desmodium canadense
• Embelia ribes
• Glycyrrhiza
• Glycyrrhiza pallidiflora
• Heliotropium hirsutissimum
• Inulanthera calva
• Khaya grandifoliola
• Mabea fistulifera
• Myroxylon peruiferum
• Napoleonaea vogelii
• Nicotiana raimondii
• Ormosia henryi
• Pterodon emarginatus
• Schleichera oleosa
• Schultesia guianensis
• Scolopia chinensis
• Triclisia subcordata
• Trollius europaeus

Cross-Links

• PubChem: 136419
• NPASS: NPC182428
• LOTUS: LTS0275176
• wikiData: Q27277653